Sarasota Area Rentals
From $130 per night (USD)HomeAway
3BR/2BA Condo-Covered Parking, on Golf Course, Venice, Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bird Bay Village is an established community located just off interstate 75 on the eastern edge of the quiet town of Ven ...
From $130 per night (USD)HomeAway
From $285 per night (USD)VRBO
5 minutes drive to nr Siesta Key 2BR/2BA condo Sienna Park. heated pool..
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach, on the North edge of Palmer Ranch. Thi ...
From $285 per night (USD)VRBO
From $100 per night (USD)HomeAway
Home for vacation rental in Sarasota, FL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Guests are sure to enjoy a memorable vacation in this fully furnished, 2 bedrooms/_2bath house.. Both bedrooms have qu ...
From $100 per night (USD)HomeAway
From $170 per night (USD)VRBO
Unit 54 -1 Bedroom 1 Bathroom Condominium With Partial North Gulf Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 54- 1 Bedroom and 1 Bathroom Condominium with Partial North. | This 1 bedroom 1 bathroom condominium located on th ...
From $170 per night (USD)VRBO
From $350 per night (USD)HomeAway
Enjoy the sunsets from the rooftop lanai!
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy wonderful Gulf views and sunsets from the fourth floor balcony. Tropical elegance abounds from this 4 level Villa ...
From $350 per night (USD)HomeAway
From $270 per night (USD)VRBO
Soaring Spirits in Longboat Key
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Just wait until you walk inside this spacious single story home. You’ll understand how it got its name, Soaring Spirits. ...
From $270 per night (USD)VRBO
From $200 per night (USD)HomeAway
Unit 166-2 Bedroom 2 Bathroom Gulf Side Club Interior Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This first floor beautifully decorated two bedroom two bathroom condominium is located on the gulf side of our property. ...
From $200 per night (USD)HomeAway
From $121 per night (USD)VRBO
Spacious Home w/ Heated Pool & Chef's Kitchen - Minutes to Siesta Key Beach
- Bedrooms:
- 3.5
- Bathrooms:
- 4
- Sleeps:
- 8
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $121 per night (USD)VRBO
From $228 per night (USD)HomeAway
Sea Shell Condo 402 Spacious 2BRs 2Bath Condo with a beautiful ocean view at Sea Shell Beach Front Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy a ...
From $228 per night (USD)HomeAway
From $40 per night (USD)VRBO
Relaxing Home with Private Pool and Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home has been offered by the owner/property manger since January 2010. With continuous improvements and maintenance ...
From $40 per night (USD)VRBO
From $184 per night (USD)HomeAway
Venice Florida Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We have a NEWLY RENOVATED 2 bedroom, 2 bath condo for rent in the Plantation Golf and Country Club Community in beautifu ...
From $184 per night (USD)HomeAway
From $100 per night (USD)VRBO
Upscale vacation in South Venice
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Upscale modern luxury South Venice house 3 bedrooms, 2 baths, 2000 sf, high ceiling, modern Italian furniture. 10 min sh ...
From $100 per night (USD)VRBO
From $65 per night (USD)HomeAway
Tropical Paradise in the City, Centrally located to everything incl beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our guests say this home is where you want to be ! Very centrally located to beaches, restaurants and attractions for lo ...
From $65 per night (USD)HomeAway
From $55 per night (USD)VRBO
Our rental sleeps 6 comfortably! Come down and enjoy Paradise! Siesta Beach #1
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Sarasota rental perfect for family and friends getaways!!! 5 minutes from Siesta Key Beach!!! OUR rental features a cal ...
From $55 per night (USD)VRBO
From $150 per night (USD)HomeAway
Minutes to Siesta and Downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New exterior paint, garage door, front door, brand new kitchen appliances, washer and dryer AND new sectional couch! Th ...
From $150 per night (USD)HomeAway
From $1600 per night (USD)VRBO
Tropical Bungalow 5 min walk Beach-15 min Village, Monthly Rental, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SHORT WALK TO FAMOUS SIESTA WHITE SAND BEACH & QUAINT ISLAND VILLAGE. The Blue Lagoon is the perfect tropical getaway ...
From $1600 per night (USD)VRBO
From $164 per night (USD)HomeAway
Beautiful Beachfront Complex on Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
While the complex is ocean front, this unit does not have a view of the water. However, it is a spacious, comfortable h ...
From $164 per night (USD)HomeAway
From $95 per night (USD)VRBO
"Safe & Clean" Key West Suite , only 60 steps to the Siesta Key Public Beach -
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Next to the Siesta Key Public Beach, 60 steps only! This amazing recently updated and newly refurbished 2 bedroom apartm ...
From $95 per night (USD)VRBO
From $169 per night (USD)HomeAway
"HOME AWAY FROM HOME" Very comfortable one bedroom condo at Sienna Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Reserve this 1 bedroom/1 bathroom condo now for your Florida vacation. This unit is FULLY FURNISHED, ground floor level ...
