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From $60 per night (USD)
HomeAway
Lives like a modern hotel suite in the heart of historic Gillespie Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This new construction 1,350 SF apartment is part of an architect's own modern property at the heart of Gillespie Park. ...
From $60 per night (USD)
HomeAway
From $184 per night (USD)
VRBO
Great Location, 2 Bdrm, 2bath, Private backyard.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a wonderful 2 bed and 2 bath house, that has just been newly furnished. Its located in the flower streets area ...
From $184 per night (USD)
VRBO
From $159 per night (USD)
HomeAway
Cozy Home In Indian Beach/Sapphire Shores
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We welcome you to our modest two bedroom (plus bonus room) one bath home in one of the most sought after neighborhoods s ...
From $159 per night (USD)
HomeAway
From $685 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You are encouraged to verify property ownership. SarasotaCottageRentals Nestled away among the palms, bamboo and jaca ...
From $685 per night (USD)
VRBO
From $50 per night (USD)
HomeAway
Location, Location, Location! Walkable to Bayfront, Shops and Restaurants!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A Paradise hideaway "THE SARASOTA NEST", West Of Tamiami Trail. This very private vacation getaway is an immaculate, 2 ...
From $50 per night (USD)
HomeAway
From $435 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to the Coral Cottage in Laurel Park, Sarasota FL Historic Sarasota Cottages Meets Key West Cool ~ Meets Shabby ...
From $435 per night (USD)
VRBO
From $309 per night (USD)
HomeAway
Villagio Villa d'Este Sarasota central locale 2B/2B condo Furnished $1800 per mo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful, quiet 2B/2B condo near downtown Sarasota with lake views and many amenities. Short drive to Ringling School o ...
From $309 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Serene Sarasota Florida Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Renovated 3 bedroom/2bath cottage home in a quiet 55+community. Two of the bedrooms have a queen bed and the third bed ...
From $200 per night (USD)
VRBO
From $38 per night (USD)
HomeAway
APARTMENT IN SARASOTA DOWNTOWN(2 Br/1 Bth) CLOSE TO LIDO BEACH (6 people).
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Private Apartment(2 floor) located in Sarasota-Downtown-Area(2 mins), 2 bedrooms(1 king, 2 twins), 1 sofa-bed, 1 bath w ...
From $38 per night (USD)
HomeAway
From $135 per night (USD)
VRBO
Florida Chic Bungalow Block From Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Home The Urban Cottage is a newly restored 950 square foot historic cottage just blocks away from downtown Sarasota ...
From $135 per night (USD)
VRBO
From $120 per night (USD)
HomeAway
Central Cocoanut, Downtown, SRQ, Lido, Ringling
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Our urban getaway is near Lido beach, St. Armands circle, downtown and Main Street, close to all the wonderful culture t ...
From $120 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Charming Private Garden Cottage hide away in the heart of Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $200 per night (USD)
VRBO
From $107 per night (USD)
HomeAway
Mable Ringling Loft: 1/1 With Kitchen 5 Mins. To Beach/Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Stay in a piece of Sarasota history! This upstairs guest room, a 1 BR, 1 private bath with full kitchen, is located in o ...
From $107 per night (USD)
HomeAway
From $225 per night (USD)
VRBO
Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This beautiful home includes 4 bedrooms, 2 bathrooms and sleeps up to 12 people. Near #1 Rated SIESTA KEY BEACH & LIDO ...
From $225 per night (USD)
VRBO
From $275 per night (USD)
HomeAway
Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A newly renovated, designer-owned, 3 bedroom property featuring modern architecture, mid-century inspired furnishings an ...
From $275 per night (USD)
HomeAway
From $125 per night (USD)
VRBO
Charming Home...close to everything! 3/2 Updated
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Close proximity to Downtown Sarasota (2.5 mi), Siesta Key Beach (7.2 mi), St. Armand’s Circle (5.2 mi), Nathan Benderson ...
From $125 per night (USD)
VRBO
From $417 per night (USD)
HomeAway
NEW for the 2020 Winter Season: The BRYSON-CRANE HISTORIC RESIDENCE
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
6
Available for a limited time while the owners travel. The Bryson-Crane House offers an elegant, comfortable alternative ...
From $417 per night (USD)
HomeAway
From $107 per night (USD)
VRBO
Charles Ringling Loft: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Stay at The Reserve, the Historic Former Home of Charles Ringling (1933), newly and beautifully renovated: Downtown Sar ...
From $107 per night (USD)
VRBO
From $409 per night (USD)
HomeAway
4 Bedroom Cottage Nestled In The Heart Of Sarasota
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A live-oak canopy gives a tree house feel throughout this charming and centrally located 2 story home on the beautiful C ...
From $409 per night (USD)
HomeAway
From $85 per night (USD)
VRBO
The Sea Turtle Bungalow/Ringling College/Sara Bay/Dwntn
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You'll love the stunning brand new interior and excellent location of this house. Excellent location near Ringling Mus ...
From $85 per night (USD)
VRBO
From $250 per night (USD)
HomeAway
Best Location w/ Fenced Yard & Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Super cute beach style home in Southgate neighborhood, near everything! Split floor plan - 3 bedrooms, two bathrooms p ...
