Southgate Rentals
From $456 per night (USD)VRBO
The Wisteria Oasis with heated pool and hot tub
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come Relax with your family at this peaceful 3 bedroom cottage, It has a private fenced in backyard w/ new heated saltw ...
From $456 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 $318 per night (USD)Expedia
5 Star! Spacious Home Near Downtown, Restaurants, Shopping & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completely private beach cottage with 3 Bedrooms and 2 Bathrooms. Centrally located 6 mins from Main Street + restaurant ...
From $318 per night (USD)Expedia
From $110 per night (USD)VRBO
Spacious 1-bedroom apartment in Sarasota minutes from Siesta Key and downtown .
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Begin your Sarasota adventure at this recently renovated 1-bedroom second floor apartment. Nestled on a quiet block and ...
From $110 per night (USD)VRBO
From $1140 per night (USD)Expedia
Serenity Springs | Private Heated Pool + Waterfall
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNBBreeze presents Serenity Springs! Experience this stunning, peaceful oasis in the heart of Sarasota, located moments ...
From $1140 per night (USD)Expedia
From $805 per night (USD)VRBO
Modern New Home - Private Pool, Spa, Rooftop Deck, Game Room, & More!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Waldemere's Wonderland: A Luxurious Retreat in Sarasota Welcome to Waldemere's Wonderland, a stunning luxury home nestle ...
From $805 per night (USD)VRBO
From $730 per night (USD)Expedia
Arlington Ocean Oasis 5br 5ba Htd Saltwater Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to the Arlington Ocean Oasis, a modern and luxurious rental property offering an unparalleled coastal e ...
From $730 per night (USD)Expedia
Click For PricingVRBO
Seaside Haven 10min to Siesta Keys - 4BR / 2.5BA House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this stunning NEW (2024 built) villa in Arlington Park, Sarasota! Featuring 4 BD, 2.5 BA, and just 10 min fr ...
Click For PricingVRBO
From $191 per night (USD)Expedia
Beautiful and sunny villa with the view of the pool and lake
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Sarasota, this condo is a dream. With 2 bedrooms featuring a queen and king bed, guests will have a perfect a ...
From $191 per night (USD)Expedia
From $464 per night (USD)VRBO
Luxury Home, Pool, Mins to Beach and Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your modern oasis in the heart of Sarasota, where chic design meets luxurious comfort. This stunning two-stor ...
From $464 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 $165 per night (USD)VRBO
Peaceful Beach Home Fully Equipped!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Fully equipped cozy beach home warmly decorated! Just steps away from Publix, Payne Park and Legacy Trail. Short drive t ...
From $165 per night (USD)VRBO
From $216 per night (USD)Expedia
Robinson Drive Charmer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to our delightful 2 bedroom, 2 full bath home in beautiful Sarasota! Whether you are looking for a geta ...
From $216 per night (USD)Expedia
From $325 per night (USD)VRBO
Beautiful 3-bedroom house with heated pool and e-bikes near Siesta Key beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Discover this charming Sarasota Sunshine Pool House, 10 min from Siesta Key Beach and 5 min from downtown Sarasota’s res ...
From $325 per night (USD)VRBO
From $191 per night (USD)Expedia
Surfside Villa | Private POOL + Sunroom!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
BNB Breeze Presents: Surfside Villa! Experience this stunning, newly-renovated home in the heart of Sarasota, located ju ...
From $191 per night (USD)Expedia
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 $675 per night (USD)Expedia
Sarasota Memories For a Lifetime, 3 Bedroom, 3 Bathroom With Large Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Experience the allure of Sarasota Memories for a Lifetime, a beautiful rental with a Mid Century Modern Feel. This 3-bed ...
From $675 per night (USD)Expedia
From $416 per night (USD)VRBO
Stylish Coastal 3BR • Pool • Near Downtown & Sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Casa Azul! This fully renovated 3BR/2BA coastal retreat (2024) offers a bright, open floor plan, chef’s kitch ...
From $416 per night (USD)VRBO
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 $348 per night (USD)VRBO
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)VRBO
From $569 per night (USD)Expedia
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)Expedia
From $238 per night (USD)VRBO
Sarasota home beautiful! Nestled on Bermuda Brook
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This spacious and newly remodeled classic Florida-style home is conveniently located in central Sarasota. All well known ...
From $238 per night (USD)VRBO
From $299 per night (USD)Expedia
Vintage Vibes - Grill, Chill & Beach Thrills
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: 🌴 Vintage vibes meet modern comfort just minutes from Siesta Key's sugar-sand paradise! Chill by the fire pit ...
