Sarasota Rentals
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Condo Cuteness with Stellar View ~ On The Water Perfectly Located
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Perfectly located near the amazing Lido Beach and trendy Downtown Sarasota. Only an 8 minute drive from SRQ Airport & th ...
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From $267 per night (USD)Expedia
House in Sarasota between Downtown & Siesta Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located 5 minutes from Sarasota Memorial Hospital between Downtown and Siesta Key Village. This house sleeps up to 6 pe ...
From $267 per night (USD)Expedia
From $354 per night (USD)VRBO
The Outside Oasis-1 mile to Siesta Key!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 6
This home is so centrally located (a mile to Siesta Key, Southside Village, Sarasota Memorial Hospital; about 2 miles to ...
From $354 per night (USD)VRBO
From $281 per night (USD)VRBO
Close To Everything! Pool, Pets, Fenced, Garage, 1000 ft to Sarasota Bay!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This million-dollar pool home (a ranch with no steps to make it easily navigable) close to the water was designed by ren ...
From $281 per night (USD)VRBO
From $218 per night (USD)VRBO
The Strand of Sarasota 215
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Strand with a breathtaking view of the glorious waterfront at your doorstep. Our community is packed with activities ...
From $218 per night (USD)VRBO
From $228 per night (USD)VRBO
1767-Near Beaches-Downtown-Full Kitchen-Cozy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Laurel Park is a National Historic District Downtown Sarasota near the bay front, restaurants, shopping, Selby Gardens, ...
From $228 per night (USD)VRBO
From $328 per night (USD)VRBO
638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV
- Bedrooms:
- 1
- Bathrooms:
- 12
- Sleeps:
- 6
Summary: Enjoy a stylish newly remodelled from top to bottom vacation at this 2 bedroom attached Villa in downtown Saras ...
From $328 per night (USD)VRBO
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DOWNTOWN SARASOTA SEASONAL RENTAL
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
FURNISHED SEASONAL RENTAL - Welcome to Sarasota …. Enjoy a worry-free getaway in this turnkey rental property. With all ...
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From $223 per night (USD)VRBO
Sarasota condo near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This resort style brand new condo has it all!! With only 5 min drive to Downtown Sarasota and 10 minutes to LIDO BEACH. ...
From $223 per night (USD)VRBO
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Gardenia in Southside Village
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Keep it simple at this peaceful and centrally-located place in Southside Village, near Hillview and walking distance to ...
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From $187 per night (USD)VRBO
Treasured Piece of history-Sarasota 1940s Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Special offer: Enjoy special monthly rates for extended stays—perfect for a relaxing getaway or remote work retreat! Our ...
From $187 per night (USD)VRBO
From $330 per night (USD)VRBO
Convenient + Quiet + Relaxing \/ Close to Beaches + Close to Activities
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Remodeled 1957 Florida bungalow with unique features and spaces inside and out. Great for relaxing, or connecting with f ...
From $330 per night (USD)VRBO
From $351 per night (USD)VRBO
Incredible, dog-friendly home with Pack-N-Play, full kitchen, patio & beach gear
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Peacock Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $351 per night (USD)VRBO
From $455 per night (USD)VRBO
Selby garden Downtown colonial, home \nmins drive 2 siesta key walk 2 Bayfront
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful home located in downtown Sarasota next to Selby botanical Gardens a few minutes walk some of the best res ...
From $455 per night (USD)VRBO
From $373 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 $373 per night (USD)VRBO
From $245 per night (USD)Expedia
Mellow Memories | Sun-filled house in Sarasota with al fresco dining & hammock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mellow Memories Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $245 per night (USD)Expedia
From $536 per night (USD)VRBO
Close to Beaches|Pool|Fire Pit|Game Room|King Beds
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sunset Villa is a spacious vacation rental located near downtown and just minutes from the world-famous Siesta Key and L ...
From $536 per night (USD)VRBO
From $380 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 $380 per night (USD)Expedia
From $195 per night (USD)VRBO
Sarasota Getaway Studio 3 mi to beautiful sandy beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy this new space with 12 ft. ceiling, light airy and spacious surrounded in a private, tropical setting. Fully furni ...
From $195 per night (USD)VRBO
From $346 per night (USD)Expedia
10 min Lido Key Beach~St. Armand Circle~ Short drive to Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal Cabana Hideout is a single-family home six minutes from beautiful downtown Sarasota, Florida. A 10-minute car ...
From $346 per night (USD)Expedia
From $518 per night (USD)VRBO
Luxury Family size house, 9 miles away from siesta key, with pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Step into the heart of Florida's allure as you discover one of the Sunshine State's most sought-after and secure destina ...
