
Sarasota Rentals

- From $233 per night (USD)
VRBO
Luxury Condo with Xtra Large Patio & Pool Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy this 1 bedroom, 1.5 bath condo. It has been flawlessly designed and constructed with a luxurious feel. The unit h ...
From $233 per night (USD)VRBO
- From $223 per night (USD)
Expedia
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)Expedia
- From $158 per night (USD)
VRBO
Luxury Resort-style Condo with Amazing Views in a Prime Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Looking for a resort-style getaway in the heart of town? Then look no further than this luxury top-floor condo with stu ...
From $158 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Deluxe 2/2 Condo Pool View w/ 2 terraces Top Floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This fully furnished waterfront condo is located on the fifth floor of “The Strand” and spans over 1359 sq ft, with a ge ...
From $178 per night (USD)Expedia
- From $957 per night (USD)
VRBO
Family Fun House near Siesta Key
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Create memories with friends and family at this unique, and spacious property only 12 minutes from Siesta Key Beach (4.8 ...
From $957 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Charming Sarasota Vacation Home Near Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your next Sarasota escape awaits at this lovely vacation rental! Located in the peaceful Alta Vista neighborhood, this 2 ...
From $266 per night (USD)Expedia
- From $319 per night (USD)
VRBO
A Hidden GEM in Sarasota! SIESTA BEACH-DOWNTOWN
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Hidden Gem Sarasota Home where location, quality and style are key... 4 bedrooms** 3 bathrooms**2 kitchen ...
From $319 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Fully renovated duplex near downtown with fenced yard & patio - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Cocoanut - 1314 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $194 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Hidden Gem in Charming Sarasota, Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tastefully designed home surrounded by lush palms and oak trees in the heart of Sarasota, Florida. The home is located i ...
From $234 per night (USD)VRBO
- Click For Pricing
Expedia
Brand new luxury condo downtown with resort style amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: brand new luxury waterfront condo located in beautiful downtown Sarasota with resort style amenities. This 2nd ...
Click For PricingExpedia
- From $384 per night (USD)
VRBO
Luxury Home in Downtown Sarasota
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
7 day minimum (Guests are required to E-sign Rental agreement after booking) You’ll never want to leave this extremely ...
From $384 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 $125 per night (USD)
VRBO
Cozy Cottage close to everything w/ grill on patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Bromeliads" offers everything you need ...
From $125 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Modern Adobe Oasis~Heated Pool~Fresh Remodel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You'll love this stylish experience with a centrally-located 6 minute drive to downtown home! Newly remodeled interior a ...
From $300 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Quick and Easy Walk Downtown - Tons of Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfe ...
From $193 per night (USD)VRBO
- From $380 per night (USD)
Expedia
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 ...
From $380 per night (USD)Expedia
- From $267 per night (USD)
VRBO
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)VRBO
- From $354 per night (USD)
VRBO
The Outside Oasis-1 mile to Siesta Key!
- Bedrooms:
- 3
- Bathrooms:
- 2
- 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 $268 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 $268 per night (USD)VRBO
- From $218 per night (USD)
Expedia
The Strand of Sarasota 215
- Bedrooms:
- 1
- 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)Expedia
- From $236 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 $236 per night (USD)VRBO
- From $176 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 $176 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Convenient + Quiet + Relaxing / Close to Beaches + Close to Activities
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Originally built in 1957 and remodeled in 2022 adding two more bedrooms, family room and bathroom to accommodate my grow ...
From $323 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Incredible, dog-friendly home with Pack-N-Play, full kitchen, patio & beach gear
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Peacock Place Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $288 per night (USD)Expedia
- From $161 per night (USD)
VRBO
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 ...
From $161 per night (USD)VRBO
- 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 $352 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 $352 per night (USD)VRBO
- From $431 per night (USD)
Expedia
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 $431 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Trendy Home by Jet Skis, Parks & Art Hotspots
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Modern retreat near Rosemary District with a bold indoor grass wall - Walk to downtown, Pioneer Park, and Van Wezel in ...
From $248 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Artistic Escape Near Airport, Museums, and Ballet
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Minutes from beaches, art museums, and the Sarasota Ballet stage - Two king beds and a quiet private yard with trees a ...