From $299 per night (USD)Expedia
From $180 per night (USD)VRBO
Artsy Getaway with Vibrant Design Flair
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Your chic color-party pad where navy, gold & peach throw the most stylish soirée in town! This spacious stunne ...
From $180 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 $271 per night (USD)VRBO
Siesta private house is Sarasota Florida, 3 ml to Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Siesta Queen! This beautifully decorated 3-bedroom, 2-bathroom home offers the perfect blend of comfort, styl ...
From $271 per night (USD)VRBO
From $229 per night (USD)VRBO
Comfy Two-Story Seahorse Haven Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This Sarasota two story condo boasts 2 inviting and comfortable bedrooms. Bedroom one is equipped with a comfortable kin ...
From $229 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 $192 per night (USD)Expedia
Charming Villa 14 mins away from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This villa close to Siesta Key Beach serves as the perfect escape for those looking to enjoy Sarasota. The property come ...
From $192 per night (USD)Expedia
From $398 per night (USD)VRBO
Brookline Retreat | Private Pool + Pickleball!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNB Breeze Presents: Brookline Retreat! This charming rental home in Sarasota, Florida, offers a perfect blend of comfor ...
From $398 per night (USD)VRBO
From $1314 per night (USD)VRBO
Coastal Retreat Near Siesta Key- 5 Bedrooms, Pool & Spa- 1 month minimum
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Discover the beauty of Sarasota from this 5-bedroom house. With 2 king beds, 2 queen beds, and 1 bunk bed, our nice prop ...
From $1314 per night (USD)VRBO
From $328 per night (USD)VRBO
Beautiful home with private pool and space for the whole family
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Family Fiesta Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $328 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 $513 per night (USD)VRBO
Luxury Sports Vacation Pool House-Downtown Sarasota-Pickleball/Volley/Basketball
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Luxury Sports Vacation Pool House located in Downtown Sarasota, the only vacation rental in Sarasota, tha ...
From $513 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 $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 $245 per night (USD)VRBO
Family and pet friendly home, less than 5 miles from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make yourself at home in this 3-bedroom Sarasota retreat. This superb house features 2 queen beds and 2 twin beds, perfe ...
From $245 per night (USD)VRBO
From $225 per night (USD)VRBO
Funky Farmhouse-Walk to Arlington Pool Swimmers!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Historic Charmer recently remodeled and located in the Arlington Park neighborhood. Close to downtown and Sarasota's fam ...
From $225 per night (USD)VRBO
From $364 per night (USD)VRBO
Coastal 4BR Pool Home – Close to Beach 12mins
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
If you are looking for 4 Bedroom 3 Bath open layout, modern, clean, and newly renovated home then look no further! Guest ...
From $364 per night (USD)VRBO
From $322 per night (USD)Expedia
Annie's Escape | 5min->Downtown | HotTub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
<p>Annie's Escape is your local hideaway, just a few blocks from downtown Sarasota. We offer many amenities for your sa ...
From $322 per night (USD)Expedia
From $1027 per night (USD)VRBO
Coastal Lodge | Private POOL + Hot TUB
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
BNBBreeze Presents Coastal! Located in the heart of Pinecraft!! Steps away from the ice-cream shop, postal, and Pinecraf ...
From $1027 per night (USD)VRBO
From $386 per night (USD)Expedia
3br 3bath townhome 3 mins from downtown Sarasota with gorgeous outdoor area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
It's all about location! This beautiful 3-bedroom, 3-bathroom two-story condominium in the highly sought-after Arlingt ...
From $386 per night (USD)Expedia
From $662 per night (USD)VRBO
3-bedroom, 3 bath house w/ POOL in fabulous Sarasota with AC, WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
NEW SALTWATER POOL. Heated to 82 degrees starting March 28th A stylish experience Centrally located 6 minute drive to do ...
From $662 per night (USD)VRBO
From $1174 per night (USD)Expedia
Coastal Luxe, Spacious 5bedroom house 5miles to Siesta with saltwater pool, WiFi
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Coastal Luxe, a BRAND NEW unique contemporary gem located in the heart of Sarasota. This remarkable home beau ...
From $1174 per night (USD)Expedia
From $392 per night (USD)VRBO
🔥 Slow-Season Special – Save 40% This Week Only!”
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this spacious 3BR with den Sarasota home with a private in-ground pool! Perfect for families or groups, enjoy ...
From $392 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 $301 per night (USD)VRBO
Right beside the Phillippi Creek and the new Pedestrian Bridge
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 - Bedroom/ 3 - Bathroom house in beautiful Sarasota. Sleeps 6 adults comfortably. ...
From $301 per night (USD)VRBO
From $270 per night (USD)VRBO
The Bellevue located in the heart of Sarasota!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
The Bellevue is a stylish home nestled beside a bike trail that leads straight to downtown Sarasota! With its combinatio ...