From $518 per night (USD)VRBO
From $407 per night (USD)Expedia
Sarasota Retreat near Downtown with FREE POOL HEAT!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Newly Resurfaced Pool! Your Perfect Sarasota Getaway! Get ready for the ultimate vacation! This beautifully renovated ...
From $407 per night (USD)Expedia
From $420 per night (USD)VRBO
The Wisteria Oasis With heated pool and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come Relax with your family at this peaceful 3 bedroom cottage, It has a private fenced in backyard w/ new heated saltwa ...
From $420 per night (USD)VRBO
From $382 per night (USD)Expedia
Welcome to Off Tropic!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights • Private pool with in-ground spa • Less than 5-miles to the beach • Outdoor living space • Washer and d ...
From $382 per night (USD)Expedia
From $157 per night (USD)VRBO
Sarasota Duplex in Gillespie Park: 1 Mi to Dtwn!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Embark on your next adventure in Florida with a stay at this vacation rental in sunny Sarasota! Complete with practical ...
From $157 per night (USD)VRBO
From $319 per night (USD)Expedia
The Palmy Pickle w\/ Pickleball Court + Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: The Palmy Pickle Newly renovated space in Sarasota, FL with private pickleball court, fire pit, la ...
From $319 per night (USD)Expedia
From $342 per night (USD)VRBO
Luxurious 2\/2 Water View Corner Unit The Strand w\/ 2 balconies
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy your Sarasota stay in this newly furnished waterfront corner unit on the 4th floor of The Strand, heated communal ...
From $342 per night (USD)VRBO
From $367 per night (USD)Expedia
Modern 4 BR home in the heart of Sarasota
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Arlington Park Home! Step into this exquisite and impeccably maintained abode, nestled in the heart of t ...
From $367 per night (USD)Expedia
From $313 per night (USD)VRBO
Downtown Sarasota, Casa de Zara
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Casa de Zara! Immerse yourself in Sarasota history by staying in our quaint Adobe style home built in 1925 wi ...
From $313 per night (USD)VRBO
From $210 per night (USD)Expedia
Charming Cottage DOWNTOWN SARASOTA. MINUTES FROM SIESTA KEY!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your Charming cottage in the heart of Downtown Sarasota, where urban living meets tropical tranquility. This ...
From $210 per night (USD)Expedia
From $411 per night (USD)VRBO
Sparkling Sarasota Seaside Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous, light and bright, completely updated modern home within minutes to beach, downtown, Legacy Trail, Payne Park a ...
From $411 per night (USD)VRBO
From $466 per night (USD)Expedia
Blue Flamingo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy Florida beach cottage surrounded by lush palms in the heart of Sarasota, Florida. The home is located in South Gate ...
From $466 per night (USD)Expedia
From $711 per night (USD)VRBO
Experience Tropical Stay: Whole Duplex for Groups Near Siesta Key Beach!
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 16
Tropical Stay by Tropical Sands Accommodations Whole Duplex Sarasota, FL 34239 Welcome to Tropical Stay, a spacious t ...
From $711 per night (USD)VRBO
From $350 per night (USD)Expedia
Central 3 Bed Retreat Near Downtown & Beaches
- 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 $350 per night (USD)Expedia
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Sea Mist Hideaway | Lanai, Outdoor Lounge + Fire-Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
BNB Breeze Presents: Sea Mist Hideaway! Located just 13 minutes away from both Siesta Key and Lido Beach, this stunning ...
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From $394 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 $394 per night (USD)Expedia
From $218 per night (USD)VRBO
Dog-friendly, renovated duplex with full kitchen, patio, central AC, gas grill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Beach Club Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $218 per night (USD)VRBO
From $467 per night (USD)Expedia
Coastal Retreat near Siesta Key Beach and Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Welcome to your coastal retreat in Sarasota's most desirable neighborhood. Minutes to beaches and downtown, this home of ...
From $467 per night (USD)Expedia
From $379 per night (USD)VRBO
Private Oasis in Sarasota Florida
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This Tropical Oasis features a Private Resort Style Backyard with a Salt Water Pool. Just over the Siesta Key Bridge th ...
From $379 per night (USD)VRBO
From $432 per night (USD)Expedia
Pool - Near Beach - Outdoor Games for Family - Close to DT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Discover the perfect family getaway in our charming 4-bedroom, 3-bathroom pool home in Sarasota! Minutes away ...
