1520+ Vacation Rentals in Islamorada |
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Islamorada Vacation Rentals, Hotels, & Places to Stay

About Islamorada Vacation Rentals

There are more than 1520 places to stay that are available in Islamorada. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Islamorada.

Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. 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 Varoom's places in Islamorada, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Islamorada. Places to stay near Islamorada are 772.05 ft² on average, with prices averaging US $800 a night.

Varoom helps you discover places to stay and suggests things to do to create great travel memories in Islamorada. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Rental Accommodation Types in Islamorada

Type Count
Vacation Homes 926
Holiday Apartments 123
Villas 99
Cottages 12

Use these Quick Filters to Find a Vacation Rental in Islamorada

★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Islamorada today.

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

Top Attractions Around Islamorada, FL

Varoom offers a large selection of top attractions around Islamorada . Research things to do on your vacation before you visit Islamorada.


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

Other Places to Stay in Islamorada, FL


History of Diving Museum 956 Properties
Windley Key Fossil Reef Geological State Park 809 Properties
Seabreeze Trailer Park 805 Properties
Upper Matecumbe Key 798 Properties
Theater of the Sea 791 Properties
Matecumbe United Methodist Church 778 Properties
Plantation by the Sea 717 Properties
Coral Cove 636 Properties
White Marlin Beach 338 Properties
Toll Gate Shores 326 Properties
Venetian Shores 47 Properties
Lower Matecumbe Beach 26 Properties

Complexes around Islamorada, FL


Executive Bay Club Islamorada 12 Properties
Shores 12 Properties
Anglers Reef Islamorada 7 Properties
Summer Sea Islamorada 5 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 vacation rentals in Islamorada?

We have scoured the web to find you options in Islamorada. If you plan on staying near or in the Islamorada area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Islamorada:

How many vacation rentals have private pools in Islamorada?

We have found 257 places to stay that feature a private swimming pool in or near Islamorada. Some of the best places to stay that feature or have access to a swimming pool are:

Which vacation homes in Islamorada are best for families?

If you are looking for a place to stay that is family-friendly in Islamorada, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Islamorada:

How many Varoom vacation rentals are available in Islamorada?

Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 1520 in the Islamorada area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Islamorada. 

Nearby Neighborhood (9) 
Neighborhood Property Count
Venetian Shores Vacation Rentals in Islamorada, Florida 47
Lower Matecumbe Beach Vacation Rentals in Islamorada, Florida 26
Toll Gate Shores Vacation Rentals in Islamorada, Florida 326
Seabreeze Trailer Park Vacation Rentals in Islamorada, Florida 805
White Marlin Beach Vacation Rentals in Islamorada, Florida 338
Plantation by the Sea Vacation Rentals in Islamorada, Florida 717
Coral Cove Vacation Rentals in Islamorada, Florida 636
Plantation Lake Estates Vacation Rentals in Islamorada, Florida 709
Bonefish Bay Vacation Rentals in Islamorada, Florida 340

People Also Ask

There are 1520 Islamorada, FL Vacation Rentals

Recently Booked Vacation Rentals in Islamorada