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From $480 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 $480 per night (USD)
VRBO
From $181 per night (USD)
Expedia
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)
Expedia
$Luxury Home W\/ Pool, Spa, and Walking Distance to Beach$
From $502 per night (USD)
VRBO
Luxury Home W\/ Pool, Spa, and Walking Distance to Beach
Bedrooms:
4
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 $502 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Sarasota Bay fishing the BEST! Charter Boats available.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sarasota Bay fishing the BEST! Charter Boats available. Charming Retreat in the Heart of it All. – Perfect Location for ...
From $221 per night (USD)
Expedia
$Beachside Private Vacation Home w\/ Large Heated Pool$
From $423 per night (USD)
VRBO
Beachside Private Vacation Home w\/ Large Heated Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The ...
From $423 per night (USD)
VRBO
From $651 per night (USD)
Expedia
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)
Expedia
From $189 per night (USD)
VRBO
Sarasota Downtown, Best Location For Your Vacation !!!
Bedrooms:
1
Bathrooms:
3
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
$Luxury Retreat condo The Strand Water View w\/ Den$
From $198 per night (USD)
Expedia
Luxury Retreat condo The Strand Water View w\/ Den
Bedrooms:
2
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 $198 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Heart of Sarasota -New remodel
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Update!! New interior remodel. New kitchen, bathroom and flooring throughout. Sleek white european cabinets - plank floo ...
From $114 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Private single family home in great location. Close to downtown and beaches.
Bedrooms:
2
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 $270 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Beautiful Sarasota 2 Double Beds-Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Designed as a dream property, each our modern and stylish guest rooms were designed to create a relaxing sanctuary for y ...
From $184 per night (USD)
VRBO
From $313 per night (USD)
Expedia
House with HEATED POOL and Outdoor Space
Bedrooms:
2
Bathrooms:
6
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
$Newly Remodeled 3bd\/3bh | 10 mins to the Beach$
From $272 per night (USD)
VRBO
Newly Remodeled 3bd\/3bh | 10 mins to the Beach
Bedrooms:
3
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 $272 per night (USD)
VRBO
From $210 per night (USD)
Expedia
The Strand, Luxury Condo, Breathtaking Water Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
The Strand of Sarasota. Brand new luxurious condo, with breathtaking water views and direct access to Sarasota Bay, with ...
From $210 per night (USD)
Expedia
$Bungalow w\/ Heated Pool by Downtown & Beaches$
From $180 per night (USD)
VRBO
Bungalow w\/ Heated Pool by Downtown & Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A 3 bed/2 bath home 5 miles to award-winning beaches and minutes to airport, downtown, shopping, restaurants, and activi ...
From $180 per night (USD)
VRBO
From $1018 per night (USD)
Expedia
The Coconut House, Sarasota
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
‘Home sweet home, away from your home’ ...Our house is newly renovated with plenty of space for larger groups. Brand ne ...
From $1018 per night (USD)
Expedia
$Sarasota Home w\/ Screened Porch, Walk To Zoo!$
From $304 per night (USD)
VRBO
Sarasota Home w\/ Screened Porch, Walk To Zoo!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
- 2022-0066786 - Gas Grill - In-Unit Laundry - Coastal Decor Book an unforgettable stay at this 3-bedroom, 2-bath Saras ...
From $304 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Hidden gem close to everything!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Our house is seated on a quiet little street close to downtown and 10 minutes to the number 1 beach siesta key 5 minutes ...
From $263 per night (USD)
Expedia
From $316 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 $316 per night (USD)
VRBO
From $130 per night (USD)
Expedia
Mi Casa Su Casa Hideaway. 15 min. to Siesta Key Beach. Min 2 Downtown sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Peaceful Christian Getaway minutes to downtown Sarasota, St. Armand's Circle, Marina Jack, Selby Gardens, Ed Smith Stadi ...
