The 10 best holiday rentals in Siesta Key, USA

Holiday Rentals for every style

Find the right holiday rental for you in Siesta Key

The best holiday rentals in Siesta Key

Check out our pick of great holiday rentals in Siesta Key

Show hotels on map

Filter by:

Review score

Siesta Key Island Rentals

Siesta Key

Situated within 400 metres of Siesta Key Beach and 16 km of The John And Mable Ringling Museum Of Art, Siesta Key Island Rentals provides rooms with air conditioning and a private bathroom in Siesta...

Luisa

From

United Arab Emirates

The cottage had really everything you need for a vacation by the beach.

Scored out of 10, guest rating 8.6

Fabulous - What previous guests thought, 56 reviews

Price from

US$442.98

1 night, 2 adults

Check availability

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.

Marilyn

From

Portugal

It was quiet and felt very safe. Great location for me. I loved having a washer and dryer in the unit.

Scored out of 10, guest rating 8.1

Very good - What previous guests thought, 53 reviews

Price from

US$200

1 night, 2 adults

Check availability

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.

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, 37 reviews

Price from

US$180

1 night, 2 adults

Check availability

* NEW * Serene Retreat / Private Patio & Pool *

Sarasota (Near Siesta Key)

Set in Sarasota, * NEW * Serene Retreat / Private Patio & Pool * offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.6

Exceptional - What previous guests thought, 6 reviews

Price from

US$183.33

1 night, 2 adults

Check availability

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.

Carina

From

Germany

Very nice and comfortable apartment. It is equipped with everything you need. Especially the beach chairs and umbrella were a great feature for our beach day. The lake view is beautiful and I really enjoyed my morning coffee on the balcony.

Scored out of 10, guest rating 9.2

Superb - What previous guests thought, 49 reviews

Price from

US$170.15

1 night, 2 adults

Check availability

Close to beaches with hot tub and large garden

Sarasota (Near Siesta Key)

Featuring air-conditioned accommodation with a patio, Close to beaches with hot tub and large garden is located in Sarasota.

Joanna

From

Ireland

Nice holiday house. 10 minutes drive to Siesta Key beach.

Scored out of 10, guest rating 9.3

Superb - What previous guests thought, 40 reviews

Price from

US$185.25

1 night, 2 adults

Check availability

Pool Home on Gulf Gate 5min away from Siesta Key

Sarasota (Near Siesta Key)

Featuring air-conditioned accommodation with a private pool, pool view and a patio, Pool Home on Gulf Gate 5min away from Siesta Key is located in Sarasota.

Helen

From

United Kingdom

We all thoroughly enjoyed our stay here. I have been many times to Sarasota and this was the best house that we have stayed in. It is close to the beach and all the shops.

Scored out of 10, guest rating 9.4

Superb - What previous guests thought, 6 reviews

Price from

US$3,000

1 night, 2 adults

Check availability

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...

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 9.5

Exceptional - What previous guests thought, 20 reviews

Price from

US$130

1 night, 2 adults

Check availability

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.

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, 25 reviews

Price from

US$120

1 night, 2 adults

Check availability

2BR/2BA condo Sienna Park

Sarasota (Near Siesta Key)

Located in Sarasota, the recently renovated 2BR/2BA condo Sienna Park provides accommodation 18 km from John And Mable Ringling Museum Of Art and 18 km from The John And Mable Ringling Museum Of Art.

Scored out of 10, guest rating 9.8

Exceptional - What previous guests thought, 8 reviews

Price from

US$100

1 night, 2 adults

Check availability

All holiday rentals in Siesta Key

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

See all