From $250 per night (USD)
HomeAway
From $435 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PLEASE VISIT THE SARASOTA TAX ASSESSOR'S WEB PAGE TO CONFIRM THE LEGITIMATE OWNER OF A PROPERTY YOU'RE INTERESTED IN. M ...
From $435 per night (USD)
VRBO
From $430 per night (USD)
HomeAway
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Historic Sarasota Cottages Meets Key West Cool ~ Meets Shabby Chic. Sarasota Cottage Rentals are reserved by calendar mo ...
From $430 per night (USD)
HomeAway
From $95 per night (USD)
VRBO
Close to beach & downtown-Sparkling clean!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Mango Gardens! We want to assure all of our guests that we are following enhanced cleaning and disinfecting ...
From $95 per night (USD)
VRBO
From $218 per night (USD)
HomeAway
Spacious Historic Apt. in Walkable Downtown between Siesta & Lido Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $218 per night (USD)
HomeAway
From $50 per night (USD)
VRBO
Cozy 2 Bed Cottage close to Downtown Sarasota and the Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a 2 bedroomed, one bath house, centrally located near downtown Sarasota, pet friendly within walking distance to ...
From $50 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
comfortable and updated house near down town Sarasota walking distance
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This three bedroom, two bath home is a wonderful place to relax and rejuvenate, enjoy the surroundings and the location. ...
From $150 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
SunWay Suites Unit 1 Sandpiper
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Please check out our other three one and two bedroom units. SunWay Suites Unit 1 Sandpiper is a newly updated 2 bedroom, ...
From $150 per night (USD)
VRBO
From $184 per night (USD)
HomeAway
Quaint Historic Apartment in Walkable Downtown #5
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $184 per night (USD)
HomeAway
From $134 per night (USD)
VRBO
Sarasota vacation/rental A+ location, Newly Fenced in side and backyards!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Newly completed fenced in yard, sides and backyards! A 3 bedroom 2 bathroom house 1250 sq feet with living room, den, ...
From $134 per night (USD)
VRBO
From $125 per night (USD)
HomeAway
PRIVATE POOL OASIS WITH POOL HOUSE..........YOGA RETREAT!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beaches, Shops and Restaurants Open.! Tropical Paradise WITH PRIVATE SALT WATER HEATED POOL ( NOT SHARED WITH ANYONE) , ...
From $125 per night (USD)
HomeAway
From $135 per night (USD)
VRBO
Secure & Cute Sleeping Studio, Downtown Fun between Siesta & Lido Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a small room with cuteness and amenities, poster bed with space to store underneath, coffee maker/small refriger ...
From $135 per night (USD)
VRBO
From $60 per night (USD)
HomeAway
Studio Apartment, Safe & Walkable area, Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Super cute, secure and private in downtown Sarasota. Queen sized bed and sofa with private bathroom/shower. Located abov ...
From $60 per night (USD)
HomeAway
From $100 per night (USD)
VRBO
*** Downtown Bungalow ***Beaches / Restaurants / Cafes***Just Minutes away!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This charming cottage is the perfect place for your stay in downtown Sarasota. The space: This two bedroom home has ...
From $100 per night (USD)
VRBO
From $170 per night (USD)
HomeAway
Cosy House 2 Bedms/2 Bathms In Indian Bayshore Close To Beaches And Museum
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a spacious house, located in Winchester Drive, close to downtown and beaches. With 2 bedrooms, 2 bathrooms, equi ...
From $170 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Beautiful 3 bedms/2 bathms with pool close to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is spacious house, located in Novus Place, close to downtown and beaches. With 3 bedrooms, 2 bathrooms, a private s ...
From $200 per night (USD)
VRBO
From $137 per night (USD)
HomeAway
The historic Bird House Bungalow Old Florida Charm
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
** No arrivals on Thanksgiving , Christmas day , New Years day , July 4 **** The Bird House Bungalow is a 1936 home wi ...
From $137 per night (USD)
HomeAway
From $184 per night (USD)
VRBO
Downtown Sarasota Apartment in Historic Burns Square, South Side Walkable
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $184 per night (USD)
VRBO
From $133 per night (USD)
HomeAway
Oceanfront dog-friendly home w/ sunset views of Sarasota Bay - snowbirds welcome
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $133 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
New Construction! Fully Furnished Vacation Home Minutes from Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Brand new 3 Bedroom, 2 Bathroom home in Sarasota, FL. Located minutes away from Siesta Key Beach as well as numerous res ...
From $150 per night (USD)
VRBO
From $144 per night (USD)
HomeAway
Sea Turtle Cabana Sarasota Near Downtown-Ringling College
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Sea Turtle Cabana is a 1 bedroom private studio, sharing land with a charming historic house also used by guests. The ...
From $144 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Walk Downtown Beautiful Sarasota Large & Cozy Condo on Bayou near Siesta Key!
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Come stay in this unique Condo on a lush oasis right on the edge of downtown Sarasota. CENTRAL to everything allowing w ...
From $150 per night (USD)
VRBO
From $188 per night (USD)
HomeAway
3 Bedroom, Granite countertops, Private backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Newly renovated and available for your vacation. Granite counter tops, new appliances, new bathrooms, new furnishing thr ...