From $272 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Serene Japandi Getaway, Near Art & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Tranquil Japandi retreat just minutes from Sarasota's beaches and museums - Stylish interiors blend minimalist comfort ...
From $280 per night (USD)VRBO
- From $426 per night (USD)
Expedia
Charming 4-bedroom bungalow with pool close to the Village, Lido & Siesta Keys
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Consider this house your home away from home while you visit Sarasota. A treasure West of the Trail, boasting Mexican ti ...
From $426 per night (USD)Expedia
- Click For Pricing
VRBO
Enjoy Beautiful Sarasota and Arlington Park 'til Christmas!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Sarasota family home, Key West Style! Our fully-furnished 4 bedroom, two and half bathroom house is nicely appointed w ...
Click For PricingVRBO
- From $279 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 $279 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Paradise on Prospect w/ Htd Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Paradise on Prospect, a modern, luxurious, professionally decorated rental property offering an unparalleled ...
From $337 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Stylish Nordic Stay, Walk to Hospital & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Stylish, design-forward space just steps from Sarasota Memorial Hospital - Easy drive to downtown, beaches, and cultur ...
From $205 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Artsy Getaway with Vibrant Design Flair
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your chic color-party pad where navy, gold & peach throw the most stylish soirée in town! This spacious stunner sits pr ...
From $221 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Walk to Arts District, Parks, Jet Skis & Eats
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Stylish modern bungalow next to Pioneer Park and the artsy Rosemary District - Walk to restaurants, art galleries, sho ...
From $236 per night (USD)Expedia
- From $157 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 $157 per night (USD)VRBO
- From $184 per night (USD)
Expedia
Vibrant Modern Escape, Walk to Dining, Near Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
- Chic, minimalist space with eye-catching blue and gold accents - Just a short drive to the soft sands of Siesta Key Be ...
From $184 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Garden-Inspired Stay, Walk to Bay & Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Wake up in a stylish space with bold, botanical feature walls - Located near downtown, beaches, and the Arts District ...
From $258 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Sarasota Cottage w/ Salt Water Pool Near Dntwn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to this delightful 3-bedroom, 2-bathroom cottage, complete with modern amenities and a serene outdoor oasis. Perf ...
From $314 per night (USD)Expedia
- From $686 per night (USD)
VRBO
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)VRBO
- From $205 per night (USD)
Expedia
NEW! Elegant Top-Floor 1.5/2 Waterfront Condo at The Strand
- 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 $205 per night (USD)Expedia
- From $375 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 $375 per night (USD)VRBO
- From $301 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 $301 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Charming 3BR Coastal Home Near Trails, Shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect Sarasota retreat! Nestled in the heart of the city, this charming 3-bedroom, 2-bathroom Florida ...
From $298 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $161 per night (USD)
VRBO
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 $161 per night (USD)VRBO
- From $341 per night (USD)
Expedia
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 $341 per night (USD)Expedia
- From $257 per night (USD)
VRBO
Tropical Pool Home with Grill & Firepit! Close to Downtown, Pinecraft & Beaches!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious Sarasota Getaway with Heated Pool, Outdoor Living & Central Location – 3BR/3BA Welcome to your dream retreat i ...
From $257 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Stylish 2-Bedroom Home in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Experience the best of Sarasota from this inviting and unique getaway! - Stylishly designed 2-bedroom, 2-bath ...
From $208 per night (USD)Expedia
- From $152 per night (USD)
VRBO
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)VRBO
- From $220 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 $220 per night (USD)Expedia
- From $382 per night (USD)
VRBO
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 $382 per night (USD)VRBO
- From $394 per night (USD)
Expedia
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 $394 per night (USD)Expedia
- From $323 per night (USD)
VRBO
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 $323 per night (USD)VRBO
- From $138 per night (USD)
Expedia
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 $138 per night (USD)Expedia
- From $232 per night (USD)
VRBO
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 $232 per night (USD)VRBO
- From $242 per night (USD)
Expedia
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 $242 per night (USD)Expedia
- From $205 per night (USD)
VRBO
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 $205 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Modern 4 BR home in the heart of Sarasota - Luxe Arlington Park Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Luxe Arlington Park Home! Professionally managed by Gulf Coast Vacation Rentals, step into this exquisite and ...
