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

Cudjoe Key Hotel with Pool

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Check availability on Cudjoe Key Hotel with Pool

Tonight
4 Sept - 5 Sept
Tomorrow
5 Sept - 6 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Cudjoe Key hotels with a pool

A marina with boats, a dock, and a white building with a balcony.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A spacious living area with a wooden ceiling, a ceiling fan, a TV, a glass coffee table, a sofa, a chair, and a kitchen area with a refrigerator and bar stools.
A covered balcony with a table and chairs, a grill, and a boat docked nearby.

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

SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
HK$1,011
HK$3,218 total
includes taxes & fees
15 Sept - 16 Sept
SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A waterfront property with a two-story building, a covered outdoor area, and a dock.
A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A balcony with a view of neighboring houses, a street, and a clear sky.

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

SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
HK$1,168
HK$3,379 total
includes taxes & fees
8 Sept - 9 Sept
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.

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

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
HK$980
HK$4,003 total
includes taxes & fees
11 Sept - 12 Sept
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A swimming pool with blue and white tiled edges, surrounded by palm trees and white lounge chairs.
A stone sculpture with a face, surrounded by rocks and palm trees.
A white building with large windows and a balcony, featuring outdoor furniture and a covered area.
A kitchen with white cabinets, a microwave, a stove, a sink, and a refrigerator.

4. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
HK$1,294
HK$2,968 total
includes taxes & fees
9 Sept - 10 Sept
Canal Front home with easy Ocean access

5. 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
HK$1,235
HK$4,321 total
includes taxes & fees
11 Sept - 12 Sept
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.
A living room with a television displaying a show, a ceiling fan, and a window with blinds.
A compact kitchen with white cabinets, a refrigerator, a stove, and a dining area with a table and chairs.
A bathroom with a toilet, sink, and bathtub.

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

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
HK$1,468
HK$4,594 total
includes taxes & fees
15 Sept - 16 Sept
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
A waterfront property with a concrete dock extending into calm water, a white building with a covered porch, and a palm tree.
A beachfront property with a large building, palm trees, and a sandy area.
A large, two-story house with a balcony, a patio area with chairs, and a view of the water.
A coastal residential area with white houses, palm trees, and a clear blue sky.

7. Venture Out RV lot 223

Venture Out RV lot 223
Cudjoe key
HK$784
HK$1,885 total
includes taxes & fees
9 Sept - 10 Sept
Venture Out RV lot 223
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.
A marina with boats docked, a clear sky, and a calm waterway.

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

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
HK$1,564
HK$4,770 total
includes taxes & fees
15 Sept - 16 Sept
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A coastal residential area with houses, a marina, and a flag.

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
HK$1,646
HK$4,722 total
includes taxes & fees
9 Sept - 10 Sept
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
A kitchen with a stainless steel refrigerator, a dining table with chairs, and a view of the street through a window.
A covered outdoor area with wicker furniture and string lights.

10. 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
HK$1,358
HK$4,484 total
includes taxes & fees
12 Sept - 13 Sept
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
View all properties

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

Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"Greater beach hotel just outside the main strip but very easy uber ride Hotel right on a small beach great pool and seafood restaurant and small zoo for the children too"
Stephen 2-night trip
Posted 3 hours ago
Ibis Bay Beach Resort
Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"Nice property. Very pleasant stay."
Cynthia 1-night trip
Posted 6 hours ago
Hampton Inn Key West FL
Hilton Key West Resort & Marina

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."
Dennis 3-night trip
Posted 12 hours ago
Hilton Key West Resort & Marina
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Nice"
Kenneth 1-night trip
Posted 1 day ago
Hilton Garden Inn Key West / The Keys Collection
Parmer's Resort

Parmer's Resort

10/10 Excellent
"A typical "keys style" resort that had everything we needed with a kitchen, deck seating, a dock for our boat. Enjoyed the Complimentary coffee. Will be back with the family + dog"
Matthew 5-night trip
Posted 2 days ago
Parmer's Resort
DoubleTree Resort by Hilton Grand Key - Key West

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."
Quantona 3-night trip
Posted 4 days ago
DoubleTree Resort by Hilton Grand Key - Key West

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