Sarasota Rentals
From $163 per night (USD)VRBO
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)VRBO
From $165 per night (USD)Expedia
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)Expedia
From $1402 per night (USD)VRBO
New-Luxurious St. Armands Vacation Home, Walk to Beach, Gulf Views, Resort Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1402 per night (USD)VRBO
From $422 per night (USD)Expedia
Walk to Downtown, Rooftop Jacuzzi, Contemporary Decor
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Cityscape Retreat, an exquisite 4-story modern townhome nestled in the vibrant uptown district of Sarasota. P ...
From $422 per night (USD)Expedia
From $399 per night (USD)VRBO
Historic Downtown Sarasota - Gem I
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully restored home in the Historic downtown of Sarasota. We have a cluster of 3 neighboring homes fresh off a $2. ...
From $399 per night (USD)VRBO
From $407 per night (USD)Expedia
Stylish Newly Remodeled Condo, Walk to Beach & St. Armands, Heated Pool/Spa, Free Activities Daily
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $407 per night (USD)Expedia
From $343 per night (USD)VRBO
Penthouse #1 Oceanfront on Lido Beach! Sunrise & Sunset Views - 2 Bed 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This special 2 bedroom/2 bathroom Penthouse has been recently renovated with luxury in mind! Located in The Lido Beach C ...
From $343 per night (USD)VRBO
From $406 per night (USD)Expedia
Historic Downtown Sarasota - Gem II
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully restored home in the Historic downtown of Sarasota. We have a cluster of 3 neighboring homes fresh off a $2. ...
From $406 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 $322 per night (USD)Expedia
Historic Downtown Sarasota - Gem III
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This home is nestled in a quaint historic district of Sarasota close to the vibrant action of downtown yet offers serene ...
From $322 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 $1257 per night (USD)Expedia
New-Luxurious St. Armands Vacation Home, Walk to Beach, Gulf Views, Resort Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1257 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 $94 per night (USD)VRBO
Beautiful 1-bedroom condo in The Meadows, minutes from the beach, golf, shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Sarasota, enjoy what this 1-bedroom condo has to offer. This welcoming property is a 2nd floor condo unit in ...
From $94 per night (USD)VRBO
From $204 per night (USD)Expedia
2 Bedroom Lido Key Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Professionally managed and offered by FL Vacation Connection. This is a spacious two bedroom condo perfectly situated t ...
From $204 per night (USD)Expedia
From $558 per night (USD)VRBO
Inn on the Beach 7304 by FVC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your Longboat Key Retreat with Sleepy Lagoon Views by FVC Experience the pinnacle of coastal living in this beautifully ...
From $558 per night (USD)VRBO
From $530 per night (USD)Expedia
Bayview Paradise by FVC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Bayview Paradise managed by Florida Vacation Connection. This spacious 4 bedroom/ 3 full baths private pool ...
From $530 per night (USD)Expedia
From $685 per night (USD)VRBO
Luxury Beachside 3-BR Condo at The Sanctuary by FVC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury Beachside 3-Bedroom Condo at The Sanctuary, Longboat Key, Florida professionally managed by Florida Vacation Conn ...
From $685 per night (USD)VRBO
From $416 per night (USD)Expedia
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)Expedia
From $865 per night (USD)VRBO
Sarasota House, A Perfect Beach Getaway!!! Spacious 4-bedroom house & Pool !!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Sarasota Seascape House: A Perfect Beach Vacation Getaway Welcome to Sarasota Seascape House, your ultimate retreat for ...
From $865 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 $300 per night (USD)VRBO
1-403 in Sarasota, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Siesta Key retreat! This stylish condo is the perfect blend of comfort and convenience for your beach va ...
From $300 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 $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 $419 per night (USD)VRBO
Cozy & Charming 4/4 bungalow with pool close to the Village, Lido & Siesta Keys
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Consider this house your home away from home while you visit Sarasota. A treasure West of the Trail, boasting Mexican ti ...
From $419 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 $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 $266 per night (USD)Expedia
Lux Siesta Key & Lido Beach - Sarasota Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming 3BR Retreat – Near Beaches, Dining, Downtown & UTC Mall -15 minutes to Siesta Key & Lido -8 min ...
From $266 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 $167 per night (USD)Expedia
Trendy Home by Jet Skis, Parks & Art Hotspots
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: - Modern retreat near Rosemary District with a bold indoor grass wall - Walk to downtown, Pioneer Park, and Van ...
From $167 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 $339 per night (USD)Expedia
Dog-Friendly, Private Pool Home with Golf & Cycling at Bobby Jones Golf Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bobby Jones Golf Club! This dog-friendly 3-bedroom, 2-bathroom pool home is perfect for golf lovers, nature enthusiasts, ...
From $339 per night (USD)Expedia
From $302 per night (USD)VRBO
Retro Laurel Park Guest Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Experience luxury & comfort in this beautifully renovated guest house, featuring a stylish retro vibe, nestled in the he ...
