Siesta Key, FL Vacation Rentals: house rentals & more

Discover a selection of 5,000 vacation rentals in Siesta Key, FL that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $116 per night, and houses and condos are popular options for a stay in Siesta Key. Either way, you'll find a rental for everyone's needs.

DynamicDestinationRefinements

PopularDestinationsModule

SEOTextModule

Stayed Nov 2021

Peaceful Beach Stay

We really enjoyed our stay at this rental. You walked out the back door and your toes were in the sand!! Everything was so cozy and clean. Our 6 month old loved the heated pool. It was a very quiet spot. We watched the sunsets every night. The kitche...

Stayed Nov 2021

Perfect accommodation

The condo had everything we needed for the beach including chairs, toys umbrellas and towels, a small cooler and wagon. The beach was a short walk from the condo. All kitchen supplies we readily available to make our meals in the room. Both pools wer...

Stayed Nov 2021

Great location

We loved our Thanksgiving stay! Amazing park for the kids right across the street. The condo has beach chairs, cart, umbrella, toys, everything! The kitchen has every amenity you could need. We felt right at home, perfect for making breakfast and lun...

Stayed Nov 2021

Absolutely The Best!

We can’t say enough great things about this property and the owner! We visit every year and it is always better than the last! You feel like you’re in a 5 star hotel-all the amenities, beautiful furniture and surroundings. Sue is an amazing owner who...

Stayed Nov 2021

Beautiful place in a great location

Our stay here was amazing!! The unit is spacious and clean with updated appliances and fixtures. The kitchen had everything we needed to cook meals and hang out. There were plenty of towels and linens for the three of us as well as towels to take to ...

Stayed Nov 2021

Weekend getaway with my boyfriend and 4 children

Huge condo - Plenty of room for all 6 of us! The kitchen was fully stocked. The front closet contained beach toys that the kids took with them to the beach. It's a short walk to the private beach and a shorter walk to the main pool - which was extrem...

Stayed Nov 2021

My trip to Siesta Key Crystal Classic

Condo was nice. A few things that needed attention. Only 1 beach towel, bulb out in one bathroom. In the other bathroom the light fixture was hanging out of the wall. Paper towels and extra garbage bags would be nice. The location was beautiful. The ...

Stayed Oct 2021

Perfect location in Siesta Key!

The location of this place was absolutely perfect! A very short walk to the beach which allowed us to return home for lunch each day. Also extremely close to the market and all restaurants and bars. We walked everywhere and it was fantastic! Lisa wa...

Find the best place to stay — Siesta Key

Search 5,164 vacation rentals

How many vacation rentals are available around Siesta Key, FL?

Our 2021 property listings offer a large selection of 5,164 vacation rentals around Siesta Key. From 2,116 house rentals to 2,946 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Siesta Key?

Yes, of course. Vrbo has 2,116 Houses in Siesta Key. Our other popular types of vacation rentals in Siesta Key include:

Condos/Apartments: 2,946 rentals available
Cottages: 156 rentals available
Villas: 299 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Siesta Key?

Yes, you can select your preferred vacation rental with pool among our 3,823 vacation rentals with pool available in Siesta Key. Please use our search bar to access the selection of vacation rentals available.