The Village breeze - 2 units, 4BR, 4Bath, Pool, Beach- Siesta Village Living!

12 guests · 4 bedrooms · 4 baths

Free WiFi/internet · Air conditioning · Pool

This inviting Apartment in Siesta Key can fit your needs for many types of vacations, at $1,756 per night.

10 / 10

Outstanding(15 Ratings)

Siesta Key Village Heated pool

14 guests · 6 bedrooms · 5 baths

When traveling to Siesta Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,687 per night.

10 / 10

Outstanding(3 Ratings)

Summer House ~ Near Beach ~ Pool & Slide

20 guests · 6 bedrooms · 6 baths

House in Siesta Key, for $1,886 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(15 Ratings)

Siesta Key Village Heated pool

14 guests · 6 bedrooms · 5 baths

This House for $1,687 in Siesta Key, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(3 Ratings)

Summer House ~ Near Beach ~ Pool & Slide

20 guests · 6 bedrooms · 6 baths

This House for $1,886 in Siesta Key, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

The Hummingbird

20 guests · 6 bedrooms · 6 baths

Free WiFi/internet · Beach access · Ironing facilities

Business stays, family stays, couples stay, getaway vacation, and rental in Siesta Key at The Hummingbird for $1,940 for your next trip.

You can save with One Key

9.4 / 10

Outstanding(29 Ratings)

High Tide - Beautiful pool with waterslide, 2 min walk to the beach

18 guests · 6 bedrooms · 6 baths

Nestled in Siesta Key, this House is perfect for your next vacation. Enjoy High Tide - Beautiful pool with waterslide, 2 min walk to the beach's top-rated amenities, including Pets allowed, Family friendly and Non-smoking, and more.

9.5 / 10

Outstanding(3 Ratings)

Casa Mahalo - 5235U

12 guests · 4 bedrooms · 3 baths

Free WiFi/internet · Beach access · Ironing facilities

Experience vacation in Siesta Key with our House, Casa Mahalo - 5235U. Enjoy amenities such as Free Parking, Pets allowed and Tennis court, and more.

9.2 / 10

Outstanding(29 Ratings)

High Tide - Beautiful pool with waterslide, 2 min walk to the beach

18 guests · 6 bedrooms · 6 baths

This attractive House in Siesta Key, $1,849 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8 / 10

Excellent(4 Ratings)

Island House ~ Near Beach ~ Pool & Slide

19 guests · 7 bedrooms · 6 baths

Looking for the perfect place to call home during your trip to Siesta Key? This House offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

Casa Ohana - 5237L

12 guests · 4 bedrooms · 3 baths

Free WiFi/internet · Beach access · Ironing facilities

This inviting House in Siesta Key can fit your needs for many types of vacations, at $1,733 per night.

8 / 10

Excellent(4 Ratings)

Island House ~ Near Beach ~ Pool & Slide

19 guests · 7 bedrooms · 6 baths

Looking to create some memories in Siesta Key? Look no further than our House, Island House ~ Near Beach ~ Pool & Slide. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(76 Ratings)

Siesta Home with Pool & Waterslide - Sunset Splash

23 guests · 8 bedrooms · 7 baths

Enjoy the best of Siesta Key in our House, Siesta Home with Pool & Waterslide - Sunset Splash. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Siesta Key Village Heated pool

14 guests · 6 bedrooms · 5 baths

Free WiFi/internet · Air conditioning · Pool

Nestled in Siesta Key, this House is perfect for your next vacation. Enjoy Siesta Key Village Heated pool's top-rated amenities, including Free Parking, Pets allowed and Garden, and more.

9.8 / 10

Outstanding(77 Ratings)

Siesta Home with Pool & Waterslide - Sunset Splash

23 guests · 8 bedrooms · 7 baths

Indulge in a peaceful retreat at Siesta Home with Pool & Waterslide - Sunset Splash, our elegant House in Siesta Key. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(7 Ratings)

Between the Waves - Siesta Key Luxury Home

17 guests · 8 bedrooms · 8 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Siesta Key at Between the Waves - Siesta Key Luxury Home for $1,808 for your next trip.

