Southgate Rentals
From $346 per night (USD)VRBO
Bay Bliss Bungalow | 65\" Smart TV, Lanai + Electric Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Bay Bliss Bungalow! When renovating this home, we crafted every detail to blow our guests away! St ...
From $346 per night (USD)VRBO
From $950 per night (USD)Expedia
The Palace on Clematis – Siesta Key Vacation Home with Large Pool, Firepit & Great Location
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusiv ...
From $950 per night (USD)Expedia
From $234 per night (USD)VRBO
Tropical Garden by Siesta Key, Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our unique and tranquil getaway location combines the best of a zen tropical garden minutes from Siesta Key beach and do ...
From $234 per night (USD)VRBO
From $464 per night (USD)VRBO
Blue Flamingo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy Florida beach cottage surrounded by lush palms in the heart of Sarasota, Florida. The home is located in South Gate ...
From $464 per night (USD)VRBO
From $216 per night (USD)VRBO
Bright Modern 3BD House close to Dwnt & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a wonderful experience at this modern home. This newly remodeled 3BD/2 bath house is located in a quiet neighborho ...
From $216 per night (USD)VRBO
From $865 per night (USD)Expedia
Tamiami Vice - Luxury Siesta Key Home with Heated Pool & Prime Location – Book Your Escape Today!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to Tamiami Vice – Your Ultimate Siesta Key Luxury Escape Step into Tamiami Vice, a one-of-a-kind luxury retreat ...
From $865 per night (USD)Expedia
From $313 per night (USD)VRBO
Best location in Sarasota! Downtown/Siesta Key/Restaurants/Market within 5 min.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spend your time relaxing-not in traffic! Best location in Sarasota- 5 Minutes to Downtown Sarasota/5 minutes to Siesta K ...
From $313 per night (USD)VRBO
From $286 per night (USD)VRBO
Prime Spot, 50's Flair & Luxe Comfort in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bring the whole family to this great place with lots of room for fun. Located in the heart of Sarasota in a quaint neigh ...
From $286 per night (USD)VRBO
From $324 per night (USD)VRBO
Sarasota modern house, saltwater pool, close to beaches and downtown!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our renovated home! Enjoy a serene and stunning fenced backyard paradise. You’ll love our spacious yard, wher ...
From $324 per night (USD)VRBO
From $646 per night (USD)VRBO
4BR/3.5 bath home, heated pool, game room, central SRQ-7 mil to Siesta Key Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Experience Sarasota like a local in this 4-bedroom house with a stunning and private backyard and lake view. Whether you ...
From $646 per night (USD)VRBO
From $278 per night (USD)VRBO
Quiet Getaway: Gorgeous Modern Home Near Beach, Dog Friendly – Families/Couples Only, No Parties
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $278 per night (USD)VRBO
From $182 per night (USD)VRBO
Inviting Sarasota Cottage: 5 Mi to Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Experience charm and comfort at this cozy Sarasota vacation rental! Boasting a walkable location with easy access to din ...
From $182 per night (USD)VRBO
From $278 per night (USD)VRBO
Pool house 10 mins to Siesta Key #1 Bch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom, 2-bath home underwent a thoughtful and complete renovation in 2020 . An open concept layout and a true F ...
From $278 per night (USD)VRBO
From $337 per night (USD)Expedia
Luxury downtown Sarasota retreat. Home in Arlington Park.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vacation in style in with a fully fenced in private back yard for outdoor dining, night time marsh mellow roast or catch ...
From $337 per night (USD)Expedia
From $203 per night (USD)VRBO
Idyllic Sarasota Home w/ Yard: 2 Mi to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse yourself in the comforting ambiance of this 3-bedroom, 1-bath vacation rental in Sarasota. This abode boasts a f ...
From $203 per night (USD)VRBO
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Pinecraft Family Hm- Free Night-Gardenia St
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
About this space Stay 7 nights/Pay for only 6 in Pinecraft, Sarasota! Walk to Yoders Grocery, the park, and a short bike ...
Click For PricingExpedia
From $472 per night (USD)VRBO
Tropical Oasis with Tiki Bar & Private Pool, minutes from Siesta Key Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to tropical paradise! This stunning home away from home offers the perfect blend of relaxation and fun for all. ...
From $472 per night (USD)VRBO
From $591 per night (USD)Expedia
Royal Palms Oasis | Pickle Ball, Pet-Friendly w/ Private Pool + Putt Putt
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
BNB Breeze Presents: Royal Palms Oasis! This incredible pet-friendly stay in Sunny Sarasota is your dream vacation in p ...
From $591 per night (USD)Expedia
From $401 per night (USD)VRBO
Modern 4 BR home in the heart of Sarasota - Luxe Arlington Park Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Arlington Park Home! Professionally managed by Gulf Coast Vacation Rentals, step into this exquisite and ...
From $401 per night (USD)VRBO
From $207 per night (USD)VRBO
The 1942 Cottage - In the Heart of Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The 1942 Cottage! Our newly remodeled 2-bedroom, 1-bath cottage, boasts a unique blend of modern upgrades and ...
From $207 per night (USD)VRBO
From $282 per night (USD)VRBO
Mermaid Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to our charming cottage just over the bridge from the sun-kissed shores of Siesta Key! Nestled in a tropical oasi ...