From $432 per night (USD)Expedia
From $330 per night (USD)VRBO
Sunshine Haven | HUGE Backyard, Private heated Pool + Fire Pit!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Sunshine Haven! This spacious property is ideal for your next family or friend's getaway to Saraso ...
From $330 per night (USD)VRBO
From $115 per night (USD)Expedia
Downtown Sarasota gem near Ringling College
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beautiful Bayou, nestled in Whitaker Bayou and right by the heart of Downtown Sarasota, and just a leisurely ...
From $115 per night (USD)Expedia
From $285 per night (USD)VRBO
Bay Bliss Bungalow | 65\" Smart TV, Lanai + Electric Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
BNB Breeze Presents: Bay Bliss Bungalow! When renovating this home, we crafted every detail to blow our guests away! St ...
From $285 per night (USD)VRBO
From $1145 per night (USD)Expedia
The Palace on Clematis – Siesta Key Vacation Home with Pool, Firepit & Location
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusiv ...
From $1145 per night (USD)Expedia
From $392 per night (USD)VRBO
Siesta Key Palm Paradise with Heated Saltwater Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
SIESTA KEY PALM PARADISE is minutes away from the #1 beach in the US, with white quartz sand & the clear turquoise wate ...
From $392 per night (USD)VRBO
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Close to beaches and downtown, Quiet, Impeccable home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Forget your worries and cold in this spacious immaculate and serene place, surrounded by nature. Located in a dead-end s ...
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From $226 per night (USD)VRBO
Charming 2 bedroom 2 bathroom home with pool in Sarasota with central location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming corner lot with central location. This spacious home has many updates. It is10 minutes to downtown Sarasota, 20 ...
From $226 per night (USD)VRBO
From $702 per night (USD)Expedia
\"Brillant Sunshine\" SARASOTA. Luxury POOL home built in 2023. Up to 18 guests
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
If you are interested in renting TWO luxury residences for a larger gathering of visitors (up to 18 ), kindly consider o ...
From $702 per night (USD)Expedia
From $170 per night (USD)VRBO
Downtown Villa-Fully equipped! Short drive Beaches, Short Walk to Payne Park.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Getaway in Downtown Near Beaches, Pickleball Courts. Walking distance to Publix, Payne Park., Legacy Trail. It features ...
From $170 per night (USD)VRBO
From $162 per night (USD)Expedia
Cozy 2-bedroom house in awesome Sarasota with AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This perfectly located cottage provides easy access to Main St. - 1 mile, Lido Beach - 4 miles, 50+ restaurants are betw ...
From $162 per night (USD)Expedia
From $392 per night (USD)VRBO
HUGE HEATED SALT POOL! NEAR DOWNTOWN! TV IN EVERY BEDROOM!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
30 FT LONG HEATED POOL. 8 minutes away from downtown Sarasota. Walking distance to a major plaza that has grocery store ...
From $392 per night (USD)VRBO
From $686 per night (USD)Expedia
Charming 4-bedroom Pool Home in Sarasota Fl
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Sarasota, this large pool home is a close bike ride to downtown restaurants and beaches. This home can comfor ...
From $686 per night (USD)Expedia
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Orchid Oasis Retreat | Dog Friendly | Perfect Location | Large Yard
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or r ...
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From $289 per night (USD)Expedia
Downtown walk to Van Wezel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Next to the hip Rosemary District, this modern 2-bedroom haven comes with nature's own selfie wall (yes, we put grass in ...
From $289 per night (USD)Expedia
From $171 per night (USD)VRBO
Serene Japandi Retreat MedCenter
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
- Convenient walking distance to the hospital, ensuring quick and easy access. - Located close to the beach, perfect f ...
From $171 per night (USD)VRBO
From $314 per night (USD)Expedia
2 king beds airport ballet
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
You will be able to play on the beach all day then relax at your own private home. Your stay will include • Comfy k ...
From $314 per night (USD)Expedia
From $258 per night (USD)VRBO
Japandi disc golf Ringling
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You will be able to play on the beach all day then relax at your own private home. Your stay will include • Comfy k ...
From $258 per night (USD)VRBO
From $459 per night (USD)Expedia
Charming 4-bedroom bungalow close to Southside Village, Lido Key & Siesta Key
- 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 $459 per night (USD)Expedia
From $193 per night (USD)VRBO
Enjoy Beautiful Sarasota and Arlington Park 'til Christmas!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
Sarasota family home, Key West Style! Our fully-furnished 4 bedroom, two and half bathroom house is nicely appointed w ...