From $169 per night (USD)HomeAway
From $149 per night (USD)VRBO
Bay To Beach Family Friendly Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spacious condominium on the bay side of beautiful Siesta Key! Two bedroom 2 bath unit overlooking the pool and tropical ...
From $149 per night (USD)VRBO
From $159 per night (USD)HomeAway
Island condo in Paradise!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Newly updated light and tasteful 1st fl. end unit on the island of Venice! 1 block from the beach and 4 blocks from hist ...
From $159 per night (USD)HomeAway
From $150 per night (USD)VRBO
Full Gulf Views Across from Siesta Key Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Panoramic View of the Gulf of Mexico and unobstructed city views from this spacious 2 bedroom, 2 bath non-smok ...
From $150 per night (USD)VRBO
From $245 per night (USD)HomeAway
SPRING SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi, BookNow!!!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! The compl ...
From $245 per night (USD)HomeAway
From $150 per night (USD)VRBO
Beautiful pool and beach access all within walking distance of downtown.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location, location, close to downtown, private beach, bike to anywhere on Venice Island. Beautiful 3 bedroom that can s ...
From $150 per night (USD)VRBO
From $449 per night (USD)HomeAway
Stunning 5* Luxury Vacation Home, Private Golden Beach and Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Absolute top location! Joliehus is a magnificent, exclusive and luxuriously equipped stunning Beach Vacation Home in pre ...
From $449 per night (USD)HomeAway
From $325 per night (USD)VRBO
SPRING SPECIAL NOW!!! Fully furnished, Pool and Jacuzzi, FreeWiFi, BookNow!!!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! The compl ...
From $325 per night (USD)VRBO
From $120 per night (USD)HomeAway
Cozy Corner Home near Warm Mineral Springs and Beaches !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy, yet spacious with wood and tile floors and carpeted bedrooms. Master bedroom has queen size bed and bathroom with ...
From $120 per night (USD)HomeAway
From $350 per night (USD)VRBO
Waterfront Pool Home with Gulf Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful relaxing quiet neighborhood on a dead end street. Relax by the saltwater pool or fish off the dock for Snook, ...
From $350 per night (USD)VRBO
From $271 per night (USD)HomeAway
Little Lido Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
<strong>AT A GLANCE</strong> <li type="circle"> Cozy beach house on stunning Lido Key</li> <li type="circle">3 Bedroom ...
From $271 per night (USD)HomeAway
From $125 per night (USD)VRBO
SHORE ACRES- Less than a mile to Nokomis Beach
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 6
There are two bedrooms: The Master bedroom has a queen bed and the second bedroom has twin beds. There is one full bat ...
From $125 per night (USD)VRBO
From $164 per night (USD)HomeAway
Paradisel 2 Bedroom Gulf/Beach Front Condo, Remodeled, Sunset on Siesta Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
AMAZING 2-bedroom, beach front condo with sunset views overlooking the Gulf of Mexico with either ocean or lagoon water ...
From $164 per night (USD)HomeAway
From $218 per night (USD)VRBO
West Of The Trail, Cottage.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dreamy west of trail cottage. Close to shopping and beaches. Fully renovated vintage cottage. Wood floors, tile baths, g ...
From $218 per night (USD)VRBO
From $141 per night (USD)HomeAway
Our House at the Beach 222, Sleeps 4, 2 Bedroom, Tennis, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
There's plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living roo ...
From $141 per night (USD)HomeAway
From $100 per night (USD)VRBO
Your Great Escape to Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in one of the most desirable areas on Siesta Key and a favorite with the locals. This cozy condo is situated on ...
From $100 per night (USD)VRBO
From $150 per night (USD)HomeAway
Make yourself at home clean 3/2 private heated saltwater pool home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***Please contact us if you don't see your dates available *** Your North Port , Flordia stay couldn’t get any better w ...
From $150 per night (USD)HomeAway
From $59 per night (USD)VRBO
Walk to the Beach! Newly Remodeled, Just 4 Blocks from Beautiful Venice Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We value the health and safety of all of our guests. All frequently touched surfaces, knobs, faucets, and appliances are ...
From $59 per night (USD)VRBO
From $50 per night (USD)HomeAway
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 1 SPECIALS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy Siesta Key in style! We are a small resort on Siesta Key offering daily rentals Brand new high end ground floor lu ...
From $50 per night (USD)HomeAway
From $260 per night (USD)VRBO
Unit 115- 2 Bedroom 2 Bathroom Condominium With Partial North Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 115- 2 Bedroom 2 Bathroom Condominium with Partial North Gulf Views. | This fully renovated (2018) two bedroom two ...