From $188 per night (USD)
HomeAway
From $100 per night (USD)
VRBO
John Ringling Suite 2 BR, 2 BA, kitchen: 5 Minutes To Beach & Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Check out our other VRBO listings and great reviews! : VRBO.com/1358994 VRBO.com/1310860 VRBO.com/1234762 VRBO.com/1 ...
From $100 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Newly renovated 3 Br/2 Ba Villa Minutes From Beach/Downtown/Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary description: Location, Location, Location! The perfect urban beach and arts escape. Close to Beaches, Bay, Downt ...
From $100 per night (USD)
HomeAway
From $179 per night (USD)
VRBO
Arlington Park Amazing Location Pet Friendly 2 Master Suites Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Family and Pet Paradise. En suit Queen Master with walkin luxury shower AND KING Master. Third bedroom is office with Qu ...
From $179 per night (USD)
VRBO
From $310 per night (USD)
HomeAway
Light and Airy and Private, Great Location, Historic Neighborhood.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
In an Mediterranean Revival home, light and airy, one bedroom above separate garage with bath and full kitchen. Wooden ...
From $310 per night (USD)
HomeAway
From $65 per night (USD)
VRBO
Tropical Paradise in the City, Centrally located to everything incl beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our guests say this home is where you want to be ! Very centrally located to beaches, restaurants and attractions for lo ...
From $65 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
Minutes to Siesta and Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New exterior paint, garage door, front door, brand new kitchen appliances, washer and dryer AND new sectional couch! Th ...
From $150 per night (USD)
HomeAway
From $100 per night (USD)
VRBO
THE LOFT SIDE OF THE TRACKS Summer Special
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
THE LOFT SIDE OF THE TRACKS: Conveniently located on the edge of downtown Sarasota and close to the beaches and airport, ...
From $100 per night (USD)
VRBO
From $90 per night (USD)
HomeAway
UPSCALE OASIS IN SARASOTA! - NEW CONSTRUCTION
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Modern design and central location close to Downtown and the Beaches. This house is at the center of everything Saraso ...
From $90 per night (USD)
HomeAway
From $94 per night (USD)
VRBO
Tucked among the trees of Towles Court it's a quiet haven in the heart of town
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the heart of downtown Sarasota, this artist colony consists of only a handful of homes linked together by wal ...
From $94 per night (USD)
VRBO
From $1048 per night (USD)
HomeAway
Luxurious Mediterranean Estate with Private Beach!
Bedrooms:
6.5
Bathrooms:
6
Sleeps:
14
Live in paradise! Experience the true serenity of Sarasota Bay with this beautiful home. This multi-million home offers ...
From $1048 per night (USD)
HomeAway
From $75 per night (USD)
VRBO
Romantic Quality Near Downtown with Private Heated Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a nicely remodeled 650 square foot one bedroom apartment in a historic home located in the coveted safe Northwes ...
From $75 per night (USD)
VRBO
From $70 per night (USD)
HomeAway
The Cottage Next Door Sarasota Downtown location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and ju ...
From $70 per night (USD)
HomeAway
From $175 per night (USD)
VRBO
Heated Pool! Close 2 Siesta & Lido Beaches, Downtown & Pinecraft
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bring your loved ones to Chrissy’s Cottage and enjoy an unforgettable escape to the Sunshine State and stay in this 1/1, ...
From $175 per night (USD)
VRBO
From $35 per night (USD)
HomeAway
August Ringling Room - Stay in a Piece of Sarasota History - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Stay in a piece of Sarasota history! This upstairs guest room, a 1 BR, 1 private bath is located in one of three histori ...
From $35 per night (USD)
HomeAway
From $409 per night (USD)
VRBO
Pet-friendly, lovely home with large inground pool, live oaks and fenced yard.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This open concept living space has a fireplace, dining area that seats up to 10 for family gatherings, high-end stainles ...
From $409 per night (USD)
VRBO
From $159 per night (USD)
HomeAway
Beautiful pool great location, gated and quiet, minutes from downtown and beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
SARASOTA, FLORIDA GATED COMMUNITY OF VILLAGIO ~ CORNER OF TUTTLE AND CHIANTI Professional Onsite management and Security ...
From $159 per night (USD)
HomeAway
From $153 per night (USD)
VRBO
Luxe Home w/ Screened Pool & Spa - Minutes to Siesta Key Beach & Local Dining
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $153 per night (USD)
VRBO
From $147 per night (USD)
HomeAway
Indoor/Outdoor Living House w/ Screened Pool & Sunroom
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $147 per night (USD)
HomeAway
From $154 per night (USD)
VRBO
Affordable 2ba/1ba Waterfront Cottage in Sarasota close to downtown and beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming 2br/1ba cottage on Whitaker Bayou with direct access to the Gulf of Mexico. Close to beaches, restaurants, shop ...
From $154 per night (USD)
VRBO
From $117 per night (USD)
HomeAway
Updated Gulf Home w/ Large Backyard - Minutes from Beach & Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $117 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
NEW Vacation Home Minutes away from Siesta Key Beach & St. Armands Circle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Brand new 3 Bedroom, 2 Bathroom home in Sarasota, FL. Located minutes away from Siesta Key Beach as well as numerous res ...
