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Southgate Rentals

From $270 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 information about our propriety. A spacious space to relax for two. ...
From $270 per night (USD)
VRBO
From $225 per night (USD)
Expedia
The Blue Conch – Family Friendly - Read About the 4th Bedroom - 3D Tour
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3D Tour located within the photos! https://my.matterport.com/show/?m=hjd86CZbUGm&mls=1 If you're seeking a centrally ...
From $225 per night (USD)
Expedia
From $206 per night (USD)
VRBO
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 $206 per night (USD)
VRBO
From $748 per night (USD)
Expedia
Beautiful West of The Trail Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Exquisite West of Trail home in Granada is a quiet, private neighborhood with easy access to all amenities. 4 Bedrooms 3 ...
From $748 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Family getaway 5 miles to Siesta Beach. Heated private Pool, bicycles.Sleep 10.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our Blue Beach House! Look no further, you have found the ideal rental for relaxing in the Florida sun! This ...
From $412 per night (USD)
VRBO
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Expedia
Villa Las Flores | Pet Friendly Home in Sarasota w/ Private Heated Pool & Screened-In Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
"🌴 Villa Las Flores | Private Pool + Near Siesta Key 💖 Why You'll Love This Home Step into a tropical haven where you ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Luna Nueva | Pet Friendly Home in Sarasota w/ Private Heated Pool & Screened-In Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
🌴 Luna Nueva | Private Heated Pool + Short Drive to Siesta Key 💖 Why You'll Love This Home Imagine immersing yoursel ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Luna Flores: Stunning Siesta Key Area with 2 Private Pools, Dog Friendly Perfect for Large Groups
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Luna Flores: Your Dream Vacation Awaits in Sarasota Welcome to Luna Flores, a magnificent vacation rental duplex that b ...
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Expedia
From $164 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 $164 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Modern near Siesta Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $457 per night (USD)
Expedia
$Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!$
From $193 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 $193 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Perfect Monthly Rental | Updated 3-Bedroom Condo | Heated Pools | Short Drive to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Sarasota getaway! Nestled in the heart of the vibrant Village Brooke community, this beautifully remodel ...
From $190 per night (USD)
Expedia
From $982 per night (USD)
VRBO
Relax and Play: Private Pool, Hot Tub, Tennis, Basketball on 1 acre in Sarasota.
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Welcome to this exquisite six-bedroom, four-bathroom house nestled on an acre of land in the heart of Sarasota. Step ins ...
From $982 per night (USD)
VRBO
From $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
From $212 per night (USD)
VRBO
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 $212 per night (USD)
VRBO
From $212 per night (USD)
Expedia
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 $212 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Sarasota Modern Home minutes to Siesta & Downtown
Bedrooms:
1
Bathrooms:
4
Sleeps:
9
This modern home will be your ultimate vacation retreat. Three spacious bedrooms, office/den, two bathrooms and a modern ...
From $304 per night (USD)
VRBO
From $472 per night (USD)
VRBO
Sarasota Getaway w/ Private Pool & Backyard Oasis!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Pack your bags for fun in the Florida sun while you stay at this 3-bedroom, 3-bathroom Sarasota vacation rental. Boastin ...
From $472 per night (USD)
VRBO
From $480 per night (USD)
VRBO
3-bedroom house in awesome Sarasota with WiFi, AC. Enjoy your stay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your cozy getaway awaits in Sarasota at this terrific house. With 3 bedrooms including 1 king, 1 queen, and 1 twin bed, ...
From $480 per night (USD)
VRBO
From $206 per night (USD)
Expedia
NEW! Charming 3/3 Home near Payne Park and Legacy Trail
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy your stay in this beautiful 3 bedroom, 3 bathroom home across 1,804 sq ft in the sought after Alta Vista neighborh ...
From $206 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Charming 3bd West of Trail House: Pool, Big Yard, AC&WiFi. Great Monthly option!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk out of your bedroom, dining and living room to a lush backyard pool oasis with multiple french doors to the beautif ...
From $489 per night (USD)
VRBO
From $953 per night (USD)
Expedia
Modern 5BR Sarasota Home – Private Hot Tub & Outdoor Living
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Arlington Oak House, a stunning modern retreat in the heart of Sarasota's charming Arlington Park neighborhoo ...
