A tropical island with clear blue waters, palm trees, and a thatched-roof hut.

Find Hotels with a Pool in Cudjoe Key, FL

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Check availability on Cudjoe Key Hotels with a Pool

Tonight
Aug 10 - Aug 11
Tomorrow
Aug 11 - Aug 12
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

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

SAVE BIG $$$ AUG/SEPT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
$391 nightly
$434 total
Aug 16 - Aug 17
Total with taxes and fees
SAVE BIG $$$ 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

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
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

SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
$393 nightly
$436 total
Aug 12 - Aug 13
Total with taxes and fees
SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

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

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
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

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

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
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

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

7. 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 West
Cudjoe Key
$518 nightly
$575 total
Sep 1 - Sep 2
Total with taxes and fees
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

8. Seabreeze Escape WF RV Lot 489

Seabreeze Escape WF RV Lot 489
Cudjoe Key
$246 nightly
$264 total
Sep 8 - Sep 9
Total with taxes and fees
Seabreeze Escape WF RV Lot 489

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

Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
Cudjoe Key
$560 nightly
$621 total
Aug 16 - Aug 17
Total with taxes and fees
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West

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

Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
Cudjoe Key
$560 nightly
$621 total
Aug 17 - Aug 18
Total with taxes and fees
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
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Choose what matters most at hotels with a pool in Cudjoe Key

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

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."
Daniela 4-night trip
Posted 3 hours ago
Hampton Inn Key West FL
Hyatt Vacation Club at Beach House, Key West

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."
Arlenys 2-night trip
Posted 5 hours ago
Hyatt Vacation Club at Beach House, Key West
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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"
John 1-night trip
Posted 6 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Ibis Bay Beach Resort

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."
Delia 1-night trip
Posted 9 hours ago
Ibis Bay Beach Resort
Beachside Resort & Residences

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."
elsa 2-night trip
Posted 11 hours ago
Beachside Resort & Residences
Hilton Key West Resort & Marina

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."
Damian 1-night trip
Posted 12 hours ago
Hilton Key West Resort & Marina
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Thanks"
Dariel 1-night trip
Posted 1 day ago
DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Vacation Club at Windward Pointe, Key West

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!"
Casey 7-night trip
Posted 1 day ago
Hyatt Vacation Club at Windward Pointe, Key West

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