From $150 per night (USD)
VRBO
From $50 per night (USD)
HomeAway
Otto Ringling Suite - Large, 1 BR, 1 private bath in great and historic location
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Stay in a piece of Sarasota history! This upstairs guest room, a 1 BR, 1 private bath with large dining area is located ...
From $50 per night (USD)
HomeAway
From $209 per night (USD)
VRBO
Custom Contemporary in Indian Beach/Museum District
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
6
Enjoy our contemporary home in the Indian Beach/Sapphire Shores neighborhood. Nestled among the majestic live oaks that ...
From $209 per night (USD)
VRBO
From $70 per night (USD)
HomeAway
Charming 'Old Florida' One Bed suite near Downtown Sarasota and the Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming completely independent one bedroomed mother-in-law suite which is attached to the back of the main house. There ...
From $70 per night (USD)
HomeAway
From $250 per night (USD)
VRBO
Paradise Shores- Beautiful, Luxurious Bay Front Cottage With Pool And Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Saraphina`s Cottage is located in Paradise Shores, right on Sarasota Bay, just south of Harbor Acres, in one of the most ...
From $250 per night (USD)
VRBO
From $194 per night (USD)
HomeAway
1925 Historic Sarasota Beach House Near Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sea Turtle Beach House has old Florida charm, is colorful and comfortable. Original hard wood floors throughout, qua ...
From $194 per night (USD)
HomeAway
From $100 per night (USD)
VRBO
Tiny house downtown Sarasota
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Off grid ready Tiny house in beautiful downtown Sarasota. Located in quiet Pom's Park, one mile from Main Street. Close ...
From $100 per night (USD)
VRBO
From $50 per night (USD)
HomeAway
Tropical Beach/Town Studio Prime Mainland Location
Bedrooms:
1
Bathrooms:
0
Sleeps:
3
Siesta Beach/Town Prime Location! Designers lush tropical home location in posh residential area. Live like a local! You ...
From $50 per night (USD)
HomeAway
From $75 per night (USD)
VRBO
One Bedroom Apartment #3 in Historic Burns Square district, downtown Sarasota
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $75 per night (USD)
VRBO
Click For Pricing
HomeAway
Affordable Paradise - Walking Distance to Downtown Sarasota!
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Beautiful monthly vacation rental a short walk from downtown Sarasota and a short bike ride from Siesta Key (#1 beach in ...
Click For Pricing
HomeAway
Click For Pricing
VRBO
Resort-style living in downtown Sarasota!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Resort-style living in downtown Sarasota! Spacious & quiet 2 bed, 2 bath with tons of amenities. Pool, hot tub, tennis ...
Click For Pricing
VRBO
Click For Pricing
HomeAway
Reserve Retreat - Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful, light-filled 1 BR with 1 private bath and a kitchenette downtown and near beaches. 5 minutes to everything! ...
Click For Pricing
HomeAway
Click For Pricing
VRBO
Historically Significant 1 BR, 1 Private BA W/ New Bathroom Close to Everything
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in a piece of Sarasota history across from beautiful Sarasota Bay! This upstairs guest room, a 1 BR, 1 private bath ...
Click For Pricing
VRBO
Click For Pricing
HomeAway
NEW !! Sarasota House w HEATED Pool 4 bed/3 bath
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Sarasota Pool home near beaches, shopping, dining and more!! With beds for up to 11 guests and 3 full baths you can re ...
Click For Pricing
HomeAway
Click For Pricing
VRBO
Beautifully decorated 1bdrm carriage house - 8 min walk to downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Three-year-old private carriage house above garage with brand new furnishings, new paint and own deck sitting area. Loca ...
Click For Pricing
VRBO
Click For Pricing
HomeAway
Retro Beach House Walking Distance to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to The "Retro Ringling" house, a unique designer home in downtown Sarasota with tons of modern amenities and nos ...
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VRBO
Relax & Rejuvenate! Walk to shopping, restaurants. Short drive to the Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This property is cleaned and thoroughly disinfected between every guest. Perfect location. Close to Ed Smith Stadium, ...
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VRBO
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HomeAway
Downtown Luxury Resort Apartment: Inquire for monthly rate
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
New listing in the best location for city dwelling with resort-style amenities. Apt is on the top (5th) floor - city vie ...
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VRBO
Charming Downtown home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come enjoy downtown Sarasota at a charming, refurbished Ringling Cottage in tree lined Ringling Park. 3 bedroom/2 baths; ...
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HomeAway
Cosy cottage close to Downtown and Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
All new furnishings including a queen bed and a convertible sofa to accommodate up to 4 guests.eat location, 5 minutes t ...
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VRBO
Downtown Apt. in Gorgeous Luxury Setting: Monthly Rates Available
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
New listing in the best location for city dwelling with resort-style amenities. Apt is on the top (2nd) floor close to t ...
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VRBO
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HomeAway
Downtown Apt. in Luxury Complex
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Walking distance to outdoor parks, walk/jog the famous John Ringling Bridge, and enjoy sitting on a bench off the bay. ...
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VRBO
2 Cottages rented together on same property. Heated Pool. Close 2 Lido & Siesta!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfortably sle ...
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HomeAway
Newly updated apartment close to Downtown and Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautiful vacation home is tastefully decorated in a modern furnishings and vibrant accents throughout. It has 2 be ...
