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From $181 per night (USD)
VRBO
Welcome to the Gecko Bungalow in charming Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect Sarasota escape! This recently remodeled, stylish, and cozy 1-bedroom, 1-bathroom retreat is ide ...
From $181 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Splish Splash Retreat | Saltwater Pool + Grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BNB Breeze Presents: Splish Splash Retreat This charming home offers a serene escape with a unique view of a large pond ...
From $399 per night (USD)
Expedia
From $313 per night (USD)
VRBO
Villa Paradiso - Private 3 Bed Pool Home by Gulf Coast Holiday Homes
Bedrooms:
3
Bathrooms:
1
Sleeps:
6
Escape to style and serenity in this beautifully designed 3-bedroom mid-century, modern contemporary home. Located in a ...
From $313 per night (USD)
VRBO
From $177 per night (USD)
VRBO
Gorgeous Moroccan Maisonette one block from the Bay- Work Friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Stay in our Moroccan inspired suite, just one block from the bay where you can watch the sunset over glittering water. O ...
From $177 per night (USD)
VRBO
From $559 per night (USD)
VRBO
Lux pool home 10 minutes from Siesta Key and Downtown Sarasota!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Unwind in Sarasota by being 10 minutes from Siesta Key Beach and vibrant Downtown! With 3 bedrooms including a king bed, ...
From $559 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Close to Beaches, Downtown, everything Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Adorable, Cozy, Peaceful & Quiet neighborhood close to downtown SRQ, St. Armand's, the beaches, and more! 2/2 with comfy ...
From $154 per night (USD)
Expedia
From $68 per night (USD)
VRBO
Fantastic price for the right seasonal person and even a fur baby friend!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Secret Garden is an adorable private and fenced get away at the end of a remodeled cracker house perfect for just th ...
From $68 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Modern, Mins to Beach and Downtown, Steps to Arlington Park
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Modern Contemporary Sarasota Vacation Retreat – Perfect Location and Style •Prime Location: Nestled at the end of a qui ...
From $517 per night (USD)
Expedia
From $200 per night (USD)
VRBO
1-bedroom 2 bath condo in fabulous Sarasota, Minutes from Siesta and Lido Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay comfortably in Sarasota at this 1-bedroom condo. Assigned free covered parking. The bedroom features 1 queen bed an ...
From $200 per night (USD)
VRBO
From $389 per night (USD)
Expedia
🦩Cozy Pet-Friendly~Private Pool~Lucy By The Sea🦩
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Pinkie Flamingo Welcomes You To Lucy By The Sea! ...
From $389 per night (USD)
Expedia
From $894 per night (USD)
VRBO
Arlington Oasis - Luxury 5 Bed Home, Heated Pool, E-bikes by Gulf Coast Holiday Homes
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Modern Coastal Luxury Retreat in the Heart of Sarasota – Minutes from Siesta Key Beach Step into a world of refined ele ...
From $894 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Lovely ❤ Cottage near the Beach & Downtown SRQ.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Best thing about this home is LOCATION. Very central to everything Sarasota. This home has its own private entrance, ou ...
From $181 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Casa Eli - Lovely Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Single-level, private entrance, 900 sf, everything BRAND-NEW inside: Beds, Large Flat Screens, fully-stocked kitchen, w ...
From $196 per night (USD)
VRBO
From $235 per night (USD)
Expedia
1259 Main - Downtown Sarasota
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $235 per night (USD)
Expedia
From $88 per night (USD)
VRBO
Sarasota Home, 3/2 with Mother-in-law suite near airport
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your serene retreat! "Almost Heaven," This newly renovated 3-bedroom, 1-bathroom unfurnished home offers a pe ...
From $88 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Charming 2-bedroom house with AC in Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your vacation “home away from home”. This cozy home, nestled just minutes away from Siesta Key and other beautiful near ...
From $246 per night (USD)
Expedia
From $685 per night (USD)
VRBO
Resort with Pickleball, Basketball, Mini Golf + Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Step in ''The Ringling House'' fully renovated Mediterranean-style historic home-resort in Sarasota, designed by an awar ...
