The Best Cudjoe Key Hotels with Pools from $264 - 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. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Cudjoe Key

$512 nightly

$568 total

Aug 21 - Aug 22

Total with taxes and fees

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

Cudjoe Key

$463 nightly

$514 total

Sep 4 - Sep 5

Total with taxes and fees

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

Cudjoe Key

$449 nightly

$498 total

Aug 29 - Aug 30

Total with taxes and fees

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

Cudjoe Key

$531 nightly

$589 total

Aug 24 - Aug 25

Total with taxes and fees

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

Cudjoe Key

$518 nightly

$575 total

Aug 21 - Aug 22

Total with taxes and fees

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

Cudjoe Key

$518 nightly

$575 total

Sep 1 - Sep 2

Total with taxes and fees

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

Cudjoe Key

$473 nightly

$525 total

Aug 26 - Aug 27

Total with taxes and fees

8. Seabreeze Escape WF RV Lot 489

Cudjoe Key

$246 nightly

$264 total

Sep 8 - Sep 9

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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Top Cudjoe Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"We had a wonderful stay and were made to feel very welcome from the moment we arrived. The staff were friendly, welcoming. The accommodation was lovely, comfortable, and well equipped with everything we needed. It truly felt like a home away from home, with a relaxing and inviting atmosphere that made it easy to settle in and enjoy our stay. We particularly enjoyed making use of the outdoor pool. It was a great place to relax, unwind, and enjoy the beautiful surroundings. We spent some lovely, peaceful time by the pool and really appreciated having such a great facility available. Overall, we thoroughly enjoyed our stay and would happily return. We highly recommend this accommodation to anyone looking for a comfortable, welcoming, and relaxing place to stay."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Awesome"

Blue Flamingo Resort Key West

10/10 Excellent

"This place was really nice. It was very clean and quiet. The staff is very helpful and friendly. We enjoyed the outdoor pools, food and bar. There is lots of activities outside to do with your family and friends. We didn’t have a problem at all while we stayed there. I would definitely stay there again if we go back to Key West. This is the best place I have stayed at."

The Perry Hotel & Marina Key West

10/10 Excellent

"Beautiful Marina Views"

Ibis Bay Beach Resort

8/10 Good

"Room too small and breakfast not so good"

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Small but clean room, staff was ok. Breakfast was eggs and biscuit which was ok."

Hilton Key West Resort & Marina

10/10 Excellent

"The room was clean and smells clean. Staffs are very helpful and greeted me enthusiastically. It was a place that I was expecting to be in and relax after a long drive. The pool was nice, heated and relaxing. Highly recommended."

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

8/10 Good

"We stayed at this hotel for one night and the room was very clean, staff were friendly and helpful, air conditioning was set at a very comfortable temperature. The pool area was great and so relaxing! Breakfast selection could have been a bit better but we loved how early they served it. Also, we were told that the bicycle rental was only until 5 pm. We initially planned to bike to old town and therefore weren’t able to do that."

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Check availability on Cudjoe Key Hotels with a Pool

Our top choices for Cudjoe Key hotels with a pool

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

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

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

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

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

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