Islamorada Hotels, Resorts, and Rentals

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

Caloosa Cove Resort by CoolVacay
|
8.9 (191 Reviews)
30 Bedrooms 150 Guests
The Caribbean Resort
FromCA $897 per night
|
10.0 (172 Reviews)
1 Bedroom 2 Guests
La Jolla Resort
FromCA $379 per night
8.8 (844 Reviews)
22 Bedrooms 60 Guests
Islander Resort
FromCA $549 per night
|
9.4 (1034 Reviews)
1 Bedroom 2 Guests
The Islands of Islamorada
FromCA $953 per night
|
8.8 (34 Reviews)
24 Bedrooms 50 Guests
Casa Morada
FromCA $563 per night
|
9.4 (440 Reviews)
1 Bedroom 2 Guests
Casa Morada
FromCA $513 per night
|
8.7 (139 Reviews)
16 Bedrooms 32 Guests
Chesapeake Beach Resort
FromCA $382 per night
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9.2 (1759 Reviews)
1 Bedroom 2 Guests
Sands of Islamorada
FromCA $377 per night
8.6 (320 Reviews)
9 Bedrooms 30 Guests
Cheeca Lodge & Spa
FromCA $531 per night
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9.2 (1333 Reviews)
1 Bedroom 2 Guests
Sunset Inn
FromCA $263 per night
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8.5 (1463 Reviews)
31 Bedrooms 16 Guests
Sunset Inn
FromCA $284 per night
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9.2 (1003 Reviews)
1 Bedroom 2 Guests
Matecumbe Resort
FromCA $247 per night
8.5 (332 Reviews)
32 Bedrooms 26 Guests
Pines & Palms Resort
FromCA $454 per night
|
9.2 (1002 Reviews)
1 Bedroom 2 Guests
Coconut Cove Resort & Marina
FromCA $424 per night
8.4 (281 Reviews)
20 Bedrooms 13 Guests
La Jolla Resort
FromCA $353 per night
9.0 (1000 Reviews)
1 Bedroom 2 Guests
The Ocean View Inn
FromCA $345 per night
|
8.3 (313 Reviews)
7 Bedrooms 7 Guests
Bayside Villas by Islander Resort
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9.0 (437 Reviews)
1 Bedroom 2 Guests
La Siesta Resort & Villas
FromCA $585 per night
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8.2 (293 Reviews)
55 Bedrooms 136 Guests
Coconut Cove Resort and Marina
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9.0 (265 Reviews)
1 Bedroom 2 Guests
Treasure Harbor
FromCA $478 per night
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8.1 (125 Reviews)
13 Bedrooms 45 Guests
Amara Cay Resort
FromCA $539 per night
|
7.9 (588 Reviews)
110 Bedrooms 84 Guests
Matecumbe Resort
FromCA $283 per night
9.0 (138 Reviews)
1 Bedroom 2 Guests
Fisher Inn Resort & Marina
FromCA $264 per night
|
7.7 (871 Reviews)
37 Bedrooms 38 Guests
The Ocean View Inn & Pub
FromCA $302 per night
9.0 (25 Reviews)
1 Bedroom 2 Guests
Topsider Resort
FromCA $758 per night
7.6 (7 Reviews)
2 Bedrooms 6 Guests
Amara Cay Resort
FromCA $427 per night
|
8.8 (1292 Reviews)
1 Bedroom 2 Guests
Hadley Resort and Marina
FromCA $262 per night
|
7.2 (642 Reviews)
30 Bedrooms 30 Guests
Drop Anchor
FromCA $282 per night
|
8.8 (1006 Reviews)
1 Bedroom 2 Guests
Breezy Palms Resort
FromCA $234 per night
|
New
54 Bedrooms 30 Guests
Breezy Palms Resort
FromCA $273 per night
8.8 (697 Reviews)
1 Bedroom 2 Guests
Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views!
|
10.0 (2 Reviews)
3 Bedrooms 6 Guests
Sands of Islamorada
FromCA $383 per night
8.8 (411 Reviews)
1 Bedroom 2 Guests
Pineapple Beach
FromCA $3,508 per night
10.0 (1 Review)
1 Bedroom 10 Guests
La Siesta Resort & Villas
FromCA $380 per night
|
8.6 (1006 Reviews)
1 Bedroom 2 Guests
Islamorada Paradise Overlooking the Fabulous Florida Bay.
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9.5 (9 Reviews)
3 Bedrooms 6 Guests
Fisher Inn Resort & Marina
FromCA $289 per night
|
8.2 (1010 Reviews)
1 Bedroom 2 Guests
Key Lime Cottage in the heart of Islamorada
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9.5 (4 Reviews)
2 Bedrooms 5 Guests
Hadley Resort and Marina
FromCA $275 per night
|
7.6 (1000 Reviews)
1 Bedroom 2 Guests
Hooked on Islamorada Oceanfront Townhome, Private Dock, Pool
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9.5 (2 Reviews)
3 Bedrooms 7 Guests
Ragged Edge Resort & Marina
FromCA $327 per night
9.6 (253 Reviews)
1 Bedroom 2 Guests
Anglers Reef Vacation Rental
FromCA $695 per night
|
9.5 (2 Reviews)
2 Bedrooms 6 Guests
The Islands of Islamorada
FromCA $1,086 per night
|
9.6 (76 Reviews)
1 Bedroom 4 Guests
Ragged Edge Resort & Marina
FromCA $383 per night
9.1 (136 Reviews)
14 Bedrooms 39 Guests
Treasure Harbor
FromCA $398 per night
|
9.0 (156 Reviews)
1 Bedroom 2 Guests
Pines & Palms Resort
FromCA $699 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
Sandglass 4
FromCA $898 per night
|
New
5 Bedrooms 12 Guests
La Dolce Vita Villa
FromCA $467 per night
|
New
3 Bedrooms 6 Guests
Beacon Reef 222
FromCA $354 per night
|
New
2 Bedrooms 4 Guests
Beacon Reef 310
FromCA $289 per night
|
New
2 Bedrooms 4 Guests
Palms 317
FromCA $167 per night
|
New
1 Bedroom 3 Guests
Drop Anchor Resort & Marina
FromCA $506 per night
|
New
18 Bedrooms 43 Guests
Beacon Reef 306
FromCA $269 per night
|
New
2 Bedrooms 4 Guests
Little Bay Compound
FromCA $22,623 per night
New
6 Bedrooms 18 Guests
Little Bay Prime
FromCA $1,542 per night
New
4 Bedrooms 12 Guests
Martin Family Fish Camp
FromCA $1,156 per night
New
4 Bedrooms 12 Guests

About Islamorada Vacation Rentals

There are more than 1589 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 738.81 ft² on average, with prices averaging CA $1,044 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 1589 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 340
Toll Gate Shores Hotel & Resort Deals in Islamorada, Florida 337
Seabreeze Trailer Park Hotel & Resort Deals in Islamorada, Florida 818
White Marlin Beach Hotel & Resort Deals in Islamorada, Florida 349
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