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VRBO
Lido Beach/ St Armand's Circle w/HOT TUB Lux Downtown Sarasota Private Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
•*´¨`*•.¸¸.•*´¨This listing is for one cottage only - "Pearl Peacock/#4" ¸.•´¨`*•.¸¸.•*¨`*•.¸¸.• ^◕‿◕^ Hot Tub Ideal fo ...
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Sarasota Serenity: 3/2 Cottage on a Creek w/Peaceful Backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
All utilities are included in the rent for this cozy 3 bedroom/2 bath home which is situated in a quiet, peaceful neigh ...
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Beautiful 3 bdr house close to Payne Park
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in a quiet residential neighborhood within close proximity to Payne and Arlington parks, this charming mid centu ...
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VRBO
Experience best location. Museums, Lido & Longboat Key, St. Armand's Circle.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This home has walls of glass overlooking the open, heated, lap pool and tropical lush grounds. Setting includes walled a ...
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HomeAway
Resort style living near Downtown, Lido, Longboat, Siesta Key Beach
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Resort style living near beautiful beaches and downtown! 2 bedrooms, 2.5 bath, two lanai/balconies. This 2-story townhom ...
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VRBO
DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
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VRBO
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DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED (204)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
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VRBO
DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
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VRBO
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HomeAway
Zen-Inspired House in Downtown Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our vacation rental is located in downtown Sarasota with 2 Bedrooms and 2 Bathrooms with a large living area with 20' ce ...
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VRBO
Best Beaches & Pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Perfect location, walking distance to downtown Sarasota and Southside Village. Restaurants, nightlife, both Lido and Sie ...
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DOWNTOWN SARASOTA - Historic Laurel Park - PETS ALLOWED (205)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spacious 2 Bedroom, 1 Bath located in the charming Historic Laurel Park area of downtown Sarasota. Laurel Park is conve ...
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VRBO
Stunning, ultra modern pool home within walking distance of Sarasota Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spectacular 1900 sq ft, 3/2 is perfectly located for everything Sarasota has to offer; world-class beaches, theater ...
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Yellow bangalow near beaches and downtown Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Description Just renovated, clean, bright and beautiful bungalow located walking distance to grocery stores, Southside V ...
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VRBO
Siesta Dreaming - Bike to Beautiful Siesta Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly renovated 2 bed (1 master bed, 1bed/office) 1 bath condo in quiet, shaded neighborhood, located minutes from Siest ...
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House 3 rooms/1bath/playground walk to Downtown&Lido Beach(2 mins), Pet friendly
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Big house located in Sarasota-Downtown Area(2 mins), 3 bedrooms(1 kings, 2 full, 1 queen), 1 sofa-bed, 1 bath with sh ...
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VRBO
Vintage Florida Bungalow in Trendy Gillespie Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Pinkie Flamingo Welcomes You To Gillespie Park Vintage Bungalow! King/Queen/DaybedPlusTrundle Old Florida charm plus d ...
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VRBO
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Private, Poolside, Pet-Friendly Paradise Near Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Pinkie Flamingo Welcomes You To Hazel's Hideaway! Three month (90 Day) Min For 2020 Season. Just nine blocks from Saras ...
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VRBO
Private corner condo in coveted area, two blocks from Selby Gardens, bayfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fabulous remodeled Villa Jasmine offers French doors to 2 private balconies for grilling, relaxing. Beautiful views of l ...
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VRBO
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HomeAway
Guest House w/ private entrance
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Furnished detatched guest house 500 sq. ft. With private entrance. Parking Spot for one car. Includes electric, water, ...
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VRBO
In the heart of Indian Beach Saphire Shores
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located in one of the most sought after areas in Sarasota, Indian Beach Saphire Shores I located in the Ringling museum ...
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HomeAway
Cozy Romantic Retreat or Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This property is the guest house over the garage of my 1923 Historic home in Indian Beach Saphire Shores. Enjoy watching ...
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VRBO
Downtown. Sleeps 3. Mins to Beaches & Airport
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
The condo association requires a 30-day minimum lease and signed application. Contact owner to request those forms. Th ...
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Close to both Siesta Key and Lido Beach......
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious 1900 SQFT Home with 3 bedrooms and 2 Baths plus large lanai. Open floor plan with a retro vibe.... Large livi ...
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VRBO
Centrally Located Near Everything With Bonus Amenities !!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated charming house close to beaches, shops, restaurants and movie theaters. Queen size bed and a pull out so ...
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VRBO
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Downtown Boho Garden Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Let this peaceful studio apartment in beautiful downtown Sarasota be your home away from home for your getaway. The Stud ...
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VRBO
Location! Location! Location! Sarasota!!!
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping, restaurants, and Southside Village is les ...
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VRBO
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⭐Built in 1911⭐-Historic Home Next To Downtown Sarasota, Close to the Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
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VRBO
1350 Main St. Sarasota, Florida
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Luxury 10th floor Condo in Sarasota’s best downtown building in best downtown location- 1 bedroom, 1.5 baths, fully furn ...
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VRBO
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Tropical Breezes 3BR House with Pool Close to Golf, Downtown & Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy an unforgettable stay at this beautiful and spacious pool home close to all the charms of Sarasota, including Sies ...
