The Best Cudjoe Key Hotels with Pools from $112 - Hotels with indoor pools in Cudjoe Key, FL

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

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Our top choices for Cudjoe Key hotels with a pool

1. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Cudjoe Key

$460 nightly

$511 total

Sep 4 - Sep 5

Total with taxes and fees

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

Cudjoe Key

$450 nightly

$499 total

Aug 29 - Aug 30

Total with taxes and fees

3. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

Cudjoe Key

$528 nightly

$586 total

Aug 26 - Aug 27

Total with taxes and fees

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

Cudjoe Key

$512 nightly

$568 total

Aug 26 - Aug 27

Total with taxes and fees

5. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Cudjoe Key

$514 nightly

$571 total

Sep 1 - Sep 2

Total with taxes and fees

6. Seabreeze Escape WF RV Lot 489

Cudjoe Key

$257 nightly

$276 total

Aug 26 - Aug 27

Total with taxes and fees

7. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Cudjoe Key

$518 nightly

$575 total

Aug 26 - Aug 27

Total with taxes and fees

8. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Cudjoe Key

$549 nightly

$608 total

Aug 26 - Aug 27

Total with taxes and fees

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

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4 stars

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Hot tub

Spa

Top Cudjoe Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Very comfortable, Clean & Roomy. Friendly Staff Pool is Fabulous, with plenty of patio space. A few outdoor activities… shuffle board, beach volleyball & corn hole boards 8 large outdoor gas grills, cleaned daily!!"

Hampton Inn Key West FL

8/10 Good

"No free parking not on beach"

Blue Flamingo Resort Key West

10/10 Excellent

"Excelente instalación y servicio, recomendada al 100%,"

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good

"This is a great place for a multi-day stay in Key West. I stayed at the Fairfield which is part of 4 connected hotels. I enjoyed the admission to the Blue Flamingo pool great vibe including its lawn area. 3 of the 4 pools were very warm and the breakfast buffet could be helped by adding more waffle machines which are very popular. Otherwise every went well. Will stay there again."

Hilton Key West Resort & Marina

10/10 Excellent

"Beautiful resort and location. Having construction and updating while we were there as it recently became a Hilton resort. Love the location and the 2 hours of kayak/ paddle boarding and/or bicycling that was provided at no cost. Air conditioning in unit had issues but they tried to correct while there and it got a little better. Staff was very friendly and attentive. Had issues with the bill and they corrected it and gave me free parking for my trouble. Yellowfin Restaurant was wonderful. Need to improve happy hour as no discount with drinks were a part of it."

Ibis Bay Beach Resort

10/10 Excellent

"Was clean breakfast was perfect nice little beach was also clean good place"

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"Joe at the front desk was very helpful. We did have a few issues with housekeeping and being able to get into our room. On four separate occasions, we had to come and have someone readjust the lock on our door because our keys did not work. We did enjoy the complementary coffee each morning."

Beachside Resort & Residences

10/10 Excellent

"Me gustó mucho y lo recomiendo muy buena atención y muy limpio"

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Entire stay was fabulous"

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Check availability on Cudjoe Key Hotels with a Pool

Our top choices for Cudjoe Key hotels with a pool

1. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

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

3. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

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