Islamorada Hotels, Resorts, and Rentals

Compare HOTELS, RESORTS, AND RENTALS in Islamorada, Florida, USA

Casa Morada
FromCA $785 per night
|
9.0 (119 Reviews)
16 Bedrooms 32 Guests
The Caribbean Resort
FromCA $871 per night
|
10.0 (166 Reviews)
1 Bedroom 2 Guests
Keys Villa
FromCA $496 per night
10.0 (7 Reviews)
2 Bedrooms 6 Guests
The Islands of Islamorada
FromCA $926 per night
|
8.9 (27 Reviews)
24 Bedrooms 50 Guests
Casa Morada
FromCA $759 per night
|
9.4 (430 Reviews)
1 Bedroom 2 Guests
La Jolla Resort
FromCA $368 per night
8.8 (853 Reviews)
22 Bedrooms 60 Guests
Chesapeake Beach Resort
FromCA $356 per night
|
9.2 (1709 Reviews)
1 Bedroom 2 Guests
Caloosa Cove Resort by CoolVacay
|
8.8 (209 Reviews)
30 Bedrooms 150 Guests
Cheeca Lodge & Spa
FromCA $596 per night
|
9.2 (1307 Reviews)
1 Bedroom 2 Guests
Sunset Inn
FromCA $255 per night
|
8.6 (1298 Reviews)
31 Bedrooms 16 Guests
Islander Resort
FromCA $440 per night
|
9.2 (1008 Reviews)
1 Bedroom 2 Guests
Sands of Islamorada
FromCA $367 per night
8.6 (320 Reviews)
9 Bedrooms 30 Guests
Sunset Inn
FromCA $362 per night
|
9.2 (1004 Reviews)
1 Bedroom 2 Guests
Topsider Resort
FromCA $736 per night
8.6 (12 Reviews)
2 Bedrooms 6 Guests
Pines & Palms Resort
FromCA $610 per night
|
9.2 (1002 Reviews)
1 Bedroom 2 Guests
The Ocean View Inn
FromCA $335 per night
|
8.4 (316 Reviews)
7 Bedrooms 7 Guests
The Ocean View Inn & Pub
FromCA $453 per night
9.2 (22 Reviews)
1 Bedroom 2 Guests
Matecumbe Resort
FromCA $240 per night
8.3 (341 Reviews)
32 Bedrooms 26 Guests
La Jolla Resort
FromCA $344 per night
9.0 (1005 Reviews)
1 Bedroom 2 Guests
Coconut Cove Resort & Marina
FromCA $412 per night
8.3 (272 Reviews)
20 Bedrooms 13 Guests
Coconut Cove Resort and Marina
|
9.0 (238 Reviews)
1 Bedroom 2 Guests
Breezy Palms Resort
FromCA $228 per night
|
8.2 (1648 Reviews)
54 Bedrooms 30 Guests
La Siesta Resort & Villas
FromCA $568 per night
|
8.2 (311 Reviews)
55 Bedrooms 136 Guests
Amara Cay Resort
FromCA $481 per night
|
8.8 (1268 Reviews)
1 Bedroom 2 Guests
Treasure Harbor
FromCA $465 per night
|
8.1 (125 Reviews)
13 Bedrooms 45 Guests
Drop Anchor
FromCA $533 per night
|
8.8 (1000 Reviews)
1 Bedroom 2 Guests
Amara Cay Resort
FromCA $524 per night
|
7.9 (594 Reviews)
110 Bedrooms 84 Guests
Breezy Palms Resort
FromCA $365 per night
8.8 (652 Reviews)
1 Bedroom 2 Guests
Fisher Inn Resort & Marina
FromCA $257 per night
|
7.7 (871 Reviews)
37 Bedrooms 38 Guests
Bayside Villas by Islander Resort
|
8.8 (413 Reviews)
1 Bedroom 2 Guests
Hadley Resort and Marina
FromCA $254 per night
|
7.2 (642 Reviews)
30 Bedrooms 30 Guests
Sands of Islamorada
FromCA $375 per night
8.8 (401 Reviews)
1 Bedroom 2 Guests
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views!
|
10.0 (2 Reviews)
3 Bedrooms 6 Guests
Matecumbe Resort
FromCA $262 per night
8.8 (99 Reviews)
1 Bedroom 2 Guests
Pineapple Beach
FromCA $3,409 per night
10.0 (1 Review)
1 Bedroom 10 Guests
La Siesta Resort & Villas
FromCA $412 per night
|
8.6 (1003 Reviews)
1 Bedroom 2 Guests
Anglers Reef Paradise
FromCA $546 per night
|
9.6 (19 Reviews)
2 Bedrooms 6 Guests
Fisher Inn Resort & Marina
FromCA $374 per night
|
8.2 (1009 Reviews)
1 Bedroom 2 Guests
Islamorada Paradise Overlooking the Fabulous Florida Bay.
|
9.5 (9 Reviews)
3 Bedrooms 6 Guests
Hadley Resort and Marina
FromCA $251 per night
|
7.6 (1005 Reviews)
1 Bedroom 2 Guests
Key Lime Cottage in the heart of Islamorada
|
9.5 (4 Reviews)
2 Bedrooms 5 Guests
The Islands of Islamorada
FromCA $1,301 per night
|
9.8 (72 Reviews)
1 Bedroom 4 Guests
Anglers Reef Vacation Rental
FromCA $675 per night
|
9.5 (2 Reviews)
2 Bedrooms 6 Guests
Ragged Edge Resort & Marina
FromCA $343 per night
9.6 (242 Reviews)
1 Bedroom 2 Guests
Ragged Edge Resort & Marina
FromCA $373 per night
9.1 (136 Reviews)
14 Bedrooms 39 Guests
Treasure Harbor
FromCA $453 per night
|
9.0 (139 Reviews)
1 Bedroom 2 Guests
Pines & Palms Resort
FromCA $679 per night
|
9.0 (762 Reviews)
24 Bedrooms 44 Guests
Angler's Reef Resort by KeysCaribbean
|
9.0 (14 Reviews)
2 Bedrooms 4 Guests
Hidden Gem Duplex in Heart of Islamorada Sleeps 8
|
New
4 Bedrooms 8 Guests
Oceanfront Islamorada Townhome with Dock and Pool
|
New
3 Bedrooms 7 Guests
Sandglass 4
FromCA $873 per night
|
New
5 Bedrooms 12 Guests
Beacon Reef 222
FromCA $344 per night
|
New
2 Bedrooms 4 Guests
Paradise Beach
FromCA $330 per night
|
New
1 Bedroom 7 Guests
Beacon Reef 310
FromCA $281 per night
|
New
2 Bedrooms 4 Guests
Escape to the Keys
FromCA $275 per night
|
New
1 Bedroom 8 Guests
Tollgate Tides
FromCA $210 per night
|
New
1 Bedroom 6 Guests
Executive Bay Club Condo M-1
FromCA $180 per night
|
New
2 Bedrooms 6 Guests
Palms 317
FromCA $162 per night
|
New
1 Bedroom 3 Guests
Beacon Reef 306
FromCA $262 per night
|
New
2 Bedrooms 4 Guests