From $130 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Casa Lemon
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A 1 bedroom, pull out couch & air mattress, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in cen ...
From $392 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Casa Orange
Bedrooms:
1
Bathrooms:
2
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 $249 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 $249 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Casa Lime in Pinecraft
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
A 1 bedroom, 1 bath cottage that comfortably sleeps 3 guests. Conveniently located in central Sarasota, in the quaint Am ...
From $404 per night (USD)
Expedia
From $334 per night (USD)
VRBO
West of Trail Bungalow Near SMH, Siesta & Lido Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This renovated, mid-century home - rarely available in Cherokee Park/West of Trail area - is safely situated among multi ...
From $334 per night (USD)
VRBO
From $524 per night (USD)
Expedia
Casa Grapefruit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
2 bedroom, 1 bath cottage that comfortably sleeps 6 guests. Conveniently located in central Sarasota, in the quaint Amis ...
From $524 per night (USD)
Expedia
From $549 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 $549 per night (USD)
VRBO
From $675 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
Welcome to Casamigos — the epitome of luxury living and relaxation in Siesta Key. This newly furnished, upscale 4-bedroo ...
From $675 per night (USD)
Expedia
From $288 per night (USD)
VRBO
St Armand's Home with pool
Bedrooms:
3
Bathrooms:
4
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 $288 per night (USD)
VRBO
$Ocean Style 1\/1.5 Condo The Strand Water View!$
From $175 per night (USD)
Expedia
Ocean Style 1\/1.5 Condo The Strand Water View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" and spreads over ...
From $175 per night (USD)
Expedia
From $202 per night (USD)
VRBO
WE ARE OPEN FOR BUSINESS , walk to the beach and st Armand circle
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Be sure to check out our other propertie 2086500 - Sunshine on Lido (New Listing) ++++++++++++++++++++++++++++++++++++++ ...
From $202 per night (USD)
VRBO
From $189 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 $189 per night (USD)
Expedia
From $122 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 $122 per night (USD)
VRBO
From $282 per night (USD)
Expedia
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 $282 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Charming 3BR Retreat Near Sarasota Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in a quiet residential neighborhood within close proximity to Payne and Arlington Parks, this charming mid centu ...
From $167 per night (USD)
VRBO
$LOCATION SIESTA & DT SARASOTA Coastal\/Elegant House West of the Trail Family Fun$
From $361 per night (USD)
Expedia
LOCATION SIESTA & DT SARASOTA Coastal\/Elegant House West of the Trail Family Fun
Bedrooms:
3
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)
Expedia
From $151 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 $151 per night (USD)
VRBO
From $209 per night (USD)
Expedia
New Listing, Downtown 3 Bedroom Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private home with a delightful splash of Florida by Downtown Sarasota, walk to downtown Payne Park(2Mins) and Publix(5mi ...
From $209 per night (USD)
Expedia
From $140 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 $140 per night (USD)
VRBO
$Putting green, Rooftop Deck AND Beach\/Gulf Views with Private Heated Pool\/Spa.$
From $1442 per night (USD)
Expedia
Putting green, Rooftop Deck AND Beach\/Gulf Views with Private Heated Pool\/Spa.
Bedrooms:
8
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 $1442 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
Click For Pricing
VRBO
From $245 per night (USD)
Expedia
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 $245 per night (USD)
Expedia
From $217 per night (USD)
VRBO
Sarasota, FL Bungalow | Bright & Breezy Coastal Vibes - 10 mins to White Sand Beaches by RedAwning
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Take in the beachy vibes as soon as you arrive at this stunning coastal interior-designed Florida bungalow. Bringing th ...
From $217 per night (USD)
VRBO
From $245 per night (USD)
Expedia
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 $245 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Discover Hacienda del Sol - Dog-Friendly Home, Downtown Sarasota, Sleeps 8, Walkable Neighborhood
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Exclusive Offers: Stay longer and save more! Enjoy 10% off for 7+ nights, and 20% off for 28+ nights. Promotions cannot ...