From $302 per night (USD)VRBO
From $92 per night (USD)Expedia
Charming 1/1 Golf Course Front condo Bunker Oaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your tranquil retreat in Bunker Oaks! This beautifully furnished 1-bedroom, 1-bathroom condo offers 428 sq. ...
From $92 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 $312 per night (USD)Expedia
NEW! Waterfront Luxury in Sarasota – Near Downtown & Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedr ...
From $312 per night (USD)Expedia
From $522 per night (USD)VRBO
Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Bay Breeze Bungalow - Waterfront Pool, Dock & Kayaks 💖 Why You'll Love This Home Glide your kayak from a private dock ...
From $522 per night (USD)VRBO
From $509 per night (USD)Expedia
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)Expedia
From $278 per night (USD)VRBO
Escape to Paradise: Charming 2BR Condo, Sarasota Bay - Serenity Meets City Vibes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New Rental - Your home away from home in the Heart of Sarasota. This 890-square-foot haven is perfect for couples ...
From $278 per night (USD)VRBO
From $198 per night (USD)Expedia
Bay Harbour A306 by FVC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this exquisite top-floor, 3 bedroom, 2 bath, end-unit condo at Bay Harbour by FVC. Newly furnished in 2022 an ...
From $198 per night (USD)Expedia
From $895 per night (USD)VRBO
Shore Thing | Luxe Pool Oasis, Hot Tub, Siesta Key Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Imagine waking up in your own private coastal retreat. At Shore Thing, island serenity meets modern luxury—your dream Si ...
From $895 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 $256 per night (USD)VRBO
Stylish 2-Bedroom Home in Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to your stylish retreat in Downtown Sarasota! - 2-bedroom, 2-bathroom home with a modern open-concept ...
From $256 per night (USD)VRBO
From $290 per night (USD)Expedia
Walkable to Beach, Restaurants, Entertainment & More!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WOW location!!! Minutes walk to Lido Beach or Famous St. Armand's Circle for amazing Restaurants, Shopping & Entertainme ...
From $290 per night (USD)Expedia
From $274 per night (USD)VRBO
Lido Beach Retreat - Book your romantic escape today!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lido Beach Retreat by Tropical Sands Accommodations 500 S. Washington Dr #21B, Sarasota, FL 34236 Escape to the newly ...
From $274 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 $1243 per night (USD)VRBO
4 BR SIESTA KEY SPA GETAWAY WITH GOLF SIMULATOR, TURFED YARD, AND MANCAVE.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Beautiful rental on the North end of Siesta Key! This five-bedroom, 3.5-bath fully turfed home is in the prime of all Sa ...
From $1243 per night (USD)VRBO
From $229 per night (USD)Expedia
Osprey Nest in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This brand-new custom townhome offers unparalleled luxury living with a prime location overlooking the 10-acre Gillespie ...
From $229 per night (USD)Expedia
From $147 per night (USD)VRBO
VILLA SIESTA IV-priv cottage Downtown Secret Community-Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come to our hidden secret community, -moments to downtown- private, pristine, and very quiet! . Be our gu ...
From $147 per night (USD)VRBO
From $236 per night (USD)Expedia
NEW! Stunning Waterfront 1.5/2 at The Strand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
Welcome to The Strand, where luxury waterfront living meets convenience and comfort. This rental unit features one bedr ...
From $236 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 $1179 per night (USD)VRBO
Pearl on the Bay - A breathtaking Pool & Bayfront property - an unparalleled vacation experience
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Paradise at The Pearl on the Bay Indulge in the ultimate waterfront escape at The Pearl on the Bay, a breatht ...
From $1179 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 $1027 per night (USD)Expedia
Escape to The Big Dipper: Siesta Key Canal Front Home with Pool & Private Dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
The Big Dipper by Siesta Key Luxury Rental Properties Home in Siesta Key, FL 34242 Experience the ultimate vacation a ...
From $1027 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 $542 per night (USD)Expedia
Breezemont Bungalow | Private pool, Hot tub + Sauna
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Breezemont Bungalow! Experience this stunning Sarasota home that perfectly blends comfort and luxur ...
From $542 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 $257 per night (USD)Expedia
Tranquil 2bed/2bath condo Golf Course Front in the Meadows
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your tranquil retreat in The Meadows! ** THE MEADOWS GOLF: Please note, golf course is projected to reopen ...
From $257 per night (USD)Expedia
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 $760 per night (USD)Expedia
Coastal Escape in Sarasota – Siesta Key Beach & Kayak-Friendly Sandbar
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Siesta Key Escape – Kayak to a Hidden Sandbar & Explore in Style! Discover the perfect blend of relaxation, adventure, a ...
From $760 per night (USD)Expedia
From $292 per night (USD)VRBO
Beach Escape 2BR on Lido Key w/Free Parking and steps to St Armands Circle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy 2BR Beach Hideaway — Steps to Lido Key & St. Armands Welcome to Apartment 3 at Surf Rider Lido — your bright and b ...