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VRBO
HEART OF SARASOTA Mid-Century charmer- walk to downtown and Bayfront Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located just a few blocks to Sarasota bay front, this charmer has 2 large bedrooms, 2 baths, 2 living spaces, office, so ...
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VRBO
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2. Bahia Bungalow near Downtown, Lido & Siesta Key #2
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This bright and charming 1930's "Old Florida" bungalow is located perfectly - right between Siesta Key and Lido Beach. D ...
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VRBO
Just Built! Vacation Home Minutes From Siesta Key Beach & St. Armands Circle
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Brand new 3 Bedroom, 2 Bathroom home in Sarasota, FL. Located minutes away from Siesta Key Beach as well as numerous res ...
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VRBO
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HomeAway
Siesta Key Get Away
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This newly remodeled property is in the heart of your vacation destination. Its locations is in one of Sarasotas best ne ...
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VRBO
47th Street Cottage in Sunny Sarasota
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come relax in our beautiful and fresh Florida cottage only a few miles from the beach! With plenty of natural light, vau ...
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New Listing! Michelle's Cottage2: 2.5 mi to SIESTA KEY BEACH
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Located on the corner of Siesta Drive and Wisconsin Lane, the home is nestled on a canopy road boasting with beautiful, ...
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VRBO
New Listing! Michelle's Cottage1: 2.5 mi to SIESTA KEY BEACH
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
THE COTTAGE.... It will be easy to fall in love with this property even before pulling up to the driveway. Located on th ...
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VRBO
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Sunway Suites Unit 4 Pelican
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Please visit our three other one and two bedroom units. SunWay Suites Unit 4 Pelican is a great little get away for one ...
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VRBO
Pinky's Carriage House - Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Pinky’s offers you vacation convenience in a cute, cozy carriage house! Located within a 7 minute walk to the heart of d ...
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VRBO
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SunWay Suites Unit 2 Plover
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Please visit our other three one and two bedroom units. SunWay Suites Unit 2 Plover is a great little get away for one t ...
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VRBO
Near downtown Sarasota & Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This roomy house is only a short drive, walk, bike or bus (scat) away from the #1 Beach in the USA. Siesta Key Beach. Al ...
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VRBO
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Sarasota Downtown All Inclusive Town house !!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This is a 1000 square foot newly renovated 2 bedroom, 1 bath, 1 car garage town-home located in Sarasota downtown, walki ...
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VRBO
"Mossy Oaks" 5-bedroom Near Pinecraft (Amish community) <16 People, 4-car Garage
Bedrooms:
3
Bathrooms:
5
Sleeps:
17
This home is an idyllic and peaceful retreat for any extended family reunion or gathering. The home is situated on a ni ...
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HomeAway
"Salty Breeze" Home w/ Guest Suite, Heated Enclosed Salt Pool/Spa, <11 people
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
This home is a spacious 4 bedroom/3 bath haven. It is complete with an enclosed, heated pool for the kids to play in an ...
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VRBO
Sarasota Apartment in Downtown!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses, and of course the #1 Beach in the ...
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VRBO
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HomeAway
A Little Piece Of Paradise
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful meticulously decorated 2 bedroom 1 bath pool home in the heart of Downtown Sarasota. Historic private neighbor ...
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VRBO
Charming, Historic Decorator Cottage near Downtown Sarasota
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
BRAND NEW to VRBO! We warmly invite you to enjoy the cozy ambiance of our downtown Starfish Cottage. With the ambiance o ...
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"Pelican's Nest" Guest Suite Near Pinecraft Great for Small Family, 2-car Garage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is an adorable one bedroom/one bath guest suite, that will meet all your needs. It has a totally separate entrance ...
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VRBO
2 bedroom-Sparkling Clean–near beaches & downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Mango Gardens! We want to assure all of our guests that we have enhanced cleaning and disinfecting procedu ...
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VRBO
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HomeAway
Brand New Family Friendly Home
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
10
This is a Brand New 2 -story coastal inspired home with 4 bedrooms, 3.5 baths, volume ceilings, upstairs open flex space ...
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VRBO
"White Egret" Guest Suite near Pinecraft Great for a Small Family up to 4 People
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a cute 1 bedroom/1 bath guest suite with separate entrance and totally separate quarters. It is fully furnished ...
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VRBO
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"The Sandpiper" Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This home comes as a deluxe package with a heated pool for the kids to play in and a heated, jetted spa for the adults t ...
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VRBO
The Flamingo House at Indian Beach Sapphire Shores
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stay in the Arts district of Sarasota at The Flamingo House, a charming and pet-friendly home in the beautiful Bayfront ...
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VRBO
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HomeAway
Sarasota Downtown, Best Location For Your Vacation!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses, and of course the #1 Beach in the ...
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VRBO
SPACIOUS SARASOTA OASIS with HUGE NEW POOL!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Mid Century Modern Home with huge pool and sundeck, large private fenced back yard, Gazebo with zippered mesh enclosure ...
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VRBO
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HomeAway
Downtown Sarasota Townhouse in Historic Center !!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
This is a 1000 square foot newly renovated 2 bedroom, 1 bath, 1 car garage town-home located in Sarasota downtown, walki ...
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VRBO
Lovely Cottage ❤ Very close to Siesta Beach or Downtown Sarasota!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Best thing about this home is LOCATION. Very central to everything Sarasota. This home has its own private entrance, out ...