From $226 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Waterfront Balcony Waterfront Views, Kayaks Included, 2BR 2BA Downtown Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Welcome To The Strand, Where Luxury Living Meets The Gorgeous Waterfront Of Downtown Sarasota. A gated waterfront commun ...
From $195 per night (USD)
Expedia
From $167 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 $167 per night (USD)
VRBO
From $88 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 $88 per night (USD)
Expedia
$Adorable \Seagrass Cottage\ | Near Sarasota Beaches | Dog Friendly | Hot Tub & Gazebo$
Click For Pricing
VRBO
Adorable \"Seagrass Cottage\" | Near Sarasota Beaches | Dog Friendly | Hot Tub & Gazebo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This updated 3-bedroom, 2-bath cottage in Sarasota's Arlington Park neighborhood offers a comfortable and stylish retrea ...
Click For Pricing
VRBO
$Sleeps 4-Close to Downtown, Beaches & Airport \/ Ground Floor Unit$
From $93 per night (USD)
Expedia
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)
Expedia
From $194 per night (USD)
VRBO
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)
VRBO
$Relaxing 3BR\/2Ba Oasis with Heated Pool.$
From $394 per night (USD)
Expedia
Relaxing 3BR\/2Ba Oasis with Heated Pool.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our inviting three-bedroom house, nestled on a quiet dead-end street. With its charming and friendly atmosphe ...
From $394 per night (USD)
Expedia
From $173 per night (USD)
VRBO
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 $173 per night (USD)
VRBO
$Siesta Beach\/DT-Private Family Paradise-3BR\/2Ba$
From $390 per night (USD)
Expedia
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 $390 per night (USD)
Expedia
$Riverside Oasis 1Bed\/1Bath$
From $136 per night (USD)
VRBO
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 $136 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Recently Updated Apartment close to Siesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A 2 bedroom, 2 bath cottage conveniently located near Siesta Dr that takes you all the way to the famous Siesta Beach an ...
From $339 per night (USD)
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
$Pinecraft Area Remodeled 3bdr\/2bth Home$
From $181 per night (USD)
Expedia
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 $181 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Stylish 3-bedroom bungalow 8 blocks from downtown
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 $207 per night (USD)
VRBO
$Brand New 2 BR\/2BA Luxury Condo blocks from Downtown Sarasota, Rosemary Distict$
From $231 per night (USD)
Expedia
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 $231 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Coconut Dream 2 Bedrooms in Downtown Sarasota near the Marina and beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This amazing 2+1 suite is one of 4 (booked alone or together) has all the amenities needed for the perfect Sarasota expe ...
From $190 per night (USD)
VRBO
From $1171 per night (USD)
Expedia
Fabulous Coastal Pool Home
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This fabulous canal-front home located on famous Lido Key is a boater's dream. This home is well appointed with outdoor ...
From $1171 per night (USD)
Expedia
From $238 per night (USD)
VRBO
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 $238 per night (USD)
VRBO
Click For Pricing
Expedia
ARLINGTON PARK COTTAGE 🌴SELBY GARDENS 🌺 MARINA JACKS 🛥 O’LEARYS 🌅 A 1 MILE WALK😎
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
LOCATION 🌴 LOCATION! Welcome home to one of Sarasota’s most beloved and eclectic neighborhood’s ...
Click For Pricing
Expedia
From $156 per night (USD)
VRBO
Hemingway Inspired Villa
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Beautiful villa, quiet and comfortable two bedroom one bath close to downtown and the beaches. You can grill on your pri ...