From $260 per night (USD)VRBO
From $100 per night (USD)HomeAway
Beautiful Siesta Key- Drop your bags and head to the White Sandy Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Number 201, with recent updates, is a beautifully situated spot to enjoy the comforts of home, while you are away from h ...
From $100 per night (USD)HomeAway
From $113 per night (USD)VRBO
3 bedroom 3 bath house with private heated screened pool on a quiet cul de sac
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
2300 sq ft home 3 car garage with covered lani with a screened in solar heated pool and large fenced in private back yar ...
From $113 per night (USD)VRBO
From $85 per night (USD)HomeAway
Siesta Key For Me @ The Palm Bay Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Inter-coastal & Ocean Front Property, 2 Pools, 1 Hot Tub, Private Beach ⭐⭐⭐⭐⭐average reviews. This Bayside Suite has be ...
From $85 per night (USD)HomeAway
From $125 per night (USD)VRBO
Amazing View - On Golf Course - Top Floor - Near Beaches, Shopping & Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This highly sought after and beautifully decorated 2 bedroom / 2 bath condo located in Farmington Vistas, which is a sma ...
From $125 per night (USD)VRBO
From $405 per night (USD)HomeAway
Venice Island Retreat 2BR/2BA Home With Tropical Heated Pool & Waterfall
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to The Venice Island Retreat, a true island home located in the historic district of Venice, Florida. Nestled und ...
From $405 per night (USD)HomeAway
From $400 per night (USD)VRBO
Beautiful 3BR Venice Home w/ private pool; only 3 miles from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a private getaway? Absolutely stunning, private home with close proximity to downtown Venice, restaurants a ...
From $400 per night (USD)VRBO
From $95 per night (USD)HomeAway
Less than 3 Miles to Siesta Key Beach! Close to everything!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our sweet serene older cottage home is located in a quiet old Florida neighborhood and is across from a small neighborho ...
From $95 per night (USD)HomeAway
From $120 per night (USD)VRBO
Sit Back And Watch The Parade Of Boats From Your Luxurious Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
COMPLETELY RENOVATED WITH BREATHTAKING VIEWS of the inter-coastal waterway. This condo has a large screened lanai, 2 T ...
From $120 per night (USD)VRBO
From $97 per night (USD)HomeAway
Aurora Seabreeze, Fenced Yard, 3 Bedroom, Heated Pool, Wi-Fi, Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Ideal for families gathering from across the country and for vacations with many generations, Aurora Seabreeze will deli ...
From $97 per night (USD)HomeAway
From $150 per night (USD)VRBO
Unit 162- 1 Bedroom 1 1/2 Bathroom Club Side Interior Condominium
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 4
This third floor 1 bedroom 1 ½ bathroom condominium is located on the Gulf side of our property. Because of its central ...
From $150 per night (USD)VRBO
From $125 per night (USD)HomeAway
RECENTLY RENOVATED! Only steps to the beach and premium everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Act now to enjoy this beautifully remodeled condo only steps from the #1 Beach in the country! We are LESS THAN 100 yard ...
From $125 per night (USD)HomeAway
From $100 per night (USD)VRBO
*View World-famous Siesta Beach from Lanai! Closest Condo Complex to the Beach*
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2020 TripAdvisor ranks Siesta Beach #1 best beach in the US and #11 in the WORLD (based on travelers reviews & ratings) ...
From $100 per night (USD)VRBO
From $200 per night (USD)HomeAway
Beach Location - Luxury Villa with Pool, Walk to Beach and Restaurants!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
This is a beautiful luxury townhouse located on Siesta Key . Dr. Beach has named Siesta Key Beach as the #1 beach in the ...
From $200 per night (USD)HomeAway
From $500 per night (USD)VRBO
Fabulous refurbished coastal pool home on Lido Key seconds from St. Armand's Circle
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 8
PLEASE SEE COVID 19 / STANDARD POLICIES BELOW - it is different from VRBO policy options as are payment options. Arrival ...
From $500 per night (USD)VRBO
From $59 per night (USD)HomeAway
Summer and Fall available for 2021 !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Are you looking for that perfect vacation place for your big family and friends and able to afford? This seasonal Home R ...
From $59 per night (USD)HomeAway
From $150 per night (USD)VRBO
Spacious beach house sleeping 13 with private heated pool and hot tub
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 13
This spacious and cozy beach house is perfect for families as it comfortably sleeps 13 people and is located in a peacef ...
From $150 per night (USD)VRBO
From $167 per night (USD)HomeAway
*** OCEAN FRONT SPECIAL *** From $99/night
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
*** OCEAN FRONT SPECIAL *** From $99/night . Longboat Key - Ocean Front Condo ~ DIRECT BEACH FRONT CONDO ~ ~ Beautifull ...
From $167 per night (USD)HomeAway
From $150 per night (USD)VRBO
Long Boat Key's Best Kept Secret! Just steps away from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Closest building to the beach with views of both the Gulf of Mexico and Sarasota Bay over the marina. Located mid-key m ...
