The Best Cudjoe Key Hotels with Pools from $110 - 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

$391 nightly

$434 total

Aug 16 - Aug 17

Total with taxes and fees

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

Cudjoe Key

$501 nightly

$555 total

Sep 1 - Sep 2

Total with taxes and fees

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

Cudjoe Key

$393 nightly

$436 total

Aug 12 - Aug 13

Total with taxes and fees

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

Cudjoe Key

$439 nightly

$487 total

Sep 11 - Sep 12

Total with taxes and fees

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

Cudjoe Key

$541 nightly

$600 total

Aug 24 - Aug 25

Total with taxes and fees

6. 2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Cudjoe Key

$408 nightly

$433 total

Aug 20 - Aug 21

Total with taxes and fees

7. 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

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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Spa

Top Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

8/10 Good

"This is a great hotel; offering a beautiful ocean view on S Roosevelt Rd. It has a nice big pool, a tiki bar right by the pool (although there are no waiters coming by to take order - you must go and get it yourself, not a big deal, but it would be nice). The rooms were spacious, comfortable, and most importantly, very clean! Oh and the hotel offers a free shuttle to Downtown every 45mins, so that was awesome. My favorite part was being right across the river ocean sidewalk and taking long walks in the morning. I would recommend giving it a try."

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"A peaceful place to spend some quality time with family. The rooms were cozy and comfortable. We received excellent service at the front desk, both from the young woman who welcomed us upon arrival and from the one who assisted us with check-out. They were both very friendly and helpful."

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

8/10 Good

"The breakfast was the best part about the stay all in all not a bad one nighter but for extensive stays I would’ve chose a house or a suite it seems slightly older and in need of some love but for a cheaper one night price it was unbeatable"

Ibis Bay Beach Resort

8/10 Good

"Nice property. Didn't love that it was on a busy street but overall a great place to stay. Not close to downtown but if you rent a golf cart it's no problem."

Beachside Resort & Residences

10/10 Excellent

"It was a great place, the furniture and deco very nice and high end, the shuttle to downtown a big plus. The beach OK, but you must realize that you don't go to Key West for the beach, you go for the environment in town, the people, the shopping, the food and the most amazing sunset."

Hilton Key West Resort & Marina

8/10 Good

"everything is way too expensive for what you get. parking should be free. checkin is super late. it was at 6pm. then they want to charge you 50$ for 12 o'clock check out... which they didnt after i requested it removed. breakfast is expensive. Golf kart is more expensive then renting a car."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Thanks"

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Beautiful resort! Well kept, great staff! Only downfall of the on resort restaurant….. service fees are STEEP!"

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

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

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

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

6. 2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS