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Beach rentals in Siesta Key

Find the beach rentals that appeal to you the most

Top picks for Siesta Key hotels

Explore our most popular hotels in Siesta Key

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Beautiful property on Siesta Key

Siesta Key

Featuring air-conditioned accommodation with a private pool, garden view and a patio, Beautiful property on Siesta Key is located in Siesta Key.

O
Olaf
From
Germany
We stayed at Derby Lane for the third time and had a great time once again. It is a cozy place in a quiet tropical neighborhood. We loved the pool and the short walk to Crrescent Beach. Mira and Deno are wonderful hosts.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 56 reviews
Price from
US$200
1 night, 2 adults

Siesta Key Condo - on the water !

Siesta Key

Featuring air-conditioned accommodation with a pool with a view, Siesta Key Condo - on the water! is situated in Siesta Key.

K
Kristina
From
Lithuania
Although we didn’t meet the hosts in person, from our communication we can say they are wonderful, kind, and genuinely friendly people. Their condo is cozy and full of old Florida charm, with everything you could possibly need for your vacation stay. And I’m not just talking about the kitchen with not one but two coffee makers – they also provide all the beach gear you might need: a cart, beach towels, beach chairs, two umbrellas, and even simple toys for your kids. You really don’t have to worry about bringing anything! It’s about a 10-minute leisurely walk to the beach, which has a private entrance, so it’s never overcrowded and there’s plenty of space if you want more privacy. The sand is white, there was no red tide during our stay, and we had an amazing time. On top of that, the complex has a great pool, which is regularly cleaned by a friendly lady, and the water is pleasantly warm. There are loungers by the pool and on the grassy area by the water, where you can sunbathe, read, or simply watch pelicans flying overhead. You can even bring pizza and enjoy it with a view of the water. If you’d like to visit Siesta Key’s main beach but don’t want to deal with parking, there’s a nearby trolley stop that offers free rides around the island. Just download the app to see the exact schedule. All in all, we were truly impressed by the comfort, coziness, and great value for the price. We can wholeheartedly recommend this place.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 32 reviews
Price from
US$180
1 night, 2 adults

Siesta Key Beach House

Siesta Key

Siesta Key Beach House is a recently renovated villa in Siesta Key, where guests can makes the most of its outdoor swimming pool, free WiFi, private beach area and water sports facilities.

C
Carla
From
United Kingdom
The Villa was clean and spacious with access to a pool and easy access to the best beach in the USA. Gabriela, our host was very informative. We let her know we were coming from the UK and she provided us with lots of recommendations . Would definitely recommend and hope to be able to come back one day.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 66 reviews
Price from
US$384
1 night, 2 adults

Shiny oasis with lake view

Sarasota (Near Siesta Key)

Situated in Sarasota, Shiny oasis with lake view features accommodation with a heated pool and garden views.

J
JennieYY
From
Switzerland
The location is great! Bed is comfortable and easy check in and check out. We enjoy the view from the balcony and we can see rabbits outside. Anita is very responsive.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 47 reviews
Price from
US$170.15
1 night, 2 adults

Luxury Zen Den with heated pool just off Siesta Key

Sarasota (Near Siesta Key)

Boasting air-conditioned accommodation with a pool with a view, Luxury Zen Den with heated pool just off Siesta Key is set in Sarasota.

L
Larysa
From
Ukraine
We vacationed as a couple. Everything was great!!! The apartments are tastefully and stylishly decorated. Perfectly clean. There is everything you need. A wonderful recreation area, a magnificent pool. The hostess was very responsive and understanding. This is our second time here. I'm sure we will come back again and again. Thank you for a wonderful vacation!!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 31 reviews
Price from
US$269
1 night, 2 adults

2BR/1BA Sienna Park Apartment

Sarasota (Near Siesta Key)

Located in Sarasota, 17 km from The John And Mable Ringling Museum Of Art and 12 km from Sarasota Opera, 2BR/1BA Sienna Park Apartment provides air-conditioned accommodation with a balcony and free...

D
Dalia
From
Canada
Everything was great! Everything we needed for our stay. Very comfortable beds, quiet area, washer/dryer, excellent internet, pool. Eva and her husband were very attentive Very pleased. We will be back.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 19 reviews
Price from
US$130
1 night, 2 adults

2BR/1BA Vacation Rental - Sienna Park

Sarasota (Near Siesta Key)

Set in Sarasota, 2BR/1BA Vacation Rental - Sienna Park features a pool with a view.