About Islamorada Vacation Rentals

There are more than 1542 places to stay in Islamorada that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Islamorada.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Islamorada, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Islamorada. Places to stay near Islamorada are 750.33 ft² on average, with prices averaging CA $1,030 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Islamorada with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

Frequently Asked Questions About Islamorada?

What are the top hotels or resorts in Islamorada?

You have a lot of choices in or near Islamorada. If you need a hotel in the Islamorada area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Islamorada:

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

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 1542 in the Islamorada area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Islamorada.

Nearby Neighborhood (9)

NeighborhoodProperty Count
Venetian Shores Hotel & Resort Deals in Islamorada, Florida 41
Lower Matecumbe Beach Hotel & Resort Deals in Islamorada, Florida 334
Toll Gate Shores Hotel & Resort Deals in Islamorada, Florida 332
Seabreeze Trailer Park Hotel & Resort Deals in Islamorada, Florida 818
White Marlin Beach Hotel & Resort Deals in Islamorada, Florida 344
Plantation by the Sea Hotel & Resort Deals in Islamorada, Florida 736
Coral Cove Hotel & Resort Deals in Islamorada, Florida 643
Plantation Lake Estates Hotel & Resort Deals in Islamorada, Florida 709
Bonefish Bay Hotel & Resort Deals in Islamorada, Florida 346