From $150 per night (USD)VRBO
From $120 per night (USD)HomeAway
Siesta Key Beach House Just Steps To Beach And Village -
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located close to Beach and Village, this bright and open floor plan has walk out to updated salt water pool and paved la ...
From $120 per night (USD)HomeAway
From $200 per night (USD)VRBO
Unit 153-2 Bedroom 2 Bathroom Gulf Side Club Interior Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This first floor 2 bedroom 2 bathroom condominium is located on the Gulf side of our property. Because of its central l ...
From $200 per night (USD)VRBO
From $170 per night (USD)HomeAway
Beachfront Condo - Facing Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located directly across from world-renowned Siesta Key Beach, this fabulous condo is the perfect vacation retreat with a ...
From $170 per night (USD)HomeAway
From $100 per night (USD)VRBO
Caspersen Beach -HEATED POOL! Access to the Private Beach. Have fun and relax!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
ASK ABOUT OUR MONTHLY RATES. Our Smoke Free house is located 1 mile from South Venice Ferry. Access to the ferry, which ...
From $100 per night (USD)VRBO
From $95 per night (USD)HomeAway
Lovely Lido Beach Retreat Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This lovely Lido Beach Villa will delight you with its contemporary charm and pristine interior. The beautifully remodel ...
From $95 per night (USD)HomeAway
From $130 per night (USD)VRBO
A Piece Of Paradise! Tropical Pool Home With Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
From the moment you step through the front door you will feel all of your stress lifted. Vacation has begun! Entry into ...
From $130 per night (USD)VRBO
From $90 per night (USD)HomeAway
Beautiful Pool Home in Private Setting in a bird sanctuary
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Situated on 5 lots in a quiet , safe, residential neighborhood in a wildlife sanctuary, our home offers a relaxing retre ...
From $90 per night (USD)HomeAway
From $184 per night (USD)VRBO
RENOVATED 2BED/2BATH'S ON CRESCENT BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
COMPLETELY Remodeled Condo. "Second Wind"24V Series Germicidal Surface/ & Air Purifier System Installed on HVAC System ...
From $184 per night (USD)VRBO
From $220 per night (USD)HomeAway
Lakeside Apartment in Sarasota Los Lagos' Jewel 2/2 Mediterranean Luxury Look
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You rent a condo, and get the feeling of an elegant, spacious luxury villa! Welcome to Los Lagos with rural Mediterrane ...
From $220 per night (USD)HomeAway
From $200 per night (USD)VRBO
Unit 131- 2 Bedroom/2 Bathroom Club Interior
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This third floor 2 bedroom 2 bathroom condominium is located on the Gulf side of our property. There is a spacious ele ...
From $200 per night (USD)VRBO
From $325 per night (USD)HomeAway
s!Tropical Getaway!! Spring Season Special!!! Heated pool!!! BOOK NOW! Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Don't Miss this Unique Opportunity to Rent Just Minutes from the White Sandy Beaches of Sparkling Siesta Key! My fully ...
From $325 per night (USD)HomeAway
From $150 per night (USD)VRBO
Spacious Venice Home In Quiet Neighborhood.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our home is a 2 bedroom, 2 bath, split plan with enclosed porch, extended garage, indoor utility room, separate living r ...
From $150 per night (USD)VRBO
From $250 per night (USD)HomeAway
BOOK YOUR DREAM HOME FOR YOUR DREAM VACATION
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THE DREAM HOME FOR YOUR DREAM VACATION! This is it. Look no further. Your Dream Home Vacation is here. Where else? VENI ...
From $250 per night (USD)HomeAway
From $102 per night (USD)VRBO
Private beach and two pools adjacent to village in a secluded complex.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This two bedroomed first floor condo in a low rise building has been updated and is furnished to a high standard. It ha ...
From $102 per night (USD)VRBO
From $136 per night (USD)HomeAway
Beautifully remodeled one-bedroom with "sleep-ready" den
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Charming Siesta Key one bedroom den/second bedroom, one bath vacation condo rental at Gulf & Bay Bayside. Master bedroom ...
From $136 per night (USD)HomeAway
From $199 per night (USD)HomeAway
Condo 108 Experience Paradise in this 2BRs 2Bath condo Right on the No 1 beach in the USA At Sea Shell Beach Front Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy a ...
From $199 per night (USD)HomeAway
From $135 per night (USD)VRBO
Siesta Key Serenity At The Palm Bay Club!!! August & September 2021 OPEN NOW!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Easy access -- park in front of your condo. No steps. No elevators. Location and value. This 1st floor bayside cond ...
From $135 per night (USD)VRBO
From $250 per night (USD)HomeAway
SUN, FUN AND RELAX IN THIS BEAUTIFUL POOL HOME
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautiful house. When you drive up it's a definite WOW. Located in a quiet welcoming neighborhood. The open ...