From $270 per night (USD)VRBO
From $181 per night (USD)VRBO
modern treehouse minutes from the #1 US beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Elevated and surrounded by gorgeous nature, it has the feel of a luxurious tropical treehouse. From the large lot on a ...
From $181 per night (USD)VRBO
From $397 per night (USD)Expedia
Pet Friendly w/ Heated Pool, Hot Tub, Patio/Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Escape to Palm Haven, a beautifully renovated 1925 Spanish Revival home located in the heart of Sarasota’s Arli ...
From $397 per night (USD)Expedia
From $465 per night (USD)VRBO
Southside Bungalow with Pool, Spa & Putting Green
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the ultimate Florida lifestyle with our newly renovated home, featuring a brand new heated pool, spa, and tur ...
From $465 per night (USD)VRBO
From $328 per night (USD)Expedia
Kiwi Cove | Private Heated Pool + Backyard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Kiwi Cove! Welcome to Kiwi Cove, a stunning Sarasota home that offers the perfect blend of comfort ...
From $328 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 $339 per night (USD)Expedia
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)Expedia
From $586 per night (USD)VRBO
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)VRBO
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 $443 per night (USD)VRBO
Chic Mid-Century Home in Quiet Area • Pool, Pets OK, 10 Mins to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sarasota Solitude – A Mid-Century Modern Retreat with a Private Pool, Just Minutes from Siesta Key Tucked a ...
From $443 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 $260 per night (USD)Expedia
Private pool and dog friendly oasis close to beaches with WIFI, AC and WD
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunshine Siesta Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $260 per night (USD)Expedia
From $454 per night (USD)VRBO
The Shaded Sanctuary: Enjoy this beautiful home surrounded by some of Florida's
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Shaded Sanctuary by Siesta Key Luxury Rental Properties 3331 Old Oak Drive, Sarasota, Florida Welcome to The Shaded ...
From $454 per night (USD)VRBO
From $460 per night (USD)Expedia
Cannonball Cottage | Private Heated Pool + Outdoor oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
BNB Breeze Presents: Cannonball Cottage! Welcome to Cannonball Cottage, a stunning vacation home nestled in the heart of ...
From $460 per night (USD)Expedia
From $329 per night (USD)VRBO
Gorgeous home with private garden - SOO close to beaches, downtown and shopping!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Vacation rental: An exquisite jewel under a canopy of majestic oaks, with every corner rebuilt, mixing both contemporary ...
From $329 per night (USD)VRBO
From $212 per night (USD)Expedia
Cozy home with with washer and dryer, internet, and short drive to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Key Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $212 per night (USD)Expedia
From $410 per night (USD)VRBO
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)VRBO
From $213 per night (USD)VRBO
Private Pool & Patio: Sarasota Oasis Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
'Sarasota's Beautiful Villa' | Private Hot Tub | Cabana Lounge & BBQ Space Beachy vibes are high at this sun-kissed Sar ...
From $213 per night (USD)VRBO
From $195 per night (USD)VRBO
Charming 2-bedroom house in lovely Sarasota with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your Sarasota adventure begins at this adorable 2-bedroom house. With a king bed, a queen bed, and a cozy living room wi ...
From $195 per night (USD)VRBO
Click For PricingExpedia
Siesta Key Fun at the Sea for 14
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Siesta Key retreat—ideal for special events! Sleeps 14 in over 2,400 sq ft with 4 bedrooms, 3 baths, a kids’ game room, ...
Click For PricingExpedia
From $348 per night (USD)VRBO
Renovated Sarasota Pool Home, 2mi to Downtown & 5mi to Siesta & Lido Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Siesta & Lido Sarasota Getaway! Come relax at this newly renovated 3-bedroom, 2-bath pool home, complete wit ...
From $348 per night (USD)VRBO
From $258 per night (USD)Expedia
Sarasota Sanctuary, 10min to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Modern, Sunny Getaway Just 10 Minutes from Siesta Key Beach. Location is unbeateable! 10 minutes away from everything in ...
From $258 per night (USD)Expedia
From $311 per night (USD)VRBO
NEW! Artsy 3BR/2BA Pool Home Arlington Park Near Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Your Private Sarasota Oasis! Looking for the perfect beach getaway? Just a short drive from the world-famous ...
From $311 per night (USD)VRBO
From $926 per night (USD)Expedia
Captains Nook | Upscale 5BR Coastal Retreat Near Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome aboard Captains Nook, a brand-new coastal cottage just 200 yards from the North Siesta Key Bridge. Designed for ...
