
Southgate Rentals

- 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 $150 per night (USD)
VRBO
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)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 $100 per night (USD)
VRBO
"New to You" A Coastal Mid century modern home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
"New" to "You" A Mid Century Modern with an authentic yet coastal vibe. Located just 10 minutes to world famous Siesta K ...
From $100 per night (USD)VRBO
- From $210 per night (USD)
HomeAway
NEW LISTING Cozy Mid-Century Florida home in a great location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great 2 bedroom 2 bath home, situated between Siesta and Longboat Key... choose a different beach each day. Close to al ...
From $210 per night (USD)HomeAway
- From $50 per night (USD)
VRBO
Sarasota House w/ Pool Minutes to Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Whether you're looking to spend time by the pool or at the beach, 'Siesta Jewel,' a 2-bed, 2-bath vacation rental house ...
From $50 per night (USD)VRBO
- From $70 per night (USD)
HomeAway
Well appointed three bedroom two bath home with heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly furnished three bedroom two bath home in a gulf community Private master suite with queen bed and walk in closet F ...
From $70 per night (USD)HomeAway
- From $120 per night (USD)
VRBO
Immaculate, Newly Remodeled Close to Siesta Beach, with HEATED POOL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely single story home built in 1962, remodeled completely 2014. As the photos show, the bedrooms are spacious with th ...
From $120 per night (USD)VRBO
- From $120 per night (USD)
HomeAway
"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)HomeAway
- From $150 per night (USD)
VRBO
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)VRBO
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HomeAway
Pinecraft Tiny Home 2 - New, Cozy & Clean
- 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 ...
Click For PricingHomeAway
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VRBO
Large 1BR apartment in the middle of everything in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Large 1 bedroom apartment in multi family house with nice & quiet tenants. Centrally located, near everything that offer ...
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HomeAway
Gorgeous renovation with pool, minutes from beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacio ...
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VRBO
New Pinecraft Tiny Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cute and comfortable tiny home in the heart of Sarasota. Walk to Pinecraft amish community, ice cream shop, and Yoder's ...
Click For PricingVRBO
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HomeAway
Garden Oasis Studio Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Great space in a great neighborhood. This apartment is uniquely designed and has everything you'll need to enjoy your va ...
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VRBO
Cute Coastal Suite in the heart of Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We have designed this suite to make you feel at home, while giving you the coastal feel of Sarasota so you can feel like ...
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HomeAway
Cosy log cabin 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. Great location, 5 minute ...
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VRBO
Sarasota Philippi Creek Paradise Retreat, 10min from Siesta Key
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Welcome to our Paradise Retreat on Philippi Creek, just ten minutes from Siesta Key and downtown Sarasota. Enjoy the Flo ...
Click For PricingVRBO
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HomeAway
Sarasota Waterfront Paradise- Location, Location...!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful waterfront home is located in the heart of Sarasota just a few minutes from Siesta Key Beach and downtown ...
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VRBO
Modern Mid Century, Coastal Home-minutes to Beach and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family up to 6 and your pet can enjoy this great central location in this desirable community. This mid century home ma ...
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HomeAway
NEW LISTING - Chic Coastal Cottage 2 Bed/2 Bath Close To Beach and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
NEW LISTING-just listed on VRBO. Our home is a beautifully and tastefully remodeled two bed, two bath in the perfect l ...
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VRBO
The Forever Beach Cottage Studio Room!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We have designed this studio to make you feel at home, while giving you the coastal feel of Sarasota so you can feel lik ...
Click For PricingVRBO
- Click For Pricing
HomeAway
MidCentury Modern Home office
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Now you find yourself being a remote employee why not take a workcation? We offer fast wifi with a quiet place to set up ...
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VRBO
Newly updated cottage close to Downtown and beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
All new furnishings including 2 queen beds and convertible sofa to accommodate up to 6 guests. Great location, 5 minutes ...
Click For PricingVRBO
- From $184 per night (USD)
HomeAway
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)HomeAway
- From $50 per night (USD)
VRBO
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)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 $305 per night (USD)
VRBO
Vacation Rental; 3 bedroom/2 bathin a quiet neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
3 bedrooms, 2 bathrooms, possible forth bed. Closed lanai, fenced backyard, pet's welcome. 1 car garage, laundry room, B ...
From $305 per night (USD)VRBO
- From $194 per night (USD)
HomeAway
Private heated pool, super clean, close to Siesta beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated and available for your vacation. Newly Renovated with new terrazzo floor and paint throughout. New app ...