From $953 per night (USD)
Expedia
From $1234 per night (USD)
VRBO
Modern 6BR Sarasota Getaway w/ Heated Pool & Rooftop Terrace
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to your ultimate Sarasota getaway! This stunning, modern 6-bedroom, 4.5-bath home is designed for comfort and st ...
From $1234 per night (USD)
VRBO
From $1250 per night (USD)
Expedia
Sarasota Luxury Villa – 6BR w/ Pool, Rooftop & Outdoor Kitchen
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to 2440 Floyd Street, a stunning, modern retreat in the heart of Sarasota. This spacious 6-bedroom, 4.5-bathroom ...
From $1250 per night (USD)
Expedia
From $1293 per night (USD)
VRBO
Luxurious 6BR Sarasota Retreat w/ Pool, Rooftop & Guest House
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Welcome to 2430 Floyd Street, a stunning modern retreat in Sarasota's historic Arlington Park neighborhood. This 6-bedro ...
From $1293 per night (USD)
VRBO
From $415 per night (USD)
VRBO
Sarasota 3BR Home With Heated Pool & Large Yard
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Get ready to smile as you enter this home in the sought-after Arlington Park neighborhood of Sarasota! This unique 3-bed ...
From $415 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Casa de Flores is an updated, charming, old Florida rambler w/ salt water pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Location, location, location! Welcome to your home away from home in beautiful Arlington Park. This charming 2800 square ...
From $339 per night (USD)
VRBO
From $586 per night (USD)
Expedia
Moonlight Villa w/ Hot Tub, Pool, Turf Yard!
Bedrooms:
4
Bathrooms:
3
Sleeps:
10
BNB Breeze Presents: Moonlight Villa! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes a ...
From $586 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Cozy Apartment 10 Min From Beach or Downtown / Covered Patio & Grill / Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy all that Sarasota has to offer at this cozy, NEWLY renovated, one-bedroom, main floor apartment. Sleeps 4, with th ...
From $147 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Charming 3-bedroom house minutes to beaches, park, hospital, downtown Sarasota
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to Good Vibes, Great Location! This 3-bedroom home is perfect for your escape to Sarasota. Nestled in a peaceful ...
From $188 per night (USD)
Expedia
From $579 per night (USD)
VRBO
Sarasota Escape w/ Pool, Firepit, Mins to Siesta Key
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Unwind at Casa de Flores, a spacious and stylish 4-bedroom, 3-bath home designed for relaxed coastal living. With room f ...
From $579 per night (USD)
VRBO
From $410 per night (USD)
Expedia
25% off in Oct - SandyFeet - family-friendly, private heated pool, 5 mi to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
SANDY FEET is a newly renovated & furnished, single-family home with heated private pool in the heart of Sarasota. The h ...
From $410 per night (USD)
Expedia
From $81 per night (USD)
VRBO
Bungalow on the Park-West
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Bay Street Bungalow-West is a stylish well-equipped studio and one half of a duplex located in the heart of downtown Sar ...
From $81 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Minutes from Siesta Key, Heated saltwater pool, Outdoor space
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your dream tropical spot. Escape to paradise in this sun-kissed Florida house, just minutes from the pristine white sand ...
From $479 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Comfortable home, heated salt-cell pool with child-safety, 10 min from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Very clean and comfortable 2 bedroom 2 bath home with screened lanai and heated salt-cell pool with pool child safety fe ...
From $253 per night (USD)
VRBO
From $245 per night (USD)
Expedia
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 walk-in luxury shower AND KING Master. Third bedroom is office with Q ...
From $245 per night (USD)
Expedia
From $393 per night (USD)
VRBO
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 ...
From $393 per night (USD)
VRBO
$Tranquil private pool home near Siesta Key Beach\n$
From $348 per night (USD)
Expedia
Tranquil private pool home near Siesta Key Beach\n
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 $348 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Designer-owned, 3 bedroom property featuring modern architecture, mid-century inspired furnishings and original terrazzo ...
From $402 per night (USD)
VRBO
From $173 per night (USD)
Expedia
1-bedroom cottage just 10 minutes from Siesta Key Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
In the center of Sarasota lies a cozy 1-bedroom bungalow ideal for your upcoming getaway. Situated just a 10-minute driv ...
