Holiday Rentals in Islamorada
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^
Check rental availability in Islamorada
Holiday Rentals in Islamorada
Breezy Palms Resort
The Islands of Islamorada
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
Beautiful, sunlit home with pool, tennis court & beach access - near the marina
TikiBar,HeatedPool,PriSpa,kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, and more
Sensational Ocean Front Villa | Kayak+PBs+Cinema+Fire Pit+Pool
House in Islamorada, in exclusive Venetian Shores.
Luxurious PH 5BR 3.5BA Gym/ Pool & Jacuzzi/ Sauna
Penthouse Paradise Developer Unit with Every Upgrade Possible
Private Beachfront Paradise
Charming oceanfront condo with pool, beach access, tennis, & washer/dryer
Peacock Shores Islamorada - Vacation On The Beach!
Bungalow #5 - 2 Bed/1 Bath & Pool in Islamorada
Relaxing waterfront retreat with boat dock & amazing ocean views
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
Beautiful Ocean View in Angler's Reef with View of Sand Bar/Boat slip
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7
Other types of properties in Islamorada you may be interested in
Amara Cay Resort
Holiday Accommodation Islamorada
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 Islamorada 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 Islamorada itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Islamorada 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 Islamorada, 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 Islamorada 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.
Top Holiday Rental Destinations
More accommodation in Islamorada
Top 20 Islamorada Hotels
More destinations for you
^Eligibility requirements and conditions apply