Sarasota Rentals
From $226 per night (USD)VRBO
Waterfront Relaxation - Modern Comfortable Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to your next favorite destination, fun & sun and waterfront living! After a day of relaxing by the pool, head d ...
From $226 per night (USD)VRBO
From $385 per night (USD)Expedia
★ Private Waterfront Condo Sarasota FL ★ Pool/Gym
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Strand: a luxurious, brand-new gated community of condos located just minutes from the heart of Downtown ...
From $385 per night (USD)Expedia
From $351 per night (USD)VRBO
★ New Luxury Waterfront Condo ★ Pool/Gym/Hot tub ★
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Strand: a luxurious, brand-new gated community of condos located just minutes from the heart of Downtown ...
From $351 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
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1350 Main Street Sarasota, Florida
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Luxury 10th floor Condo in Sarasota’s best downtown building in best downtown location- 1 bedroom, 1.5 baths, fully furn ...
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Charming Vacation Rental: Close to Downtown!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Soak in all the sun and sand you can during your trip to Sarasota, with this modern 2-bed, 1-bath vacation rental as you ...
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From $196 per night (USD)VRBO
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Light filled, walk to the bay and Ringling Museum. This one-bedroom, 750-sf Cottage is perfect for a single traveler or ...
From $196 per night (USD)VRBO
From $264 per night (USD)VRBO
Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Downtown Sarasota. New construction building includes a rooftop pool, state-of-the-art fitness c ...
From $264 per night (USD)VRBO
From $394 per night (USD)VRBO
The Cottage Next Door Best Downtown location in Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and ju ...
From $394 per night (USD)VRBO
From $1206 per night (USD)Expedia
Stunning Family Home with Pool, Games, Steps from Lido Beach - Beach Views
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Beach Views by Lido Key Vacations Home in Lido Key, Florida VR22-00034 Minimum Stay Duration: 7 days/nights Welcom ...
From $1206 per night (USD)Expedia
From $278 per night (USD)VRBO
Beachfront and renovated 2BR/2 Bath condo on beautiful Lido Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our Lido Beach Club condo! This 1400SF split design 2 bedroom/2 bath condo is situated directly on the beauti ...
From $278 per night (USD)VRBO
From $166 per night (USD)Expedia
Lovely Cottage ❤ Very close to Siesta Beach or Downtown Sarasota!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Best thing about this home is LOCATION. Very central to everything Sarasota. This home has its own private entrance, out ...
From $166 per night (USD)Expedia
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Luxury Modern Ville in Heart of Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
An Architectural gem, this custom designed home blends seamlessly with the natural environment. The house wraps around a ...
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From $259 per night (USD)Expedia
Brand new deluxe Sarasota condo close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a great location on Whitaker bayou with nice views from the deck. Brand new furniture with great king sized bed an ...
From $259 per night (USD)Expedia
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47th Street Cottage in sunny Sarasota
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Come relax in our beautiful and fresh Florida cottage only a few miles from the beach! With plenty of natural light, vau ...
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From $134 per night (USD)Expedia
Paradise at highly sought after Lido Shores! Steps from Lido Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
30 day minimum Dec. - April. *Inquire about rentals May - Dec. at the "ask owner a question" link in the side bar. *Not ...
From $134 per night (USD)Expedia
From $670 per night (USD)VRBO
Longboat Key Luxury Condo - walking to St. Armand's Circle!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This luxurious COVID free top floor end unit condo was newly furnished in 2022 and features an elevator. Taking in v ...
From $670 per night (USD)VRBO
From $303 per night (USD)Expedia
Luxe Waterfront Resort Style Living at its Best!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: With only 5 minutes to Downtown Sarasota and 10 minutes to the beach you can easily spend the day poolside at t ...
From $303 per night (USD)Expedia
From $705 per night (USD)VRBO
Private Home in Siesta Key, Florida Gulf of Mexico, USA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This Key West style home on Siesta Key is available for the first time in several years and is ideal for relaxing in the ...
From $705 per night (USD)VRBO
From $5989 per night (USD)VRBO
Siesta Key Oceanfront Palace with Private Beach
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
This direct beachfront palace sits beyond private gates on just under an acre of pure luxury, where you can enjoy sunset ...
From $5989 per night (USD)VRBO
From $240 per night (USD)VRBO
Tropical, private, downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
It’s an amazing apartment and location but I’m not booking thru here anymore. Feel free 646-906-0032 ...