From $173 per night (USD)
Expedia
From $249 per night (USD)
VRBO
NEWLY REMODELED 11/4/2024!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
WOW!!! This home had 33 reviews and 5 stars BEFORE the remodel! REMODEL (11/24) includes plumbing throughout the home, ...
From $249 per night (USD)
VRBO
From $451 per night (USD)
VRBO
Family Friendly Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This is a 2 -story coastal inspired home with 4 bedrooms, 3.5 baths, volume ceilings, upstairs open flex space with bonu ...
From $451 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Heated Pool Home in the Pinecraft area Close to Downtown and Beaches.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Built in 1925, Our Casaita Verde 2 Bedroom, 1 Bath home still retains its vintage charm but with modern touches. Conveni ...
From $237 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Tana's Siesta Escape - Large Heated Saltwater Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Tired of sharing walls and pools at condo's? Kick back and relax at this 3-bedroom 2 full bathroom home with your own pr ...
From $243 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Great Location! Close to Payne Park, Legacy Trail, Downtown VR24-00316
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Great location! Cozy home with a mid-century flair in a quiet neighborhood near downtown Sarasota. Family friendly home ...
From $197 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Tropical Oasis Near Siesta Key Beach, Air Purifier, 6 Beds, 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 $340 per night (USD)
VRBO
From $265 per night (USD)
VRBO
3 Bedroom, Granite countertops, Private backyard
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This house has everything you need for your vacation. A live oak canopy gives a tree house feel throughout this charmin ...
From $265 per night (USD)
VRBO
From $157 per night (USD)
Expedia
Charming 2br/2ba beach getaway.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming updated west of trail home. Close to beaches, shopping, hospital, restaurants and world-class fishing. Walk to ...
From $157 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Heated pool & hottub, hanging swings, lanai, beach supplies - this is Sea la Vie
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
4 bedrooms/2 bath salt water heated pool & hot tub * fully stocked kitchen basic beach supplies grill & swing set wa ...
From $486 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Tana’s Siesta Getaway - Heated Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tired of sharing walls and pools at condo's? Kick back and relax at this 2 bedroom 2 full bathroom home with your own pr ...
From $229 per night (USD)
Expedia
From $440 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 $440 per night (USD)
VRBO
$\Siesta Breeze Place\, Entire Home minutes to Siesta Key Beach$
From $249 per night (USD)
VRBO
\"Siesta Breeze Place\", Entire Home minutes to Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to "Siesta Breeze Place" situated and centrally located in South Gate, this 3/2 thoughtfully updated home is des ...
From $249 per night (USD)
VRBO
From $418 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 8 for family gatherings, high-end stainless ...
From $418 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Secluded Cottage on 6.2-Acre Homestead IN TOWN 10-15 min to Beach/Downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Cosentino Homestead! Settle into this serene, natural paradise in the middle of a bustling city. Nowhere else ...
From $200 per night (USD)
VRBO
Click For Pricing
VRBO
BEACHY PARADISE close to Siesta Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your home away from home! This spacious and bright pool and jacuzzi home will immerse you into a luxurious be ...
Click For Pricing
VRBO
From $202 per night (USD)
Expedia
Great Location, 2 Bdrm, 2bath, Private backyard.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
2BR/2BA Retreat in Sarasota’s Flower Streets – Near Beaches! Discover this newly furnished 2-bed, 2-bath home in Saras ...
From $202 per night (USD)
Expedia
From $106 per night (USD)
VRBO
Sarasota Great Location and Best Price!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in a quiet family neighborhood just minutes to shopping, dining, golf courses, and of course the #1 Beach in the ...
From $106 per night (USD)
VRBO
From $175 per night (USD)
Expedia
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 $175 per night (USD)
Expedia
From $651 per night (USD)
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 ...
From $651 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Beautiful 3bdr/2bth 2car garage with New Heated Pool
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly renovated home in the Heart of Sarasota. This 3 bedroom 2 bath 2 car garage +new heated pool home is ready for you ...
From $331 per night (USD)
Expedia
From $282 per night (USD)
VRBO
3 bedroom Home with Pool Near Downtown.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sarasota City home with a location that can’t be beat. Easy drive to our Famous Siesta Key Beach, Lido Beach, Downtown ...