From $194 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 $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 $179 per night (USD)
HomeAway
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)HomeAway
- From $188 per night (USD)
VRBO
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)VRBO
- From $153 per night (USD)
HomeAway
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)HomeAway
- From $147 per night (USD)
VRBO
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)VRBO
- From $218 per night (USD)
HomeAway
West Of The Trail, Cottage.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dreamy west of trail cottage. Close to shopping and beaches. Fully renovated vintage cottage. Wood floors, tile baths, g ...
From $218 per night (USD)HomeAway
- From $165 per night (USD)
VRBO
4 BR/3BA Poolhouse is 4 miles from the famous Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
This home has a fresh spa-like feel with modern touches. The U-shaped house wraps around a large patio with free-form po ...
From $165 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 $100 per night (USD)
VRBO
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 informations about our propriety.Thank YOU A spacious space to relax ...
From $100 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 $70 per night (USD)
VRBO
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)VRBO
- From $250 per night (USD)
HomeAway
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)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 $409 per night (USD)
HomeAway
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)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 $139 per night (USD)
HomeAway
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)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 $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 $409 per night (USD)
VRBO
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)VRBO
- From $225 per night (USD)
HomeAway
Near Siesta Key "THE MERMAID " Pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Eclectic Bungalo nestled in multi million dollar neighborhood . This vintage home was relocated from the renowned "field ...
From $225 per night (USD)HomeAway
- From $400 per night (USD)
VRBO
Spacious Home - Short drive to #1 Beach - Siesta Key
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This wonderful pool home is located in the heart of Sarasota and just minutes away from the world-famous Siesta Key Beac ...
From $400 per night (USD)VRBO
- From $110 per night (USD)
HomeAway
Beautiful Beach Cottage 2 Bed/2 Bath 10 Minutes To Siesta Key Beach and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This totally renovated adorable beach cottage is located less than a 10 minute drive to Siesta Key. Siesta Key is a beac ...
From $110 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
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)VRBO
- From $150 per night (USD)
HomeAway
Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom, 2 bathroom home has just been fully renovated, boasting a brand new kitchen with a large island, large f ...
From $150 per night (USD)HomeAway
- From $169 per night (USD)
VRBO
Stunning Fully Remodeled House with Heated Pool! 30%OFF
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
If you are looking to unwind in the sun, then look no further than our beautiful and traditionally furnished Floridian v ...
From $169 per night (USD)VRBO
- From $125 per night (USD)
HomeAway
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)HomeAway
- From $245 per night (USD)
VRBO
Beautifully restored Sarasota pool home - close to everything!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
This pristine Spanish Mission Style home has 2 bedrooms and 2 bathrooms and a separate guest house with its own bedroom ...
From $245 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 $59 per night (USD)
VRBO
Outdoor shower and wonderful private fenced yard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Sailors Daughter is a very unusual Mid century/contemporary home. With beautiful cross ventilation with the Winter t ...
From $59 per night (USD)VRBO
- From $214 per night (USD)
HomeAway
Luna Flores - Ask About $99 Down!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...
From $214 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 $134 per night (USD)
HomeAway
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)HomeAway
- From $125 per night (USD)
VRBO
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)VRBO
- From $107 per night (USD)
HomeAway
Villa Las Flores - Ask About $99 Down!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...
From $107 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 $120 per night (GBP)
HomeAway
Beautiful tranquil pool home near America's No 1 Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our stylish 2,200 sq.ft. home has been decorated in beach cottage style, an eclectic mix of shabby chic and vintage pi ...
From $120 per night (GBP)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 $95 per night (USD)
HomeAway
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)HomeAway
- From $249 per night (USD)
VRBO
Mid-Century Modern W/Private Lap Pool In secluded Garden and art studio
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Home owned by 2 artists with a classic contemporary interior. Furnished with custom designed furniture by the designer A ...
From $249 per night (USD)VRBO
- From $250 per night (USD)
HomeAway
Cosy Home Private Pool Tiki Bar BBQ close to Siesta Key Beautiful Relaxing Decor
- Bedrooms:
- 3.5
- Bathrooms:
- 4
- Sleeps:
- 8
This is spacious house, located on Monterey Street, close to downtown and beaches. With 4 bedrooms, 2.5 bathrooms, a pri ...
From $250 per night (USD)HomeAway
- From $80 per night (USD)
VRBO
PRIVATE STUDIO, 1bed/1bath PERFECT LOCATION, SIESTA KEY(6-8mins), Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
In-Law Apartment with private entrance(studio), 1 Bedroom, 1 queen bed, 2 chairs, 1 Bath with shower, small kitchen, i ...