From $240 per night (USD)VRBO
From $491 per night (USD)Expedia
Luxury 4/3 home by Downtown, the bay and the Keys
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy high end living in one of Sarasota’s best neighborhoods. Only a few minute drive to downtown sarasota and st. Arma ...
From $491 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 $395 per night (USD)Expedia
Gorgeous Heated Pool and Spa by Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our beautiful home is right by all the attractions of Sarasota, FL set up with brand new furniture. With 3 bedrooms, 2 b ...
From $395 per night (USD)Expedia
From $411 per night (USD)VRBO
4 bed 3 bath Waterfront Home by Ralph Twitchell
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Originally designed by Ralph Twitchell, one of the founding members of the Sarasota School of Architecture, this midcent ...
From $411 per night (USD)VRBO
From $181 per night (USD)VRBO
Newly Remodeled House with a Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Enjoy a break by your own private pool, surrounded by plants and topped with a lanai for extra comfort. This peaceful ho ...
From $181 per night (USD)VRBO
From $470 per night (USD)VRBO
Luxury Home W/ Pool, Spa, and Walking Distance to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US ...
From $470 per night (USD)VRBO
From $158 per night (USD)VRBO
Charming Retreat in the Heart of Sarasota. See reviews!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Charming Retreat in the Heart of it All. – Perfect Location for Exploring Downtown Sarasota, Bay fishing Siesta Key and ...
From $158 per night (USD)VRBO
From $418 per night (USD)VRBO
Beachside Private Vacation Home w/ Large Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The ...
From $418 per night (USD)VRBO
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 $189 per night (USD)VRBO
Sarasota Downtown, Best Location For Your Vacation !!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the ...
From $189 per night (USD)VRBO
From $388 per night (USD)Expedia
Luxury Retreat condo The Strand Water View w/ Den
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a charming and luminous condo of 958 sq. ft. fully furnished with great taste. It will be perfect to enjoy your ...
From $388 per night (USD)Expedia
From $265 per night (USD)VRBO
Private single family home in great location. Close to downtown and beaches.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This is an updated 2 Bed/2 bath clean home in great neighborhood. It has everything you need including all kitchen items ...
From $265 per night (USD)VRBO
From $313 per night (USD)Expedia
House with HEATED POOL and Outdoor Space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Private home with 3 bedrooms, large 2 baths, fully equipped kitchen, large living room and dining room. Washer/dryer. ...
From $313 per night (USD)Expedia
From $254 per night (USD)VRBO
Newly Remodeled 3bd/3bh | 10 mins to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
If you are looking for an open layout, modern, clean, and newly renovated home then look no further! Guests will enjoy r ...
From $254 per night (USD)VRBO
From $372 per night (USD)VRBO
The Strand, Luxury Condo, Breathtaking Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Strand of Sarasota. Brand new luxurious condo, with breathtaking water views and direct access to Sarasota Bay, with ...
From $372 per night (USD)VRBO
From $240 per night (USD)VRBO
Bungalow w/ Heated Pool by Downtown & Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A 3 bed/2 bath home 5 miles to award-winning beaches and minutes to airport, downtown, shopping, restaurants, and activi ...
From $240 per night (USD)VRBO
From $260 per night (USD)VRBO
Sarasota Home w/ Screened Porch, Walk To Zoo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
- 2022-0066786 - Gas Grill - In-Unit Laundry - Coastal Decor Book an unforgettable stay at this 3-bedroom, 2-bath Saras ...
From $260 per night (USD)VRBO
From $254 per night (USD)VRBO
Lido Key Hideout w/ Patio & Yard + Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Settled right across the street from Lido Beach, this Sarasota vacation rental is the perfect way to escape to the Gulf ...
From $254 per night (USD)VRBO
From $361 per night (USD)VRBO
Gulfview Lido Key Gem - Walk to Beach & Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachside relaxation and upscale coastal shopping await at this 2-bedroom, 2-bath vacation rental on Lido Key! This Sara ...
From $361 per night (USD)VRBO
From $259 per night (USD)VRBO
Casa Lemon
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A 1 bedroom, pull out couch & air mattress, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in cen ...
From $259 per night (USD)VRBO
From $300 per night (USD)Expedia
Casa Orange
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
A 1 bedroom 1 bath cottage that comfortably sleeps 6 guests . Conveniently located in central Sarasota, in the quaint Am ...
From $300 per night (USD)Expedia
From $231 per night (USD)VRBO
Mid-Century Bungalow By Arlington Park in South Gate, Central to Siesta and Lido
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A newly updated jewel in the heart of Sarasota's historic South Gate neighborhood, this newly renovated, bright home sta ...