From $282 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Cozy 2 Bed, 1 Bath cottage close to Downtown Sarasota and the Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a 2 bedroomed, 1 bath house, centrally located near downtown Sarasota, pet friendly within walking distance to a ...
From $173 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Enjoy a Sunny Winter near Siesta Key & Downtown Sarasota- Getaway Mins to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Our Casa Azul Getaway, with nordic boho-chic decor, is situated in Sarasota’s charming neighborhood of South Poinsettia ...
From $446 per night (USD)
VRBO
From $361 per night (USD)
Expedia
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 ...
From $361 per night (USD)
Expedia
From $315 per night (USD)
VRBO
The Palms-Private Heated Pool, Hot Tub, Private backyard-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 ...
From $315 per night (USD)
VRBO
From $243 per night (USD)
Expedia
The Oasis-Private Heated Pool, Hot Tub, Outdoor living space-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 mi ...
From $243 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Arlington Park Area! Heated Pool 3 bedroom/ 2 bath
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
NEW HEATED POOL 3bdr/ 2 bth Charming 1948 build, COMPLETE REMODELED in FANTASTIC LOCATION! Arlington Park is only a few ...
From $350 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Centrally Located, Sarasota Home Close To Amish Community
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bedroom, 2 bathroom home is fully furnished, boasting a kitchen with a large island, large family room complete w ...
From $205 per night (USD)
Expedia
From $307 per night (USD)
VRBO
Best Location w/ Fenced Yard & Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Super cute beach style home in Southgate neighborhood, near everything! Split floor plan - 3 bedrooms, two bathrooms p ...
From $307 per night (USD)
VRBO
From $157 per night (USD)
VRBO
Spacious 2 1/2 bed home.
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Modern home has great room with cathedral ceiling and waterfall mural, large kitchen and master bedroom, includes extra ...
From $157 per night (USD)
VRBO
From $98 per night (USD)
VRBO
Cozy and Private Studio Retreat near Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to your private retreat in Sarasota! This charming duplex studio offers a comfortable and convenient stay, perfe ...
From $98 per night (USD)
VRBO
From $361 per night (USD)
VRBO
LOCATION SIESTA & DT SARASOTA Coastal/Elegant House West of the Trail Family Fun
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious charming coastal/elegance house. Fully equipped a perfect place for you and your family. THE SPACE Profession ...
From $361 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Sun & Swim Villa W/ Fence + Pool by Siesta Key!
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Newly remodeled 4 bedroom - 3 Bath home. Perfect for families as it comfortably sleeps 16 people and is located in a pea ...
From $500 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Oasis on Osprey in charming Sarasota is only minutes away from the white sand beaches of Siesta Key, Marina Jack, Downt ...
From $163 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Family Friendly House with Private Pool near Downtown Sarasota
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to this beautiful 3-bedroom, 3-bathroom fully furnished home, perfectly located just minutes from downtown Saraso ...
From $333 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Pineapple House 15min to Siesta & Lido Key Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This 3-bedroom house in Sarasota is perfect for your escape to relaxation. With a plush king bed, a comfortable queen be ...
From $264 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Minutes to Siesta Beach!! Gorgeous home with pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
“Siesta Key is 6 minutes to the north bridge and 8 minutes to the south bridge. Either way, Siesta Key is minutes from y ...
From $249 per night (USD)
VRBO
From $599 per night (USD)
Expedia
Sarasota2 Vacation Paradise!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Experience luxury living in the highly desirable $1.7M Sarasota home Only 6 miles to #1 SIESTA KEY BEACH! Enjoy this spa ...
From $599 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Coastal Beach Cabana, Siesta Key beach access, best neighborhood in Sarasota!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Luxurious beach home sitting on a freshwater lake, modern and newly renovated, including a new saltwater pool, located i ...
From $408 per night (USD)
VRBO
From $462 per night (USD)
VRBO
Mid-Century Oasis with Pool in Arlington Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. Thi ...
From $462 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Sarasota Paradise Heated Pool Home Near Siesta Key Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
A tropical paradise with 4 bedrooms, 3 baths, a one-car garage, and a pool heater, the home is within Short driving dist ...
