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Sarasota Rentals Featuring Siesta Key

area: Siesta Key
area: Siesta Key
54 Properties Returned
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54 Properties Returned
4 Bed
3½ Bath
Sleep 8
Daily: $359 - $599

Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US are not even a five-minute stroll away....

4 Bed
3 Bath
Sleep 10
Call For Availability and Pricing

Take a look at this spacious canal front home on Siesta Key with heated pool. This home is great for a large family or even two families with its open floor...

4 Bed
3½ Bath
Sleep 11
Daily: $250 - $599

This luxury Siesta Key vacation rental gives easy access to Siesta Key Beach. With four bedrooms, three full bathrooms, and two half baths this property has...

4 Bed
2½ Bath
Sleep 8
Call For Availability and Pricing

Stay at this large Key West style Siesta Key vacation rental home minutes to Siesta Key village and beaches. The property offers a private backyard with heated...

1 Bed
1 Bath
Sleep 4
Daily: $99 - $185

This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to...

2 Bed
2 Bath
Sleep 6
Daily: $100 - $289

Get the best of both locations with this beach property. Located across the street with direct access to Siesta Key beach and just a few blocks from Siesta Key...

1 Bed
1 Bath
Sleep 4
Daily: $99 - $185

This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to...

2 Bed
2 Bath
Sleep 6
Daily: $95 - $189

This 2 bedroom 2 bath unit is located on the intercostal and just 1 mile south of Siesta Key public beach. There are no stairs to worry about here! With this...

3 Bed
2 Bath
Sleep 6
Daily: $215 - $425

Siesta Key is a popular island destination voted #1 for its beaches and top 5 places to live numerous times by Dr. Beach, TripAdvisor, and USnews. The home is...

3 Bed
2 Bath
Sleep 7
Daily: $175 - $349

*** NEW *** Enjoy this updated townhome within walking distance to Siesta Key's main beach. The property is located within a resort style gated community...

1 Bed
1 Bath
Sleep 4
Daily: $99 - $185

This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to...

3 Bed
2½ Bath
Sleep 6
Daily: $129 - $269

Spacious and clean, this 2 two story condo at Midnight Cove II has 3 bedrooms and 2.5 baths to accommodate you and your guests. The main living area has large...

2 Bed
2 Bath
Sleep 6
Daily: $109 - $250

This is a two bedroom two bathroom unit furnished with king-size bed in one private bedroom, two twin-size beds in the other private bedroom, and sleeper sofa...

3 Bed
2 Bath
Sleep 6
Daily: $249 - $425

Location, Location, Location! This 3 bedroom modern home with swimming pool is in the perfect location being less than a 5 minute walk from the soft white sands...

2 Bed
2 Bath
Sleep 6
Daily: $109 - $249

Come and enjoy this two bedroom two bathroom condo style vacation rental located just a short walk to Siesta Key beach. The main living area has an open concept...

2 Bed
2½ Bath
Sleep 6
Daily: $169 - $350

Service Highlights:- Professionally laundered linens & towels with each reservation.- Exceptional clean rating.- No keys to pickup or check-in process, simply...

3 Bed
2½ Bath
Sleep 8
Daily: $250 - $499

Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The property has recently been renovated and...

2 Bed
2 Bath
Sleep 4
Daily: $200 - $428

Awake to sunrise and dine with vibrant sunsets as your backdrop. Experience the ultimate island views from this modern penthouse atop the tallest building on...

2 Bed
3 Bath
Sleep 7
Daily: $119 - $250

Siesta Key has been named America's #1 beach time and time again. Experience fun in the sun like never before at this two-story townhome style condo located...

3 Bed
3 Bath
Sleep 6
Call For Availability and Pricing

*** NEW *** Looking for that perfect location on Siesta Key? Look no further than this beautifully updated home and enjoy the relaxed vibe of Siesta Key! The...

1 Bed
1 Bath
Sleep 4
Daily: $100 - $199

Walk the soft sandy shores of Siesta Key beach from this 1 bedroom1 bath vacation rental on Siesta Key. The unit offers an open floor plan with full kitchen,...

3 Bed
2½ Bath
Sleep 6
Call For Availability and Pricing

Welcome to Cape Aqua! This single family vacation rental home on Siesta Key has 3 bedrooms 2 1/2 baths and pool. Located on the closest private street to...

1 Bed
1 Bath
Sleep 4
Daily: $100 - $169

*** NEW *** Don't spend any of your vacation time walking, searching, or positioning for space on crowded beaches. This one bedroom condo comes with access to...

3 Bed
2 Bath
Sleep 8
Daily: $220 - $425

Gated, 3b/2b Single Family Oasis 1 Block to Siesta Village3 Beds/2 Baths, Sleeps 8Welcome to your oasis on Peaceable in the exclusive Treasure Boat community,...

2 Bed
1 Bath
Sleep 6
Daily: $100 - $229

Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living...

2 Bed
2 Bath
Sleep 6
Daily: $129 - $275

This is a spacious studio style two bedroom unit furnished with king-size bed and queen sleeper sofa downstairs and queen bed upstairs Accommodating up to 6...

3 Bed
2 Bath
Sleep 6
Daily: $100 - $399

Discover Siesta Key at this three bedroom two bathroom vacation rental home located in the heart of Siesta Key tucked away in a quiet neighborhood. Hire one of...

4 Bed
3½ Bath
Sleep 8
Call For Availability and Pricing

Reside at this elegant retreat for your extended stay on beautiful Siesta Key. Enjoy the islands' miles of #1 rated beaches and laidback lifestyle of Siesta Key...