From $250 per night (USD)HomeAway
From $280 per night (USD)VRBO
Unit 57 – 2 Bedroom 2 Bathroom Condominium with Partial South Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 57- 2 Bedroom and 2 Bathroom Condominium with Partial South Views. | This beautiful two bedroom two bathroom Gulf ...
From $280 per night (USD)VRBO
From $100 per night (USD)HomeAway
Paradise! Remodeled 2 bedroom 2 bathroom with incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious large ground floor corner unit is just steps away from the pool, hot-tub, fishing pier and poolside BBQ's. ...
From $100 per night (USD)HomeAway
From $154 per night (USD)VRBO
Affordable 2ba/1ba Waterfront Cottage in Sarasota close to downtown and beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming 2br/1ba cottage on Whitaker Bayou with direct access to the Gulf of Mexico. Close to beaches, restaurants, shop ...
From $154 per night (USD)VRBO
From $359 per night (USD)HomeAway
Beautiful Siesta Key home on the Grand Canal, 700 yards from the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Our charming home is located on the Grand Canal deep boating water, just 700 yards to the powdery sands of Siesta Key Be ...
From $359 per night (USD)HomeAway
From $168 per night (USD)VRBO
Bonus Bedroom on Siesta Key - Walk to #1 beach in USA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Water view two bedroom condo with a bonus! There's not another property like this in the community. Mom, Dad and the kid ...
From $168 per night (USD)VRBO
From $229 per night (USD)HomeAway
Fantastic 2 Bd+Den,2bth With Heated Pool Near Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the relaxed but vibrant life of Sarasota, Florida. Just a short drive to the beautiful white sand beaches of ...
From $229 per night (USD)HomeAway
From $25 per night (USD)VRBO
Spacious Villa with Lush Tropical Garden Very Close to Siesta Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Your warm relaxing subtropical vacation begins here. Renovated in 2019. Enjoy the sunset over Siesta key from just a sho ...
From $25 per night (USD)VRBO
From $203 per night (USD)HomeAway
Walk to the Private Beach/Ferry. Beautiful Pool Home With Bikes And Kayaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The newly constructed pool with in-pool sun deck is ready for your enjoyment. The construction of the pool, paver deck a ...
From $203 per night (USD)HomeAway
From $100 per night (USD)VRBO
Private Beach Access Resort Style Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come and enjoy the amazing beauty of Siesta Key. This beautifully decorated, spacious condo at Excelsior Beach to Bay i ...
From $100 per night (USD)VRBO
From $150 per night (USD)HomeAway
FULLY RENOVATED BEACH BUNGALOW! A COUPLES very own COZY and PRIVATE paradise.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The SandCastle is a secluded, peaceful hidden Gem just 4 miles away from the #1 Beach in the USA! Enjoy your time in thi ...
From $150 per night (USD)HomeAway
From $85 per night (USD)VRBO
"Safe & Clean" Honeymoon Suite, - only 60 steps to the Siesta Key Public Beach -
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Only 60 steps to the beach. Entire apartment refurbished and updated incl. new flooring 2020. Spacious 1 bedroom / 2 f ...
From $85 per night (USD)VRBO
From $100 per night (USD)HomeAway
Newly renovated 3 Br/2 Ba Villa Minutes From Beach/Downtown/Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary description: Location, Location, Location! The perfect urban beach and arts escape. Close to Beaches, Bay, Downt ...
From $100 per night (USD)HomeAway
From $136 per night (USD)VRBO
Kick Back & Relax - King & Queen Beds in Our Adorable Ground Floor Siesta Key Beach & Bayside Con...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lovely beach retreat. Walk to Siesta Beach With a King bed in the master bedroom and a Queen bed in the guest den, this ...
From $136 per night (USD)VRBO
From $50 per night (USD)HomeAway
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIAL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals Luxury 1 bedroom villa on Siesta Key. Easy 5 minute walk to ...
From $50 per night (USD)HomeAway
From $147 per night (USD)VRBO
Indoor/Outdoor Living House w/ Screened Pool & Sunroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $147 per night (USD)VRBO
From $85 per night (USD)HomeAway
Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located just over the bridge from Siesta Key and minutes away from Sarasota's thriving dining and arts districts, our su ...
From $85 per night (USD)HomeAway
From $150 per night (USD)VRBO
Unit 26- 1 Bedroom 1 Bathroom Condominium East View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit 26- This beautiful one bedroom, one bathroom condo has been renovated and professionally decorated in casual contem ...
From $150 per night (USD)VRBO
From $150 per night (USD)HomeAway
December 2020 - January 2021 Available Farmington Vista, Plantations
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Availability NOW Mid-March thru April 2020 Enjoy Easter/Passover in Venice Florida Also Jan 2021- AVAILABILE!! - in ...