From $286 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Downtown Sarasota, Casa de Zara
- Bedrooms:
- 1
- 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 $281 per night (USD)VRBO
- From $190 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 $190 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Sarasota condo on the water\n\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your family will be close to everything when you stay at this centrally-located condo. Enjoy the day at the pool or work ...
From $160 per night (USD)VRBO
- From $203 per night (USD)
Expedia
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 $203 per night (USD)Expedia
- From $553 per night (USD)
VRBO
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 $553 per night (USD)VRBO
- From $411 per night (USD)
Expedia
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)Expedia
- From $249 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 a Central Location This spacious and beautifully updated home is perfectly situated in the hea ...
From $249 per night (USD)VRBO
- From $626 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 $626 per night (USD)Expedia
- From $142 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 $142 per night (USD)VRBO
- From $388 per night (USD)
Expedia
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 $388 per night (USD)Expedia
- From $404 per night (USD)
VRBO
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 $404 per night (USD)VRBO
- From $244 per night (USD)
Expedia
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 $244 per night (USD)Expedia
- From $100 per night (USD)
VRBO
Downtown Sarasota gem near Ringling College - Beautiful Bayou
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Beautiful Bayou, Professionally managed by Gulf Coast Vacation Rentals, nestled in Whitaker Bayou and right b ...
From $100 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Bay Bliss Bungalow | 65\" Smart TV, Lanai + Electric Bikes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Bay Bliss Bungalow! When renovating this home, we crafted every detail to blow our guests away! St ...
From $220 per night (USD)Expedia
- From $902 per night (USD)
VRBO
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 $902 per night (USD)VRBO
- From $347 per night (USD)
Expedia
Siesta Key Palm Paradise with Heated Saltwater Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $347 per night (USD)Expedia
- From $438 per night (USD)
VRBO
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 $438 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
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $146 per night (USD)
Expedia
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 $146 per night (USD)Expedia
- From $286 per night (USD)
VRBO
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 $286 per night (USD)VRBO
- From $301 per night (USD)
Expedia
3br 3bath townhome 3 mins from downtown Sarasota with gorgeous outdoor area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
It's all about location! This beautiful 3-bedroom, 3-bathroom two-story condominium in the highly sought-after Arlingt ...
From $301 per night (USD)Expedia
- From $1133 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 $1133 per night (USD)VRBO
- From $373 per night (USD)
Expedia
3 bd 2ba with pool, grill, and games near downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this spacious 3BR with den Sarasota home with a private in-ground pool! Perfect for families or groups, enjoy ...
From $373 per night (USD)Expedia
- From $324 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 $324 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Alta Vida Cozy Duplex Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Alta Vida, a cozy retreat just minutes from vibrant downtown Sarasota! *For alternative rates, please see th ...
From $196 per night (USD)Expedia
- From $192 per night (USD)
VRBO
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 $192 per night (USD)VRBO
- From $116 per night (USD)
VRBO
Bayou Hammock Bungalow, Sarasota FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Bayou Hammock, your private Sarasota retreat. Enjoy an open-concept layout with a full kitchen, serene bedroo ...
From $116 per night (USD)VRBO
- From $217 per night (USD)
VRBO
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 $217 per night (USD)VRBO
- From $505 per night (USD)
Expedia
Welcome to Casa Blue! Come enjoy Sarasota!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This fabulous brand new house in Sarasota is a gem for guests seeking an amazing location to enjoy living in Sarasota li ...
From $505 per night (USD)Expedia
- From $668 per night (USD)
VRBO
Lux Pelican's Perch | Heated Pool + Hot Tub + Gym
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Pelican's Perch Welcome to Pelican's Perch, a stunning Sarasota home that perfectly blends luxury a ...
From $668 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Palm Breeze Luxury * With E-Bikes & Heated Pool!*
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Palm Breeze! Just outside of Downtown and near the Legacy Trail, with electric bikes available to add, this ...
From $418 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 $363 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 $363 per night (USD)Expedia
- From $190 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 $190 per night (USD)VRBO
- From $553 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 $553 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 $267 per night (USD)
Expedia
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 $267 per night (USD)Expedia