Sarasota Rentals
From $299 per night (USD)VRBO
Walk to Lido Beach & Steps to St. Armand's Circle | Heated Pool and Spa | BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $299 per night (USD)VRBO
From $264 per night (USD)VRBO
NEW...Lido Key Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Vacation rental: 'Olde Florida' style 2 bedroom, 1 bath cottage one block from Lido Beach! Nestled in the back of Pelica ...
From $264 per night (USD)VRBO
From $566 per night (USD)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 $566 per night (USD)VRBO
From $302 per night (USD)Expedia
2BR 2BA Downtown Sarasota, Waterfront Views, Patio, Resort Pool, Kayaks Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in a serene, distinctive, and stylish waterfront retreat with breathtaking views, a prime location, and top-notch ...
From $302 per night (USD)Expedia
From $182 per night (USD)VRBO
Quiet Downtown Sarasota Villa. Updated 2022.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a stylish experience at this centrally-located attached villa, in the heart of Laurel Park, in downtown S ...
From $182 per night (USD)VRBO
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Luxury Villa near Siesta - private, heated screened pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Overview -- Reverently maintained and luxuriously appointed, Three Little Birds marries old Florida charm to modern amen ...
Click For PricingExpedia
From $399 per night (USD)VRBO
4/2 with pool & hot tub near downtown and beaches
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Your dream vacation family getaway! This rental home offers brand new mattresses and furnishings, ensuring utmost comfor ...
From $399 per night (USD)VRBO
From $1307 per night (USD)Expedia
Luxury Family Home! Great Location! Heated Pool/Spa and Games! - The Big Top
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
The Big Top by Lido Key Vacations Sarasota FL 34236 Vacation Rental License #VR22-00043 Minimum stay duration of 7 days/ ...
From $1307 per night (USD)Expedia
From $598 per night (USD)VRBO
Heated Pool, Breathtaking outdoor terraces & landscaping- Villa Serene Escape- Roelens Vacations
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Serene Escape- Heated Saltwater Pool, Breathtaking Villa, outdoor terraces, and beautiful landscaping. The charm ...
From $598 per night (USD)VRBO
From $170 per night (USD)Expedia
Sleeps 10 & pet friendly #3606 Villa Franca
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Ready to rent after hurricane Milton. You will find yourself in a cozy living room with brand new couches. Larg ...
From $170 per night (USD)Expedia
From $114 per night (USD)VRBO
Downtown Sarasota Florida Vacation Rental, 2BR/2BA Apt, 5–10min to Lido & Siesta
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Private 2-Bedroom, 2-Bath Apartment — Perfect for car-free guests (Sleeps up to 5 guests) Welcome to our cozy second-fl ...
From $114 per night (USD)VRBO
From $706 per night (USD)VRBO
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 $706 per night (USD)VRBO
From $135 per night (USD)VRBO
Boho-Chic Sarasota Hideaway: Yard & Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 3
- 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 $135 per night (USD)VRBO
From $540 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 $540 per night (USD)Expedia
From $170 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 $170 per night (USD)VRBO
From $307 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 $307 per night (USD)Expedia
From $286 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 $286 per night (USD)VRBO
From $237 per night (USD)VRBO
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 $237 per night (USD)VRBO
From $98 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 $98 per night (USD)VRBO
From $271 per night (USD)Expedia
DT home 10 min. drive from beach
- Bedrooms:
- 1
- 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 $271 per night (USD)Expedia
From $383 per night (USD)VRBO
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta's North Bridge
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $383 per night (USD)VRBO
From $315 per night (USD)Expedia
The Palms-Private Heated Pool, Hot Tub, Private backyard-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“The Palms" is a single-family home with a heated private pool in the heart of Sarasota. The home is 5 miles to the #1 b ...
From $315 per night (USD)Expedia
From $243 per night (USD)VRBO
The Oasis-Private Heated Pool, Hot Tub, Outdoor living space-5mi to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE OASIS is a newly renovated beach cottage with a heated private pool and hot tub in the heart of Sarasota. It is 5 mi ...
From $243 per night (USD)VRBO
From $338 per night (USD)Expedia
Spacious Siesta Key Family Home with Private Pool – Sleeps 10!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
4 private rooms for sleeping - 3 large bedrooms plus a private bonus room. Beautiful 2 story home with a 2 car garage ...