From $150 per night (USD)HomeAway
From $150 per night (USD)VRBO
Beautiful Stoneybrook Golf Course Condo! Veranda Greens - Overlooks 16th green
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Immaculate - 2 Master Bedrooms, 2 Baths, 2 Screened Lanais, Vaulted ceilings and garage. Designer furnished interior an ...
From $150 per night (USD)VRBO
From $720 per night (USD)HomeAway
Gorgeous 2BR Siesta Key Gulf Front Beach Condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We have gorgeous Gulf views from our screened balcony and you can also see the ocean from both bedrooms. Our condo has b ...
From $720 per night (USD)HomeAway
From $124 per night (USD)VRBO
Steps from White Sands of Siesta Beach-Best Beach-Apartment Updated in 2016
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly remodeled one-bedroom, one bath ground-floor apartment with ceramic tile and enclosed backyard/garden for lounging ...
From $124 per night (USD)VRBO
From $150 per night (USD)HomeAway
LOCATION South Gate: Dog Friendly: 10 MIN to Siesta Beach; Walk to all shopping
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Great Location in SouthGate on a quiet street with fenced back yard for your DOG. House is very well equipped for your ...
From $150 per night (USD)HomeAway
From $130 per night (USD)VRBO
Super Cute, Super Clean Large One Bedroom - Fully Remodeled!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This first floor 700 sq ft unit can sleep up to 4 and is located in a deluxe three unit building that was recently fully ...
From $130 per night (USD)VRBO
From $142 per night (USD)HomeAway
Beautiful Pool Venice House-2Bd/2Ba/AC Lanai Near Beaches-Cable-WIFI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is the perfect dream vacation house you have being looking for! Our cozy and comfortable Pool Private Home is cent ...
From $142 per night (USD)HomeAway
From $100 per night (USD)VRBO
Luxurious Condo walk to Siesta Key Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous Vacation Rental on Siesta Key. 2 bedroom/2 bathrooms in the prestigious Harbor Towers Yacht & Racket Club. Cond ...
From $100 per night (USD)VRBO
From $153 per night (USD)HomeAway
Luxe Home w/ Screened Pool & Spa - Minutes to Siesta Key Beach & Local Dining
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $153 per night (USD)HomeAway
From $100 per night (USD)VRBO
You will love Lido Key!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located 1/2 block to Lido Beach and close to the fabulous restaurants and shopping of St. Armands Circle. Private locati ...
From $100 per night (USD)VRBO
From $1048 per night (USD)HomeAway
Luxurious Mediterranean Estate with Private Beach!
- Bedrooms:
- 6.5
- Bathrooms:
- 6
- Sleeps:
- 14
Live in paradise! Experience the true serenity of Sarasota Bay with this beautiful home. This multi-million home offers ...
From $1048 per night (USD)HomeAway
From $200 per night (USD)VRBO
New Listing- 3 Bedroom House North End of Siesta Key - short walk to Shell Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
BANYAN TREE COTTAGE! Welcome to the elegant world famous white quartz sand beaches. This cottage, nestled on a diminut ...
From $200 per night (USD)VRBO
From $109 per night (USD)HomeAway
Charming Beachy Bungalow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Guests are sure to enjoy a memorable vacation in this fully furnished home. The master bedroom has a queen-sized bed and ...
From $109 per night (USD)HomeAway
From $200 per night (USD)VRBO
Venetian Vacation! Close To Beaches, Restaurants & Shopping!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This rental offers complete Kitchen, tile floors, Queen size sleeper sofa, dining table and relaxing front porch and ...
From $200 per night (USD)VRBO
From $70 per night (USD)HomeAway
The Cottage Next Door Sarasota Downtown location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Recently restored 1925 cottage nestled in the heart of Sarasota's newest and most desirable downtown neighborhood and ju ...
From $70 per night (USD)HomeAway
From $168 per night (USD)VRBO
Super clean and Modern Townhouse, Style And Comfort, Steps From PRIVATE Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
THE 5 STAR REVIEWS OF THIS CONDO SPEAK FOR THEMSELVES. WE WERE CLEAN BEFORE CLEAN WAS "A THING" Located at Siesta Beac ...
From $168 per night (USD)VRBO
From $35 per night (USD)HomeAway
August Ringling Room - Stay in a Piece of Sarasota History - Downtown & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Stay in a piece of Sarasota history! This upstairs guest room, a 1 BR, 1 private bath is located in one of three histori ...
From $35 per night (USD)HomeAway
From $100 per night (USD)VRBO
Siesta Key-#1 Beach, 2017 Renovation w/ private entrance, Intracoastal/Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
"Latitude Adjustment” is your home-away-from-home, a thoughtfully renovated retreat located in the heart of Siesta Key ...
