Hotels with a Pool in Monroe County
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Top Hotels with a Pool in Key West
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
Stock Island
‐4.65 mi from city center
8.8/10 Excellent! (1,732 reviews)
Parrot Key Hotel & Villas
4 out of 5
Northside Resort
‐1.97 mi from city center
9/10 Wonderful! (1,121 reviews)
Margaritaville Beach House Key West
4 out of 5
8.6/10 Excellent! (1,771 reviews)
Hyatt Vacation Club at Windward Pointe, Key West
3.5 out of 5
9.4/10 Exceptional! (1,014 reviews)
Casa Marina Key West, Curio Collection by Hilton
4 out of 5
Old Town Key West
‐0.89 mi from city center
8.2/10 Very Good! (394 reviews)
DoubleTree Resort by Hilton Grand Key - Key West
4 out of 5
7.8/10 Good! (1,019 reviews)
Southernmost Beach Resort and Guesthouses
4 out of 5
Old Town Key West
‐0.6 mi from city center
8.6/10 Excellent! (2,785 reviews)
Hilton Garden Inn Key West / The Keys Collection
3.5 out of 5
New Town
‐3.25 mi from city center
7.8/10 Good! (1,101 reviews)
Beachside Resort & Residences
3.5 out of 5
8.4/10 Very Good! (1,589 reviews)
Hampton Inn Key West FL
2.5 out of 5
9/10 Wonderful! (1,245 reviews)
The Reach Key West, Curio Collection by Hilton
4 out of 5
Old Town Key West
‐0.7 mi from city center
8.4/10 Very Good! (1,007 reviews)
Blue Flamingo Resort Key West
4 out of 5
New Town
‐3.17 mi from city center
7.8/10 Good! (1,619 reviews)
The Perry Hotel & Marina Key West
4 out of 5
Stock Island
‐4 mi from city center
9.4/10 Exceptional! (1,115 reviews)
Havana Cabana at Key West
4 out of 5
New Town
‐2.76 mi from city center
8.8/10 Excellent! (1,748 reviews)
The Laureate Key West
3.5 out of 5
New Town
‐2.9 mi from city center
9/10 Wonderful! (1,002 reviews)
Ibis Bay Beach Resort
2.5 out of 5
Northside Resort
‐2.26 mi from city center
8/10 Very Good! (1,998 reviews)
Pier House Resort & Spa
4 out of 5
Key West Historic District
‐0.49 mi from city center
9/10 Wonderful! (1,013 reviews)
The Southernmost Inn - Adults Only
3 out of 5
Old Town Key West
‐0.55 mi from city center
8.2/10 Very Good! (1,166 reviews)
The Marker Key West Harbor Resort
4 out of 5
Key West Historic District
‐0.42 mi from city center
9/10 Wonderful! (1,011 reviews)
Ocean Key Resort - A Noble House Resort
4 out of 5
Key West Historic District
‐0.5 mi from city center
9/10 Wonderful! (1,002 reviews)
Top Hotels with a Pool in Key Largo
Playa Largo Resort & Spa, Autograph Collection
4.5 out of 5
8.8/10 Excellent! (1,010 reviews)
Baker's Cay Resort Key Largo, Curio Collection by Hilton
4 out of 5
8.6/10 Excellent! (1,008 reviews)
Reefhouse Resort & Marina
3.5 out of 5
9.2/10 Wonderful! (1,312 reviews)
Rock Reef Resort
2.5 out of 5
9.2/10 Wonderful! (1,035 reviews)
Hampton Inn Key Largo Manatee Bay
2.5 out of 5
8.8/10 Excellent! (1,006 reviews)
The Pelican Key Largo Cottages
2 out of 5
8.8/10 Excellent! (1,006 reviews)
Waterside Suites & Marina
3.5 out of 5
8.8/10 Excellent! (1,092 reviews)
Marina Del Mar Resort and Marina
2.5 out of 5
8.4/10 Very Good! (1,615 reviews)
Sunset Cove Beach Resort
2.5 out of 5
9/10 Wonderful! (1,006 reviews)
Holiday Inn Key Largo by IHG
3 out of 5
8.4/10 Very Good! (1,011 reviews)
Bayside Inn Key Largo
3 out of 5
8.4/10 Very Good! (1,585 reviews)
Seafarer Key Largo
2 out of 5
9.4/10 Exceptional! (117 reviews)
Dove Creek Resort & Marina, Trademark Collection by Wyndham
3 out of 5
7.6/10 Good! (1,002 reviews)
Amoray Dive Resort
2 out of 5
9/10 Wonderful! (1,008 reviews)
Drift Hotel
2.5 out of 5
8.8/10 Excellent! (1,007 reviews)
Key Largo Inn
3 out of 5
6.4/10 (1,004 reviews)
Azul del Mar
3.5 out of 5
8.8/10 Excellent! (760 reviews)
Kona Kai Resort and Gallery - Adults Only
2.5 out of 5
9.8/10 Exceptional! (264 reviews)
Courtyard by Marriott Key Largo
3 out of 5
8/10 Very Good! (999 reviews)
Gilbert's Resort
2 out of 5
8.6/10 Excellent! (1,002 reviews)
Top Hotels with a Pool in Islamorada
Cheeca Lodge & Spa
5 out of 5
Matecumbe
‐0.62 mi from city center
9/10 Wonderful! (1,225 reviews)
Amara Cay Resort
4 out of 5
Matecumbe
‐2.41 mi from city center
8.8/10 Excellent! (1,255 reviews)
Chesapeake Beach Resort
3.5 out of 5
Matecumbe
‐1.23 mi from city center
9.2/10 Wonderful! (1,543 reviews)
Islander Resort
4 out of 5
Matecumbe
‐0.3 mi from city center
9/10 Wonderful! (1,009 reviews)
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 out of 5