From $193 per night (USD)VRBO
From $271 per night (USD)Expedia
Charming 3-bedroom house with Pool in serene Sarasota near Downtown & Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Sarasota, enjoy what this 3-bedroom house has to offer. This charming property features 2 queen beds and 1 tw ...
From $271 per night (USD)Expedia
From $493 per night (USD)VRBO
Paradise on Prospect w\/ Htd Saltwater Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Paradise on Prospect, a modern, luxurious, professionally decorated rental property offering an unparalleled ...
From $493 per night (USD)VRBO
From $225 per night (USD)Expedia
Sarasota Memorial Downtown Stay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Perfectly positioned just across from Sarasota Memorial Hospital, this thoughtfully designed apartment offers Directly ...
From $225 per night (USD)Expedia
From $225 per night (USD)VRBO
Urban Healing Haven Downtown Gem
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover your home away from home in Sarasota! Nestled at 2050 Arlington Street, this modern sanctuary offers comfort an ...
From $225 per night (USD)VRBO
From $292 per night (USD)Expedia
Pioneer Park downtown jet ski
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled where historic Central Cocoanut winks at the trendy Rosemary District, our charming 2-bedroom bungalow is servin ...
From $292 per night (USD)Expedia
From $363 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 $363 per night (USD)VRBO
From $210 per night (USD)Expedia
Cozy Retreat Close to Hospital
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Here are the key features of the location: Prime Location: Just steps from Sarasota Memorial Hospital, providing conven ...
From $210 per night (USD)Expedia
From $255 per night (USD)VRBO
Central Cocoanut downtown jetski
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Sarasota getaway! This chic home in the Coconut neighborhood is your ticket to Florida living at ...
From $255 per night (USD)VRBO
From $152 per night (USD)Expedia
Charming 2-bedroom house in amazing Sarasota close to all yet quiet.petfriendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Your cozy getaway awaits in Central Sarasota in a quiet neighborhood with multi million dollar houses and parks and pub ...
From $152 per night (USD)Expedia
From $374 per night (USD)VRBO
Large Pool, 3 BR, Dog-Friendly, 5 miles to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Gather your loved ones and prepare to make memories that will last a lifetime. This amenity-filled home is situ ...
From $374 per night (USD)VRBO
From $860 per night (USD)Expedia
2\/2 BRAND NEW LUXURY TOWNHOME STEPS FROM GILLESPIE PARK, PICKLEBALL, TENNIS,...
- 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 $860 per night (USD)Expedia
From $355 per night (USD)VRBO
Sarasota Cottage w\/ Salt Water Pool Near Dntwn
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perf ...
From $355 per night (USD)VRBO
From $233 per night (USD)Expedia
NEW! Elegant Waterfront 1.5\/2 Condo The Strand Top Floor
- 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 $233 per night (USD)Expedia
From $601 per night (USD)VRBO
Canal Front Home in Sarasota with Private Heated Pool & Outdoor Patio!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Bay Breeze Bungalow – Your Waterfront Sanctuary in Sarasota Nestled along the tranquil canals of Hudson Bayo ...
From $601 per night (USD)VRBO
From $422 per night (USD)Expedia
Step into the charm of yesteryear with the modern comforts of today at City Cottage!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step into the charm of yesteryear with the modern comforts of today at City Cottage! Nestled in the heart of the City o ...
From $422 per night (USD)Expedia
Click For PricingVRBO
Stylish Retreat in Rosemary District Near Dining, Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your modern and chic getaway in the heart of Sarasota's sought-after Rosemary District—rated one of the top 1 ...
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From $315 per night (USD)Expedia
Charming 3BR Coastal Home Near Trails, Shops
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect Sarasota retreat! Nestled in the heart of the city, this charming 3-bedroom, 2-bathroom Florida ...
From $315 per night (USD)Expedia
From $352 per night (USD)VRBO
Charming 3-bedroom house with Screened Pool and Fire pit in Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this charming 3-bedroom home, the perfect destination for families or friends seeking a peaceful retreat. Loca ...
From $352 per night (USD)VRBO
From $336 per night (USD)Expedia
Chic Downtown Sarasota Cottage Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Welcome to your stylish retreat in Downtown Sarasota! - Modern open-concept layout with two spacious bedrooms ...
From $336 per night (USD)Expedia
From $494 per night (USD)VRBO
Palm Breeze - With Heated Pool & Chipping Green!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Palm Breeze Retreat! Just outside of Downtown and near the Legacy Trail, this home is nestled in a peaceful ...