From $338 per night (USD)Expedia
From $350 per night (USD)VRBO
Arlington Park Area! Heated Pool 3 bedroom/ 2 bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
NEW HEATED POOL 3bdr/ 2 bth Charming 1948 build, COMPLETE REMODELED in FANTASTIC LOCATION! Arlington Park is only a few ...
From $350 per night (USD)VRBO
From $253 per night (USD)VRBO
Coastal Gem!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to paradise in this charming cottage nestled just 250 steps from the white sands of the Gulf. Conveniently locat ...
From $253 per night (USD)VRBO
From $209 per night (USD)VRBO
Siesta Key 2B 2 bath with Heated Pool! Sleeps 6 ! Relaxation & Sunshine!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Sarasota rental perfect for family and friends getaways! 10 minutes from Siesta Key Beach! OUR rental features a comfy k ...
From $209 per night (USD)VRBO
From $222 per night (USD)VRBO
Siesta Side Stay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located approximately 5 miles from Siesta Key beach & Siesta Key Village and 2.5 miles from downtown Sarasota & the mari ...
From $222 per night (USD)VRBO
From $377 per night (USD)VRBO
Custom Contemporary in Indian Beach/Museum District
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy our contemporary home in the Indian Beach/Sapphire Shores neighborhood. Nestled among the majestic live oaks that ...
From $377 per night (USD)VRBO
Click For PricingExpedia
Super Central Sarasota Serenity
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to charming, old Florida! Super centrally located on a peninsular with water views both sides of the house this ...
Click For PricingExpedia
From $412 per night (USD)VRBO
Mid-Century Pool Home in Arlington Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy sparkling turquoise private pool with sun shelf and lounge chairs while sunbathing on the raised deck or outdoor d ...
From $412 per night (USD)VRBO
From $380 per night (USD)Expedia
Pineapples House- POOL private SOUTH facing HOT TUB close to BEACHES -walkable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Pineapple House Sarasota where location, quality, cleanliness and relaxation are key. Enjoy the private P ...
From $380 per night (USD)Expedia
From $215 per night (USD)VRBO
Lovely 1 Bedroom Unit Across from Lido Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps away from Lido Beach and Lido Key Resort Hotel. Fully equipped kitchen with cooking and serving items. Large pri ...
From $215 per night (USD)VRBO
From $145 per night (USD)Expedia
Adorable 1920s Cottage in a Tropical Wooded Setting!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Rustic, romantic and full of personality, this period cottage has all the allure and character of long-ago Florida overf ...
From $145 per night (USD)Expedia
From $197 per night (USD)VRBO
Charming 1 Bedroom Unit Across from Lido Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Steps away from Lido Beach and Lido Key Resort Hotel. Charming 1Bedroom /1 Bath apartment with large private backyard, ...
From $197 per night (USD)VRBO
From $171 per night (USD)Expedia
Charming Studio Unit Across from Lido Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Steps away from Lido Beach and Lido Key Resort Hotel. Charming 1Bed and 1Bath Studio apartment with large private back ...
From $171 per night (USD)Expedia
From $126 per night (USD)VRBO
ONLY A FEW MINUTES FROM THE #1 BEACH IN THE USA!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sarasota has been working around the clock to get ready for you to enjoy winter in the sun. And it has never been more a ...
From $126 per night (USD)VRBO
From $205 per night (USD)Expedia
Arlington Park House Sarasota Tropical Oasis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Arlington Park House Sarasota Tropical Oasis is a truly unique home located in Arlington Park Area of Sarasota Florida. ...
From $205 per night (USD)Expedia
From $238 per night (USD)VRBO
Vacation starts here! Lido beach just steps away! unit 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Playa Lido is a 1 bedroom with queen size bed, living room with a queen size sleep sofa, full equipped kitchen. WiFi a ...
From $238 per night (USD)VRBO
From $282 per night (USD)Expedia
Vacation starts here! Lido beach just steps away! Unit 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Playa Lido Unit 1 is a 1bedroom with queen size bed, living room with queen size sleep-sofa, full kitchen, WiFi and flat ...
From $282 per night (USD)Expedia
From $236 per night (USD)VRBO
Beach getaway! Unit 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Studio with Queen size beedroom, living area with sleep sofa, WIFI and flat screen TV.,eating area, outdoor sitting. Lau ...