From $231 per night (USD)VRBO
From $316 per night (USD)Expedia
Casa Grapefruit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in central Sarasota, in the quaint Amis ...
From $316 per night (USD)Expedia
From $503 per night (USD)VRBO
*DWTN*Heated Pool* Tropical Paradise!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This Modern Tropical Home with HEATED pool is just 15 minutes to Lido Key Beach and 7 minutes to Downtown Sarasota!! Tas ...
From $503 per night (USD)VRBO
From $645 per night (USD)Expedia
Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
🌴 Casamigos | Heated Saltwater Pool, Tiki Bar, 0.8 Miles to Siesta Key Beach 💖 Why You'll Love This Home Experience i ...
From $645 per night (USD)Expedia
From $354 per night (USD)VRBO
St Armand's Home with pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square ...
From $354 per night (USD)VRBO
From $214 per night (USD)Expedia
Ocean Style 1/1.5 Condo The Strand Water View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" and spreads over ...
From $214 per night (USD)Expedia
From $267 per night (USD)VRBO
WE ARE OPEN FOR BUSINESS , walk to the beach and st Armand circle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Be sure to check out our other propertie 2086500 - Sunshine on Lido (New Listing) ++++++++++++++++++++++++++++++++++++++ ...
From $267 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 $156 per night (USD)VRBO
The Perfect Apartment to Explore Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
"Location, Location, Location;" The perfect apt. to explore Downtown Sarasota, walk to the Rosemary District, Bay Front, ...
From $156 per night (USD)VRBO
From $392 per night (USD)VRBO
A Newly renovated home in desirable Indian Beach Sapphire Shores neighborhood
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Two blocks from Sun Circle on a corner lot is the perfect setting to rent your home away from home. Quiet neighborhood ...
From $392 per night (USD)VRBO
From $171 per night (USD)VRBO
Chic Sarasota Retreat Near Lido & Siesta Key Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your sunny Sarasota escape! Located in a peaceful residential neighborhood near Payne and Arlington Parks, th ...
From $171 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 $242 per night (USD)VRBO
Old Florida bungalow in Sarasota‘s best location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Couldn’t get any cuter! We’re sharing our immaculately restored, historic 1925 Laurel Park bungalow with a large, privat ...
From $242 per night (USD)VRBO
From $139 per night (USD)VRBO
Central Sarasota Home: 8 Mi to Siesta Key!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Retreat to Florida's Gulf Coast when you book this home just 2 miles from downtown Sarasota! This 2-bedroom, 1-bathroom ...
From $139 per night (USD)VRBO
From $1547 per night (USD)VRBO
Putting green, Rooftop Deck AND Beach/Gulf Views with Private Heated Pool/Spa.
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
All Decked Out by Lido Key Vacations Home in Lido Key, FL 34236 Vacation Rental License #VR22-00028 Minimum stay durati ...
From $1547 per night (USD)VRBO
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King Bed ❤ Walk to St. Armand's Circle and Lido Beach in Minutes!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
WOW location!!! Minutes walk to Lido Beach or Famous St. Armand's Circle for amazing restaurants and Shopping. King-Size ...
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From $264 per night (USD)VRBO
Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Downtown Sarasota. New construction building includes a rooftop pool, state-of-the-art fitness c ...
From $264 per night (USD)VRBO
From $282 per night (USD)VRBO
Downtown Apartment with Pool, Gym, and Coworking Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This new construction apartment features an oversized kitchen island and a balcony with views of Downtown Sarasota. Shar ...
From $282 per night (USD)VRBO
From $253 per night (USD)VRBO
Discover Hacienda del Sol - Dog-Friendly, Downtown
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SLEEPING ARRANGEMENTS 3 BR / 3 BA / Sleeps 8 Master bedroom - One King bed with en-suite bathroom (walk-in sh ...
From $253 per night (USD)VRBO
From $316 per night (USD)Expedia
Waterfront Balcony Waterfront Views, Kayaks Included, 2BR 2BA Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome To The Strand, Where Luxury Living Meets The Gorgeous Waterfront Of Downtown Sarasota. A gated waterfront commun ...
From $316 per night (USD)Expedia
From $202 per night (USD)VRBO
Pinecraft Paradise ~ Secluded Apt in central SRQ!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this trendy, chic apartment with a bit of coast ...