From $156 per night (USD)
VRBO
From $301 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 $301 per night (USD)
Expedia
$April Price Drop! 1\/1.5 Penthouse at The Strand – Water View$
From $186 per night (USD)
VRBO
April Price Drop! 1\/1.5 Penthouse at The Strand – Water View
Bedrooms:
2
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 $186 per night (USD)
VRBO
$Arlington Park Area! Heated Pool 3Bedroom\/2bath Home$
From $357 per night (USD)
Expedia
Arlington Park Area! Heated Pool 3Bedroom\/2bath Home
Bedrooms:
2
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 $357 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Downtown Single Family Modern Bungalow close to beaches and dining by RedAwning
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A charming single-family historic 2-bedroom Bungalow in the heart of Sarasota, Florida, has updated kitchen with design ...
From $146 per night (USD)
VRBO
$NEW 3\/2 Remodel near Downtown$
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
$Sunny Sarasota Abode w\/ Yard ~ 1 Mi to Dtwn!$
From $253 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 $253 per night (USD)
VRBO
From $190 per night (USD)
Expedia
2 bedroom-Sparkling Clean–near beaches & downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Mango Gardens! We want to assure all of our guests that we have enhanced cleaning and disinfecting procedu ...
From $190 per night (USD)
Expedia
$Putt 'n Plunge Paradise: 3\/2 House 10 mins to Downtown & 15 mins to Lido Beach$
From $245 per night (USD)
VRBO
Putt 'n Plunge Paradise: 3\/2 House 10 mins to Downtown & 15 mins to Lido Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
3
Welcome to Putt 'n Plunge Paradise – Your Ultimate Sarasota Escape! Just 15 minutes from Sarasota’s world-famous beach ...
From $245 per night (USD)
VRBO
$3 Bed\/2 Bath Quiet Retreat Just Minutes from Gulf Beaches, Dining, Shopping...$
From $189 per night (USD)
Expedia
3 Bed\/2 Bath Quiet Retreat Just Minutes from Gulf Beaches, Dining, Shopping...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Come enjoy your vacation at Serenity Cove and be minutes from everything you ...
From $189 per night (USD)
Expedia
From $404 per night (USD)
VRBO
The Olive Turtle - Comfort near Downtown Sarasota and Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a stylish experience at this centrally-located place. Decorated with curated items from local artists and small bu ...
From $404 per night (USD)
VRBO
From $407 per night (USD)
Expedia
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 $407 per night (USD)
Expedia
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VRBO
NEW Sarasota beach home {Seas the Day}
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Nestled in the heart of Sarasota "Seas the Day" awaits you. Siesta Key's white sandy beaches are a short 12 min. drive f ...
Click For Pricing
VRBO
From $379 per night (USD)
Expedia
NEW...Lido Key Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelica ...
From $379 per night (USD)
Expedia
From $718 per night (USD)
VRBO
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 $718 per night (USD)
VRBO
From $195 per night (USD)
Expedia
2BR 2BA Downtown Sarasota, Waterfront Views, Patio, Resort Pool, Kayaks Included
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Unwind in a serene, distinctive, and stylish waterfront retreat with breathtaking views, a prime location, and top-notch ...
From $195 per night (USD)
Expedia
From $498 per night (USD)
VRBO
Quiet Downtown Sarasota Villa. Updated 2022.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown S ...
From $498 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Fruitville @ El Tropicale Vacation Rentals Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Modern one bedroomunit with a view to the courtyard with gas grill, tables/chairs, chaise lounges & hammock. In the hear ...
From $214 per night (USD)
Expedia
From $846 per night (USD)
VRBO
Luxury Villa near Siesta - private, heated screened pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Overview -- Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amen ...
From $846 per night (USD)
VRBO
$4\/2 with pool & hot tub near downtown and beaches$
From $233 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 $233 per night (USD)
Expedia
$Luxury Family Home! Great Location! Heated Pool\/Spa and Games! - The Big Top$
From $1481 per night (USD)
VRBO
Luxury Family Home! Great Location! Heated Pool\/Spa and Games! - The Big Top
Bedrooms:
6
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 $1481 per night (USD)
VRBO
From $607 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 $607 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Sleeps 10 & pet friendly #3606 Villa Franca
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Ready to rent after hurricane Milton. You will find yourself in a cozy living room with brand new couches. Larg ...