P
Peter
From
Hungary
Score: 10 points. What else? Everything was perfect. And this app gives much more than others. Thank you!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 23 reviews
Price from
US$120
1 night, 2 adults

Siesta Key Beachside Villas

Sarasota (Near Siesta Key)

Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.

S
Sybil
From
United States
Loved the room. So pretty and updated. Beautiful shower. Location was perfect. Very short stroll to beach. And steps away from all the good restaurants.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 390 reviews
Price from
US$232.30
1 night, 2 adults

Siesta Key Beach Resort and Suites

Sarasota (Near Siesta Key)

Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.

L
Leigh
From
United Kingdom
The location was amazing, walking distance from the beach and bars/restaurants. They also catered for everything you need to enjoy a day at the beach like the beach wagon, cool bag which they would fill with ice and waters if needed. The staff were very friendly and helpful. Our apartment was quite small but catered for our needs.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 651 reviews
Price from
US$286.25
1 night, 2 adults

Tropical Breeze Resort

Sarasota (Near Siesta Key)

Spanning 2 city blocks and located just 529 metres from Siesta Beach, Tropical Breeze Resort features two heated on-site pools and a spa. Guests will be 15 km from Mote Marine Laboratory and Aquarium....

C
Carola
From
United States
The perfect beach cabins. Five stars and we enjoyed the short walk less than 2 minutes to Siesta Key beach. The rooms a beautifully decorated and kept up new and fresh. We will be back soon!
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 287 reviews
Price from
US$270.22
1 night, 2 adults
All beach rentals in Siesta Key

The best beach rentals in Siesta Key

Check out our pick of great beach rentals in Siesta Key

Filter by:

Review score

Beautiful property on Siesta Key

Siesta Key

Featuring air-conditioned accommodation with a private pool, garden view and a patio, Beautiful property on Siesta Key is located in Siesta Key.

O
Olaf
From
Germany
We stayed at Derby Lane for the third time and had a great time once again. It is a cozy place in a quiet tropical neighborhood. We loved the pool and the short walk to Crrescent Beach. Mira and Deno are wonderful hosts.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 56 reviews
Price from
US$200
1 night, 2 adults

Siesta Key Condo - on the water !

Siesta Key

Featuring air-conditioned accommodation with a pool with a view, Siesta Key Condo - on the water! is situated in Siesta Key.

K
Kristina
From
Lithuania
Although we didn’t meet the hosts in person, from our communication we can say they are wonderful, kind, and genuinely friendly people. Their condo is cozy and full of old Florida charm, with everything you could possibly need for your vacation stay. And I’m not just talking about the kitchen with not one but two coffee makers – they also provide all the beach gear you might need: a cart, beach towels, beach chairs, two umbrellas, and even simple toys for your kids. You really don’t have to worry about bringing anything! It’s about a 10-minute leisurely walk to the beach, which has a private entrance, so it’s never overcrowded and there’s plenty of space if you want more privacy. The sand is white, there was no red tide during our stay, and we had an amazing time. On top of that, the complex has a great pool, which is regularly cleaned by a friendly lady, and the water is pleasantly warm. There are loungers by the pool and on the grassy area by the water, where you can sunbathe, read, or simply watch pelicans flying overhead. You can even bring pizza and enjoy it with a view of the water. If you’d like to visit Siesta Key’s main beach but don’t want to deal with parking, there’s a nearby trolley stop that offers free rides around the island. Just download the app to see the exact schedule. All in all, we were truly impressed by the comfort, coziness, and great value for the price. We can wholeheartedly recommend this place.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 32 reviews
Price from
US$180
1 night, 2 adults

Siesta Key Beach House

Siesta Key

Siesta Key Beach House is a recently renovated villa in Siesta Key, where guests can makes the most of its outdoor swimming pool, free WiFi, private beach area and water sports facilities.

C
Carla
From
United Kingdom
The Villa was clean and spacious with access to a pool and easy access to the best beach in the USA. Gabriela, our host was very informative. We let her know we were coming from the UK and she provided us with lots of recommendations . Would definitely recommend and hope to be able to come back one day.
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 66 reviews
Price from
US$384
1 night, 2 adults

Shiny oasis with lake view

Sarasota (Near Siesta Key)

Situated in Sarasota, Shiny oasis with lake view features accommodation with a heated pool and garden views.

J
JennieYY
From
Switzerland
The location is great! Bed is comfortable and easy check in and check out. We enjoy the view from the balcony and we can see rabbits outside. Anita is very responsive.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 47 reviews
Price from
US$170.15
1 night, 2 adults

Luxury Zen Den with heated pool just off Siesta Key

Sarasota (Near Siesta Key)

Boasting air-conditioned accommodation with a pool with a view, Luxury Zen Den with heated pool just off Siesta Key is set in Sarasota.