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VRBO
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HomeAway
Pool house 3br/2bth/Playground walk Downtown, LidoBeach(2min)
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Affordable house located in Sarasota-Downtown-Area, 3 bedrooms(1 king, 1 queen, 2 full), 1 futon, 1 air mattress, 2 b ...
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VRBO
SunWay Suites Unit 3 Seagull
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Please visit our three other one and two bedroom units. SunWay Suites Unit 3 Seagull is a newly updated 2 bedroom, 1 ful ...
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VRBO
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HomeAway
"Blue Heron" 4-bedroom near Pinecraft (Amish Community) <11 people, 2-car garage
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
This is a beautiful, spacious home that you will find calming and a balm for the soul! There is a guest suite with sepa ...
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VRBO
Remodeled DT home 10 min. drive from beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
In the heart of the Rosemary District, this bright and spacious private home is a 10 minute drive to Lido Beaches and wi ...
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VRBO
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HomeAway
Updated,Sunny Cottage-near famous beaches/walking distance to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Relaxing and charming 3 bedrooms, 2 bathrooms cottage walking distance /half mile/ to Main steet, Downtown, parks, resta ...
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VRBO
Vintage Main Street Loft Apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in our totally refurbished, circa 1920 loft apartment. Our vintage loft apartment is perfectly situated in the hear ...
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VRBO
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HomeAway
Always SeaSun, 2 bedroom Sleeps 6, Clean/Updated, Full Kitchen, Internet/Netflix
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Always SeaSun! Wonderfully updated turnkey duplex unit featuring 2 bedrooms and 1 bath. Enter through your pr ...
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HomeAway
From $279 per night (USD)
VRBO
Lido Beach and St Armands Circle. Kingston Arms. Ultimate getaway.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A perfect relaxation destination for two! This location has everything. Five minutes walk to the beautiful Lido Beach an ...
From $279 per night (USD)
VRBO
From $175 per night (USD)
HomeAway
Beach Condo near Lido Beach & on St. Armands Circle! Fully Equipped & Beautiful!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The location is perfect! Three-minute walk to the beach! Clear water, soft sand and beautiful sunsets are just a small p ...
From $175 per night (USD)
HomeAway
From $50 per night (USD)
VRBO
Beach View from outside condo walkway/Spectacular sunsets!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
LOCATION, LOCATION! 1 bedroom, 1 bath condo on sunny Lido Key with beach views from condo walkway outside your door. Wal ...
From $50 per night (USD)
VRBO
From $85 per night (USD)
HomeAway
Inn on the Beach 2207
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This perfect island getaway is located on the southern tip of Longboat Key with a beautiful beach and pool area. ...
From $85 per night (USD)
HomeAway
From $350 per night (USD)
VRBO
Lido Beach 1/4 Block / St Armand's Circle / Pool At Beach, Aptartment Building
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The apartment is a 2B/2B located 1/4 block to Lido Beach. Approximately 5-7 min walk to St. Armand's Circle. Olympic si ...
From $350 per night (USD)
VRBO
From $60 per night (USD)
HomeAway
PLAYALIDO UNIT #4, LIDO BEACH
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
PlayaLido Unit 4 Is a 1bedroom unit with queen size bed, living room with queen size sleep-sofa, full kitchen, WiFi and ...
From $60 per night (USD)
HomeAway
From $60 per night (USD)
VRBO
Playalido Unit #6 127 Cleveland Dr
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Playa Lido Unit #6 is a 2 bedroom with Queen size bed, sleep-sofa in the living room, full kitchen, WIFI and TV. Laundry ...
From $60 per night (USD)
VRBO
From $60 per night (USD)
HomeAway
Playalido Unit #7 127 Cleveland Dr
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Playa Lido Unit #7 is a 1bedroom with Queen size bed, sleep-sofa in the living room, full kitchen, WIFI and TV. Laundry ...
From $60 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
LBK Paradise Awaits - Stunning Bay Views, Amenities; Rare 3BR
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
Located at the Tangerine Bay Club on Longboat Key, this wonderful 3 bedroom, 2 and a 1/2 bath unit is located just minut ...
From $150 per night (USD)
VRBO
From $25 per night (USD)
HomeAway
Pinecraft Cottage - In the heart of Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the heart of Sarasota, our cottages are tucked away in the beauty and nature that surrounds Pinecraft. We are ...
From $25 per night (USD)
HomeAway
From $536 per night (USD)
VRBO
Kon-Tiki in Sarasota, FL
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Everything you want for your perfect vacation is right here, and it begins once you cross over the John Ringling Causewa ...
From $536 per night (USD)
VRBO
From $229 per night (USD)
HomeAway
Sarasotas Hidden Gem in Super Convenient, Designer Furnished 4BR Home. Sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beautifully remodeled and fully furnished home is a rare find! It has the best of everything: Convenient access t ...
From $229 per night (USD)
HomeAway
From $490 per night (USD)
VRBO
Tropical, Very Private, Gated Home w/ pool Short Walk to St Armands & Lido Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful gated home with very private pool and patios surrounded by lush landscaping on all sides, and stucco privacy w ...
