Loading...
I'm Flexible!

Sarasota Rentals Featuring Siesta Key

area: Siesta Key
area: Siesta Key
52 Properties Returned
SHARE RESULTS
52 Properties Returned
2 Bed
2 Bath
Sleep 7
Daily: $109 - $292

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...

2 Bed
2 Bath
Sleep 4
Daily: $100 - $285

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 areas on the...

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...

3 Bed
2 Bath
Sleep 6
Daily: $100 - $285

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...

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...

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 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
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
Daily: $129 - $357

*** 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...

4 Bed
3 Bath
Sleep 10
Daily: $139 - $321

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...

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...

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....

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

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 both a...

3 Bed
2 Bath
Sleep 8
Daily: $149 - $357

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 with private...

2 Bed
2 Bath
Sleep 4
Daily: $166 - $357

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...

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...

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 5
Daily: $100 - $169

Coming Soon...

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
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...

1 Bed
1 Bath
Sleep 4
Daily: $99 - $214

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...

4 Bed
3½ Bath
Sleep 11
Daily: $214 - $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...

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...

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 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: $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
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...

3 Bed
2 Bath
Sleep 8
Daily: $159 - $285

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 enjoy the...

4 Bed
2½ Bath
Sleep 8
Daily: $110 - $250

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...

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 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
3 Bath
Sleep 7
Daily: $100 - $215

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: $100 - $250

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

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
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
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...

1 Bed
1 Bath
Sleep 4
Daily: $99 - $214

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: $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...

4 Bed
3 Bath
Sleep 8
Daily: $113 - $357

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...

2 Bed
2 Bath
Sleep 6
Daily: $100 - $282

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 and...

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 - $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 - $214

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...

1 Bed
1 Bath
Sleep 4
Daily: $99 - $214

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...

4 Bed
3½ Bath
Sleep 8
Daily: $139 - $599

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...

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...

3 Bed
2 Bath
Sleep 6
Daily: $200 - $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...

2 Bed
1 Bath
Sleep 5
Daily: $100 - $282

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 rental condo...

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...

3 Bed
2½ Bath
Sleep 6
Daily: $113 - $215

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...

2 Bed
2 Bath
Sleep 6
Daily: $109 - $292

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 located...

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...