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

Coffee/tea maker, fridge, microwave, oven

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

Cudjoe Key

$393 nightly

$436 total

Aug 20 - Aug 21

Total with taxes and fees

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

Cudjoe Key

$393 nightly

$436 total

Aug 20 - Aug 21

Total with taxes and fees

3. 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

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

Cudjoe Key

$512 nightly

$568 total

Aug 19 - Aug 20

Total with taxes and fees

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

Cudjoe Key

$537 nightly

$596 total

Aug 19 - Aug 20

Total with taxes and fees

6. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

Cudjoe Key

$560 nightly

$621 total

Aug 19 - Aug 20

Total with taxes and fees

7. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

Cudjoe Key

$560 nightly

$621 total

Aug 19 - Aug 20

Total with taxes and fees

8. 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

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

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Spa

Top Cudjoe Key Hotel Reviews

Beachside Resort & Residences

10/10 Excellent

"Clean property, nice pool, and private beach"

Blue Flamingo Resort Key West

10/10 Excellent

"Recommended, would definitely go back. ⭐️⭐️⭐️⭐️⭐️"

DoubleTree Resort by Hilton Grand Key - Key West

8/10 Good

"Maintenance was in need of improvement after two calls to repair a closet door that was falling off they fixed it by just removing the entire door. Keys didn’t work. To unlock door. Walked to desk they reprogrammed them. Walked back to room and still unable to get into the room. Had to wait for a maintenance person to arrive. Never left toilet paper Had to get it at the front desk."

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."

The Perry Hotel & Marina Key West

10/10 Excellent

"Great Staff and nice environment, rooms, and amenities. The only shortcoming is that the hotel is about a 15-minute drive from where all the attractions are, but the staff and food were amazing"

Hyatt Vacation Club at Beach House, Key West

8/10 Good

"Room was great. Staff were helpful. But the pool area could use a redesign. There is no bathroom outside and towels are only available in your room. We had no towels to use the pool since we got there early but weren’t yet checked in. Also no airport shuttle."

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"The property itself was very nice and well kept. The maintenance and cleaning staff were very creepy men and made me feel very uncomfortable during my stay. It’s something to think about if you are solo traveling. The area was nice, amenities were great, but I would not return here."

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."

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent

"Location was its best category."

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Check availability on Cudjoe Key Hotels with a Pool

Our top choices for Cudjoe Key hotels with a pool

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

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

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

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

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

6. Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort

7. Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

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

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

10. Seabreeze Escape WF RV Lot 489

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