From $685 per night (USD)
VRBO
From $246 per night (USD)
Expedia
Room & bathroom in beautiful downtown near siesta key& lido beach!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
8
Discover this amazing 1 room in Sarasota. there is a safe in the bathroom behind the mirror that is usable for guests. B ...
From $246 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Luna Nueva: Private Pool, New Renovation, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
RENOVATED Luna Neuva (NEW PHOTOS coming in August), a stunning Villa that can be enjoyed individually or combined with i ...
From $475 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Villa Las Flores: Private Pool Renovation Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
RENOVATED Villa Las Flores (NEW PHOTOS coming in August), a stunning Villa that can be enjoyed individually or combined ...
From $476 per night (USD)
Expedia
From $979 per night (USD)
VRBO
Luna Flores: Sleeps 16, Renovation, 2 Heated Pools
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
RENOVATED Luna Flores (NEW PHOTOS coming in August), a stunning Villa that combines Villa Las Flores and Luna Nueva. At ...
From $979 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Poolside Oasis at The Strand by Downtown Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Welcome to your serene escape at our premier waterfront community where upscale coastal living meets unmatched ...
From $255 per night (USD)
Expedia
From $218 per night (USD)
VRBO
CandyPop Retro Retreat - 2BD/2BA Near Downtown SRQ
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your dream 2-bedroom, 2-bathroom retreat with modern amenities and a touch of luxury! This charming house inv ...
From $218 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Charlotte Chalet (private yard, near beaches)
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our cozy coastal chalet! Nestled on a serene street with easy access to nearby beaches (6 miles to #1 Siesta ...
From $181 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Coral Cottage - near Siesta Key & Lido Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our stunning modern, BOHO styled 3-bedroom, 2-bathroom private home perfect for the whole family. Experience ...
From $267 per night (USD)
VRBO
From $466 per night (USD)
Expedia
Olive Tree Oasis- 5/2 with Hot Tub & Heated Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Your perfect vacation spot! This charming rental is nestled in a family-friendly neighborhood, 3 miles from downtown Sar ...
From $466 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Ranchwood Retreat- 4/3 home near Downtown Sarasota
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Nestled in a peaceful neighborhood, this charming house is a cozy retreat that offers comfort and convenience. With 4 in ...
From $303 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Sarasota Sands Retreat - 4BD/3BA with heated pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover a recently renovated, spacious 4-bed, 3-bath home with an attached studio adorned with chic decor. Perfect for ...
From $440 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Sea-esta Cottage- Cheerful 2bd/1ba w/ free parking
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience ultimate relaxation in this serene and stylish rental. A brand-new home in the heart of Amish Village, Pinecr ...
From $207 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Florida Cove Cottage - 2BD/2BA in the heart of SRQ
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in the vibrant heart of Sarasota lies this charming 2-bedroom, 2-bathroom haven, beckoning you to unwind and ind ...
From $168 per night (USD)
Expedia
From $210 per night (USD)
VRBO
Gardenia Cottage- near Pinecraft & Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to this charming, spacious cottage with 4 bedrooms and 2 bathrooms, plus a bonus common room for additional gues ...
From $210 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Sun and Sand Lodge - 2 bd/1 bath near SRQ Airport!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This charming 2-bedroom is the perfect getaway for your next vacation. With two cozy bedrooms, each equipped with a comf ...
From $213 per night (USD)
Expedia
From $298 per night (USD)
VRBO
Lakeview Oasis - 4bd/2ba overlooking the lake!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Charming home for rent with a cozy feel and scenic lake view. Conveniently located within a 2-mile radius, you can indul ...
From $298 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Pelican Perch - 3/2 Private Backyard Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this beautifully appointed 3-bedroom, 2-bathroom home in Sarasota's vibrant Pinecraft Community. Each bedroom ...
From $228 per night (USD)
Expedia
From $294 per night (USD)
VRBO
The Tangerine House- 3/2 Near Downtown & Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Experience true Florida charm in this 2-bedroom 2-bathroom cozy home! The living room, dining, room and kitchen are all ...
