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

Boutique Hotels & Resorts in Cudjoe Key from NZ$464

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Check availability on Cudjoe Key Boutique Hotels

Tonight
24 Sept - 25 Sept
Tomorrow
25 Sept - 26 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct
No exact matches found, but these alternatives could be just right

Recommended hotels in Cudjoe Key

A waterfront property with a multi-story building featuring balconies, a dock, and a landscaped garden with palm trees.
A sign for 'Venture Out' with a gravel path and bushes in front.
A marina with boats docked, a white building with a covered deck, and palm trees.
A beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.

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

SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Blue Mountain Footwear F.
NZ$715
includes taxes & fees
1 Oct - 2 Oct
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A waterfront property with a covered porch, a boat dock, and a clear sky.
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 marina with boats, a dock, and a white building with a balcony.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

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

SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
NZ$747
includes taxes & fees
29 Sept - 30 Sept
SAVE BIG $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A kitchen with white cabinets, a stove, and a dining area with chairs and a table.

3. 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
United States
Cheryl V.
NZ$794
includes taxes & fees
25 Sept - 26 Sept
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A resort with a swimming pool, beach area, and marina.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.

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
United States
Elena S.
NZ$728
includes taxes & fees
7 Oct - 8 Oct
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A kitchen with a stainless steel refrigerator, a dining table with chairs, and a view of the street through a window.

5. 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
United States
jim b.
NZ$807
includes taxes & fees
27 Sept - 28 Sept
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, under a cloudy sky.
A beachside view with palm trees and white lounge chairs along the shoreline.
A waterfront property with a view of the sea, a dock, and a building with balconies.
A modern kitchen with white cabinets, a microwave, an oven, and a coffee maker.

6. Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!

Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key
United States
Angela C.
NZ$893
includes taxes & fees
25 Sept - 26 Sept
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
A two-story building with a blue exterior, white railings, and a staircase leading to the upper floor.
A clear view of a lobster underwater, surrounded by a rocky seabed.
A bedroom with a bed, a ceiling fan, a window with curtains, and a framed picture on the wall.
A living room with a television displaying a show, a ceiling fan, and a window with blinds.

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

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
Cudjoe Key
United States
Kiara
NZ$981
includes taxes & fees
28 Sept - 29 Sept
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
A beachfront property with a pool, palm trees, and a two-story building.
A marina with waterfront properties, including a docked boat and a small dock with a table and chairs.
A beachfront property with a large house, a parked bus, and a rocky foreground.
A residential street with houses, a driveway, and a gravel path.

8. Seabreeze Escape WF RV Lot 489

Seabreeze Escape WF RV Lot 489
Cudjoe Key
NZ$464
includes taxes & fees
27 Sept - 28 Sept
Seabreeze Escape WF RV Lot 489
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

9. 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
United States
Phani U.
NZ$909
includes taxes & fees
25 Sept - 26 Sept
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
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.
A marina with boats docked, a clear sky, and a calm waterway.
A resort with a swimming pool, beach area, and marina.

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

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
United States
Tammy G.
NZ$863
includes taxes & fees
28 Sept - 29 Sept
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
View all properties

Top Cudjoe Key Hotel Reviews

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Everything was great! Staff was super friendly and helpful. 10/10"
Kyle 4-night trip
Posted 11 hours ago
The Perry Hotel & Marina Key West

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