From $448 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Fully Stocked+Sleeps 10! JUST 2 MINS to Sarasota Bay+ 8 MINS to SIESTA BEACH.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
An original Floridian charmer with an outdoor grill and lounge area! Boasting a fully equipped kitchen, lots of beach e ...
From $420 per night (USD)
Expedia
Click For Pricing
VRBO
Gardenia in Southside Village
Bedrooms:
0
Bathrooms:
0
Sleeps:
0
Keep it simple at this peaceful and centrally-located place in Southside Village, near Hillview and walking distance to ...
Click For Pricing
VRBO
From $397 per night (USD)
Expedia
A Hidden GEM in Sarasota! SIESTA BEACH-DOWNTOWN
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Hidden Gem Sarasota Home where location, quality and style are key... 4 bedrooms** 3 bathrooms**2 kitchen ...
From $397 per night (USD)
Expedia
Click For Pricing
VRBO
Remodeled dreamy beach cottage 5 minutes to Siesta Key in lush tropical setting.
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Stay in, what locals consider to be one of the most sought after areas of Sarasota -West Of The Trail. Loved for its abs ...
Click For Pricing
VRBO
From $1329 per night (USD)
Expedia
New modern home with salt water heated pool located minutes from SiestaKey Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautiful, luxury brand new construction modern energy efficient home located 10 minutes from Siesta Key Beach in a quie ...
From $1329 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Modern Adobe Oasis~Heated Pool~Fresh Remodel
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You'll love this stylish experience with a centrally-located 6 minute drive to downtown home! Newly remodeled interior a ...
From $316 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Coastal Cottage | Outdoor Oasis w/ Fire Pit + Grill!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
BNB Breeze Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish commu ...
From $410 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Hidden Gem in Charming Sarasota, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tastefully designed home surrounded by lush palms and oak trees in the heart of Sarasota, Florida. The home is located i ...
From $466 per night (USD)
VRBO
From $384 per night (USD)
VRBO
Traquil Gem
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**Newly remodeled home with all new furniture and decor*. Peaceful home surrounded by lush palms in the heart of Saraso ...
From $384 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Orchid Oasis Retreat | Dog Friendly | Perfect Location | Large Yard
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $242 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Sarasota Prime. 4-bedroom house in phenomenal Sarasota
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to your ultimate vacation haven in sunny Sarasota, Florida! This spacious 4-bedroom, 3-bathroom home is just a s ...
From $348 per night (USD)
Expedia
From $569 per night (USD)
VRBO
Luxury Tropical Retreat, Pool, King Beds & Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Sunset Villa – Luxury Tropical Retreat Near Siesta Key & Lido Key Spacious Sarasota vacation rental just minutes from S ...
From $569 per night (USD)
VRBO
From $373 per night (USD)
Expedia
Sarasota escape awaits- a 4-bedroom, 2-bathroom home featuring a brand-new pool.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Bring the whole family to this newly renovated 4 bedroom house, with lots of room for fun. Heated pool available from No ...
From $373 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Charming 3BR Coastal Home Near Trails, Shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your perfect Sarasota retreat! Nestled in the heart of the city, this charming 3-bedroom, 2-bathroom Florida ...
From $509 per night (USD)
VRBO
From $163 per night (USD)
VRBO
Summer/Fall Special low rates! Delightful condo 6.5 miles to Siesta Key Beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! Freshly up ...
From $163 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Spacious salt water pool home minutes from Siesta Key & downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious, updated 3-bedroom, 2-bathroom pool home is nestled on a quarter-acre lot in a quiet residential neighborh ...
From $244 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Welcome to Off Tropic!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Highlights • Private pool • Less than 5-miles to the beach • Outdoor living space • Washer and dryer • Near restau ...
From $331 per night (USD)
Expedia
From $407 per night (USD)
VRBO
The Palmy Pickle w/ Pickleball Court + Fire Pit!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BNB Breeze Presents: The Palmy Pickle Newly renovated space in Sarasota, FL with private pickleball court, fire pit, la ...
From $407 per night (USD)
VRBO
From $513 per night (USD)
Expedia
Private Oasis in Sarasota Florida
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Tropical Oasis features a Private Resort Style Backyard with a Salt Water Pool. Just over the Siesta Key Bridge th ...
From $513 per night (USD)
Expedia

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