From $236 per night (USD)VRBO
From $334 per night (USD)Expedia
Vacation starts here! Lido beach just steps away! Unit 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Playa Lido Unit #5 is a 2 bedroom with Queen size bed, sleep-sofa in the living room, full kitchen, WIFI and TV. Laundry ...
From $334 per night (USD)Expedia
From $218 per night (USD)VRBO
Sunset Casita near the Bay Indian Beach near Downtown Sarasota City Limits
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Casita oasis, located in the heart of Sarasota in the historic Indian Beach/Sapphire Shores neighborhood. Com ...
From $218 per night (USD)VRBO
From $213 per night (USD)Expedia
Charming Updated & Pet-Friendly Ranch Close to Beaches, Baseball, and Downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Updated and well-equipped cozy home with modern furnishings and appliances. 2 bedrooms 1 bathroom with an eat-in kitchen ...
From $213 per night (USD)Expedia
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Pool Home in gated community
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Lovely Pool home in Private Community West of the Trail. Convenient to everything bring your toothbrush. You will love t ...
Click For PricingVRBO
From $202 per night (USD)Expedia
Luxury Golf Retreat in Sarasota – Elegance, Comfort & Prime Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Indulge in a spa-like retreat in this beautifully designed 1 bedroom, 1 bathroom villa. Offering the tranquility of a 4- ...
From $202 per night (USD)Expedia
From $354 per night (USD)VRBO
Sweet Home-4 Bedroom w/Pool-10mins to Siesta Key
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Cozy 4bed 2bath home with pool located in the heart of Sarasota. Your family will be close to everything when you stay a ...
From $354 per night (USD)VRBO
From $156 per night (USD)VRBO
Near Downtown + Ocean: Sarasota Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Smart Appliances | Vintage Bar Cart w/ Bartender Kit | Walk to Arlington Park & Aquatic Complex Full of colorful accent ...
From $156 per night (USD)VRBO
From $455 per night (USD)VRBO
Lido/Sarasota, walk to Beach &St. Armands, HEATED POOL home w/grill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful home, nestled on a little piece of paradise, is just a short walk to Lido Beach. A perfect place to rela ...
From $455 per night (USD)VRBO
From $269 per night (USD)Expedia
Lido/St. Armands, Sarasota-Walk to Beach & St. Armands, Private cottage w/grill!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Lido Beach is one of the most beautiful beaches, not only in Florida, but in the United States. The beach has soft, silk ...
From $269 per night (USD)Expedia
From $466 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 $466 per night (USD)VRBO
From $624 per night (USD)Expedia
Lido, walk to Lido Beach/ St. Armands, HEATED POOL 3 BR home w/grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home is a piece of paradise! One block to the beach, 5-minute walk to St. Armands!! This listing is a beautiful ho ...
From $624 per night (USD)Expedia
From $434 per night (USD)VRBO
Costa Del Ray | Heated Pool, Gym + Covered Patio!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
BNB Breeze Presents: Costa Del Ray! Nestled in the radiant heart of Sarasota, just 15 minutes away from both Lido Key B ...
From $434 per night (USD)VRBO
From $314 per night (USD)Expedia
FABULOUS chic Indian Beach / Sapphire Shores house!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful, spacious, completely renovated home in the popular Indian Beach/Sapphire Shores neighborhood. Walk a few bloc ...
From $314 per night (USD)Expedia
From $121 per night (USD)VRBO
Downtown Sarasota Florida Vacation Rental 3BR House, Pet-Friendly, Near Beaches
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Private 3-Bedroom, 1-Bath House — Perfect for car-free guests (Sleeps up to 6 guests) Welcome to our charming and cozy ...
From $121 per night (USD)VRBO
From $684 per night (USD)VRBO
Updated 4 bedroom Lido house, sleeps 8, beach view, walk to St. Armand's Circle
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great 4 bedroom 3 full bath house (5 beds) just over 2200 square feet. Private 2nd floor primary bedroom with en-suite. ...
From $684 per night (USD)VRBO
From $221 per night (USD)VRBO
Sunaire Terrace within minutes to Downtown Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully furnished, spacious 3 bedroom 2 bath vacation home in the heart of Sarasota. Sunaire Terrace is a wonderful ...