From $294 per night (USD)
VRBO
From $568 per night (USD)
Expedia
White Sands Villa - Heated Pool/Spa - Near Beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Retreat to a stunning 4-bedroom villa with a modern interior. The expansive backyard boasts a screened-in lanai, pool, h ...
From $568 per night (USD)
Expedia
From $555 per night (USD)
VRBO
La Hacienda / heated pool, hot tub, 6 mi to beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to La Hacienda, where comfort meets charm in this warm, Southwestern-inspired getaway. With 4 bedrooms and 2 bat ...
From $555 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Endless Summer - 3BD/1.5BA Heated Pool and Spa
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to your Sarasota getaway! This charming 3-bedroom, 1.5-bathroom home is perfect for families or groups, accommod ...
From $334 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Getaway Mins to Siesta Key, Lido Beach, Sarasota Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our cozy and stylish Craftsman Bungalow is your home away from home — just minutes from Sarasota’s most beautiful beache ...
From $291 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Steps to the Beach, Lido Key, Heated Pool, Sauna, Fitness Center
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your Lido Key retreat! •Unbeatable Gulf-front Location – Step directly from your private screened-in lanai to ...
From $512 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Pineapple Paradise #1 • 13 min to Beach • Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $180 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Pineapple Paradise #3 • 13 min to Beach • Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: This 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $191 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Pineapple Paradise #2 • 13 min to Beach • Fire Pit
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: This 1-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $176 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Luxury 4BR Pool Home Near Downtown & Lido Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: Stylish 4BR vacation home with a heated saltwater pool, custom artwork, and a walkable location near Ed Smith S ...
From $500 per night (USD)
Expedia
From $405 per night (USD)
VRBO
South Lido Key Gulf Front Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on South Lido Key this 2/2 condo unit over looks the Gulf of Mexico and your own private beach. The unit has be ...
From $405 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Garden House on Siesta Key - a tranquil 3-bedroom house with AC
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Enjoy your island getaway at The Mangrove House on Siesta Key. A comfortable vacation home that sleeps up to 12. With a ...
From $316 per night (USD)
VRBO
From $227 per night (USD)
VRBO
3-bedroom 2-bathroom Siesta Key townhome close to beaches, city and airport.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Nestled in Siesta Key, this delightful townhome offers 3 bedrooms - 1 queen bed and 2 twin beds. With 2 bathrooms equipp ...
From $227 per night (USD)
VRBO
From $523 per night (USD)
Expedia
2 Bedroom Beachfront Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Lido Key Tower 1D – Beachfront Bliss Awaits Step into coastal elegance at Lido Key Tower 1D, a beautifully renovated 2- ...
From $523 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Studio with AC in Siesta Key close to everything!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this pleasant studio close to everything! This cozy space offers a perfect retreat for guests with its 1 twin ...
From $169 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Sleeps 8 • Private Pool • Dog Friendly • Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $323 per night (USD)
Expedia
From $353 per night (USD)
VRBO
Sleeps 6 • Private Pool • Fire Pit • Game House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: This 3-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Sarasota, FL! ...
From $353 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Stunning Waterfront Views 3 Bedroom House Sarasota Near Siesta Key Sleeps 7
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stunning Waterfront Home on Nassau Street – Tropical Escape with Real Coconuts Wake up to swaying palm trees and real c ...
From $241 per night (USD)
Expedia
From $968 per night (USD)
VRBO
Sarasota Retreat with Private Pool near Siesta Key - 3-Bedroom 4.5-Bathroom
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Sunset Bay! This 4-bedroom, 4.5-bathroom home is perfect for families, featuring 3 ensuite bedrooms, a privat ...
From $968 per night (USD)
VRBO
From $110 per night (USD)
Expedia
Charming 2-bedroom house in cool Sarasota with AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This 2-bedroom house in Sarasota is perfect for your escape to relaxation. With a king bed, twin bed, and queen bed, gue ...
