
Find Hotels with a Pool in Cudjoe Key, FL
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Check availability on Cudjoe Key Hotels with a Pool
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Aug 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
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Aug 14 - Aug 16Our top choices for Cudjoe Key hotels with a pool




1. Parmer's Resort
Parmer's ResortSummerland Key
- Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
$148 nightly
$167 total
Aug 10 - Aug 11
Total with taxes and fees




2. Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
- Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
$119 nightly
$134 total
Aug 16 - Aug 17
Total with taxes and fees




3. Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
- Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
$101 nightly
$114 total
Sep 2 - Sep 3
Total with taxes and fees




4. Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with PoolSummerland Key
- Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.
$1,070 nightly
$1,204 total
Aug 24 - Aug 25
Total with taxes and fees




5. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
- Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock.
$225 nightly
$253 total
Sep 1 - Sep 2
Total with taxes and fees




6. Hilton Key West Resort & Marina
Hilton Key West Resort & MarinaStock Island
- Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
$175 nightly
$197 total
Aug 16 - Aug 17
Total with taxes and fees




7. Hampton Inn Key West FL
Hampton Inn Key West FLKey West
- Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
$148 nightly
$166 total
Aug 30 - Aug 31
Total with taxes and fees




8. The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key WestStock Island
- Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.
$178 nightly
$200 total
Aug 10 - Aug 11
Total with taxes and fees
View all properties
Top Cudjoe Key Hotel Reviews
Beachside Resort & Residences
8/10 Good
"For the two of us staying a week it was very well priced and I enjoyed our time and the room they provided . The pool was clean and the hot tub was not working fkr what ever reason . The resort offered beach towels which we used on all of our swimming activities. The room was clean air conditioner working the deep tub was nice. The bedding was clean. The mattress was nice and comfortable. The staff was very helpful They had a guy in the lobby that would book you things to do that. We discounted it like parasailing, deep sea fishing, etc. I used him for sunset sale snorkeling sandbar, which was outstanding. I also got the fishing charter, which was awesome and the night kayak, which was just as good as anything could ever be Now the things I did not like. I didn’t like that you had to request for your room to be swept or cleaned for 50 bucks nobody came and knocked on door. Do you need towels? Do you need anything so I would have to repeatedly go to the front desk to get towels washcloths and then I would set all the dirty stuff outside. I would have to bag up the trash and whatever I can find to sit outside I didn’t like that part and they could’ve did a little bit better cleaning around the pool but other than that, I give us a nine out of 10 stars if I go back, I’ll probably choose them again."
Hilton Garden Inn Key West / The Keys Collection
8/10 Good
"The pool water was too hot"
Hyatt Vacation Club at Beach House, Key West
10/10 Excellent
"K"
The Perry Hotel & Marina Key West
10/10 Excellent
"Beautiful hotel with amazing views and super clean! It exceeded our expectations! Our dogs loved the dog park and that they could be outside with us eating by dinner and enjoying live music. I would definitely stay again and will recommend it to friends and family."
Ibis Bay Beach Resort
10/10 Excellent
"That was a clean room and a nice little resort reasonably priced for what you get. We had a comfortable night in Key West."
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"The property is absolutely STUNNING. Balconies with rocking chairs, table and telescope. Gas grills, lovely infinity pool and hot tub. Close to the airport, over 4 days I heard the planes like 5 or 6 times and that was it. Need to Uber or Cab down to Old Town. Maria was AWESOME, she showed us to our room. Room was extremely clean and beautiful, had everything we needed. It was not ready when we arrived but they secured all.of our luggage so we could go ahead and explore and use the amenities, then delivered the luggage to our room for us!! We had so much fun, delicious drinks at the bar, the Benihana out front is great too!! We will DEFINITELY come back to this property again and again. Also great for handicap access, one of our party is disabled and she had zero problems with the stay. Would give more"
Fairfield Inn and Suites by Marriott Key West
8/10 Good
"The pool water wasn't clean, and the restaurant and bar were far from comfortable—the hotel claimed this was due to renovations. I don't know if they always tell guests the same thing, but at the time of our visit, it was very uncomfortable and not a pleasant place to have breakfast."
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