Find Hotels with a Pool in Cudjoe Key, FL
Upfront pricingOur total price for your stay includes taxes and fees
Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member PricesLearn about One Key
Be pickySearch almost a million properties worldwide
Check availability on Cudjoe Key Hotels with a Pool
Tonight
Aug 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
Aug 7 - Aug 9Next weekend
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."
Explore a world of travel with Expedia
- All-Inclusive Resorts in Casa Marina
- Hotels with a Gym in Key West
- Romantic Hotels in Key West Historic District
- Extended Stay Hotels in Sugarloaf Key
- Cheap Hotels in Sugarloaf Key
- Fishing Resorts & in Lower Keys
- Oceanfront Hotels in Key West
- Historic Hotels in Key West Historic District
- Resorts & Hotels with Spas in Old Town Key West
- Business Hotels in Key West
- Family Hotels in Summerland Key
- Beach Hotels in Lower Keys
- All-Inclusive Resorts in Key West Historic District
- Hotels with Free Parking in Key West Historic District
- Ski Hotels in Key West
- Hotels with Connecting Rooms in Key West
- Honeymoon Resorts & in Key West Historic District
- Hotels with Free Airport Shuttle in Key West Historic District
- Hotels with Tennis Courts in Sugarloaf Key
- Hotels with Free Parking in Old Town Key West
- Beach Hotels in Casa Marina
- Hotels with a Pool in Old Town Key West
- Non-Smoking Hotels in Key West Historic District
- Golf Hotels in Key West Historic District
- Luxury Hotels in Sugarloaf Key
- Quiet Resorts & in Key West Historic District
- Hotels with Kitchenettes in Lower Keys
- Hotels with Connecting Rooms in Key West Historic District
- Honeymoon Resorts & in Beachside
- Cheap Hotels in Old Town Key West
- Hotels on the River in Key West
- Hotels with Kitchenettes in Key West Historic District
- Hotels with Restaurants in Key West
- All-Inclusive Resorts in Old Town Key West
- Luxury Hotels in Old Town Key West
- Hotels with a Pool in New Town
- Hotels with smoking rooms in Key West Historic District
- Casino Hotels in Cudjoe Gardens
- Oceanfront Hotels in Key West Historic District
- Luxury Hotels in Key West Historic District
- Beach Hotels in Sugarloaf Key
- Historic Hotels in Old Town Key West
- All-Inclusive Resorts in Cudjoe Key
- Oceanfront Hotels in Summerland Key
- Hotels with a Pool in Key West Historic District
- Hotels with Restaurants in Key West Historic District
- Hotels with Room Service in Key West Historic District
- Oceanfront Hotels in Old Town Key West
- All-Inclusive Resorts in Sugarloaf Key
- Green Hotels in Key West Historic District
- Hotels with Laundry Facilities in Key West
- Pet-Friendly Hotels in Key West Historic District
- Hotels with Suites in Old Town Key West
- Casino Hotels in Key West Historic District
- Beach Hotels in Key West
- Pet-Friendly Hotels in Old Town Key West
- Family Hotels in Old Town Key West
- Gay friendly Hotels in Key West Historic District
- Oceanfront Hotels in Marathon
- Cheap Hotels in Key West Historic District
- Hotels with Bars in Key West Historic District
- Hotels with Early Check-in in Key West
- Boutique Hotels in Casa Marina
- Oceanfront Hotels in Sugarloaf Key
- Fishing Resorts & in Cudjoe Key
- Hotels with Childcare in Key West
- Hotels with Balconies in Key West Historic District
- Beach Hotels in Key West Historic District
- Hotels with Free Airport Shuttle in Old Town Key West
- Cheap Hotels in Midtown
- Hotels with a View in Key West
- Resorts & Hotels with Spas in Midtown
- Hotels with Free Airport Shuttle in Sugarloaf Key
- Family Hotels in Key West
- Hotels with Bars in Key West
- Adults Only Resorts & in Key West Historic District
- Adults Only Resorts & in Key West
- Hotel Wedding Venues Hotels in Key West Historic District
- Cheap Hotels in Lower Keys
- Hotels with an Outdoor Pool in Key West Historic District
- Hotels with Laundry Facilities in Key West Historic District
- Pet-Friendly Hotels in Cudjoe Key
- Hotels with Free Breakfast in Key West Historic District
- Beach Hotels in Old Town Key West
- All-Inclusive Resorts in Key West
- Hotels with Hot Tubs in Key West Historic District
- Hotels with Free Breakfast in Old Town Key West
- Fishing Resorts & in Key West Historic District
- Pet-Friendly Hotels in Summerland Key
- Hotels with Hot Tubs in Old Town Key West
- Oceanfront Hotels in Cudjoe Key
- Scuba Diving Hotels in Key West
- Beach Hotels in Cudjoe Key
- Resorts & Hotels with Spas in Beachside
- Family Hotels in Cudjoe Key
- Hotels with Tennis Courts in Key West
- Hotels & Resorts for Couples in Key West
- Hotel with a Concierge Hotels in Key West
- Cheap Hotels in Key West
- Pet-Friendly Hotels in Key West