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From $392 per night (USD)
VRBO
Horizons West Villa B-7 - Located on Crescent Beach - it's #1
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully decorated 2 bedroom 2 bath villa with an up to date open floorplan. Kitchen has new stainless steel applian ...
From $392 per night (USD)
VRBO
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Expedia
NEW !! Sarasota House w HEATED Pool 3 bed/3 bath plus bonus room w futon
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Sarasota Pool home near beaches, shopping, dining and more!! With sleeping for up to 10 guests and 3 full baths you ca ...
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Expedia
From $166 per night (USD)
VRBO
Sunny Sarasota with easy access to Lido and Siesta Beaches and downtown Sarasota
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A charming 1925 Spanish style home beautifully furnished with books, art and beach charm. Less than 6 miles to the amazi ...
From $166 per night (USD)
VRBO
From $172 per night (USD)
Expedia
Downtown Sarasota House By Siesta Key and Golfing
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Downtown Sarasota House is 1 bedroom, 1 bathroom unit conveniently located near Siesta Dr that takes you all the way to ...
From $172 per night (USD)
Expedia
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VRBO
AN OASIS ON THE EDGE OF DOWNTOWN SARASOTA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A piece of heaven awaits you in Sarasota! Perfect for couples (with baby or toddler), solo adventurers and business tra ...
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VRBO
From $193 per night (USD)
Expedia
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a ...
From $193 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Clean & Modern, Close to Beach, Restaurants, Downtown SRQ!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
All BRAND-NEW, IKEA-Inspired Villa near it all in central Sarasota! Private entrance, barbecue, washer/dryer, streaming ...
From $193 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Cozy Sarasota Retreat - 3 Blocks to the Coast!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this top-floor Sarasota unit for a trip filled with enough sun, sand, and surf to last a lifetime! Offering 2 ...
From $154 per night (USD)
Expedia
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VRBO
Cozy vacation home 5 mins from downtown!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Keep it simple at this peaceful and centrally-located place. A perfect place to bring your family to vacation. Close to ...
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VRBO
From $141 per night (USD)
Expedia
Downtown, Mins away from Lido Beach, Siesta Key, St Armands Cir
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Rest and relax in this beautiful first-floor condo while being close to everything downtown Sarasota has to offer includ ...
From $141 per night (USD)
Expedia
From $224 per night (USD)
VRBO
The Alameda - Historic SRQ Getaways, Central SRQ
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Space Welcome to the Indian Beach Sapphire Shores neighborhood of Sarasota, one of Sarasota's most desirable neighb ...
From $224 per night (USD)
VRBO
From $525 per night (USD)
Expedia
Entire private house
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
Enjoy Full master suite with Jacuzzi tub w/private access to pool with built in hot tub.There are 4 more bedrooms throug ...
From $525 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Sarasota-Indian Beach Zen Home (private-pet friendly)
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You’ll love this private home, centrally located to everything when you stay at this zen space 2 blocks to the local bay ...
From $192 per night (USD)
VRBO
From $86 per night (USD)
Expedia
Sleeps 2. Mins to Downtown, Beaches & Airport / Ground Floor Unit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ground floor unit (No Stairs). Sleeps two (2). Renting this unit will place you within walking distance of Sarasota’s do ...
From $86 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Dog-Friendly Home w/ Yard ~ 6 Miles to the Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Get away to the Gulf Coast and stay at this Sarasota vacation rental! The 3-bedroom, 1-bathroom home features a spacious ...
From $102 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Location, Location! Sarasota Rambler | Downtown MidMod Stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our recently updated 1200 square foot mid-century rambler home is located in the charming downtown Sarasota neighborhood ...
From $203 per night (USD)
Expedia
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VRBO
Oceanfront Home w/ Sunset Views of Sarasota Bay - Snowbirds Welcome, Dogs OK
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunsetter on Sapphire Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
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VRBO
From $156 per night (USD)
Expedia
Charming Beach Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
LOCATION!!! 3D Matterport scan of the house available!!! Getaway from the fast paced, high pressure life and slip on som ...
From $156 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Renovated retreat - dog-friendly yard, AC & W/D - snowbirds welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $208 per night (USD)
VRBO
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Expedia
2 Cottages Rented Together | Amazing Heated Pool | Near Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...
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Expedia
From $382 per night (USD)
VRBO
LUXE GETAWAY! New Apt, E-SCOOTERS Available, Corporate, Nurses welcome. Disney+
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experience ...
From $382 per night (USD)
VRBO
From $133 per night (USD)
Expedia
Coastal Sarasota Condo: Minutes to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base wi ...
From $133 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Close to Beaches, Downtown, everything Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Adorable, Cozy, Peaceful & Quiet neighborhood close to downtown SRQ, St. Armand's, the beaches, and more! 2/2 with comfy ...
