Holiday Rentals in Siesta Key
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Siesta Key
Holiday Rentals in Siesta Key
Tropical Beach Resorts
The Residences at Siesta Key Beach by Hyatt Vacation Club
Captiva Beach Resort
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
The Ringling Beach House
Siesta Key Island Rentals
WOW Factor Exceptional Siesta Key Condo in a slice of Paradise on #1 Beach in US
5 STAR SIESTA KEY, 80 STEPS to BEACH, RESORT POOL, 6 BEDROOMS, SPACIOUS LIVING
The Inn On Siesta Key
Across The Street From #1 Beach
SIESTA KEY, ROMANTIC DREAM! 100 FEET TO THE BEACH!
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"
Clean Modern Townhouse, Steps From PRIVATE Beach, heated pool, shuffle board
Siesta Palms By the Beach
Siesta Key Condo- walk to beautiful beaches, ride a free trolley around the key
Luxury Home w/ Heated Pool and Private Beach Access
Other types of properties in Siesta Key you may be interested in
Siesta Key Beach Resort and Suites
Holiday Accommodation Siesta Key
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Siesta Key are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Siesta Key itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Siesta Key holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Siesta Key, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Siesta Key with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.