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](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Breezy Palms Resort
![The Islands of Islamorada](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/cc52320e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Islands of Islamorada
![Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip](https://images.trvl-media.com/lodging/97000000/96960000/96958700/96958699/w1290h851x0y0-65124a46_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beautiful Waterfront Villa 133 Anglers Reef with on-site Boat Slip
![WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!](https://images.trvl-media.com/lodging/35000000/34080000/34074700/34074635/16398c54_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
![Southern Diversion Estate Islamorada see our winter discounts](https://images.trvl-media.com/lodging/35000000/34090000/34084600/34084555/0d7a7676_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Southern Diversion Estate Islamorada see our winter discounts
![House in Islamorada, in exclusive Venetian Shores.](https://images.trvl-media.com/lodging/101000000/100790000/100787000/100786926/b05dd760_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
House in Islamorada, in exclusive Venetian Shores.
![Gorgeous 3/2 plus loft Islamorada next to Marina, Pool, Dock & Beach](https://images.trvl-media.com/lodging/60000000/59970000/59964600/59964597/be79e51f_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Gorgeous 3/2 plus loft Islamorada next to Marina, Pool, Dock & Beach
![Beautiful, sunlit home with pool, tennis court & beach access - near the marina](https://images.trvl-media.com/lodging/60000000/59940000/59934500/59934470/4c0117c8_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Beautiful, sunlit home with pool, tennis court & beach access - near the marina
![Tiki Bar,Heated Pool,Pri Spa, kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, more](https://images.trvl-media.com/lodging/42000000/41990000/41980200/41980184/w1284h1712x0y10-e3194424_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Tiki Bar,Heated Pool,Pri Spa, kayaks,SUP’s,Bikes,BBQ,Fire ring, outside TV, more
![Luxurious PH 5BR 3.5BA Gym/ Pool & Jacuzzi/ Sauna](https://images.trvl-media.com/lodging/69000000/68070000/68060500/68060463/879829ee_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Luxurious PH 5BR 3.5BA Gym/ Pool & Jacuzzi/ Sauna
![Penthouse Paradise Developer Unit with Every Upgrade Possible](https://images.trvl-media.com/lodging/39000000/38860000/38859000/38858923/52ec1a2a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Penthouse Paradise Developer Unit with Every Upgrade Possible
![Private Beachfront Paradise](https://images.trvl-media.com/lodging/34000000/33490000/33483000/33482942/a1b9f26a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Private Beachfront Paradise
![Charming oceanfront condo with pool, beach access, tennis, & washer/dryer](https://images.trvl-media.com/lodging/89000000/88670000/88664300/88664277/2cc09a74_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Charming oceanfront condo with pool, beach access, tennis, & washer/dryer
![Vibrant Islamorada Studio Queen Bed, Balcony, Kitchen](https://images.trvl-media.com/lodging/83000000/82820000/82812900/82812859/ceaa8bd5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Vibrant Islamorada Studio Queen Bed, Balcony, Kitchen
![Peacock Shores Islamorada - Vacation On The Beach!](https://images.trvl-media.com/lodging/67000000/66420000/66416100/66416056/cbc45090_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Peacock Shores Islamorada - Vacation On The Beach!
![Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!](https://images.trvl-media.com/lodging/24000000/23710000/23704700/23704666/w1179h2230x0y163-3039db04_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Islamorada Anglers Reef! “Sandbar Bungalow Villa" AMAZING! Middle row location!
Other types of properties in Islamorada you may be interested in
![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/76fe3aa4_y.jpg?impolicy=resizecrop&rw=402&ra=fit)
Coconut Cove Resort and Marina
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.