From $80 per night (USD)VRBO
- From $107 per night (USD)
HomeAway
Luna Nueva - Ask About $99 Down!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home could qualify for our BookCareFree promotion for 2021 arrivals This includes: • Lenient Cancellation Policies ...
From $107 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
Sarasota House w/Backyard Oasis - 10 mins to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the Sunshine State from this 2-bedroom, 2-bath Sarasota vacation rental house that comfortably sleeps 4. The pri ...
From $250 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
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)HomeAway
- From $50 per night (USD)
VRBO
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)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 PricingHomeAway
- Click For Pricing
VRBO
Luxury Monoco Dynasty Motor Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is a luxury class A motor home situated on the banks of beautiful Phillippi Creek in Sarasota Florida, this is stat ...
Click For PricingVRBO
- Click For Pricing
HomeAway
★ Hidden Haven ★ Sea ★ City ★ Nature ★ Near it All ★
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 'Hidden Haven'. Upon entering our private dirt road set beneath a canopy of tropical trees you will experienc ...
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VRBO
Lovely 3 bed 2bath home, beautiful patio, heated saltwater pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming home, private . All furniture is only a year old, this includes mattresses, patio furniture, everything. The l ...
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COZY&PRIVATE SMALL STUDIO CLOSE BEACHES, BEST LOCATION., PET FRIENDLY
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Comfy Efficiency, 1 bedroom, 1 queen bed, 1 bath with shower, 1 table with 2 chairs, kitchen fully furnished , Internet ...
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VRBO
NEW! The Oasis - Heated Private Pool, Hot Tub - 5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"The Oasis" is a newly renovated beach cottage with a heated private pool and hot tub in the heart of Sarasota. It is 5 ...
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Modern Coastal Home near Siesta Key and Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This modern coastal designed home will be your ultimate vacation retreat. Three spacious bedrooms, three bathrooms and a ...
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VRBO
NEW! The Palms - Heated Private Pool, Hot Tub - 5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“The Palms" is a single-family home with a heated private pool in the heart of Sarasota. The home is 5 miles to the #1 b ...
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Bird Haven ★ Sea ★ City ★ Nature ★ Near It All
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our centrally located two story, 3-bedroom retreat house is located on tree filled lot, adjacent to bird sanctuary, next ...
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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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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
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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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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VRBO
Adorable home with home office, near beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Lark Ridge Cottage! This home is perfect for extended stays away from home. This 3 bedroom, 2 bath, fully fu ...
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*New Listing* 3 Miles to Siesta Beach with heated pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The BEST rental option to complete all your vacation planning! Everything remodeled and brand new in this 3 bed, 2 bath ...
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VRBO
Sarasota Home Close to EVERYTHING!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hi there! Come on in. This home is certain to brighten your Sarasota vacation! We are minutes to Siesta Key and close to ...
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HomeAway
Luxury Renovation in Fantastic location, Coastal Charm, Heated Salt Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
SeaShell Cottage is a lovely 2/1. Adjacent properties include the Coastal Cottage 2/2 (4609156) and the Flamingo Cotta ...
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VRBO
Renovated beautiful studio 15 min from Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Just renovated studio with a nice huge bathroom, kitchenette, wireless internet, and cable tv. BBQ in the backyard and d ...
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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
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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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
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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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
Blue Heron Ranch - Coastal, Modern, Private w/ Resort Style Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Heron Ranch, a stunning, stylishly decorated 3-bedroom heated pool home with a resort-style backyard loc ...
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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 Oasis
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Newly renovated beautiful pool house with fenced in back yard. Completely private in a very quiet neighborhood. King siz ...
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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
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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HomeAway
4 Bed 3 Bath Waterfront Home by Ralph Twitchell
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful midcentury waterfront home on Phillipi Creek close to all that Sarasota has to offer. 5 miles to America's num ...
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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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HomeAway
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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"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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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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HomeAway
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
⭐ Super Close to Siesta Key, Walk to Many Cool Places - Brand-New inside⭐
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Single-level, private entrance, 900 sf, everything BRAND-NEW inside: Beds, Large Flat Screens, fully-stocked kitchen, wa ...
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HomeAway
"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
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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"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
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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HomeAway
Southgate Surf House perfect for home/remote office
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This is the perfect place to kick back after a hard day of telecommuting and enjoy a good BBQ in the back yard. It is a ...
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VRBO
"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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HomeAway
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
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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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
"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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