Summerland Key Holiday Homes

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

Relax with our Price Promise
Find a lower price on a hotel or package online, before your stay, and we'll refund the difference^

Featured Holiday Homes in Summerland Key

Don't see what you're looking for?
See all available properties in Summerland Key
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Holiday Accommodation Summerland 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 Summerland 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 Summerland Key itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.

Summerland 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 Summerland 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 Summerland 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.

Summerland Key Holiday Homes essential information

Accommodation
368 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel , Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, Fandango - private pool, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community, Private Secluded Ocean View & Pool Near Key West, Mini lobster available! Open Water View from porch , dock, bikes, kayaks, Lower Keys paradise, Old Florida Style, wrap around porch, boat basin for dockage, open water, Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security, Oasis - Ocean view with pool and hot tub, Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Top trending hotels in Summerland Key

^Eligibility requirements and conditions apply