From $224 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
UPDATE: NOVEMBER 2024 - THIS RARELY AVAILABLE PROPERTY HAS JUST BECOME AVAILABLE FOR THE 2024-2025 SEASON DUE TO A CANC ...
From $320 per night (USD)
Expedia
$Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!$
From $164 per night (USD)
VRBO
Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming Sarasota Getaway – Your Private Home Near Downtown & Beaches You've found it! Welcome to your private Sarasota ...
From $164 per night (USD)
VRBO
From $124 per night (USD)
Expedia
Pet-Friendly Downtown Sarasota House-3BR/2BA for Couples,Friends, Beaches 7mins
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our private and comfy house located in the heart of Downtown Area, just 2 minutes away by walking! Our house ...
From $124 per night (USD)
Expedia
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VRBO
Casa Azul 2Bed/1Bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
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VRBO
From $207 per night (USD)
Expedia
⭐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 ...
From $207 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $157 per night (USD)
VRBO
From $182 per night (USD)
Expedia
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $182 per night (USD)
Expedia
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VRBO
Stay this close to all Sarasota has to offer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located in Cordova Gardens a Nice 2 bed room 2 bathroom condo with high ceilings and wood floors. The unit is in a small ...
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VRBO
From $300 per night (USD)
Expedia
Pool Home, Steps to Secluded Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $300 per night (USD)
Expedia
From $127 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 $127 per night (USD)
VRBO
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Expedia
Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w/ Private Pool & Large Outdoor Space
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Experience the Ultimate in Luxury at Ventana Rosa – Your Siesta Key Escape Discover the essence of luxury and tranquili ...
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Expedia
From $654 per night (USD)
VRBO
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor ...
From $654 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Sarasota Show House Executive Luxury Suite
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...
From $256 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Lovely 2/2 House Sapphire Shores near the Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming 2 bed/ 2 bath house is 1,767 Sq Ft with a fenced yard, located on Stevens Drive, next to the bay and the f ...
From $228 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Warm and Inviting pet-friendly 2BR/2BA in Idyllic Bay Front Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful late 70's home with primary bedroom suite and bath, and guest bedroom with adjacent bathroom. Large fenced ya ...
From $173 per night (USD)
Expedia
From $419 per night (USD)
VRBO
Cozy retreat, heated salt water pool, centrally located, minutes to everything!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Sarasota Bungalow retreat is a 3bd 2bth home with a heated salt water pool. Centrally located and near everything S ...
From $419 per night (USD)
VRBO
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Expedia
4bd/3bth Renovation With Heated Pool near Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful renovation, great for people who want a large house to spend evenings at the pool with dining area and drill! ...
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Expedia
From $158 per night (USD)
VRBO
Updated,Sunny Cottage🌴near famous beaches🏝half mile 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 ...
From $158 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Artistic Boho Bungalow W/ Pool Near Water & SRQ
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Bohemian Bungalow! Spiritual Oasis! This is the perfect location for those who have a flair for the heal ...
From $398 per night (USD)
Expedia
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VRBO
Contemporary Coastal Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The cool and calming coastal feel of this mid-century modern home will set the scene for your next relaxing vacation her ...
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VRBO
From $171 per night (USD)
Expedia
14th floor condo heart of city ,overlooking bay .Available 3months or yearly !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It’s a beautiful 2 BR, 1 Bath corner unit with 270 degree view of the bay as well as city with one allocated parking o ...
From $171 per night (USD)
Expedia
From $164 per night (USD)
VRBO
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 $164 per night (USD)
VRBO
From $239 per night (USD)
Expedia
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 $239 per night (USD)
Expedia
$\The Sandpiper\ Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people$
From $464 per night (USD)
VRBO
\"The Sandpiper\" Near Pinecraft, Enclosed Heated Salt Pool and Spa, <8 people
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
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 ...
From $464 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Downtown,Italian Villa For Two,Resort Style.5 minutes to Siesta-Lido.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Please Read the entire descriptions and additional information about our propriety. A spacious space to relax for two. ...
From $283 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Luxe home with pool & alfresco living - amazing walkable location
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Organic Fun Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $492 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Sleeping Studio, Secure & Cute Downtown 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 $138 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Sunny Cottage🌴half mile to Downtown-near famous beaches
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Relaxing and charming 3 bedrooms cottage half mile to Main steet, Downtown, parks, restaurants, art galleries,boutiques ...
From $295 per night (USD)
VRBO
From $160 per night (USD)
Expedia
*** 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 $160 per night (USD)
Expedia
From $422 per night (USD)
VRBO
Siesta Key Palm Paradise with HEATED SALT WATER POOL 🌴🌴
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
NEW HEATED SALT WATER POOL 80 Degrees & Palm Trees. PALM PARADISE awaits you, minutes away from the # 1 beach in the US ...