From $218 per night (USD)
VRBO
$Downtown Sarasota Apartment 2BR\/2BA for Couples,Groups, LIDO,SIESTAKEY 5-10mins$
From $101 per night (USD)
Expedia
Downtown Sarasota Apartment 2BR\/2BA for Couples,Groups, LIDO,SIESTAKEY 5-10mins
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to our private apartment in the heart of the Downtown Area! Second floor apartment, with 2 bedrooms (1 king 2 ...
From $101 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Magnolia Breeze - Charming, Modern Home with Pool by Gulfcoast Holiday Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience this beautifully remodeled 3-bedroom pool villa, just 2.5 miles from Siesta Key. Enjoy tasteful furnishings, ...
From $290 per night (USD)
VRBO
$Waterfront Coastal 3 BR\/3 BTH w\/ Pool, 50ft. Boat Dock, Walk to Beach$
From $719 per night (USD)
Expedia
Waterfront Coastal 3 BR\/3 BTH w\/ Pool, 50ft. Boat Dock, Walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, ...
From $719 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Boho-Chic Sarasota Hideaway: Yard & Fire Pit!
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Gather your best mates and book a stay at this Instagram-worthy vacation rental in Sarasota. The cozy 3-bedroom, 1-bathr ...
From $206 per night (USD)
VRBO
From $605 per night (USD)
Expedia
ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful completely renovated 3 bedroom 3 bath home. Ideally located steps (3-5 minute walk) from St Armand's Circle sh ...
From $605 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Well appointed three bedroom two bath home with heated pool.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom two bath home in a gulf community. Terrazzo floors throughout the entire home. Private master suite with ...
From $193 per night (USD)
VRBO
$Best Location w\/ Fenced Yard & Private Pool$
From $311 per night (USD)
Expedia
Best Location w\/ Fenced Yard & Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Super cute beach style home in Southgate neighborhood, near everything! Split floor plan - 3 bedrooms, two bathrooms p ...
From $311 per night (USD)
Expedia
$Beautiful Beach Cottage 2 Bed\/2 Bath 10 Minutes To Siesta Key Beach and Downtown$
From $216 per night (USD)
VRBO
Beautiful Beach Cottage 2 Bed\/2 Bath 10 Minutes To Siesta Key Beach and Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This totally renovated adorable beach cottage is located less than a 10 minute drive to Siesta Key. Siesta Key is a beac ...
From $216 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Immaculate, 3 bedroom, 2 bath Close to Siesta Beach, with HEATED POOL
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely single story home built in 1962, remodeled completely 2014. As the photos show, the bedrooms are spacious with th ...
From $255 per night (USD)
Expedia
$AVAILABLE FEB 1-DEC.31, 2025 - LOVELY 1\/1 TURNKEY FURNISHED VILLA @ THE MEADOWS$
From $92 per night (USD)
VRBO
AVAILABLE FEB 1-DEC.31, 2025 - LOVELY 1\/1 TURNKEY FURNISHED VILLA @ THE MEADOWS
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful, cozy and comfortable best describes this completely remodeled one bedroom, one bath villa in Winslow Beacon, ...
From $92 per night (USD)
VRBO
From $444 per night (USD)
Expedia
DT home 10 min. drive from beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Right in the Rosemary District/Gillespie Park, this bright and spacious private home is a 10 minute drive to Lido Beache ...
From $444 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Sun, Sand and Savings Sarasota Deals Up to 15% Off
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
From $259 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Lovely ❤ Cottage - VERY close to Siesta Beach, Downtown, Shopping and More!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
NOTE: BOOKING JANUARY OR FEBRUARY? Please book whole months only NOT mid-month to mid-month. This time frame is a monthl ...
From $174 per night (USD)
Expedia

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