
Find Hotels with a Pool in Cudjoe Key, FL
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Check availability on Cudjoe Key Hotels with a Pool
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Sep 5 - Sep 6Tomorrow
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Sep 11 - Sep 13In two weeks
Sep 18 - Sep 20Our top choices for Cudjoe Key hotels with a pool




1. SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
$365 nightly
$406 total
Sep 8 - Sep 9
Total with taxes and fees




2. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
$388 nightly
$431 total
Sep 7 - Sep 8
Total with taxes and fees




3. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Affordable Dog Friendly Keys Retreat in Venture Out Near Key WestCudjoe Key
$460 nightly
$511 total
Sep 11 - Sep 12
Total with taxes and fees
$341 nightly
$379 total
Sep 9 - Sep 10
Total with taxes and fees




5. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated AccessCudjoe Key
$498 nightly
$552 total
Sep 7 - Sep 8
Total with taxes and fees




6. Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe KeyCudjoe Key
$527 nightly
$585 total
Sep 8 - Sep 9
Total with taxes and fees




7. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart OptionCudjoe Key
$545 nightly
$604 total
Sep 12 - Sep 13
Total with taxes and fees




8. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key WestCudjoe Key
$510 nightly
$567 total
Sep 8 - Sep 9
Total with taxes and fees
View all properties
Top Cudjoe Key Hotel Reviews
Blue Flamingo Resort Key West
10/10 Excellent
"Saw good reviews of hotel but needed to stay there myself. I must say I was pleasantly surprised. Please note the hotel is about a minute from the entrance into Key West which is OK for us. The lobby from the moment you enter has an amazing smell due to a scent they put out. We loved it. The lobby is gorgeous, staff very friendly at the front desk. The outside with pool, cabana and other things to do like a swing, cornhole etc. also looked nice. We did not use it but others that did looked happy. They do play music and you can purchase food for extra cost. There is a Starbucks located on the first floor which we used once. I thought the hotel rooms were accessed from the inside but it’s the outside which normally I don’t like but truthfully it was not bad. We stayed upper floor 2 rooms down from elevator. Since it has been hot in Florida the elevator can get a bit hot just FYI. Room was small but comfy and quite cute I have to say. The sliding door to bathroom is unique and loved the oval mirror. No closet door, its open but within the bathroom. Bed soft and shower very nice. Be aware the place is remodeled but they did a very nice job. They also have like 3 buildings but I am glad we stayed at the main building where the lobby is at. Parking on side or back, we preferred the back as hotel is accesible. Our trip was short but enough and would definitely consider staying there again. Price was reasonable. Can say we are very happy with the stay and staff."
Ibis Bay Beach Resort
10/10 Excellent
"Continental breakfast. The free busing that was available 2 years ago has stopped. So now you're either paying an Uber or riding the bus. That was a lot of money every trip we went out. The nice thing was having the pool. We definitely will not be staying there again."
Parrot Key Hotel & Villas
8/10 Good
"Nice property management. Several pools."
The Perry Hotel & Marina Key West
8/10 Good
"We expected the rooms to be nicer more modern but they were clean!"
Hampton Inn Key West FL
8/10 Good
"Great location right by the airport. Nice rooms but there's no reason to be in the rooms because Key West is absolutely beautiful and you want to be outside all day."
Hilton Key West Resort & Marina
8/10 Good
"Liked everything but restaurant prices were extremely high for breakfast. Outrageous breakfast prices for simple breakfast. Cannot recommend restaurant."
DoubleTree Resort by Hilton Grand Key - Key West
8/10 Good
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."
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