10 / 10

Outstanding(6 Ratings)

Southern Exposure ~ Near Beach ~ Heated Pool

13 guests · 5 bedrooms · 4 baths

10 / 10

Outstanding(7 Ratings)

Between the Waves - Siesta Key Luxury Home

17 guests · 8 bedrooms · 8 baths

Looking for a memorable stay in Siesta Key? Our House might just be what you're looking for. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more during your stay.

Surf View

20 guests · 8 bedrooms · 9 baths

Free WiFi/internet · Air conditioning · Spa

Are you ready to indulge in a relaxing getaway? Our House in Siesta Key has everything you need for a rejuvenating stay. Treat yourself to Surf View's exceptional amenities, such as Free Parking, Pets allowed and Golf course (within 2 mi).

10 / 10

Outstanding(6 Ratings)

Southern Exposure ~ Near Beach ~ Heated Pool

13 guests · 5 bedrooms · 4 baths

Soak up the beauty of Siesta Key in our House, Southern Exposure ~ Near Beach ~ Heated Pool. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

10 / 10

Outstanding(8 Ratings)

Sugar Sand Cottage ~ Gulf Views ~ Private Pool

19 guests · 5 bedrooms · 3 baths

This attractive House in Siesta Key, $1,711 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Village Vibe

28 guests · 6 bedrooms · 7 baths

Free WiFi/internet · Beach access · Ironing facilities

Looking for the perfect place to call home during your trip to Siesta Key? This House offers a comfort and style with top-notch amenities, including Free Parking, Pets allowed and Golf course (within 2 mi), and more.

10 / 10

Outstanding(8 Ratings)

Sugar Sand Cottage ~ Gulf Views ~ Private Pool

19 guests · 5 bedrooms · 3 baths

This inviting House in Siesta Key can fit your needs for many types of vacations, at $1,711 per night.

Beachfront

9.6 / 10

Outstanding(23 Ratings)

Beachfront 5BR on Siesta Key w/ sunset views

14 guests · 5 bedrooms · 4 baths

When traveling to Siesta Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,528 per night.

10 / 10

Outstanding(1 Rating)

The Upper Deck

16 guests · 6 bedrooms · 5 baths

Free WiFi/internet · Air conditioning · Pool

Experience vacation in Siesta Key with our House, The Upper Deck. Enjoy amenities such as Free Parking, Pets allowed and Non-smoking, and more.

Beachfront

9.8 / 10

Outstanding(23 Ratings)

Beachfront 5BR on Siesta Key w/ sunset views

14 guests · 5 bedrooms · 4 baths

This attractive House in Siesta Key, $1,528 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(9 Ratings)

Paradise Cove | Private Pool & Spa, Putting Green, Walk to Siesta Key Beach

in Sarasota

14 guests · 5 bedrooms · 5 baths

This House for $1,784 in Siesta Key, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

The Rooftop

16 guests · 6 bedrooms · 5 baths

Free WiFi/internet · Air conditioning · Pool

Enjoy the best of Siesta Key in our House, The Rooftop. A stunning property with amenities including Free Parking, Pets allowed and Non-smoking, and more.

10 / 10

Outstanding(9 Ratings)

Paradise Cove | Private Pool & Spa, Putting Green, Walk to Siesta Key Beach

in Sarasota

14 guests · 5 bedrooms · 5 baths

When traveling to Siesta Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,738 per night.

Beachfront

10 / 10

Outstanding(21 Ratings)

Nearly Beachfront, One house from the beach! Pool and Game Room - Ocean Overlook

18 guests · 8 bedrooms · 9 baths

Experience the best of Siesta Key with this House available for $1,690. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.