From $490 per night (USD)
VRBO
From $248 per night (USD)
HomeAway
Heated Private Salt Water Pool near Siesta Key, Downtown Sarasota, Gulfgate
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
COVID-19 Cleaning: Our cleaning process between groups has been enhanced per recommendations of the CDC, including disi ...
From $248 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Beautiful Longboat Key * Perfect Location* Sarasota ~FL~
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
****BACK ON THE MARKET**** Plan to spend this winter on beautiful Longboat Key, Sarasota, FL! * Newly remodeled, 2 be ...
From $150 per night (USD)
VRBO
From $362 per night (USD)
HomeAway
All Docked Out in Sarasota
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Looking for your dream vacation home in the perfect location? Look no further, All Docked Out is in THE best location. ...
From $362 per night (USD)
HomeAway
From $120 per night (USD)
VRBO
"Safe & Clean" Ultra Convenient Location / 3 Bed / 2 baths updated pool home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful and completely updated 3 bedroom / 2 baths single family pool home is located 1 mile to Siesta Key North ...
From $120 per night (USD)
VRBO
From $280 per night (USD)
HomeAway
Malibu in Sarasota, FL
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Malibu where three beautiful palm trees stand at attention to greet you as you pull into the driveway of this ...
From $280 per night (USD)
HomeAway
From $59 per night (USD)
VRBO
Slick,mod, midcentury available for March!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A truly uniquely designed home, The Terrace is located on a quiet little street convenient to all that Sarasota has to o ...
From $59 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
LOCATION South Gate: Dog Friendly: 10 MIN to Siesta Beach; Walk to all shopping
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Great Location in SouthGate on a quiet street with fenced back yard for your DOG. House is very well equipped for your ...
From $150 per night (USD)
HomeAway
From $139 per night (USD)
VRBO
One bedroom Mid-Century Gem, West of the Trail.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is wonderful one bedroom house, perfect for your next getaway. Its located west of the trail within walking distanc ...
From $139 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
Gulf Gate, mid-Century Cottage w/ Private Pool, mins to SK village and beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You’ll absolutely love our smoke-free, cozy, mid-century, Cool Blue Cottage with our private, backyard (non-heated) pool ...
From $150 per night (USD)
HomeAway
From $59 per night (USD)
VRBO
Fantastic price for the right seasonal person
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Secret Garden is an adorable little get away in the sunshine state for just the right person ...It is conveniently l ...
From $59 per night (USD)
VRBO
From $200 per night (USD)
HomeAway
New Listing- 3 Bedroom House North End of Siesta Key - short walk to Shell Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
BANYAN TREE COTTAGE! Welcome to the elegant world famous white quartz sand beaches. This cottage, nestled on a diminut ...
From $200 per night (USD)
HomeAway
From $50 per night (USD)
VRBO
Another Day in Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Slow it down and relax. Stay on beautiful Siesta Key, home of the #1 beach in the nation! Our separate guest house is th ...
From $50 per night (USD)
VRBO
From $850 per night (USD)
HomeAway
The Banyan - A Tropical Retreat in Paradise
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
View of Roberts Bay / Near Beaches / Great Shopping & Dining Get lost in the intoxicating relaxation of Siesta Key, in ...
From $850 per night (USD)
HomeAway
From $100 per night (USD)
VRBO
You will love Lido Key!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located 1/2 block to Lido Beach and close to the fabulous restaurants and shopping of St. Armands Circle. Private locati ...
From $100 per night (USD)
VRBO
From $160 per night (USD)
HomeAway
"Safe & Clean" 3.5 miles to Siesta Key, Lovely 3 bedr Home for the Entire Family
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
New listing: Dawson House is closely located within a few miles to Siesta Key and close to downtown Sarasota. This home ...
From $160 per night (USD)
HomeAway
From $350 per night (USD)
VRBO
Luxurious Waterfront Home Walking Distance from Lido Beach and St Armands Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Home away from home plus more in this Luxurious Lido Key rental in Sarasota, Florida. This fully updated, spectacular ho ...
From $350 per night (USD)
VRBO
From $115 per night (USD)
HomeAway
Family-Friendly Home w/ Fenced Yard, Patio & Pool - Near Siesta Key Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $115 per night (USD)
HomeAway
From $100 per night (USD)
VRBO
Awesome location, St Armand's condo close to beach and shopping
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Condo located on world famous Saint Armands Circle, a 3 minute walk to fabulous shopping and restaurants. The beach is ...
From $100 per night (USD)
VRBO
From $350 per night (USD)
HomeAway
5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
3600 SQUARE FOOT FULLY APPOINTED RANCH STYLE HOME WITH BOAT LIFT, DOCK & WAVE RUNNER LIFTS INCLUDED! IDEAL FOR FISHING ...
From $350 per night (USD)
HomeAway
From $250 per night (USD)
VRBO
Lido Beach - Ocean Front Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome Snowbirds! This spacious three bedroom oceanfront with full ocean views is on the 6th floor with one 3 piece bat ...
From $250 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Lido Beach Sarasota,Fl. 5th house from the beach-Saint Armonds Circle
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
100 yards to the Gulf of Mexico's beautiful water and white sand, 3 Blocks to Saint Armonds Circle . Enjoy this locatio ...
From $100 per night (USD)
HomeAway

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