The Best Cudjoe Key Hotels with Pools from $233 - 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. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key

$391 nightly

$434 total

Sep 27 - Sep 28

Total with taxes and fees

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

Cudjoe Key

$366 nightly

$407 total

Sep 21 - Sep 22

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

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

Cudjoe Key

$389 nightly

$434 total

Sep 19 - Sep 20

Total with taxes and fees

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

Cudjoe Key

$372 nightly

$413 total

Oct 1 - Oct 2

Total with taxes and fees

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

Cudjoe Key

$427 nightly

$475 total

Sep 19 - Sep 20

Total with taxes and fees

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

Cudjoe Key

$523 nightly

$580 total

Sep 21 - Sep 22

Total with taxes and fees

7. Seabreeze Escape WF RV Lot 489

Cudjoe Key

$251 nightly

$270 total

Sep 19 - Sep 20

Total with taxes and fees

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

Cudjoe Key

$457 nightly

$507 total

Sep 19 - Sep 20

Total with taxes and fees

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

Breakfast included

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5 stars

Hot tub

Spa

Top Cudjoe Key Hotel Reviews

Beachside Resort & Residences

8/10 Good

"The staff was very helpful. I had absolutely no problem with my suite. It was a very well furnished, one bedroom apartment. The the problem I guess, would be that the outside hot tub at the pool had not been working for months. The elevators were being repaired on the side where I was at the restaurant there. To me was overpriced, and not a lot to choose from. The outside bar, the staff really didn't either know how to make certain drinks, or they didn't have the ingredients to make certain drinks. And the food was so so they only had one Van. That brought you to and from downtown. And they stated that they had 2 more vans, but they've been broke for a very long time, because they can't get parts. Well, how about management getting involved? And going as high up as it takes to get the type of vans that you need and to get the place maintained and staffed properly. There was no pool person, and you had to go inside to get your towels, and it got a little messy at the pool area...And then I heard that there's some people that did have some issues with a room, but those problems were fixed within a day. So, I had wished that the Van would have offered rides to the airport, which was just a 12 minute ride down the street. If that.... the extra excursions they offered did not work out because they didn't have enough people to go on the boat they had. So you had to seek out other sailboats or boats in the area to do things. And if they were no"

Blue Flamingo Resort Key West

10/10 Excellent

"Excellent relaxing destination"

Hampton Inn Key West FL

10/10 Excellent

"Clean room great staff"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"This is the second year we have stayed here for our annual girl's trip. Everything was as great as it was last year. We plan on staying again next year."

Ibis Bay Beach Resort

10/10 Excellent

"Had a great time here."

Hyatt Vacation Club at Beach House, Key West

8/10 Good

"It was a good experience"

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent

"Our stay was pleasant except for the rooster in the Palm tree that woke me up at 3;45 AM in the morning."

The Perry Hotel & Marina Key West

10/10 Excellent

"Loved it, marina view room"

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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 $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

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

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

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