8.8/10 Excellent! (95 reviews)
La Siesta Resort & Villas
4 out of 5
Matecumbe
‐2.05 mi from city center
8.6/10 Excellent! (1,004 reviews)
Pines & Palms Resort
3 out of 5
Matecumbe
‐2 mi from city center
9/10 Wonderful! (1,002 reviews)
Sunset Inn
3 out of 5
Matecumbe
‐0.15 mi from city center
9.2/10 Wonderful! (1,002 reviews)
Hadley Resort and Marina
3.5 out of 5
Matecumbe
‐0.29 mi from city center
7.6/10 Good! (1,003 reviews)
La Jolla Resort
2.5 out of 5
Matecumbe
‐0.07 mi from city center
9/10 Wonderful! (1,002 reviews)
Fisher Inn Resort & Marina
3.5 out of 5
8/10 Very Good! (1,000 reviews)
Coconut Cove Resort and Marina
3 out of 5
7.6/10 Good! (822 reviews)
Bayside Villas by Islander Resort
3.5 out of 5
Matecumbe
‐1.2 mi from city center
8.8/10 Excellent! (390 reviews)
Drop Anchor
3 out of 5
8.6/10 Excellent! (1,000 reviews)
Ragged Edge Resort & Marina
2.5 out of 5
9.4/10 Exceptional! (194 reviews)
The Caribbean Resort
3.5 out of 5
Matecumbe
‐0.43 mi from city center
9.8/10 Exceptional! (154 reviews)
Sands of Islamorada
2.5 out of 5
Matecumbe
‐2.32 mi from city center
8.6/10 Excellent! (389 reviews)
Matecumbe Resort
2 out of 5
Matecumbe
‐6.04 mi from city center
8.6/10 Excellent! (78 reviews)
The Ocean View Inn & Pub
2 out of 5
9.6/10 Exceptional! (8 reviews)
Casa Morada
3.5 out of 5
Matecumbe
‐0.2 mi from city center
9.2/10 Wonderful! (408 reviews)
Top Hotels with a Pool in Marathon
Isla Bella Beach Resort & Spa
5 out of 5
9/10 Wonderful! (1,054 reviews)
Courtyard by Marriott Faro Blanco Resort
3 out of 5
9/10 Wonderful! (1,001 reviews)
Tranquility Bay Beachfront Hotel and Resort
4 out of 5
8.8/10 Excellent! (1,003 reviews)
Hawks Cay Resort
4 out of 5
8/10 Very Good! (1,007 reviews)
Coconut Cay Resort & Marina
2 out of 5
8.4/10 Very Good! (1,004 reviews)
Fairfield Inn & Suites by Marriott Marathon Florida Keys
2.5 out of 5
9/10 Wonderful! (1,022 reviews)
Captain Pips Marina & Hideaway
3 out of 5
9/10 Wonderful! (1,006 reviews)
Banana Bay Resort & Marina
3 out of 5
7.6/10 Good! (1,000 reviews)
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
4 out of 5
8.8/10 Excellent! (1,277 reviews)
Rainbow Bend Resort
2.5 out of 5
8/10 Very Good! (743 reviews)
Hampton Inn Marathon - Florida Keys
2.5 out of 5
9/10 Wonderful! (1,006 reviews)
Grassy Flats Resort & Beach Club
2.5 out of 5
9.4/10 Exceptional! (322 reviews)
Kingsail Resort
2 out of 5
8.4/10 Very Good! (1,026 reviews)
Gulf View Waterfront Resort
2.5 out of 5
8.4/10 Very Good! (505 reviews)
Conch Key Fishing Lodge and Marina
2.5 out of 5
7.6/10 Good! (643 reviews)
Seascape Resort & Marina
3 out of 5
9.2/10 Wonderful! (537 reviews)
Villas At Hawks Cay Resort
4 out of 5
8.4/10 Very Good! (138 reviews)
Siesta Motel
2 out of 5
7.2/10 Good! (678 reviews)
Floating Sea Cove Resort & Marina
2 out of 5
4.8/10 (1,000 reviews)
Village at Hawks Cay Villas by KeysCaribbean
3 out of 5
7.2/10 Good! (173 reviews)
Check out reviews of Monroe County hotels guests love
Cheeca Lodge & Spa
10/10 Excellent
"Wonderful resort. Would stay again. Dinner was amazing. "
DoubleTree Resort by Hilton Grand Key - Key West
10/10 Excellent
"We really enjoyed staying at this property. It was gorgeous and very clean. The staff was very kind and helpful. Highly recommend the Doubletree Key West!"
Blue Flamingo Resort Key West
10/10 Excellent
"Beautiful property and what I would call a hidden gem!. We will definitely be returning.
Very friendly staff, clean and smelled good
One of the elevators was not working when we got there, however, and it was raining and the outside hallway right by our door had over an inch of standing water. Our suite definitely could’ve used better lighting, but overall very good stay."
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"Was amazing in all ways! Felt like I was home not a hotel"
La Concha Key West, Autograph Collection
10/10 Excellent
"Staff👍👍"
Oceans Edge Key West Resort, Hotel & Marina
10/10 Excellent
"Phenomenal "
Casa Marina Key West, Curio Collection by Hilton
10/10 Excellent
"Truly beautiful custom century hotel, sitting on one of the few beaches in Key West"
Beachside Resort & Residences
10/10 Excellent
"Everything great, except staff did not show up even once in 4 days to clean the room."
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"Great hotel. It was amazing. "