From $110 per night (USD)
Expedia
$\Siesta on Lee\ - SRQ Pool Home Near Top Beaches!$
From $488 per night (USD)
VRBO
\"Siesta on Lee\" - SRQ Pool Home Near Top Beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Get ready to relax in this 3-bedroom house in Sarasota. This marvelous property features 3 queen beds and 1 bunk bed, pe ...
From $488 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Boho Bungalow on Bahia Vista, 10 minutes to everything!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Stay comfortably in Sarasota at this 3-bedroom house. The bedrooms feature a perfect mix of sleeping arrangements with a ...
From $299 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Modern Family Home w/ Games, Bikes + Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to our modern Sarasota retreat, just 12 minutes from Lido Beach and a quick ride to downtown. With a gourmet kit ...
From $396 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Hot Tub Cottage Minutes from Siesta Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our Sarasota getaway, just 8 minutes from Siesta Key Beach! Our 2BR cottage is cozy, colorful, and full of co ...
From $281 per night (USD)
Expedia
From $815 per night (USD)
VRBO
Sarasota Family Retreat w/ Hot Tub + Game Room
Bedrooms:
2
Bathrooms:
5
Sleeps:
13
Welcome to our bright and family-ready Sarasota home, just 15 minutes from Lido Beach and 2 miles from downtown. With 5 ...
From $815 per night (USD)
VRBO
From $816 per night (USD)
Expedia
Downtown Sarasota w/ Saltwater Pool + Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
We’re a local family sharing our Sarasota home, just a short walk to downtown and minutes to Lido Beach. With a heated s ...
From $816 per night (USD)
Expedia
From $2391 per night (USD)
VRBO
Twin Villas for Groups near Downtown SRQ
Bedrooms:
7
Bathrooms:
10
Sleeps:
16
Welcome to our Twin Villas, two spacious homes side by side with 10 bedrooms, private backyards, a saltwater pool, and h ...
From $2391 per night (USD)
VRBO
From $813 per night (USD)
Expedia
Downtown Sarasota Home w/ Yard + Firepit
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
This walkable downtown Sarasota home is ideal for families and friend groups. It’s spacious, pet-friendly, and stocked w ...
From $813 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Charming 2-bedroom house near Siesta Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience Sarasota like a local in this 2-bedroom house. The bedrooms feature 1 king bed and 1 queen bed, perfect for a ...
From $157 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Elegant Boho Beach House, 3 min to Main St. Sarasota, 10 min to Lido Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Luxury Boho Retreat in the Heart of Sarasota | 3BR, 2BA | Sleeps 8 Welcome to your Sarasota getaway! This beautifully d ...
From $233 per night (USD)
Expedia
From $169 per night (USD)
VRBO
< 3 Mi to Dtwn: Pet-Friendly Sarasota Stay w/ Yard
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
6 Mi to Beaches | Walk to Park | Quiet Neighborhood Your home base for all things Sarasota awaits at this cozy 1-bedroo ...
From $169 per night (USD)
VRBO
From $465 per night (USD)
Expedia
2 Bedroom St. Armands Circle Retro Bungalow
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This charming 2-bedroom, 2-bathroom tucked away in the heart of St. Armands, just minutes from the Gulf beaches. Spaciou ...
From $465 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Siesta Key Paradise for Beach Lovers
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Summary: Property Description Welcome to your Sarasota escape—just 8 minutes from world-famous Siesta Key Beach! This ...
From $410 per night (USD)
VRBO
From $162 per night (USD)
Expedia
Lido by the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
New Listing - Great Rates Popular Lido Towers Condominium on the First Floor. Spacious Front Corner Unit with 2 Bedroo ...
From $162 per night (USD)
Expedia
From $678 per night (USD)
VRBO
Ritzy Palms Downtown Estate-5 minutes to beach-walking distance to downtown!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Welcome to Ritzy Palms situated in Sarasota’s charming, historic and quiet neighborhood of Laurel Park! Costal chic, con ...
