Islamorada Hotels, Resorts, and Rentals

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

The Islands of Islamorada
FromZA R11,486 per night
|
9.5 (20 Reviews)
24 Bedrooms 50 Guests
The Caribbean Resort
FromZA R10,810 per night
|
10.0 (166 Reviews)
1 Bedroom 2 Guests
Keys Villa
FromZA R6,152 per night
10.0 (7 Reviews)
2 Bedrooms 6 Guests
Casa Morada
FromZA R9,732 per night
|
9.0 (119 Reviews)
16 Bedrooms 32 Guests
Casa Morada
FromZA R9,411 per night
|
9.4 (430 Reviews)
1 Bedroom 2 Guests
La Jolla Resort
FromZA R4,569 per night
8.8 (906 Reviews)
22 Bedrooms 60 Guests
Chesapeake Beach Resort
FromZA R5,091 per night
|
9.2 (1678 Reviews)
1 Bedroom 2 Guests
Caloosa Cove Resort by CoolVacay
|
8.8 (223 Reviews)
30 Bedrooms 150 Guests
Cheeca Lodge & Spa
FromZA R7,391 per night
|
9.2 (1307 Reviews)
1 Bedroom 2 Guests
Sunset Inn
FromZA R3,169 per night
|
8.6 (1298 Reviews)
31 Bedrooms 16 Guests
Islander Resort
FromZA R6,814 per night
|
9.2 (1007 Reviews)
1 Bedroom 2 Guests
Sands of Islamorada
FromZA R4,551 per night
8.6 (320 Reviews)
9 Bedrooms 30 Guests
Sunset Inn
FromZA R4,496 per night
|
9.2 (1004 Reviews)
1 Bedroom 2 Guests
Topsider Resort
FromZA R9,135 per night
8.6 (12 Reviews)
2 Bedrooms 6 Guests
Pines & Palms Resort
FromZA R12,140 per night
|
9.2 (1002 Reviews)
1 Bedroom 2 Guests
The Ocean View Inn
FromZA R4,162 per night
|
8.4 (316 Reviews)
7 Bedrooms 7 Guests
La Jolla Resort
FromZA R5,212 per night
9.2 (1001 Reviews)
1 Bedroom 2 Guests
Breezy Palms Resort
FromZA R2,823 per night
|
8.3 (1557 Reviews)
54 Bedrooms 30 Guests
The Ocean View Inn & Pub
FromZA R5,614 per night
9.2 (22 Reviews)
1 Bedroom 2 Guests
Matecumbe Resort
FromZA R2,979 per night
8.3 (341 Reviews)
32 Bedrooms 26 Guests
Coconut Cove Resort and Marina
FromZA R7,403 per night
|
9.0 (223 Reviews)
1 Bedroom 2 Guests
Coconut Cove Resort & Marina
FromZA R5,114 per night
8.3 (272 Reviews)
20 Bedrooms 13 Guests
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
|
9.0 (166 Reviews)
1 Bedroom 2 Guests
La Siesta Resort & Villas
FromZA R7,048 per night
|
8.2 (311 Reviews)
55 Bedrooms 136 Guests
Amara Cay Resort
FromZA R5,964 per night
|
8.8 (1268 Reviews)
1 Bedroom 2 Guests
Treasure Harbor
FromZA R4,130 per night
|
8.1 (125 Reviews)
13 Bedrooms 45 Guests
Drop Anchor
FromZA R5,044 per night
|
8.8 (1010 Reviews)
1 Bedroom 2 Guests
Amara Cay Resort
FromZA R6,502 per night
|
7.9 (594 Reviews)
110 Bedrooms 84 Guests
Breezy Palms Resort
FromZA R4,575 per night
8.8 (630 Reviews)
1 Bedroom 2 Guests
Fisher Inn Resort & Marina
FromZA R3,480 per night
|
7.7 (927 Reviews)
37 Bedrooms 38 Guests
Bayside Villas by Islander Resort
|
8.8 (413 Reviews)
1 Bedroom 2 Guests
Hadley Resort and Marina
FromZA R3,430 per night
|
7.2 (642 Reviews)
30 Bedrooms 30 Guests
Sands of Islamorada
FromZA R4,654 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
FromZA R3,245 per night
8.8 (99 Reviews)
1 Bedroom 2 Guests
Pineapple Beach
FromZA R42,292 per night
10.0 (1 Review)
1 Bedroom 10 Guests
La Siesta Resort & Villas
FromZA R5,107 per night
|
8.6 (1003 Reviews)
1 Bedroom 2 Guests
Anglers Reef Paradise
FromZA R6,767 per night
|
9.6 (19 Reviews)
2 Bedrooms 6 Guests
Fisher Inn Resort & Marina
FromZA R4,635 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
FromZA R4,934 per night
|
7.6 (1008 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
FromZA R16,139 per night
|
9.8 (72 Reviews)
1 Bedroom 4 Guests
Anglers Reef Vacation Rental
FromZA R8,374 per night
|
9.5 (2 Reviews)
2 Bedrooms 6 Guests
Ragged Edge Resort & Marina
FromZA R4,196 per night
9.6 (222 Reviews)
1 Bedroom 2 Guests
Ragged Edge Resort & Marina
FromZA R4,622 per night
9.1 (136 Reviews)
14 Bedrooms 39 Guests
Treasure Harbor
FromZA R5,616 per night
|
9.0 (139 Reviews)
1 Bedroom 2 Guests
Pines & Palms Resort
FromZA R8,425 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
FromZA R10,827 per night
|
New
5 Bedrooms 12 Guests
Beacon Reef 222
FromZA R4,263 per night
|
New
2 Bedrooms 4 Guests
Paradise Beach
FromZA R4,094 per night
|
New
1 Bedroom 7 Guests
Beacon Reef 310
FromZA R3,485 per night
|
New
2 Bedrooms 4 Guests
Escape to the Keys
FromZA R3,417 per night
|
New
1 Bedroom 8 Guests
Tollgate Tides
FromZA R2,605 per night
|
New
1 Bedroom 6 Guests
Executive Bay Club Condo M-1
FromZA R2,233 per night
|
New
2 Bedrooms 6 Guests
Palms 317
FromZA R2,013 per night
|
New
1 Bedroom 3 Guests
Beacon Reef 306
FromZA R3,248 per night
|
New
2 Bedrooms 4 Guests

About Islamorada Vacation Rentals

There are more than 1535 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 746.99 ft² on average, with prices averaging ZA R12,789 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 1535 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 42
Lower Matecumbe Beach Hotel & Resort Deals in Islamorada, Florida 24
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 342
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