From $100 per night (USD)VRBO
From $150 per night (USD)HomeAway
Eagles are your neighbors at this 3br/2ba ranch home in Buttonwood Harbor sub.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax and unwind in this 3 bedroom 2 bathroom split-plan 1978 sq ft house with open kitchen/living room looking out to l ...
From $150 per night (USD)HomeAway
From $175 per night (USD)VRBO
Moving to Florida? Need Short Term Accommodations?
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome New Floridians!!! Moving into your new FL home can be a challenge whether waiting for new construction to be rea ...
From $175 per night (USD)VRBO
From $228 per night (USD)HomeAway
Condo 403 Vacation In Paradise on the No 1 Beach in the US Newly remodeled beach view 2BRs 2Baths condo at Sea Shell Beach Front Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy a ...
From $228 per night (USD)HomeAway
From $60 per night (USD)VRBO
1ST FL LAKEVIEW CONDO CLOSE TO BEACHES. SNOWBIRDS WELCOME!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
First floor condo with lanai overlooking private lake with fountain and gazebo. Prime location 5 minutes from beach and ...
From $60 per night (USD)VRBO
From $275 per night (USD)HomeAway
Fabulous 5 Bedroom With Private Heated Pool - Sleeps 14
- Bedrooms:
- 4.5
- Bathrooms:
- 5
- Sleeps:
- 14
Short 2 minute walk to the Beach and a 6 minute walk Village! This 4000 sq ft. 5 bedroom, 3 full and 1 half bath home h ...
From $275 per night (USD)HomeAway
From $200 per night (USD)VRBO
Waterfront Condo 2 Bedrooms, 2 Baths Between Sarasota and Venice
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 bedroom and 2 full baths condo is overlooking the water and canals, large screened in lanai with gorgeo ...
From $200 per night (USD)VRBO
From $199 per night (USD)HomeAway
Heated Pool and Spa just steps from Siesta Key Village & Beach,open for bookings
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
**This home is not a shared home & is Cleaned and being Disinfected as per CDC guidelines** The front of the home has a ...
From $199 per night (USD)HomeAway
From $150 per night (USD)VRBO
Plantation Golf & Country Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy watching golfers or the wildlife on the golf course. Yes, you might see a ‘gator! This is a two bedroom, two bat ...
From $150 per night (USD)VRBO
From $95 per night (USD)HomeAway
Sunny Oasis w/ New Appliances & Furnishings - Near Coast, Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
* TurnKey Vacation Rentals verifies this home is professionally cleaned with products approved by the EPA for use agains ...
From $95 per night (USD)HomeAway
From $209 per night (USD)VRBO
ADORABLE BEACH COTTAGE. PRIVATE POOL. 2 MINUTES FROM BEACH
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! The health and sa ...
From $209 per night (USD)VRBO
From $409 per night (USD)HomeAway
Pet-friendly, lovely home with large inground pool, live oaks and fenced yard.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This open concept living space has a fireplace, dining area that seats up to 8 for family gatherings, high-end stainless ...
From $409 per night (USD)HomeAway
From $159 per night (USD)VRBO
Beautiful pool great location, gated and quiet, minutes from downtown and beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SARASOTA, FLORIDA GATED COMMUNITY OF VILLAGIO ~ CORNER OF TUTTLE AND CHIANTI Professional Onsite management and Security ...
From $159 per night (USD)VRBO
From $1200 per night (USD)HomeAway
Tropical Hideaway Bungalow - Walk to Siesta Beach and Village
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 4
SHORT WALK TO FAMOUS SIESTA WHITE SAND BEACH & QUAINT ISLAND VILLAGE. Situated in the quiet and welcoming neighborhood ...
From $1200 per night (USD)HomeAway
From $160 per night (USD)VRBO
Beachplace 5 402 in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
** Beachplace is scheduled to do pool repairs during the month of August, 2021. This may result in pool closure for many ...
From $160 per night (USD)VRBO
From $264 per night (USD)HomeAway
Condo 101 Experience Paradise in this exquisite BEACHFRONT 2BRs 2Baths right on the No 1 US Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy a ...
From $264 per night (USD)HomeAway
From $59 per night (USD)VRBO
Slick,mod, midcentury available for March!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A truly uniquely designed home, The Terrace is located on a quiet little street convenient to all that Sarasota has to o ...
From $59 per night (USD)VRBO
From $175 per night (USD)HomeAway
Pool home with quiet lake view and wildlife
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Due to the Covid-19 situation, it is difficult to keep our listing up to date. Please contact us with any questions, dur ...
From $175 per night (USD)HomeAway
From $450 per night (USD)VRBO
Vacation 2/2 Condo West of the Trail!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly updated 2/2 vacation rental west of Tamiami Trail and within walking/biking distance of Siesta Key, Shopping, Dini ...
From $450 per night (USD)VRBO
From $90 per night (USD)HomeAway
Serenity on Siesta Key with access to beautiful gulf waters and close to Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our little piece of paradise in the botanical setting of Sandy Cove. There are two Master Suites and a newly ...