From $202 per night (USD)VRBO
From $165 per night (USD)Expedia
Farmhouse Flair Getaway ~ In Pinecraft Village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Looking for a relaxing retreat in sunny Sarasota? Kick back and relax in this fresh, new apartment with modern farmhouse ...
From $165 per night (USD)Expedia
From $93 per night (USD)VRBO
Sleeps 4-Close to Downtown, Beaches & Airport / Ground Floor Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ground floor unit (No Stairs). Sleeps four (4). Ground floor unit (No Stairs). Renting this unit will place you within w ...
From $93 per night (USD)VRBO
From $194 per night (USD)Expedia
Orchid House 5 minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
5 minutes to Lido Keys, 7 minutes to Siesta Keys, 5 minutes to Downtown Sarasota, 2 minutes to Bayfront Park, 5 minut ...
From $194 per night (USD)Expedia
From $271 per night (USD)VRBO
Relaxing 3BR/2Ba Oasis with Heated Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphe ...
From $271 per night (USD)VRBO
From $221 per night (USD)Expedia
NO stairs, NO carpet! BEST location for all you love to do in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Morning swim your thing? Villagio's award-winning lakefront heated pool is mere steps from your front door. Your condo ...
From $221 per night (USD)Expedia
From $383 per night (USD)VRBO
Siesta Beach/DT-Private Family Paradise-3BR/2Ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our charming 3-bedroom vacation home in Sarasota, just a short 11-minute drive from the stunning Siesta Key Be ...
From $383 per night (USD)VRBO
From $127 per night (USD)Expedia
Riverside Oasis 1Bed/1Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully elegant suite designed specifically for the relaxing and quiet get away that epitomizes a great vacation. Fr ...
From $127 per night (USD)Expedia
From $345 per night (USD)VRBO
Walk 75 feet out the back door to the beach and the beautiful Gulf of Mexico!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
First floor unit with direct access to the white sand, Lido Beach and Gulf of Mexico. 2 Bedroom/2 Bath. Wood grain, t ...
From $345 per night (USD)VRBO
Click For PricingExpedia
Spanish bungalow near everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
2 bed 1 bath private home. Spanish revival style with large backyard within walking distance to downtown Sarasota and th ...
Click For PricingExpedia
From $258 per night (USD)VRBO
Pinecraft Area Remodeled 3bdr/2bth Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Great Location and Comfort are what makes this 3 Bedroom Vacation Home special. Located in the Pinecraft area off Bahia ...
From $258 per night (USD)VRBO
From $195 per night (USD)Expedia
Historic Stylish Gem. Walk to Water & Downtown! 7 mins to Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect mix of old Florida charm & modern amenities at this centrally-located historic home just one block fro ...
From $195 per night (USD)Expedia
From $342 per night (USD)VRBO
Close to Beach & Downtown w/Pool, Family Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax & unwind in our newly updated single level 3 bedroom, 2 bath, 2 car garage with private pool. Located in Southgate ...
From $342 per night (USD)VRBO
From $344 per night (USD)VRBO
Brand New 2 BR/2BA Luxury Condo blocks from Downtown Sarasota, Rosemary Distict
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Modern and spacious 2-bedroom, 2 full bathroom furnished condo in a brand new building (just completed 2021) jin the pop ...
From $344 per night (USD)VRBO
From $1193 per night (USD)VRBO
Precise Realty presents Sunset on the Canal
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this stunning waterfront home located on popular Lido Key. Situated directly on the picturesque canal, this h ...
From $1193 per night (USD)VRBO
From $280 per night (USD)Expedia
All-New, Waterfront Condo Near Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book ENTIRE months only NOT mid-month to mid-month. Booking February 1 ...
From $280 per night (USD)Expedia
Click For PricingVRBO
ARLINGTON PARK COTTAGE 🌴SELBY GARDENS 🌺 MARINA JACKS 🛥 O’LEARYS 🌅 A 1 MILE WALK😎
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
LOCATION 🌴 LOCATION! Welcome home to one of Sarasota’s most beloved and eclectic neighborhood’s ...
Click For PricingVRBO
From $104 per night (USD)Expedia
Hemingway Inspired Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $104 per night (USD)Expedia
From $343 per night (USD)VRBO
Family friendly Private Home on a small lake
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This beautifully designed 4 bedroom and 2.5 bathroom home is located in quiet and safe neighborhood, it is central and c ...
From $343 per night (USD)VRBO
From $311 per night (USD)Expedia
Island Vibes + Modern Comfort at Lido Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
**Island Vibes + Modern Comfort at Lido Beach! ** Looking for the perfect island escape? You’ve found it! Welcome to ou ...