From $282 per night (USD)VRBO
From $171 per night (USD)Expedia
Beautiful Family-sized Home in Sunny Sarasota, Florida with large backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the recently completely renovated Blue Heron Lodge! Enjoy a serene and stunning fenced backyard paradise. You ...
From $171 per night (USD)Expedia
Click For PricingVRBO
Best Area-Arlington Park -Best Home New Listing !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We are proud of our Hotel Quality Homes and are pleased to launch our newest addition next to Arlington Park. Swimming ...
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Hyde Park/Southside Village Modern 5 Star Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blo ...
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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
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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 ...
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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 $130 per night (USD)Expedia
Pine Terrace Oasis: 10 Min to Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your cozy retreat! Our charming guest house is the best getaway for couples and small families eager to explo ...
From $130 per night (USD)Expedia
From $216 per night (USD)VRBO
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)VRBO
From $325 per night (USD)Expedia
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)Expedia
From $191 per night (USD)VRBO
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)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 $675 per night (USD)VRBO
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)VRBO
From $186 per night (USD)Expedia
Robinhood Beach Villa
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
You will feel right at home in this cozy beach villa which gives you a natural beach feeling AND adds a modern feel with ...
From $186 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 $315 per night (USD)VRBO
Very bright 3-bedroom pool villa, close to siesta Key beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
And there will be light! This mid-century architect-designed house will charm you with its bay windows and sliding doo ...
From $315 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)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 $345 per night (USD)VRBO
Newly renovated 3 bedroom 2 bathroom w/ pool. 8 minutes to Siesta Key Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This completely renovated Sarasota house features 3 bedrooms, 2 bathrooms and is less than ten minutes to Siesta Key, ho ...
From $345 per night (USD)VRBO
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 $335 per night (USD)Expedia
Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Sarasota, enjoy what this 3-bedroom house has to offer. This charming property features 2 queen beds and 1 tw ...
From $335 per night (USD)Expedia
From $299 per night (USD)VRBO
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)VRBO
From $180 per night (USD)Expedia
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)Expedia
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 $241 per night (USD)Expedia
Vibrant Modern Escape, Walk to Dining, Near Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Summary: - Chic, minimalist space with eye-catching blue and gold accents - Just a short drive to the soft sands of Sies ...
From $241 per night (USD)Expedia
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 $207 per night (USD)Expedia
Retro-Inspired Stay, BBQ Patio, Close to Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: - Relax in a stylish mid-century home just minutes from Siesta Key Beach - Enjoy the fenced backyard with BBQ, ...
From $207 per night (USD)Expedia
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)Expedia
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)Expedia
From $192 per night (USD)VRBO
Near Beaches + Downtown: Sarasota Home w/ Lanai
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Gear | Spacious Yard | Walk to Community Playground | 5 Mi to Shopping & Dining on Main St Welcome to the good li ...
From $192 per night (USD)VRBO
From $157 per night (USD)Expedia
Nottingham Beach Bungalow near Siesta Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This cozy beach bungalow is in a PRIME location to enjoy the best of Sarasota! With a large fenced-in yard, and a firep ...
From $157 per night (USD)Expedia
From $373 per night (USD)VRBO
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)VRBO
From $576 per night (USD)VRBO
Pool, Spa, and Private Gym in the Heart of Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Coastal Cove! Comfort and luxury are calling at this beautifully renovated 3-bedroom, 2-bathroom home, ideall ...
From $576 per night (USD)VRBO
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 $194 per night (USD)Expedia
Swinging '60s Sarasota Home: Lanai w/ Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ruth Richmond Design | 4 Mi to Beach | Featured on Sarasota MOD Weekend Tour Settle in and stay awhile at 'Atomic Tange ...
From $194 per night (USD)Expedia
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)Expedia
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)Expedia
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)Expedia
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)Expedia
From $206 per night (USD)VRBO
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)VRBO
From $489 per night (USD)Expedia
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)Expedia
From $84 per night (USD)VRBO
La Mia Casa II
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Your own private resort with a beautiful beach atmosphere, ensuring endless fun.Make yourself at home in this delightful ...
From $84 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 $223 per night (USD)VRBO
Alta Vida Cozy Duplex Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Alta Vida, a cozy retreat just minutes from vibrant downtown Sarasota! *For alternative rates, please see th ...
From $223 per night (USD)VRBO
From $301 per night (USD)Expedia
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)Expedia
From $121 per night (USD)VRBO
Beautiful 2 Bdrm. near everything Siesta Key, Longboat, Dining, Shop, Entertain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly renovated 2-bedroom, 2-bathroom condo in the heart of Sarasota is fully furnished and move-in ready. It inclu ...
From $121 per night (USD)VRBO
From $373 per night (USD)Expedia
Palm Breeze Luxury * With E-Bikes & Heated Pool!*
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Palm Breeze! Just outside of Downtown and near the Legacy Trail, with electric bikes available to add, this ...
From $373 per night (USD)Expedia
From $213 per night (USD)VRBO
Great location in Sarasota close to beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
AVAILABLE FOR LONG OR SHORT TERM! Enjoy this well-equipped comfortable villa for the winter months. Centrally located cl ...
From $213 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