Luxury Vacation Rentals in Siesta Key

(7 rentals)
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Siesta Key Condo | On the beach
3 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 3 Bedrooms, 2 Bathrooms
8 reviews

$715

avg/night

$715
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Rentals by owner

About this property

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of ...

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Property Type

Siesta Key Condo

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Siesta Key House | On the beach
4 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 Bedrooms, 2.5 Bathrooms
10 reviews

$793

avg/night

$793
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

We lucked out! Hurricane Helene did not flood our beach house except for the carport. (But the Aloha Kai area is closed for the at least one month.) Hurricane Milton damaged some soffits.A front row seat for the famous sands and sunsets of Siesta Key Step barefoot directly on to the award-winning, ...

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Property Type

Siesta Key House

Featured review

"Perfect Getaway!"

We SO enjoyed our stay there! Our stay was to celebrate a milestone birthday of our sister and we couldn't have asked for a better spot! Our main goal was to relax, catch up and enjoy the beautiful beach ...

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Siesta Key House
5 BR | 4 BA | Sleeps 13 | Quick View
Sleeps 13, 5 Bedrooms, 4 Bathrooms
13 reviews

Distance to beach: 400 feet to Siesta Beach

$924

avg/night

$924
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage on a Navigable Canal to the Bay And Then The Gulf of Mexico , Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway. ...

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Property Type

Siesta Key House

Featured review

"Amazing home!"

We had an amazing time with our family at this home in SK! David (property manager) was incredibly responsive to our questions and even stopped by to introduce himself when we arrived!The space was ...

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Siesta Key House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 Bedrooms, 3 Bathrooms
1 review

Distance to beach: 300 feet to Siesta Key Beach

$706

avg/night

$706
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

This is a newly remodeled developers double wide four bedroom three and half bath penthouse unit with over 2,000 square feet that offers spacious living and entertaining areas for gatherings of family and friends with stunning panoramic views of the beach from its seventh floor location. The two master ...

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Property Type

Siesta Key House

Featured review

"Excellent vacation stay"

The condo and property were fantastic. The location and view of Siesta Key were amazing. This condo was great for our family vacation and the swimming pool was very clean and spacious. Definitely want ...

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Siesta Key Condo
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 3 Bathrooms

$790

avg/night

$790
avg per night
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Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool

About this property

This lovely penthouse condo is in one of Siesta Key's newest complexes (built in 2006). The Crescent offers luxury living at its finest. Bask in the spectacular view of the world famous Crescent beach on Siesta Key from this three (3) bedroom, three (3) bath beach front condominium's open air ...

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Property Type

Siesta Key Condo

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Siesta Key Condo
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 3 Bathrooms

$768

avg/night

$768
avg per night
View Details

Key Amenities

  • Air conditioning
  • Oceanfront
  • Pool

About this property

**Any advertised discounts on website do not apply to this unit*** also the spiral staircase from this units balcony to the pool deck is no longer available.** THIS 2ND FLOOR LUXURY CONDO HAS ONCE AGAIN BEEN UPDATED WITH DESIGNER FURNITURE AND FURNISHINGS. ALL BEDS NOW HAVE 800 COUNT VERA WANG COTTON ...

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Property Type

Siesta Key Condo

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Siesta Key Estate
6 BR | 5 BA | Sleeps 20 | Quick View
Sleeps 20, 6 Bedrooms, 5 Bathrooms

Distance to beach: 4 miles to Siesta Key Beach

$802

avg/night

$802
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Create memories with friends and family at this unique, and spacious property only 10 minutes from Siesta Key Beach. It is perfect for large groups or reunions as this house includes separate living spaces and has a total of 13 beds. Right behind the main house, you will find a fun area to relax, play ...

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Property Type

Siesta Key Estate

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Siesta Key Vacation Rentals