From $926 per night (USD)Expedia
From $189 per night (USD)VRBO
Charming 2-bedroom house in Sarasota. Nestled in the heart of pinecraft.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in Sarasota at Pop’s Place. With two cozy bedrooms - one with a king bed and the other with two twin beds, where ...
From $189 per night (USD)VRBO
From $399 per night (USD)Expedia
Splish Splash Retreat | Saltwater Pool + Grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Splish Splash Retreat This charming home offers a serene escape with a unique view of a large pond ...
From $399 per night (USD)Expedia
From $313 per night (USD)VRBO
Villa Paradiso - Private 3 Bed Pool Home by Gulf Coast Holiday Homes
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to style and serenity in this beautifully designed 3-bedroom mid-century, modern contemporary home. Located in a ...
From $313 per night (USD)VRBO
From $559 per night (USD)Expedia
Lux pool home 10 minutes from Siesta Key and Downtown Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Unwind in Sarasota by being 10 minutes from Siesta Key Beach and vibrant Downtown! With 3 bedrooms including a king bed, ...
From $559 per night (USD)Expedia
From $68 per night (USD)VRBO
Fantastic price for the right seasonal person and even a fur baby friend!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Secret Garden is an adorable private and fenced get away at the end of a remodeled cracker house perfect for just th ...
From $68 per night (USD)VRBO
From $517 per night (USD)Expedia
Modern, Mins to Beach and Downtown, Steps to Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Modern Contemporary Sarasota Vacation Retreat – Perfect Location and Style •Prime Location: Nestled at the end of a qui ...
From $517 per night (USD)Expedia
From $389 per night (USD)VRBO
🦩Cozy Pet-Friendly~Private Pool~Lucy By The Sea🦩
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pinkie Flamingo Welcomes You To Lucy By The Sea! ...
From $389 per night (USD)VRBO
From $894 per night (USD)Expedia
Arlington Oasis - Luxury 5 Bed Home, Heated Pool, E-bikes by Gulf Coast Holiday Homes
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Modern Coastal Luxury Retreat in the Heart of Sarasota – Minutes from Siesta Key Beach Step into a world of refined ele ...
From $894 per night (USD)Expedia
From $181 per night (USD)VRBO
Lovely ❤ Cottage near the Beach & Downtown SRQ.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Best thing about this home is LOCATION. Very central to everything Sarasota. This home has its own private entrance, ou ...
From $181 per night (USD)VRBO
From $196 per night (USD)Expedia
Casa Eli - Lovely Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Single-level, private entrance, 900 sf, everything BRAND-NEW inside: Beds, Large Flat Screens, fully-stocked kitchen, w ...
From $196 per night (USD)Expedia
From $246 per night (USD)VRBO
Charming 2-bedroom house with AC in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your vacation “home away from home”. This cozy home, nestled just minutes away from Siesta Key and other beautiful near ...
From $246 per night (USD)VRBO
From $203 per night (USD)Expedia
Modern Sarasota Lakefront Retreat – 6 Miles to Siesta Key & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your Serene Sarasota Lakeside Retreat – the perfect blend of comfort, convenience, and Florida charm. Nestle ...
From $203 per night (USD)Expedia
From $246 per night (USD)VRBO
Room & bathroom in beautiful downtown near siesta key& lido beach!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
Discover this amazing 1 room in Sarasota. there is a safe in the bathroom behind the mirror that is usable for guests. B ...
From $246 per night (USD)VRBO
From $475 per night (USD)Expedia
Luna Nueva: Private Pool, New Renovation, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RENOVATED Luna Neuva (NEW PHOTOS coming in August), a stunning Villa that can be enjoyed individually or combined with i ...
From $475 per night (USD)Expedia
From $476 per night (USD)VRBO
Villa Las Flores: Private Pool Renovation Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
RENOVATED Villa Las Flores (NEW PHOTOS coming in August), a stunning Villa that can be enjoyed individually or combined ...
From $476 per night (USD)VRBO
From $979 per night (USD)Expedia
Luna Flores: Sleeps 16, Renovation, 2 Heated Pools
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
RENOVATED Luna Flores (NEW PHOTOS coming in August), a stunning Villa that combines Villa Las Flores and Luna Nueva. At ...
From $979 per night (USD)Expedia
From $181 per night (USD)VRBO
Charlotte Chalet (private yard, near beaches)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our cozy coastal chalet! Nestled on a serene street with easy access to nearby beaches (6 miles to #1 Siesta ...
From $181 per night (USD)VRBO
From $267 per night (USD)Expedia
Coral Cottage - near Siesta Key & Lido Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our stunning modern, BOHO styled 3-bedroom, 2-bathroom private home perfect for the whole family. Experience ...
From $267 per night (USD)Expedia