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

Cudjoe Key Hotel Guide - Boutique Hotels in Cudjoe Key, Summerland Key

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Check availability on Cudjoe Key Boutique Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 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 beach with a thatched-roof hut, palm trees, and a pebbled walkway leading to the water.
A marina with boats docked, a white building with a covered deck, and palm trees.

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

SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Blue Mountain Footwear F.
€345
includes taxes & fees
27 Sept - 28 Sept
SAVE BIG $$$ 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 bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.
A spacious living area with a ceiling fan, a television, and a seating area with a sofa and chairs.
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 $$$ SEPT/OCT. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
United States
Mckayla S.
€367
includes taxes & fees
28 Sept - 29 Sept
SAVE BIG $$$ 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.
€400
includes taxes & fees
27 Sept - 28 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 coastal residential area with houses, a marina, and a flag.

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.
€375
includes taxes & fees
1 Oct - 2 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.
A covered outdoor area with wicker furniture and string lights.

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.
€403
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 marina with bicycles parked near the water, a boat docked, and a building with a balcony.
A waterfront property with a view of the sea, a dock, and a building with balconies.
A bedroom with a bed, a ceiling fan, a mirror, and a window with blinds.

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.
€458
includes taxes & fees
27 Sept - 28 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 compact kitchen with white cabinets, a refrigerator, a stove, and a dining area with a table and chairs.
A clear view of a lobster underwater, surrounded by a rocky seabed.
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
€487
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 beachfront property with a large house, a parked bus, and a rocky foreground.
A marina with waterfront properties, including a docked boat and a small dock with a table and chairs.
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
€232
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 waterfront property with a pool, a covered outdoor area, and a mobile home labeled 'Premier.'
A resort with a swimming pool, beach area, and marina.

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.
€461
includes taxes & fees
7 Oct - 8 Oct
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 marina with boats docked, a clear sky, and a calm waterway.
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.

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.
€431
includes taxes & fees
28 Sept - 29 Sept
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
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Top Cudjoe Key Hotel Reviews

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"Staff was very friendly. The room was spacious but the mattress was sunken in the middle. The hotel has a beautiful view of the marina if you get a Stock Island room. The burgers at the Salty Oyster are SO GOOD! The shuttle runs like clockwork and is very convenient for visiting Duval/Downtown area. I felt completely safe as a solo traveler,"
Traci 4-night trip
Posted 1 day ago
The Perry Hotel & Marina Key West

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