Loading...
  Search Properties
I'm Flexible!

Rentals Featuring: Siesta Key

area: Siesta Key
area: Siesta Key
41 Properties Returned
List Grid SHARE RESULTS
41 Properties Returned
4 Bedrooms
3 Baths
Sleeps 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

2 Bedrooms
3 Baths
Sleeps 7
Call For Availability and Pricing

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 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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 Bedrooms
1 Bath
Sleeps 6
Call For Availability and Pricing

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 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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 Bedrooms
1 Bath
Sleeps 6
Call For Availability and Pricing

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

Special
2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

Special
3 Bedrooms
2 Baths
Sleeps 8
Call For Availability and Pricing

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 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

Never miss a sunset over the Gulf of Mexico from this island retreat. Located just a short walk to the beach, this two story home with private heated pool can

Studio
1 Bath
Sleeps 4
Call For Availability and Pricing

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

1 Bedroom
1 Bath
Sleeps 4
Call For Availability and Pricing

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,

1 Bedroom
1 Bath
Sleeps 4
Call For Availability and Pricing

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

Special
2 Bedrooms
2½ Baths
Sleeps 6
Call For Availability and Pricing

Upscale town home with private heated pool in superb location. Find yourself just around the corner from Siesta Key village and a short walk or bike ride to

Special
1 Bedroom
1 Bath
Sleeps 4
Call For Availability and Pricing

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 Bedrooms
2½ Baths
Sleeps 8
Call For Availability and Pricing

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

New Property
2 Bedrooms
1 Bath
Sleeps 4
Call For Availability and Pricing

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

3 Bedrooms
2½ Baths
Sleeps 6
Call For Availability and Pricing

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

Special
1 Bedroom
1 Bath
Sleeps 4
Call For Availability and Pricing

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

Special
1 Bedroom
1 Bath
Sleeps 4
Call For Availability and Pricing

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 Bedrooms
2½ Baths
Sleeps 6
Call For Availability and Pricing

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

New Property
3 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

4 Bedrooms
3½ Baths
Sleeps 8
Call For Availability and Pricing

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 Bedroom
1 Bath
Sleeps 4
Call For Availability and Pricing

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

New Property
3 Bedrooms
2 Baths
Sleeps 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

4 Bedrooms
2½ Baths
Sleeps 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

New Property
2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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 Bedrooms
3½ Baths
Sleeps 10
Call For Availability and Pricing

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

2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

Studio
1 Bath
Sleeps 4
Call For Availability and Pricing

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

3 Bedrooms
3 Baths
Sleeps 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

Special
2 Bedrooms
2 Baths
Sleeps 8
Call For Availability and Pricing

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

New Property
2 Bedrooms
2 Baths
Sleeps 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

Special
2 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

2 Bedrooms
2 Baths
Sleeps 4
Call For Availability and Pricing

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 Bedrooms
2½ Baths
Sleeps 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

Special
3 Bedrooms
2 Baths
Sleeps 6
Call For Availability and Pricing

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

Special
1 Bedroom
1 Bath
Sleeps 4
Call For Availability and Pricing

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

New Property
2 Bedrooms
1 Bath
Sleeps 5
Call For Availability and Pricing

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