From $292 per night (USD)VRBO
From $272 per night (USD)Expedia
NEW! Luxurious 2BR/2BA Heart of Historic Laurel Park w/ pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to Your Dream Oasis in Sarasota! Step into a world of timeless charm and modern luxury at this Spanish Mediterra ...
From $272 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 $213 per night (USD)Expedia
Beachfront Oasis Lido Key Sarasota, 1-bedrm furnished condo WiFi, fitness rm.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Your Dream Beachfront Oasis! Nestled on the coveted shores of Lido Key, this impeccable contemporary furnishe ...
From $213 per night (USD)Expedia
From $386 per night (USD)VRBO
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)VRBO
From $662 per night (USD)Expedia
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)Expedia
From $95 per night (USD)VRBO
Classy 1/1 Condo Pond View in The Meadows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is an elegant condo of 553 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your ...
From $95 per night (USD)VRBO
From $297 per night (USD)Expedia
Modern 2BR 1 Block from Beach w/Free Parking and Full Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stylish 2BR Beach Retreat — Steps from Lido Key & St. Armands Welcome to Apartment 4 at Surf Rider Lido — your perfect ...
From $297 per night (USD)Expedia
From $164 per night (USD)VRBO
5 minutes walk to the golf club. Newly renovated, non-smoking, 2nd floor condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the prestigious Meadows community in Sarasota, this 2-bed/2-bath condo offers comfort and convenience. The ma ...
From $164 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 $118 per night (USD)Expedia
Glamorous Prívate Villa Azul
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Sarasota, this welcoming apartment brings it all within your reach. Jump into your car and make short work ...
From $118 per night (USD)Expedia
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 $203 per night (USD)Expedia
Cozy & peaceful 1 bedroom condo with a balcony a block from Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This a your perfect getaway to the most desired key on the Golf Coast - Lido Beach! 1 bdr, 1 bath 2nd floor sun filled a ...
From $203 per night (USD)Expedia
From $572 per night (USD)VRBO
Welcome to Casa Blue! Come enjoy Sarasota!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This fabulous brand new house in Sarasota is a gem for guests seeking an amazing location to enjoy living in Sarasota li ...
From $572 per night (USD)VRBO
From $1174 per night (USD)Expedia
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Pelican's Perch Welcome to Pelican's Perch, a stunning Sarasota home that perfectly blends luxury a ...
From $1174 per night (USD)Expedia
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 $340 per night (USD)Expedia
Dog-friendly, renovated duplex with two kitchens, washer/dryer, & patio
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Casa Cocoanut - Entire Property Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $340 per night (USD)Expedia
From $503 per night (USD)VRBO
Tropical oasis house with a pool and a hut tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Tropical Oasis House Tucked away in a peaceful residential neighborhood, just minutes from the sandy sho ...
From $503 per night (USD)VRBO
From $481 per night (USD)Expedia
Historic Laurel Park Home with Retro Guest Cottage
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Discover this charming downtown Sarasota retreat, perfectly positioned within easy reach of dining, shopping, entertainm ...
From $481 per night (USD)Expedia
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 $1724 per night (USD)Expedia
Lido Key Home with Pool and Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NEW PROPERTY Welcome to 440 Cleveland Drive, a stunning, fully renovated rental property on Lido Key where luxury meets ...
From $1724 per night (USD)Expedia
From $595 per night (USD)VRBO
Luxury 3BR Townhouse w/Elevator & Rooftop | Walk to Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Uptown Oasis, a brand-new, chic, and luxurious three-story townhouse in the heart of Sarasota! Designed for c ...
From $595 per night (USD)VRBO
From $465 per night (USD)Expedia
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)Expedia
From $328 per night (USD)VRBO
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)VRBO
From $338 per night (USD)Expedia
Gem in Laurel Park: Newly Remodeled, Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to RCC Ohio Place – Your Dream Getaway in the Heart of Downtown Sarasota! Charming, fully renovated 100-year-ol ...
From $338 per night (USD)Expedia
From $482 per night (USD)VRBO
Lido Beach Renovated House by Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW PROPERTY Dreaming of sunshine, beautiful sandy beaches, and warm turquoise Gulf waters? Your airy and bright 3-bedr ...
From $482 per night (USD)VRBO
From $204 per night (USD)VRBO
Beautiful 3-bedroom, 2-bathroom house with WiFi and AC in downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your Sarasota retreat! This stylish and sun-filled home. Whether you’re here for business, a beach getaway, o ...
From $204 per night (USD)VRBO
From $1631 per night (USD)VRBO
Luxury Resort-Like Home at St. Armands Circle and Lido Key Beach
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Experience the ultimate in coastal luxury at this stunning 8-bedroom Lido Key mansion, designed for relaxation and enter ...
From $1631 per night (USD)VRBO
From $364 per night (USD)Expedia
Peaceful Coastal Retreat – 3BR Home with Pool Near Sarasota Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Peaceful Coastal Retreat with Pool — Steps from Sarasota Bay Welcome to your serene escape in the heart of Sarasota's v ...
From $364 per night (USD)Expedia