From $221 per night (USD)VRBO
From $309 per night (USD)Expedia
Downtown Sarasota Private Vacation Home - Minutes to Beaches, Beautiful Backyard, and Pet-Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Downtown Sarasota Private Vacation Home - Minutes to Lido Key Beach, St. Armands Circle, and all that Downtown Sarasota, ...
From $309 per night (USD)Expedia
From $626 per night (USD)VRBO
Living The Dream | Heated Pool + Putting Green + Swings
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and ...
From $626 per night (USD)VRBO
From $306 per night (USD)Expedia
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Keep it simple at this centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ...
From $306 per night (USD)Expedia
From $268 per night (USD)VRBO
Downtown, Pets, 2-Car Garage, Beach & St. Armands
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy being close to everything at this smoke-free, centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gille ...
From $268 per night (USD)VRBO
From $410 per night (USD)Expedia
Sarasota Pet Friendly Vaca Home | Balcony + Garage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gilles ...
From $410 per night (USD)Expedia
From $92 per night (USD)VRBO
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is the perfect spot for those looking for a peaceful retreat with all the excitement just a stone's throw away! You ...
From $92 per night (USD)VRBO
From $377 per night (USD)Expedia
Bahama Breeze | Private Pool w/ Patio + Outdoor TV!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
BNB Breeze Presents: Bahama Breeze! This beautiful coastal home is nestled in the heart of Sarasota, just 15 minutes awa ...
From $377 per night (USD)Expedia
From $289 per night (USD)VRBO
Walk to Sarasota Bay, Free WIFI, parking and laundry
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled within the Historic Cocoanut District, this vibrant neighborhood boasts diversity and an electric atmosphere. Lo ...
From $289 per night (USD)VRBO
From $258 per night (USD)Expedia
Luxury DaliHouse in downtown! Dog park &pool & gym & hot tube & close to beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We invite you on a journey to the exclusive Dali House, where reality mixes with the magical touch of Salvador Dalí's ar ...
From $258 per night (USD)Expedia
From $539 per night (USD)VRBO
Luxury Downtown Home+Spa & Pool+Near Beaches
- 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 extrem ...
From $539 per night (USD)VRBO
From $86 per night (USD)Expedia
Vibrant 1bed/1bath Golf Course Front in the Meadows
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Are you ready to enjoy this fully updated and renovated condo in the highly sought-after community of The Meadows in Sar ...
From $86 per night (USD)Expedia
From $367 per night (USD)VRBO
Charming Waterfront 1/1.5 Beautiful Sunsets at the Strand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This fully furnished third-floor waterfront condo is centrally located on the West side of "The Strand" building A and s ...
From $367 per night (USD)VRBO
From $367 per night (USD)VRBO
Home with heated pool in Sarasota Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Just under 20 minutes from Lido beach and Siesta keys known for the pulverized coral beaches. Home has a peaceful backya ...
From $367 per night (USD)VRBO
From $1320 per night (USD)VRBO
Your Personal Resort-7BR, Pool, Bocce Ball, Boating & so much more!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 15
About this space FEATURES OF YOUR PERSONAL RESORT: Our large and luxurious three-story holiday residence and boating hom ...
From $1320 per night (USD)VRBO
From $263 per night (USD)Expedia
Relax at the Blue Buttercup in Sarasota's sweet SouthSide village!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nice spacious ground floor one bedroom apartment. Just remodeled with new kitchen and bathroom. Front and rear patios. ...
From $263 per night (USD)Expedia
From $194 per night (USD)VRBO
Tropical Retreat w/ charming garden near downtown.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Heliconias" is a spacious and comforta ...
From $194 per night (USD)VRBO
From $1111 per night (USD)VRBO
The BRYSON-CRANE HISTORIC RESIDENCE c. 1925, for the 2024 Sarasota Winter Season
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
[Go to https://youtu.be/lHyBaNzdT_w for a video tour of the property] The Bryson-Crane House is located in the quiet cu ...
From $1111 per night (USD)VRBO
From $256 per night (USD)VRBO
Beautiful 2 bedroom home just minutes away from Sarasota Bay.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Spectacular Sarasota. Totally private. Great small neighborhood. House is on a quiet cul-de-sac. Newly renovated. Nestle ...
From $256 per night (USD)VRBO
From $599 per night (USD)Expedia
Palm Paradise • Resort-Style Lanai • Private King Suite • Heated Pool/Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Magnolia House Sarasota: Where Luxury Lives Under the Palms ★"...“The best vacation home I’ve stayed in, and Jen is the ...