From $90 per night (USD)HomeAway
From $250 per night (USD)VRBO
Luxurious Beach Front Condo On Siesta Key
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 Bedroom, 2.5 Bath condo on gorgeous Crescent Beach, Siesta Key, FL. Voted Best Beach in U.S. by TripAdvisor ...
From $250 per night (USD)VRBO
From $90 per night (USD)HomeAway
Beautiful Residence With Panoramic Sunrises On the Favored South Wing
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to paradise and a view you will never stop enjoying… This bright and airy unit provides all you need for a won ...
From $90 per night (USD)HomeAway
From $90 per night (USD)VRBO
Sunny Florida! 15 min to Siesta Key! Spacious Family Friendly Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy Sunny Florida! Our Profession Cleaning Team has implemented Advanced Cleaning Techniques CDC Approved. Our vil ...
From $90 per night (USD)VRBO
From $228 per night (USD)HomeAway
Condo 410 Newly redocorated and freshly painted 2BRs 2Baths condo with a great view of Siesta Key at Sea Shell Beach Front Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Come and sink your toes into the cool powdery white sand right outside your door, see the incredible sunsets and enjoy a ...
From $228 per night (USD)HomeAway
From $165 per night (USD)VRBO
Amazing Beachfront 2bd/2ba Condo With Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing ground floor unit located directly on Siesta Key Beach with breathtaking partial gulf views. Siesta Key Beach i ...
From $165 per night (USD)VRBO
From $180 per night (USD)HomeAway
Just a few minutes to Siesta Key beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly remodeled and furnished 3 bdrm, 2 bath home with private backyard and heated pool, located very close to Siesta Ke ...
From $180 per night (USD)HomeAway
From $66 per night (USD)VRBO
Venice Harbor 604, 1 Bedroom, WiFi, Sleeps 4, Pet Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Venice Island has also been named one of Coastal Living’s "Best Places to Live on the Coast" in 2020 and “Happiest Seasi ...
From $66 per night (USD)VRBO
From $84 per night (USD)HomeAway
Beachaven 52, Sleeps 4, Ground Floor, 1 Bedroom, Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Imagine this: You step out your front door, and there, at the end of a walkway flanked by shrubbery on one side and an i ...
From $84 per night (USD)HomeAway
From $234 per night (USD)VRBO
1Br/1B Condo-Pineapple Palm #1D (Ground Floor): Siesta Key Inn
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Siesta Key Inn…where we invite you to relax, unwind and enjoy our casual way of life. Resting just a short s ...
From $234 per night (USD)VRBO
From $50 per night (USD)HomeAway
POOL VIEW Walk to beach King bed Heated pool DAILY WEEKLY SPECIALS villa 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a small resort on Siesta Key offering daily rentals New 2017 Luxury 1 bedroom ground floor villa. 55 inch HD ...
From $50 per night (USD)HomeAway
From $500 per night (USD)VRBO
Extraordinary Key West style 3 Bedroom 3.5 Bath pool home on the Grand Canal!
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 6
Please see COVID Cancellation Policy below - it is different from VRBO policy options as are payment options. Arrivals p ...
From $500 per night (USD)VRBO
From $88 per night (USD)HomeAway
Rare 3 Bedroom 2 Bath Rental with view of a lake on the golf course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nicely furnished; Bistro set on quiet patio This property is in the Meadows golf and tennis community which is ideally ...
From $88 per night (USD)HomeAway
From $159 per night (USD)VRBO
Fabulous Apartment, Sleeps Six, Only a 5 Minute Drive to USA's Best Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a 3 bedroom, 2 full bathroom 1400 square foot walk up apartment with screened lanai and only a short 5 minute dr ...
From $159 per night (USD)VRBO
From $150 per night (USD)HomeAway
Steps from the Gulf on Siesta Key
- Bedrooms:
- 3.5
- Bathrooms:
- 0
- Sleeps:
- 6
Beautiful Town home on Siesta Key. This is a two-level, 2100 sq ft, 2 1/2 baths home. Living rm with enclosed lanai, di ...
From $150 per night (USD)HomeAway
From $242 per night (USD)VRBO
Siesta Key - Siesta Dunes - Deluxe Beachfront Condo with Gulf of Mexico Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beach front ocean view property overlooks Crescent Beach and the Gulf of Mexico. Our "home away from home" in Sie ...
From $242 per night (USD)VRBO
From $175 per night (USD)HomeAway
Great location, clean and safe condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedroom and 2 bath recently updated condo across from Siesta Key quartz sand beaches. Perfect location on the Island. ...
From $175 per night (USD)HomeAway
From $90 per night (USD)VRBO
Siesta Keys - Rated #1 Beach in USA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remod ...
From $90 per night (USD)VRBO