2 Bed
1 Bath
Sleep 4
Daily: $119 - $225

*** NEW *** If you are looking for some Florida beach relaxation, Look no further than this 2 bedroom Siesta Key Beachside vacation rental condo. Located within...

2 Bed
2 Bath
Sleep 6
Daily: $143 - $325

If you are going to visit the #1 beach in the country, then stay on the #1 beach! This two bedroom and two full bathroom beachfront condo is located on Siesta...

3 Bed
2 Bath
Sleep 8
Daily: $149 - $299

*** NEW *** Looking for a beachside vacation rental home with heated pool just steps away? Look no further than this three bedroom home located on Siesta Key...

4 Bed
3 Bath
Sleep 8
Call For Availability and Pricing

Siesta Key has grown in popularity over the years as a vacation hot spot. This is due not only to the islands' beautiful beaches but diving into that "island...

1 Bed
1 Bath
Sleep 4
Daily: $100 - $199

Take a look at this well appointed 1 bedroom 1 bath unit just a couple hundred meters from the #1 beach in America, Siesta Key Beach. This vacation rental unit...

1 Bed
1 Bath
Sleep 3
Daily: $79 - $139

This is a terrific little beach side studio. The unit is furnished with a Queen-size bed, Queen-size sleeper sofa, 32" LED TV w/ HD programming, and kitchen...

2 Bed
2 Bath
Sleep 7
Daily: $100 - $220

*** NEW *** Welcome to the Oxford house on the barrier island of Siesta Key. Tucked away in the center of the island in one of the only lush tropical wooded...

1 Bed
1 Bath
Sleep 5
Daily: $100 - $169

Service Highlights:- Professionally laundered linens & towels with each reservation.- Exceptional clean rating.- No keys to pickup or check-in process, simply...

2 Bed
2 Bath
Sleep 4
Call For Availability and Pricing

Siesta Key has come to be known around the world for is top rated beaches. One of the reasons it is continually rated #1 beach in America is of course it's...

2 Bed
2 Bath
Sleep 6
Daily: $119 - $249

*** NEW *** Enjoy beach and pool days to the fullest at this two bedroom two bath updated vacation rental on Siesta Key. No need to worry about crowded beaches...

2 Bed
2 Bath
Sleep 7
Daily: $119 - $250

Welcome to this cozy beach town home located less than 2 minutes walking distance from beautiful Siesta Beach. This town home is truly the beach getaway you...

1 Bed
1 Bath
Sleep 4
Daily: $89 - $199

This beachside unit is located just across the street from Siesta Key public beach. Simple and elegant furnishings include a Queen-size bed, comfortable Queen...

2 Bed
1 Bath
Sleep 5
Daily: $89 - $189

Siesta Key has grown in popularity over recent years due to its beautiful miles of pure white quartz sand beaches, vibrant nightlife, artistic culture, and...

2 Bed
2 Bath
Sleep 6
Daily: $109 - $250

*** NEW *** Siesta Key beach has become known world wide for its incredible miles of soft white sand beaches and small village type atmosphere. This property is...

2 Bed
2 Bath
Sleep 6
Daily: $109 - $249

Never miss a beach-scape sunset when you are just a couple hundred meters from Americans #1 beach, Siesta Key Beach. Enjoy this two bedroom two bathroom condo...

2 Bed
2 Bath
Sleep 4
Daily: $100 - $255

Come in and enjoy this spacious condo with water views of the intercostal in the quiet and tropical community of Bay Oaks. This 2 bedroom 2 bath unit has...

3 Bed
2 Bath
Sleep 8
Daily: $149 - $375

This is a three bedroom two bathroom single family home furnished with king-size bed in the private master bedroom with beautiful en-suite bathroom equipped...

2 Bed
1 Bath
Sleep 5
Daily: $119 - $249

*** NEW ***Looking for quick easy access to the #1 beach in America? You've found the place! Enjoy the excellent location of the Siesta Key Beachside vacation...

3 Bed
2 Bath
Sleep 8
Daily: $130 - $279

*** NEW *** If you are looking for a Siesta Key beachside vacation rental cottage with heated pool and private beach access, this is the spot for you! Come and...

2 Bed
2½ Bath
Sleep 6
Daily: $179 - $389

Enjoy this upscale townhome located within walking distance of Siesta Key Village and Siesta Key beaches. It features a private heated pool decadent finishes in...

1 Bed
1 Bath
Sleep 4
Daily: $99 - $219

Want to stay in a prime location and stay within budget? America's #1 rated beach is just a stones through away located directly across the street from the...

1 Bed
1 Bath
Sleep 4
Daily: $99 - $185

This is a one bedroom one bathroom unit furnished with king-size bed in the private bedroom and queen-size sleeper sofa in the living room accommodating up to...

3 Bed
3 Bath
Sleep 7
Call For Availability and Pricing

This single-family home offers three bedrooms and three bathrooms; no need to share here! Two of these are large suites with brand new bathrooms, one with a...

2 Bed
1 Bath
Sleep 4
Daily: $90 - $220

Location, location. Cute 2b/1b Near Beach and Village.Location, location! We are in easy walking distance to a long stretch of crystal-white sand of Siesta Key...

2 Bed
1 Bath
Sleep 6
Daily: $100 - $229

Enjoy this 2 bedroom 1 bath property located just 1 block from the beach. This unit offers an adequate kitchen with stainless steel appliances and ample living...

3 Bed
2 Bath
Sleep 6
Daily: $219 - $450

Welcome to Big Pass Hideaway! A three bedroom two bath private home with large lap pool located just a short walk to Shell Beach is ready to accommodate you and...