From $678 per night (USD)
VRBO
From $2137 per night (USD)
Expedia
Side-by-Side Villas for Groups Near Downtown
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
Welcome to our Double Villas, two spacious homes, side by side, perfect for reunions, retreats, or celebrations. With 9 ...
From $2137 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Lido Harbour South - Beachfront Condo with Heated Pool & Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
🌴 Lido Harbour South - Beachfront Condo with Heated Pool & Sunset Views 💖 Why You'll Love This Home Wake up to panora ...
From $377 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Waterfront Condo with Pool, Spa, and Fitness Center near Downtown Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
🌴 The Strand | Waterfront Balcony + Saltwater Pool Access 💖 Why You'll Love This Home Wake up to panoramic water view ...
From $237 per night (USD)
Expedia
From $179 per night (USD)
VRBO
Beach Vibes + Office Ready • Sarasota Cassia • Dining & Culture Nearby • FirePit
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Sarasota Cassia, your cozy 2BR retreat in a peaceful neighborhood just minutes from Siesta & Lido Beach. Feel ...
From $179 per night (USD)
VRBO
From $655 per night (USD)
VRBO
Luxury Sarasota Oasis - 3BR Designer Pool Home in Premier Walkable Neighborhood
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in one of Sarasota's most coveted and established neighborhoods, this 3-bedroom, 2-bathroom residence blends tim ...
From $655 per night (USD)
VRBO
From $347 per night (USD)
VRBO
Cozy Private Bungalow 3 Min Walk to Downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Discover a sophisticated hideaway in Sarasota’s coveted Laurel Park, where timeless Florida charm meets modern elegance. ...
From $347 per night (USD)
VRBO
Click For Pricing
Expedia
Central Expressway King Studio w/Breakfast & Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in the heart of Dallas, this sleek and cozy studio offers the perfect blend of comfort and urban accessibility. ...
Click For Pricing
Expedia
From $208 per night (USD)
VRBO
Wonderful Gulf and Sunset Views Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Privateer North 305, an exceptional beachfront condo located on the prestigious south end of Longboat Key, be ...
From $208 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Gulfside Chic Sarasota Suite - Beach Nearby
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unwind in this luxury 2BR Sarasota Retreat, steps from the Gulf. Featuring a queen bed, 2 twin beds, and sofa bed for co ...
From $389 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Garden Oasis 3BR near Downtown | Minutes to Siesta & Lido | Dog OK | Screened Lanai | Grill | Office
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax, work, and play at Datura Dreams! This modern 3BR/2BA home is perfectly located, both close to downtown Sarasota, ...
From $438 per night (USD)
VRBO
$\RELAXMORE IN PARADISE\ Sarasota Getaway with Private Salt-Water Pool$
From $350 per night (USD)
Expedia
\"RELAXMORE IN PARADISE\" Sarasota Getaway with Private Salt-Water Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to "Relaxmore in Paradise", your perfect Sarasota retreat! Our charming 3-bedroom, 2-bathroom home is just 5 mi ...
From $350 per night (USD)
Expedia
From $215 per night (USD)
VRBO
Palm Tree Haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your Sarasota getaway! This beautifully designed two-bedroom home offers the perfect blend of comfort, conven ...
From $215 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Charming 2 BR/2 B Bungalow on 1/3 acre with plenty of room for boat/RV parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Make yourself at home in this charming and freshly remodeled 2BR/2B bungalow located on a private 1/3 acre with plenty o ...
From $197 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Gulfside Sarasota Retreat – Beach Close By
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your dream Sarasota getaway starts here. This upscale 2BR retreat offers a queen bed, two twin beds, and a sofa bed for ...
From $389 per night (USD)
VRBO
From $389 per night (USD)
Expedia
Stylish Gulfside Sarasota Suite – Near the Sand
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your dream Sarasota getaway starts here. This upscale 2BR retreat offers a queen bed, two twin beds, and a sofa bed for ...
From $389 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Stylish Gulfside Sarasota Getaway – Steps to Sand
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Unwind in this modern 2BR Sarasota retreat, just steps from the Gulf. Rest easy with a queen bed, two twins, and a comfy ...
