Find Hotels with a Pool in Islamorada, FL
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Top Islamorada Hotels with a Pool

Rock Reef Resort
Rock Harbor
9.2 out of 10, Wonderful, (1074)
The price is SAR 302
SAR 339 total
includes taxes & fees
1 Dec - 2 Dec

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
7.6 out of 10, Good, (1005)
The price is SAR 316
SAR 474 total
includes taxes & fees
4 Dec - 5 Dec

Fisher Inn Resort & Marina
Islamorada
8.2 out of 10, Very Good, (1017)
The price is SAR 315
SAR 476 total
includes taxes & fees
18 Dec - 19 Dec

Chesapeake Beach Resort
Matecumbe
9.2 out of 10, Wonderful, (1589)
The price is SAR 465
SAR 734 total
includes taxes & fees
7 Dec - 8 Dec

La Jolla Resort
Matecumbe
9.0 out of 10, Wonderful, (1005)
The price is SAR 286
SAR 428 total
includes taxes & fees
18 Dec - 19 Dec

Lime Tree Bay Resort
Long Key
9.2 out of 10, Wonderful, (1113)

Creekside Inn
Tavernier
8.0 out of 10, Very Good, (1009)
The price is SAR 470
SAR 529 total
includes taxes & fees
9 Dec - 10 Dec

Drop Anchor
Islamorada
8.8 out of 10, Excellent, (1004)
The price is SAR 314
SAR 484 total
includes taxes & fees
30 Nov - 1 Dec
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.
Top Islamorada Hotel Reviews

Coconut Cove Resort and Marina
10/10 Excellent
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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 Robbie’s of Islamorada
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near History of Diving Museum
- Hotels near Islamorada Brewery & Distillery
- Hotels near Rain Barrel Village
Islamorada Hotels by Star Rating
Explore more hotels
- Coconut Cove Resort and Marina
- La Jolla Resort
- Fisher Inn Resort & Marina
- Breezy Palms Resort
- The Islands of Islamorada
- Drop Anchor
- Bayside Villas by Islander Resort
- Casa Morada
- Matecumbe Resort
- Ragged Edge Resort & Marina
- Sands of Islamorada
- The Caribbean Resort
- The Ocean View Inn & Pub
- Only 3 weeks left in 2025 for a pre-Christmas getaway! Oceanfront/Pool/dock
- Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada
- Oceanfront 4-BR w/ private 31' Boat Slip Included, Pool & Beach, gourmet kitchen
- NEW - Oceanfront FL Keys Home w/Pool, Free Dockage, Gameroom, Private Balcony
- WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!
- BeachFront Paradise/By The Glam Homes
- Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views
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