From $311 per night (USD)Expedia
From $226 per night (USD)VRBO
Summer Special! 1/1.5 Penthouse at The Strand – Water View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This top floor condo of 896 sq. ft. is fully furnished with a charming decoration and high end furniture. It will be per ...
From $226 per night (USD)VRBO
From $350 per night (USD)Expedia
Arlington Park Area! Heated Pool 3Bedroom/2bath Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Arlington Park Area! Freshly renovated, beautiful 3 bedroom/2 bathroom home just 15 minutes away from the Siesta beach a ...
From $350 per night (USD)Expedia
From $181 per night (USD)VRBO
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
A charming single-family historic 2-bedroom Bungalow in the heart of Sarasota, Florida, has updated kitchen with design ...
From $181 per night (USD)VRBO
From $382 per night (USD)Expedia
NEW 3/2 Remodel near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our home is fully renovated with nearly brand new furniture. With 3 bedrooms, 2 bathrooms, and 3 beds total, we can comf ...
From $382 per night (USD)Expedia
From $374 per night (USD)VRBO
Sunny Sarasota Abode w/ Yard ~ 1 Mi to Dtwn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bright, inviting, and packed with all the modern comforts of home, this one-of-a-kind Sarasota vacation rental has every ...
From $374 per night (USD)VRBO
From $284 per night (USD)Expedia
Putt 'n Plunge Paradise: 3/2 House 10 mins to Downtown & 15 mins to Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 3
Welcome to Putt 'n Plunge Paradise – Your Ultimate Sarasota Escape! Just 15 minutes from Sarasota’s world-famous beach ...
From $284 per night (USD)Expedia
From $358 per night (USD)VRBO
Siesta key Guest House 5 star on the water Private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
OK so let me make this easy for you. This Amazing spot is not like other property your looking at! Imagine this! Going t ...
From $358 per night (USD)VRBO
From $299 per night (USD)Expedia
Walk to Lido Beach & Steps to St. Armand's Circle | Heated Pool and Spa | BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $299 per night (USD)Expedia
From $264 per night (USD)VRBO
NEW...Lido Key Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelica ...
From $264 per night (USD)VRBO
From $566 per night (USD)Expedia
Newly renovated classic villa in exclusive neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lautus Villa is located on Sarasota coast in exclusive neighborhood. Walking distance to Botanic Garden, downtown restau ...
From $566 per night (USD)Expedia
From $302 per night (USD)VRBO
2BR 2BA Downtown Sarasota, Waterfront Views, Patio, Resort Pool, Kayaks Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in a serene, distinctive, and stylish waterfront retreat with breathtaking views, a prime location, and top-notch ...
From $302 per night (USD)VRBO
From $182 per night (USD)Expedia
Quiet Downtown Sarasota Villa. Updated 2022.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown S ...
From $182 per night (USD)Expedia
Click For PricingVRBO
Luxury Villa near Siesta - private, heated screened pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Overview -- Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amen ...
Click For PricingVRBO
From $399 per night (USD)Expedia
4/2 with pool & hot tub near downtown and beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your dream vacation family getaway! This rental home offers brand new mattresses and furnishings, ensuring utmost comfor ...
From $399 per night (USD)Expedia
From $1307 per night (USD)VRBO
Luxury Family Home! Great Location! Heated Pool/Spa and Games! - The Big Top
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
The Big Top by Lido Key Vacations Sarasota FL 34236 Vacation Rental License #VR22-00043 Minimum stay duration of 7 days/ ...
From $1307 per night (USD)VRBO
From $598 per night (USD)Expedia
Heated Pool, Breathtaking outdoor terraces & landscaping- Villa Serene Escape- Roelens Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Serene Escape- Heated Saltwater Pool, Breathtaking Villa, outdoor terraces, and beautiful landscaping. The charm ...
From $598 per night (USD)Expedia
From $170 per night (USD)VRBO
Sleeps 10 & pet friendly #3606 Villa Franca
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Ready to rent after hurricane Milton. You will find yourself in a cozy living room with brand new couches. Larg ...
From $170 per night (USD)VRBO
From $114 per night (USD)Expedia
Downtown Sarasota Florida Vacation Rental, 2BR/2BA Apt, 5–10min to Lido & Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Private 2-Bedroom, 2-Bath Apartment — Perfect for car-free guests (Sleeps up to 5 guests) Welcome to our cozy second-fl ...
From $114 per night (USD)Expedia