From $494 per night (USD)VRBO
From $477 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 $477 per night (USD)Expedia
From $149 per night (USD)VRBO
Charming 1-bedroom house in fabulous Sarasota duplex. Close to all. Pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in Sarasota in a quiet neighborhood with multi million dollar houses with parks,, public pool and 10 min to beac ...
From $149 per night (USD)VRBO
From $321 per night (USD)Expedia
3br 3bath townhome 3 mins from downtown Sarasota with gorgeous outdoor area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3-bedroom, 3-bathroom two-story condominium in the highly sought-after Arlington Park neighborhood is min ...
From $321 per night (USD)Expedia
From $1186 per night (USD)VRBO
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 $1186 per night (USD)VRBO
From $544 per night (USD)Expedia
4 bd 2ba with pool, grill, and games near downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this spacious 4BR Sarasota home with a private in-ground pool! Perfect for families or groups, enjoy an open l ...
From $544 per night (USD)Expedia
From $326 per night (USD)VRBO
Downtown retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Burns Court Oasis! A True gem. Enjoy a stylish experience at this centrally-located home located in the heart of downto ...
From $326 per night (USD)VRBO
From $190 per night (USD)Expedia
Charming 2-bedroom cottage in brilliant downtown Sarasota with Wi-Fi, AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this charming cottage in picturesque Sarasota. This cozy retreat features 2 bedrooms with a queen and 2 twin b ...
From $190 per night (USD)Expedia
From $140 per night (USD)VRBO
Blissful Bungalow in Sunny Sarasota, FL - Oak & Palm Horizon with a Modern Touch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
20% OFF FIRST THREE BOOKINGS! BOOK NOW SAVE TODAY! Grab your slice of serenity in this 1 bedroom, 1 bath haven under a h ...
From $140 per night (USD)VRBO
From $226 per night (USD)Expedia
Charming 3-bedroom house in Arlington Park area, close to the recreation center.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy getaway awaits in Sarasota at this charming house. With 3 bedrooms including 2 queen beds and 1 bunk bed, this ...
From $226 per night (USD)Expedia
From $347 per night (USD)VRBO
Welcome to Casa Blue! Come enjoy Sarasota!
- Bedrooms:
- 4
- 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 $347 per night (USD)VRBO
From $818 per night (USD)Expedia
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
BNB Breeze Presents: Pelican's Perch Welcome to Pelican's Perch, a stunning Sarasota home that perfectly blends luxury a ...
From $818 per night (USD)Expedia
From $448 per night (USD)VRBO
Palm Breeze Luxury * With E-Bikes & Heated Pool!*
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Palm Breeze! Just outside of Downtown and near the Legacy Trail, with electric bikes available to add, this ...
From $448 per night (USD)VRBO
From $199 per night (USD)Expedia
Alta Vida Cozy Duplex Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Welcome to Alta Vida, a cozy retreat just minutes from vibrant downtown Sarasota! This charming side o ...
From $199 per night (USD)Expedia
From $246 per night (USD)VRBO
Wonderful Guest Quarters in downtown Sarasota!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 3
Stay comfortably in Sarasota at this 1-bedroom apartment. The space features a fabulous queen bed , ensuring a good nigh ...
From $246 per night (USD)VRBO
From $392 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 $392 per night (USD)Expedia
From $178 per night (USD)VRBO
Downtown Sarasota Gilespi Park Charming 2-bedroom bungalow Back Yard BBQ
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A charming single-family historic 2-bedroom Florida Bungalow in the heart of Sarasota, Florida, has updated kitchen with ...
From $178 per night (USD)VRBO
From $524 per night (USD)Expedia
Cozy Cottage with Huge Patio full of Activities - Located right on Legacy Trail!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This rental has everything you need to make the most of your trip! Enjoy an open living/dining area with high ceilings l ...
From $524 per night (USD)Expedia
From $557 per night (USD)VRBO
Renovated historical home with guest house in the heart of downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Nestled in Downtown Sarasota, this delightful house offers a serene escape for guests. The main house has 2 bedrooms inc ...
From $557 per night (USD)VRBO
From $525 per night (USD)Expedia
Luxury 3BR Townhouse w\/Elevator & Rooftop | Walk to Downtown
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to Uptown Oasis, a brand-new, chic, and luxurious three-story townhouse in the heart of Sarasota! Designed for c ...
From $525 per night (USD)Expedia
From $358 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 $358 per night (USD)VRBO
From $537 per night (USD)Expedia
Elegant Downtown Sarasota Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This beautifully finished residence in a boutique Sarasota building offers a spacious layout, high ceilings, an ...
From $537 per night (USD)Expedia