Islamorada Hotels, Resorts, and Rentals

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

The Islands of Islamorada
FromCA $1,090 per night
|
9.5 (20 Reviews)
24 Bedrooms 50 Guests
The Caribbean Resort
FromCA $876 per night
|
10.0 (164 Reviews)
1 Bedroom 2 Guests
Keys Villa
FromCA $594 per night
10.0 (7 Reviews)
2 Bedrooms 6 Guests
Casa Morada
FromCA $828 per night
|
9.0 (119 Reviews)
16 Bedrooms 32 Guests
Casa Morada
FromCA $781 per night
|
9.4 (425 Reviews)
1 Bedroom 2 Guests
Ocean View Guest Room, 1 King, Balcony | Pool
10.0 (7 Reviews)
1 Bedroom 2 Guests
La Jolla Resort
FromCA $370 per night
8.8 (906 Reviews)
22 Bedrooms 60 Guests
Chesapeake Beach Resort
FromCA $384 per night
|
9.2 (1631 Reviews)
1 Bedroom 2 Guests
Caloosa Cove Resort by CoolVacay
|
8.8 (223 Reviews)
30 Bedrooms 150 Guests
Cheeca Lodge & Spa
FromCA $679 per night
|
9.2 (1303 Reviews)
1 Bedroom 2 Guests
Sunset Inn
FromCA $225 per night
|
8.6 (1298 Reviews)
31 Bedrooms 16 Guests
Islander Resort
FromCA $585 per night
|
9.2 (1008 Reviews)
1 Bedroom 2 Guests
Sands of Islamorada
FromCA $369 per night
8.6 (320 Reviews)
9 Bedrooms 30 Guests
Pines & Palms Resort
FromCA $536 per night
|
9.2 (1004 Reviews)
1 Bedroom 2 Guests
Topsider Resort
FromCA $740 per night
8.6 (12 Reviews)
2 Bedrooms 6 Guests
Sunset Inn
FromCA $414 per night
|
9.2 (1002 Reviews)
1 Bedroom 2 Guests
The Ocean View Inn
FromCA $337 per night
|
8.4 (303 Reviews)
7 Bedrooms 7 Guests
La Jolla Resort
FromCA $345 per night
9.2 (1002 Reviews)
1 Bedroom 2 Guests
Breezy Palms Resort
FromCA $229 per night
|
8.3 (1557 Reviews)
54 Bedrooms 30 Guests
Coconut Cove Resort and Marina
|
9.0 (166 Reviews)
1 Bedroom 2 Guests
Matecumbe Resort
FromCA $293 per night
8.3 (341 Reviews)
32 Bedrooms 26 Guests
La Siesta Resort & Villas
FromCA $329 per night
|
8.2 (314 Reviews)
55 Bedrooms 136 Guests
Amara Cay Resort
FromCA $653 per night
|
8.8 (1256 Reviews)
1 Bedroom 2 Guests
Treasure Harbor
FromCA $335 per night
|
8.1 (125 Reviews)
13 Bedrooms 45 Guests
Drop Anchor
FromCA $524 per night
|
8.8 (1009 Reviews)
1 Bedroom 2 Guests
Amara Cay Resort
FromCA $349 per night
|
8.0 (599 Reviews)
110 Bedrooms 83 Guests
La Siesta Resort & Villas
FromCA $432 per night
|
8.8 (1003 Reviews)
1 Bedroom 2 Guests
Coconut Cove Resort & Marina
FromCA $302 per night
7.8 (246 Reviews)
20 Bedrooms 13 Guests
Breezy Palms Resort
FromCA $337 per night
8.8 (606 Reviews)
1 Bedroom 2 Guests
Fisher Inn Resort & Marina
FromCA $282 per night
|
7.7 (927 Reviews)
37 Bedrooms 38 Guests
Bayside Villas by Islander Resort
|
8.8 (408 Reviews)
1 Bedroom 2 Guests
Hadley Resort and Marina
FromCA $278 per night
|
7.2 (642 Reviews)
30 Bedrooms 30 Guests
Sands of Islamorada
FromCA $282 per night
8.8 (397 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 $263 per night
8.8 (86 Reviews)
1 Bedroom 2 Guests
Pineapple Beach
FromCA $3,427 per night
10.0 (1 Review)
1 Bedroom 10 Guests
The Ocean View Inn & Pub
FromCA $453 per night
8.8 (15 Reviews)
1 Bedroom 2 Guests
Anglers Reef Paradise
FromCA $548 per night
|
9.6 (19 Reviews)
2 Bedrooms 6 Guests
Fisher Inn Resort & Marina
FromCA $368 per night
|
8.4 (1003 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 $314 per night
|
7.6 (1003 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 $928 per night
|
9.8 (70 Reviews)
1 Bedroom 4 Guests
Anglers Reef Vacation Rental
FromCA $678 per night
|
9.5 (2 Reviews)
2 Bedrooms 6 Guests
Ragged Edge Resort & Marina
FromCA $340 per night
9.6 (222 Reviews)
1 Bedroom 2 Guests
Ragged Edge Resort & Marina
FromCA $340 per night
9.1 (157 Reviews)
14 Bedrooms 35 Guests
Treasure Harbor
FromCA $469 per night
|
9.0 (127 Reviews)
1 Bedroom 2 Guests
Pines & Palms Resort
FromCA $387 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 $877 per night
|
New
5 Bedrooms 12 Guests
Beacon Reef 222
FromCA $345 per night
|
New
2 Bedrooms 4 Guests
Paradise Beach
FromCA $332 per night
|
New
1 Bedroom 7 Guests
Beacon Reef 310
FromCA $282 per night
|
New
2 Bedrooms 4 Guests
Escape to the Keys
FromCA $277 per night
|
New
2 Bedrooms 8 Guests
Tollgate Tides
FromCA $211 per night
|
New
2 Bedrooms 6 Guests
Executive Bay Club Condo M-1
FromCA $181 per night
|
New
2 Bedrooms 6 Guests
Palms 317
FromCA $163 per night
|
New
1 Bedroom 3 Guests
Beacon Reef 306
FromCA $263 per night
|
New
2 Bedrooms 4 Guests

About Islamorada Vacation Rentals

There are more than 1524 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 748.42 ft² on average, with prices averaging CA $1,055 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 1524 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 48
Lower Matecumbe Beach Hotel & Resort Deals in Islamorada, Florida 26
Toll Gate Shores Hotel & Resort Deals in Islamorada, Florida 327
Seabreeze Trailer Park Hotel & Resort Deals in Islamorada, Florida 805
White Marlin Beach Hotel & Resort Deals in Islamorada, Florida 338
Plantation by the Sea Hotel & Resort Deals in Islamorada, Florida 717
Coral Cove Hotel & Resort Deals in Islamorada, Florida 636
Plantation Lake Estates Hotel & Resort Deals in Islamorada, Florida 709
Bonefish Bay Hotel & Resort Deals in Islamorada, Florida 340