From $422 per night (USD)
VRBO
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Expedia
Tropical Backyard Oasis! Prime Location Near Main St & Trolley to Lido Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming Sarasota Retreat – Your Private Oasis in the City Welcome to your beautifully updated Florida-style home, nes ...
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Expedia
From $176 per night (USD)
VRBO
Boho Vibe 3B/2B West of S. Tuttle - 1 mile from Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 Bed 2 Bath 50's style Florida home has just undergone a partial remodel and complete Boho Style makeover. You w ...
From $176 per night (USD)
VRBO
From $89 per night (USD)
Expedia
Beautifully decorated 1bdrm carriage house - 8 min walk to downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Well appointed private carriage house above garage. Immaculate, modern furnishings, fully equipped kitchen and own deck ...
From $89 per night (USD)
Expedia
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VRBO
1BR King/ensuite with Kitchen 5 Mins. To Beach/Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
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VRBO
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Expedia
Comfy 3bed/2bath with pool close to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the charm of old Florida living in this spacious and fully furnished 3-bedroom, 2-bathroom vacation home. With ...
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Expedia
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VRBO
Reserve Retreat Room- Beautiful, Bright 1 BR, 1 BA W/ Kitchenette Dwntwn & Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a King, 1 BR with private bath, ...
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VRBO
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Expedia
Location, Location Trolley to Beach, Walk Downtown. Bike Legacy Trail, Pets OK.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to Your Private Sarasota Retreat! Enjoy a relaxing getaway in this charming 3-bedroom, 2-bath home, centrally ...
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Expedia
From $235 per night (USD)
VRBO
Renovated 3/2 Minutes to Downtown and Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 4 beds total, we can comf ...
From $235 per night (USD)
VRBO
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Expedia
Private home minutes from Siesta Key and Downtown Sarasota.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy your private getaway near the top rated beach in the USA. This 3 bedroom 2 bathroom home has a large dining table ...
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Expedia
From $207 per night (USD)
VRBO
Downtown Sarasota Apartment in Historic Burns Square, South Side Walkable
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Built in the 1950's this property has a clean character and ambiance. Walking distance to Whole Foods/Publix, Bayfront m ...
From $207 per night (USD)
VRBO
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Expedia
Charming Florida bungalow with pool and fenced-in yard.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cypress wood floors and bay windows give this home a comfy, warm feel. The large, fenced-in backyard boasts large trees ...
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Expedia
From $247 per night (USD)
VRBO
Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This firsst-floor guest room, a 1 BR king with private bat ...
From $247 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Beachy 1 bedroom/1 bath unit - Fully equipped for your beach vacation!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy resort-style living at Harbor Towers Yacht and Racquet Club, located on Siesta Key! Harbor Towers is a boaters par ...
From $234 per night (USD)
Expedia
From $140 per night (USD)
VRBO
Very tropical, private and peaceful, short walk to everything happening downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Sarasota's first and oldest neighborhood, quaint Laurel Park is walking distance to everything downtown.and v ...
From $140 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR, 2 king beds with private ...
From $163 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Centrally located near everything with bonus facilities!
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 ...
From $173 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Historically Significant, 2nd floor, 1 BR, 1 Private BA Close to Everything
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $173 per night (USD)
Expedia
From $212 per night (USD)
VRBO
🦩Now Booking for Summer! 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 ...
From $212 per night (USD)
VRBO
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Expedia
Escape to Vitamin Sea: Private Pool, Guest Suite, Minutes to Sarasota's Parks, Downtown and Beaches!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
SLEEPING ARRANGEMENTS 4 BR / 3 BA / Sleeps 8 Master bedroom – One queen bed with en-suite bathroom. Guest bedroom 1 – ...
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Expedia
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VRBO
Historic Craftsman Charm - Fido Friendly, Fenced Yard, Fire Pit, Near Sarasota Beaches and Downtown!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Exclusive Offers: Stay longer and save more! 20% off for 28+ nights. Promotions cannot be combined or stacked; the best ...
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VRBO
From $97 per night (USD)
Expedia
Location! Location! Location! Sarasota!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A short walk to Selby Gardens and historic downtown Sarasota full of shopping and restaurants. Plus, Southside Village ...
From $97 per night (USD)
Expedia
From $274 per night (USD)
VRBO
A cozy perfectly located house!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
A cozy perfectly located house just one mile from downtown Sarasota. Whether you need a great place to stay for work or ...
From $274 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Amazing Location West of the Trail
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Location Location Location. Only 30 seconds drive to the north bridge to Siesta Key. Just 5 minutes Siesta Key's world f ...
