Find Hotels with a Pool in Islamorada, FL
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Compare Islamorada Hotels with a Pool room rates, reviews, and availability. Most hotels are fully refundable.

Amara Cay Resort
Amara Cay Resort
8.8 out of 10, Excellent, (1194)
The price is SAR 748
SAR 1,091 total
includes taxes & fees
21 May - 22 May

Islander Resort
Islander Resort
9.0 out of 10, Wonderful, (1003)
The price is SAR 867
SAR 1,212 total
includes taxes & fees
22 May - 23 May

La Siesta Resort & Villas
La Siesta Resort & Villas
8.6 out of 10, Excellent, (1000)
The price is SAR 643
SAR 973 total
includes taxes & fees
21 May - 22 May

Cheeca Lodge & Spa
Cheeca Lodge & Spa
9.0 out of 10, Wonderful, (1067)
The price is SAR 834
SAR 1,192 total
includes taxes & fees
12 May - 13 May

Drop Anchor
Drop Anchor
8.8 out of 10, Excellent, (1001)
The price is SAR 822
SAR 1,057 total
includes taxes & fees
5 May - 6 May

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
9.2 out of 10, Wonderful, (20)
The price is SAR 1,017
SAR 1,393 total
includes taxes & fees
27 Apr - 28 Apr

Pines & Palms Resort
Pines & Palms Resort
9.2 out of 10, Wonderful, (987)
The price is SAR 1,459
SAR 1,848 total
includes taxes & fees
6 May - 7 May

Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
7.8 out of 10, Good, (1002)
The price is SAR 746
SAR 962 total
includes taxes & fees
24 Apr - 25 Apr
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find out more about Islamorada
Find out more about Islamorada
Recent reviews of Islamorada hotels
Recent reviews of Islamorada hotels

Hadley Resort and Marina
5/5 Excellent
"The truth is that everything was spectacular, we loved it and we want to come back,"
A verified traveler stayed at Hadley Resort and Marina
Posted 2 days ago
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Hotels near popular Islamorada Attractions
- Hotels near Anne's Beach
- Hotels near Bud n' Mary's Dive Center
- Hotels near Founders Park
- Hotels near Florida Keys Brewing Co.
- Hotels near Islamorada County Park
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near Sunset Drive Beach
- Hotels near History of Diving Museum
- Hotels near Robbie’s of Islamorada
- Hotels near Islamorada Brewery & Distillery
Islamorada Hotels by Star Rating
Explore more hotels
- The Islands of Islamorada
- Coconut Cove Resort and Marina
- Treasure Harbor
- Sunset Inn
- La Jolla Resort
- Pines & Palms Resort
- Beach Residence / Private overwater dock / Heated Pool / Mahi Key
- Drop Anchor
- Ragged Edge Resort & Marina
- Sands of Islamorada
- Islander Bayside Villas and Boatslips
- Casa Morada
- OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards
- The Caribbean Resort
- Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
- WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
- Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25
- Private Beachfront Paradise
- 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks
- The Ocean View Inn & Pub
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