L
Larysa
From
Ukraine
We vacationed as a couple. Everything was great!!! The apartments are tastefully and stylishly decorated. Perfectly clean. There is everything you need. A wonderful recreation area, a magnificent pool. The hostess was very responsive and understanding. This is our second time here. I'm sure we will come back again and again. Thank you for a wonderful vacation!!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 31 reviews
Price from
US$269
1 night, 2 adults

2BR/1BA Sienna Park Apartment

Sarasota (Near Siesta Key)

Located in Sarasota, 17 km from The John And Mable Ringling Museum Of Art and 12 km from Sarasota Opera, 2BR/1BA Sienna Park Apartment provides air-conditioned accommodation with a balcony and free...

D
Dalia
From
Canada
Everything was great! Everything we needed for our stay. Very comfortable beds, quiet area, washer/dryer, excellent internet, pool. Eva and her husband were very attentive Very pleased. We will be back.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 19 reviews
Price from
US$130
1 night, 2 adults

2BR/1BA Vacation Rental - Sienna Park

Sarasota (Near Siesta Key)

Set in Sarasota, 2BR/1BA Vacation Rental - Sienna Park features a pool with a view.

P
Peter
From
Hungary
Score: 10 points. What else? Everything was perfect. And this app gives much more than others. Thank you!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 23 reviews
Price from
US$120
1 night, 2 adults

Siesta Key Beachside Villas

Sarasota (Near Siesta Key)

Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.

S
Sybil
From
United States
Loved the room. So pretty and updated. Beautiful shower. Location was perfect. Very short stroll to beach. And steps away from all the good restaurants.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 390 reviews
Price from
US$232.30
1 night, 2 adults

Siesta Key Beach Resort and Suites

Sarasota (Near Siesta Key)

Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.

L
Leigh
From
United Kingdom
The location was amazing, walking distance from the beach and bars/restaurants. They also catered for everything you need to enjoy a day at the beach like the beach wagon, cool bag which they would fill with ice and waters if needed. The staff were very friendly and helpful. Our apartment was quite small but catered for our needs.
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 651 reviews
Price from
US$286.25
1 night, 2 adults

Tropical Breeze Resort

Sarasota (Near Siesta Key)

Spanning 2 city blocks and located just 529 metres from Siesta Beach, Tropical Breeze Resort features two heated on-site pools and a spa. Guests will be 15 km from Mote Marine Laboratory and Aquarium....

C
Carola
From
United States
The perfect beach cabins. Five stars and we enjoyed the short walk less than 2 minutes to Siesta Key beach. The rooms a beautifully decorated and kept up new and fresh. We will be back soon!
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 287 reviews
Price from
US$270.22
1 night, 2 adults
All beach rentals in Siesta Key

Most booked beach rentals in Siesta Key and surroundings in the past month

See all

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 6 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 15 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 26 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 5 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 8 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 59 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 56 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 212 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 66 reviews

Popular with guests booking beach rentals in Siesta Key

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 185 reviews

Highly rated beach rentals in Siesta Key and nearby

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 286 reviews

Spanning 2 city blocks and located just 529 metres from Siesta Beach, Tropical Breeze Resort features two heated on-site pools and a spa. Guests will be 15 km from Mote Marine Laboratory and Aquarium.

From US$297.19 per night
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 64 reviews

3 miles to Siesta Key #1 Beach in America is located in Sarasota, 11 km from Marina Jack Restaurant And Marina, 12 km from Sarasota County Visitor Information Center And History Museum, and 15 km from...

From US$277.72 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 42 reviews

Offering a garden and garden view, Entire Guesthouse 5 mins to Siesta Key & downtown is situated in Sarasota, 5.4 km from Marina Jack Restaurant And Marina and 6.9 km from Sarasota County Visitor...

From US$238.16 per night
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 19 reviews

Located in Sarasota, 17 km from The John And Mable Ringling Museum Of Art and 12 km from Sarasota Opera, 2BR/1BA Sienna Park Apartment provides air-conditioned accommodation with a balcony and free...

From US$453.60 per night
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

Our House At The Beach, East Tower, 5th Fl is a beachfront property located in Siesta Key, 500 metres from Siesta Key Beach and 17 km from John And Mable Ringling Museum Of Art.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 23 reviews

Situated in Siesta Key, Our House at the Beach 501W By Beachside Management features accommodation with a plunge pool and sea views.

