1450+ Rental Villas and Private Getaways in Islamorada |
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Islamorada Villa Rentals

About Islamorada Vacation Rentals

If you're looking for a luxurious and private vacation spot in the Florida Keys, Islamorada should be at the top of your list. With miles of pristine beaches and crystal-clear waters, this area is perfect for those who want to get away from it all. And thanks to its many luxurious private villas, you'll feel right at home while enjoying all that Islamorada has to offer. This tropical paradise is home to some of the best private villas in the country, and offers a wide variety of activities and attractions to enjoy. Whether you're looking to spend your days on the beach or exploring local culture, Islamorada is sure to delight. Book your stay today and experience all that this coastal town has to offer. So if you're looking for a beach vacation that's a little bit more upscale, be sure to check out some of the amazing villas in Islamorada!

There are more than 1450 incredible getaway rentals that are available in Islamorada. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Islamorada.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Islamorada, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Islamorada. Places to stay near Islamorada are 820.31 ft² on average, with prices averaging GB £528 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Islamorada. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Islamorada

Type Count
Vacation Homes 889
Villas 115
Holiday Apartments 105
Others 15
Cottages 9
Unique Vacation Rentals 6

Use these Quick Filters to Find a Vacation Rental in Islamorada

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Islamorada with BedroomVillas.

Weather in Islamorada, FL

View the weather forecast for Islamorada before booking your Islamorada Vacation Rentals to confirm your best time to go.

December - February
High 81°F       Low 56°F
March - May
High 87°F       Low 59°F
June - August
High 91°F       Low 74°F
September - November
High 90°F       Low 64°F

Stay Near Islamorada's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Islamorada's Research Top Attractions For Your Vacation


Theater of the Sea
Bud n' Mary's Dive Center
Founders Park
Islamorada County Park
Hurricane Monument
Windley Key Fossil Reef Geological State Park
History of Diving Museum
Matecumbe United Methodist Church
Florida Keys Brewing Co.
John Pennekamp Coral Reef State Park
Jimmy Johnson's Big Chill
Dolphin Research Center
Key Largo Undersea Park
Dolphins Plus Bayside
Florida Keys Visitor Center
Dolphin Cove
Anne's Beach
Caribbean Club Bar
Dolphins Plus
Harry Harris Park

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


History of Diving Museum 811 Properties
Upper Matecumbe Key 777 Properties
Seabreeze Trailer Park 740 Properties
Theater of the Sea 738 Properties
Windley Key Fossil Reef Geological State Park 726 Properties
Plantation by the Sea 688 Properties
Islamorada County Park 650 Properties
Coral Cove 542 Properties
White Marlin Beach 347 Properties
Toll Gate Shores 335 Properties
Venetian Shores 43 Properties
Lower Matecumbe Beach 24 Properties

Complexes around Islamorada, FL


Executive Bay Club Islamorada 12 Properties
Shores 12 Properties
Anglers Reef Islamorada 7 Properties
Summer Sea Islamorada 6 Properties
Anglers Way Islamorada 4 Properties
Futura Yacht Club 2 Properties
Maison Matecumbe Islamorada 2 Properties
Bay Harbour Islamorada 1 Properties
Futura Yacht Club Islamorada 1 Properties

Frequently Asked Questions About Islamorada?

What are the top hotels or resorts in Islamorada?

We provide an array of great vacation destinations in Islamorada. If you are looking to stay in or around the Islamorada area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Islamorada:

How many vacation rentals have private pools in Islamorada?

We have 233 luxury villas and vacation rentals featuriung a private pool in and near Islamorada. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Islamorada is best for families?

Searching for a family-friendly getaway in Islamorada? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Islamorada?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 1450 in the Islamorada area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Islamorada. 

Nearby Neighborhood (9) 
Neighborhood Property Count
Venetian Shores Rental Villas and Private Getaways in Islamorada, Florida 43
Lower Matecumbe Beach Rental Villas and Private Getaways in Islamorada, Florida 24
White Marlin Beach Rental Villas and Private Getaways in Islamorada, Florida 347
Toll Gate Shores Rental Villas and Private Getaways in Islamorada, Florida 335
Plantation by the Sea Rental Villas and Private Getaways in Islamorada, Florida 688
Seabreeze Trailer Park Rental Villas and Private Getaways in Islamorada, Florida 740
Coral Cove Rental Villas and Private Getaways in Islamorada, Florida 542
Plantation Lake Estates Rental Villas and Private Getaways in Islamorada, Florida 647
Bonefish Bay Rental Villas and Private Getaways in Islamorada, Florida 350

People Also Ask

There are 126 hotels in Islamorada 56 resorts, and 1109 rentals

Recently Booked Hotels, Resorts, or Rentals in Islamorada