From $599 per night (USD)Expedia
From $192 per night (USD)VRBO
Cozy house at Arlington Park
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
This charming, cozy, and minimalistic mid-century modern home is located in Arlington Park neighborhood. This home is ce ...
From $192 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 $124 per night (USD)VRBO
Sarasota Cozy & Clean, Near #1 Beach Siesta in SouthGate Neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SouthGate neighbor is a quiet older neighborhood with lots of trees. Good for walking or biking. Phillippi Creek runs by ...
From $124 per night (USD)VRBO
From $116 per night (USD)Expedia
The Bromeliads - Cozy Cottage close to everything w/ grill on patio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to a serene oasis West of the Trail, the "Bromeliads", where salty breezes and tropical gardens welcome you. The ...
From $116 per night (USD)Expedia
From $316 per night (USD)VRBO
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 $316 per night (USD)VRBO
From $397 per night (USD)Expedia
City Escape near Sarasota Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stylish Getaway with Private Pool & Spa – Minutes from Downtown Sarasota Enjoy a stylish experience at this centrally l ...
From $397 per night (USD)Expedia
From $283 per night (USD)VRBO
638 Madison · Downtown SRQ *Laurel Park * NEW* 2 bedroom* 75” TV
- Bedrooms:
- 1
- Bathrooms:
- 11
- Sleeps:
- 6
Summary: Enjoy a stylish newly remodelled from top to bottom vacation at this 2 bedroom attached Villa in downtown Saras ...
From $283 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 $209 per night (USD)VRBO
VILLA SIESTA II - SARASOTA'S BEST KEPT DOWNTOWN SECRET with HEATED POOL!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Villa Siesta II ! MY name is Katya & I Live here too!. .We are NEWISH on VRBO but. not new to ...
From $209 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 $274 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 $274 per night (USD)VRBO
From $236 per night (USD)Expedia
Minutes from downtown Sarasota and Gulf Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this centrally located vacation pad that is light, bright and welcoming. This gem is close to shopping & restaura ...
From $236 per night (USD)Expedia
From $366 per night (USD)VRBO
BRAND NEW CONDO WITH BAY VIEWS IN DOWNTOWN SARASOTA.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ready to rent for season, long or short term, fully furnished 1,350 sq ft unit with underground dedicated parking spot ...
From $366 per night (USD)VRBO
From $236 per night (USD)Expedia
Apartment in Sarasota
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take a break and unwind at this peaceful oasis. This Condo is located near Lido Beach, Downtown Sarasota, St. Armand's C ...
From $236 per night (USD)Expedia
From $227 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 $227 per night (USD)VRBO
From $1132 per night (USD)Expedia
Day Driftin Away by Lido Key Vacations
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 12
Day Driftin Away by Lido Key Vacations Home in Lido Key, FL 34236 Vacation Rental License #VR23-00006 Minimum stay dura ...
From $1132 per night (USD)Expedia
From $1308 per night (USD)VRBO
Showstopping home with a Pool, Rooftop Deck, and Games! Sun-Day Style
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 10
Sun-day Style by Lido Key Vacations Lido Key, FL VR23-00004 Welcome to Sun-day Style, an incredible new vacation home ...
From $1308 per night (USD)VRBO
From $257 per night (USD)Expedia
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 $257 per night (USD)Expedia
From $332 per night (USD)VRBO
Your private slice of Paradise for your special get away in a 5 star home.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 5
Spend your vacation leisurely relaxing in your ultra private pool or hot tub, surrounded by tropical landscaping. The se ...
From $332 per night (USD)VRBO
Click For PricingExpedia
Cozy Florida cottage- 2 miles to downtown Sarasota, 4 miles to siesta key beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This cozy Florida cottage, located just 1 mile from historic downtown Sarasota's buzzing restaurant and shopping distric ...
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From $410 per night (USD)VRBO
Coastal Cottage | Outdoor Oasis w/ Fire Pit + Grill!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
BNB Breeze Presents: Coastal Cottage! Vacation in a slice of paradise, just minutes away from the delightful Amish commu ...
From $410 per night (USD)VRBO
From $281 per night (USD)Expedia
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 $281 per night (USD)Expedia