From $186 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Heated Pool 3bdr 2bth Close to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Freshly remodeled home as of 2021, Great for family vacation. Amazing location right in the middle of town, no more than ...
From $239 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Casa Stellata near Downtown & Bay ~ Backyard ~ Pkg
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Step into the comfort of this stylish 3BR 2.5Bath gem nestled in a friendly neighborhood, perfect for escaping ...
From $190 per night (USD)
Expedia
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VRBO
The Sapphire Suite 1Bed/1Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Beautifully elegant suite with a relaxing touch. A pleasant mix of Hispanic and Modern decor in a newly renovated living ...
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VRBO
From $218 per night (USD)
Expedia
The Palms in Sarasota, heated private pool, near Beaches & Downtown, sleeps 9
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Experience a vibrant, newly renovated two-story featuring a stunning heated saltwater pool. This immaculate 3-bedroom re ...
From $218 per night (USD)
Expedia
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VRBO
1350 Main Street 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
From $161 per night (USD)
Expedia
Charming Vacation Rental: Close to Downtown!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Soak in all the sun and sand you can during your trip to Sarasota, with this modern 2-bed, 1-bath vacation rental as you ...
From $161 per night (USD)
Expedia
From $391 per night (USD)
VRBO
The Cottage Next Door Best Downtown location in Sarasota
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 $391 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Beautiful Downtown Cottage near Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our hidden gem! This 2 bed 2 bath cottage is extremely unique in one of the most renowned neighborhoods of be ...
From $270 per night (USD)
Expedia
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VRBO
Luxury Modern Ville in Heart of Sarasota
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
An Architectural gem, this custom designed home blends seamlessly with the natural environment. The house wraps around a ...
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VRBO
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Expedia
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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Expedia
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VRBO
Very tropical, private and peaceful, short walk to everything happening downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in Sarasota's first and oldest neighborhood, quaint Laurel Park is walking distance to everything downtown.and v ...
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VRBO
From $395 per night (USD)
Expedia
Gorgeous Heated Pool and Spa by Downtown & Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Our beautiful home is right by all the attractions of Sarasota, FL set up with brand new furniture. With 3 bedrooms, 2 b ...
From $395 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Savor Sarasota's Summer: Best restaurents, Top Beach in US!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Bay fishing Siesta Key and ...
From $182 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Sarasota Downtown, Best Location For Your Vacation !!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the ...
From $189 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Bungalow w/ Heated Pool by Downtown & Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A 3 bed/2 bath home 5 miles to award-winning beaches and minutes to airport, downtown, shopping, restaurants, and activi ...
From $200 per night (USD)
VRBO
From $349 per night (USD)
Expedia
*DWTN*Heated Pool* Tropical Paradise!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
This Modern Tropical Home with HEATED pool is just 15 minutes to Lido Key Beach and 7 minutes to Downtown Sarasota!! Tas ...
From $349 per night (USD)
Expedia
From $671 per night (USD)
VRBO
Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Casamigos — the epitome of luxury living and relaxation in Siesta Key. This newly furnished, upscale 4-bedroo ...
From $671 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Sarasota, FL Bungalow | Bright & Breezy Coastal Vibes - 10 mins to White Sand Beaches by RedAwning
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Take in the beachy vibes as soon as you arrive at this stunning coastal interior-designed Florida bungalow. Bringing th ...
From $191 per night (USD)
Expedia
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VRBO
Discover Hacienda del Sol - Dog-Friendly Home, Downtown Sarasota, Sleeps 8, Walkable Neighborhood
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Exclusive Offers: Stay longer and save more! Enjoy 10% off for 7+ nights, and 20% off for 28+ nights. Promotions cannot ...
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VRBO
From $232 per night (USD)
Expedia
Siesta Beach/DT-Private Family Paradise-3BR/2Ba
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to our charming 3-bedroom vacation home in Sarasota, just a short 11-minute drive from the stunning Siesta Key Be ...
From $232 per night (USD)
Expedia
From $130 per night (USD)
VRBO
Riverside Oasis 1Bed/1Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautifully elegant suite designed specifically for the relaxing and quiet get away that epitomizes a great vacation. Fr ...
From $130 per night (USD)
VRBO
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Expedia
Spanish bungalow near everything!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
2 bed 1 bath private home. Spanish revival style with large backyard within walking distance to downtown Sarasota and th ...
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Expedia
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VRBO
Pinecraft Area Remodeled 3bdr/2bth Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Great Location and Comfort are what makes this 3 Bedroom Vacation Home special. Located in the Pinecraft area off Bahia ...
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VRBO
From $156 per night (USD)
Expedia
Hemingway Inspired Villa
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $156 per night (USD)
Expedia

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