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 14 - Aug 15Tomorrow
Aug 15 - Aug 16This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our top choices for Cudjoe Key hotels with a pool
1. SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
$391 nightly
$434 total
Aug 16 - Aug 17
Total with taxes and fees
2. SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
$393 nightly
$436 total
Aug 20 - Aug 21
Total with taxes and fees
3. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated AccessCudjoe Key
$512 nightly
$568 total
Aug 16 - Aug 17
Total with taxes and fees
4. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe KeyCudjoe Key
$540 nightly
$599 total
Aug 26 - Aug 27
Total with taxes and fees
5. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
$463 nightly
$514 total
Sep 4 - Sep 5
Total with taxes and fees
6. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal ViewsCudjoe Key
$518 nightly
$575 total
Aug 16 - Aug 17
Total with taxes and fees
7. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestCudjoe Key
$518 nightly
$575 total
Sep 1 - Sep 2
Total with taxes and fees
$246 nightly
$264 total
Sep 8 - Sep 9
Total with taxes and fees
View all properties
Top Cudjoe Key Hotel Reviews
DoubleTree Resort by Hilton Grand Key - Key West
10/10 Excellent
"Pool area was great along with the bar. Free shuttle to Duval St was very handy"
Beachside Resort & Residences
10/10 Excellent
"Don’t read the bad reviews imo it’s just people who are not happy the property is exactly what it is. It could use a some touch ups but besides that it was excellent the shuttle drivers besides one guy were all very helpful the desk was helpful pool was beautiful room was huge with amazing view into the gulf I will be staying here again"
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"This is our second trip to the Keys this year, and first time at this property. We found our home away from home and will stay here again next time! Everything is quality!"
Parrot Key Hotel & Villas
10/10 Excellent
"We love the ambiance and quiet adults only pool. The shuttle to and from downtown and the beach is also wonderful. The staff are friendly and accommodating."
Hampton Inn Key West FL
10/10 Excellent
"Great breakfast and friendly, helpful staff."
Parmer's Resort
8/10 Good
"Property was clean, well-kept, easily accessible with lots of accommodations to choose from: hammocks, kayaks, docks, pool, star-gazing. Though kayaks were only available until 3pm - that seemed way too early to stop enjoying the water. All in all though, we would come back, just better prepared with timing to actually enjoy the water better."
The Perry Hotel & Marina Key West
10/10 Excellent
"We had a wonderful time. The staff was amazing. The place is very clean and beautiful."
Hilton Garden Inn Key West / The Keys Collection
10/10 Excellent
"Staff were helpful and Friendly. Room was cleaned. Bathroom is a good size."
Hyatt Vacation Club at Beach House, Key West
10/10 Excellent
"Great location nice screened in back porch"
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