The Best Cudjoe Key Hotels with Pools from $112 - 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. 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

3. 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

4. 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

5. 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

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. Seabreeze Escape WF RV Lot 489

Cudjoe Key

$246 nightly

$264 total

Sep 8 - Sep 9

Total with taxes and fees

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

Cudjoe Key

$549 nightly

$608 total

Aug 17 - Aug 18

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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5 stars

Hot tub

Spa

Top Cudjoe Key Hotel Reviews

Fairfield Inn and Suites by Marriott Key West

8/10 Good

"The stay was great."

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Very clean and convenient apartment with all services, close to downtown Key West!"

Blue Flamingo Resort Key West

8/10 Good

"We had a great stay! The property has excellent amenities and plenty to do for the whole family. The kids especially loved all the entertainment and activities available. The pool and other amenities made it easy to relax and enjoy our time without having to leave the property. It’s a great place for families traveling with children, and we would definitely stay here again."

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."

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."

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

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

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

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