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
Sep 13 - Sep 14Tomorrow
Sep 14 - Sep 15Next weekend
Sep 18 - Sep 20In two weeks
Sep 25 - Sep 27Our top choices for Cudjoe Key hotels with a pool
1. SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
$366 nightly
$407 total
Sep 14 - Sep 15
Total with taxes and fees
2. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
$351 nightly
$392 total
Sep 16 - Sep 17
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
$494 nightly
$548 total
Sep 14 - Sep 15
Total with taxes and fees
4. 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
$511 nightly
$568 total
Sep 14 - Sep 15
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
$457 nightly
$508 total
Oct 1 - Oct 2
Total with taxes and fees
6. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious ComfortCudjoe Key
$553 nightly
$614 total
Sep 14 - Sep 15
Total with taxes and fees
7. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe KeyCudjoe Key
$522 nightly
$579 total
Sep 14 - Sep 15
Total with taxes and fees
8. 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
$523 nightly
$581 total
Sep 14 - Sep 15
Total with taxes and fees
View all properties
Top Cudjoe Key Hotel Reviews
Blue Flamingo Resort Key West
10/10 Excellent
"Had a great time! Staff was great and extremely helpful. Had a small glitch with the water system but they took care of it immediately upon notification. Shuttle was great as well. Off a busy street, but you would never know it. And…in addition to the food options, there is a Starbucks on site!"
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"We love staying here everything is 10/10!"
Hampton Inn Key West FL
10/10 Excellent
"Todo me encantó grasias"
Ibis Bay Beach Resort
10/10 Excellent
"The place is peacefull y like the feeliing of nature, nothing fancy,clean courteos staff"
Parmer's Resort
10/10 Excellent
"Excellent resort, clean. Beautiful views, very friendly staff ♥️"
Parrot Key Hotel & Villas
10/10 Excellent
"Wonderful stay with my family. Fantastic location. Friendly staff. Large, clean rooms."
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
10/10 Excellent
"Thank you"
Hyatt Vacation Club at Beach House, Key West
10/10 Excellent
"Great facility! Easy access."
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