From $389 per night (USD)
VRBO
From $2023 per night (USD)
VRBO
Luxury Sarasota House: Oversized Hot Tub, Near Beaches & Downtown Fun!
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Summary: Escape to this stunning Sarasota home, perfect for families and groups! Enjoy 4 bedrooms, 4bathrooms, and space ...
From $2023 per night (USD)
VRBO
Click For Pricing
VRBO
Coastal Chic King Suite with Pool & Gym
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
About this space Escape to a stylish sanctuary in the heart of Sarasota’s vibrant arts and culture district, just moment ...
Click For Pricing
VRBO
From $273 per night (USD)
Expedia
New Luxury Stay. Backyard Games. Near Siesta Key.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Retreat on Irving, a thoughtfully designed Sarasota home where your comfort comes first. This is home provide ...
From $273 per night (USD)
Expedia
From $833 per night (USD)
VRBO
Bliss to Bay Home by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bliss by the Bay - Steps to Downtown & Bay Renovated coastal beach house located in downtown Sarasota steps from Sarasot ...
From $833 per night (USD)
VRBO
From $1012 per night (USD)
Expedia
Bliss to Bay Home + Guest Suite by RVA
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bliss by the Bay - Steps to Downtown & Bay Renovated coastal beach house located in downtown Sarasota steps from Sarasot ...
From $1012 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Tiki Time! Tropical Escape, Quiet, Minutes from Airport, Downtown & Beaches!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your very own private TIKI BAR at this "Tropical Retreat HOUSE". Just five minutes from the airport, Three minutes to do ...
From $305 per night (USD)
VRBO
From $431 per night (USD)
Expedia
Highland Cove Hideaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to Highland Cove, your serene Sarasota retreat just 15 minutes from the world-famous Siesta Key Beaches. Nestled ...
From $431 per night (USD)
Expedia
From $390 per night (USD)
VRBO
Charming three bedroom home so close to Siesta Beach and Downtown
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This cool house in Sarasota is the perfect home base for your trip. With 3 lovely bedrooms including a king, queen, and ...
From $390 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Resort-Like Amenities, Bay Views, Close to Beach/Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover the perfect Sarasota escape at The Strand, a gated waterfront community featuring a heated pool, hot tub, fitne ...
From $457 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Comfortable house in sunny Sarasota!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this charming house in Sarasota. This superb property features 2 queen bedrooms, 2 bathrooms with showers, an ...
From $292 per night (USD)
VRBO
From $1025 per night (USD)
Expedia
Luxury 6BR Villa w/ Pool, Spa & Fire Pit
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Summary: Palm Villa is a brand-new modern tropical retreat offering the perfect blend of luxury, comfort, and indoor-out ...
From $1025 per night (USD)
Expedia
From $518 per night (USD)
VRBO
Brand New Luxury Townhouse in Downtown Sarasota w/Elevator, Kayaks, and bicycles
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Perfect for the whole family, this beautifully appointed, three-bedroom condo is situated within walking distance of the ...
From $518 per night (USD)
VRBO
From $814 per night (USD)
Expedia
Cottage on Lido Key - One block to Beach, Pool
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to The Cottage on Lido Key! This beach retreat has four bedrooms and two bathrooms, and blends Florida ...
From $814 per night (USD)
Expedia
From $1699 per night (USD)
VRBO
Lido Luxe Estate: Rental with Pool & Rooftop Deck
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Summary: Welcome to Lido Luxe Estates, Sarasota’s Hidden Gem in Lido Key! This beautifully appointed 6-bedroom, 6.5 bat ...
From $1699 per night (USD)
VRBO
From $242 per night (USD)
VRBO
Sarasota Waterfront Condo one mile to downtown with EVERYTHING plus more !
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Enjoy views of Sarasota Bay from your balcony , take a dip in the heated pool or spa after a workout in the fitness cent ...
From $242 per night (USD)
VRBO

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