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 34 reviews

Boasting a plunge pool and sea views, Our House at the Beach 502E By Beachside Management is situated in Siesta Key. Both free WiFi and parking on-site are accessible at the apartment free of charge.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 12 reviews

Situated in Siesta Key, A Somewhere is Here by Beachside Management features accommodation with a plunge pool. Both free WiFi and parking on-site are accessible at the apartment free of charge.

These beach rentals in Siesta Key and nearby have options with free cancellation

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 4 reviews

Boasting air-conditioned accommodation with a private pool, MERMAID HOUSE WITH POOL JACUZZI STEPS to SIESTA KEY BEACH is set in Sarasota.

From US$590.11 per night

The Sun Dial - 827

Siesta Key
Free cancellation options available

Featuring air-conditioned accommodation with a private pool, The Sun Dial - 827 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Sand Dollar Cottage - 910

Siesta Key
Free cancellation options available

Boasting air-conditioned accommodation with a private pool, Sand Dollar Cottage - 910 is set in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Oasis on Siesta Key

Sarasota
Free cancellation options available

Oasis on Siesta Key is a beachfront property set in Sarasota, 600 metres from Siesta Key Beach and 17 km from The John And Mable Ringling Museum Of Art.

Villa Champagne - 5322

Siesta Key
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Villa Champagne - 5322 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Beach Palm Villa - 5533

Siesta Key
Free cancellation options available

Featuring air-conditioned accommodation with a private pool, Beach Palm Villa - 5533 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

La Contento Casa - 5560

Siesta Key
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, La Contento Casa - 5560 is set in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Avenida Sanctuary

Siesta Key
Free cancellation options available
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Featuring air-conditioned accommodation with a private pool, Avenida Sanctuary is located in Siesta Key.

Save money on beach rentals in Siesta Key and nearby – budget options available

Isla Amor - 86

Siesta Key
Budget options available
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Boasting air-conditioned accommodation with a private pool, Isla Amor - 86 is situated in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Featuring air-conditioned accommodation with a private pool, Siesta Key Beach - Cape Aqua 5545 is located in Siesta Key.

Gulf Birdie - 5551

Siesta Key
Budget options available

Featuring air-conditioned accommodation with a private pool, Gulf Birdie - 5551 is located in Siesta Key. This property offers access to a balcony, free private parking and free WiFi.

Central - Edgemere 738

Siesta Key
Budget options available

Featuring air-conditioned accommodation with a private pool, Central - Edgemere 738 is set in Siesta Key. The 4-star holiday home is 10 km from Sarasota Opera.

Beach Way Getaway

Siesta Key
Budget options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Set in Siesta Key and only 200 metres from Siesta Key Beach, Beach Way Getaway offers accommodation with sea views, free WiFi and free private parking.

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 4 reviews

Boasting a plunge pool and sea views, Our House at the Beach 604E By Beachside Management is set in Siesta Key. Both free WiFi and parking on-site are accessible at the apartment free of charge.

Our House at the Beach W-Tower 5th Fl is set in Siesta Key, 17 km from John And Mable Ringling Museum Of Art, 17 km from The John And Mable Ringling Museum Of Art, as well as 20 km from Sarasota...

Beach Walk Cottage - 451

Siesta Key
Budget options available

Located in Siesta Key, Beach Walk Cottage - 451 provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Beach rentals with swimming pools in Siesta Key and nearby

Boasting air-conditioned accommodation with a terrace, Siesta Key Oasis with Outdoor Pool and Screened Lanai! is situated in Siesta Key. Guests can benefit from a balcony and an outdoor pool.

Lookout

Siesta Key
Swimming pool
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews

Located in Siesta Key, Lookout provides accommodation with a private pool and sea views. Both free WiFi and parking on-site are available at the holiday home free of charge.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Situated in Siesta Key, 200 metres from Siesta Key Beach and 17 km from John And Mable Ringling Museum Of Art, Island Sun offers air conditioning.

Situated in Siesta Key, 200 metres from Siesta Key Beach and 16 km from The John And Mable Ringling Museum Of Art, Siesta Sun offers air conditioning.

Located in Siesta Key, Aloft on Canal provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Located in Siesta Key, Sunset Gulf provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Sea Spray

Siesta Key
Swimming pool

Located in Siesta Key, 500 metres from Siesta Key Beach and 16 km from The John And Mable Ringling Museum Of Art, Sea Spray offers air conditioning.

Dry Dock

Siesta Key
Swimming pool
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Situated in Siesta Key, Dry Dock features accommodation with private pool, free WiFi and free private parking for guests who drive.

FAQ about beach rentals in Siesta Key