A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

Find Hotels with a Pool in Cudjoe Key, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cudjoe Key Hotels with a Pool

Our top choices for Cudjoe Key hotels with a pool

Pool

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.4 out of 10, Exceptional, (172 reviews)
The price is AED 744
AED 1,408 total
includes taxes & fees
11 Jul - 12 Jul
Cottage with Pool and Dockage, just minutes to Key West
Outdoor pool, a heated pool

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
8.6 out of 10, Excellent, (98 reviews)
The price is AED 744
AED 1,481 total
includes taxes & fees
1 Aug - 2 Aug
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
A heated pool

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
The price is AED 617
AED 2,075 total
includes taxes & fees
11 Jul - 12 Jul
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Outdoor pool, a heated pool

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
The price is AED 1,175
AED 2,148 total
includes taxes & fees
24 Jul - 25 Jul
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Outdoor pool, a heated pool

SAVE BIG $$$ JULY/AUG. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ JULY/AUG. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.8 out of 10, Exceptional, (93 reviews)
The price is AED 841
AED 1,950 total
includes taxes & fees
13 Jul - 14 Jul
SAVE BIG $$$ JULY/AUG. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A heated pool

Ocean Blue #265 | Open-Water Views, Pet-Friendly 2BR Retreat in Venture Out

Ocean Blue #265 | Open-Water Views, Pet-Friendly 2BR Retreat in Venture Out
Cudjoe Key
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,735
AED 3,407 total
includes taxes & fees
11 Jul - 12 Jul
Ocean Blue #265 | Open-Water Views, Pet-Friendly 2BR Retreat in Venture Out
Pool

Cudjoe Cottages, swimming pool, just 20 miles from Key West

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Key
8.8 out of 10, Excellent, (161 reviews)
The price is AED 992
AED 2,188 total
includes taxes & fees
15 Jul - 16 Jul
Cudjoe Cottages, swimming pool, just 20 miles from Key West
Outdoor pool, a heated pool

SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (109 reviews)
The price is AED 731
AED 1,815 total
includes taxes & fees
13 Jul - 14 Jul
SAVE BIG $$$ JULY/AUG. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Outdoor pool, a heated pool

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
7.8 out of 10, Good, (20 reviews)
The price is AED 909
AED 1,886 total
includes taxes & fees
11 Jul - 12 Jul
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
A heated pool

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Cudjoe Key
10.0 out of 10, Exceptional, (3 reviews)
The price is AED 868
AED 2,405 total
includes taxes & fees
15 Jul - 16 Jul
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Cudjoe Key

Breakfast included
4 stars

Top Cudjoe Key Hotel Reviews

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent
"Good location. Like the shuttle service option. Good size pool. Daily house keeping. There is mandatory destination $25+ tax per day , parking fee $12+ tax per day. Breakfast is ok. Staffs did a good job in making our stay good. Will come again."
KARTHICK 3-night trip
Posted less than an hour ago
Fairfield Inn and Suites by Marriott Key West

Explore a world of travel with Expedia