TOP Sports Hotels in Cudjoe Key, FL for 2026

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

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Our top choices for Cudjoe Key adventure hotels

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 bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.

A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

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

Cudjoe Key

Mckayla S.

£315

includes taxes & fees

28 Sept - 29 Sept

A kitchen with white cabinets, a stove, and a dining area with chairs and a table.

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

Cudjoe Key

Cheryl V.

£332

includes taxes & fees

28 Sept - 29 Sept

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.

A coastal residential area with houses, a marina, and a flag.

A resort with a swimming pool, beach area, and marina.

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

Cudjoe Key

Elena S.

£321

includes taxes & fees

1 Oct - 2 Oct

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.

4. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Cudjoe Key

jim b.

£346

includes taxes & fees

28 Sept - 29 Sept

A marina with boats docked, a clear sky, and a calm waterway.

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

Cudjoe Key

Tammy G.

£370

includes taxes & fees

28 Sept - 29 Sept

A waterfront property with a pool, a covered outdoor area, and a mobile home labeled 'Premier.'

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

Cudjoe Key

Phani U.

£380

includes taxes & fees

28 Sept - 29 Sept

A living room with a sofa, armchair, TV, and a view of the outdoors.

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

Cudjoe Key

Alisa M.

£380

includes taxes & fees

28 Sept - 29 Sept

A marina with RVs and mobile homes, a swimming pool, and a view of the ocean.

8. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

Cudjoe Key

Nora Kay F.

£356

includes taxes & fees

28 Sept - 29 Sept

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Top Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

10/10 Excellent

"Rooms was spacious for 4 adults. Great pool and breakfast. Hotel shuttle was awesome. Friendly staff. Would highly recommend!!"

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,"

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent

"Excellent location. Balcony definitely had some nice views, pool was great. Friendly staff.."

Ibis Bay Beach Resort

8/10 Good

"An older resort but had a Key West vibe. Aaron at the activity desk was great, and we rented a golf cart for 2 days. Gave us tips on what to see and do. Was a value stay and we enjoyed our time."

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent

"Our room was always clean with clean towels. The night person (Michelle) was very personable! The only thing that was an inconvenient was the elevator being out of order to where out room was. It was a long walk for me to go to the other side to get in the elevator. My legs don't work very well. It was like that for 3 days"

Hilton Key West Resort & Marina

10/10 Excellent

"Nice and comfortable"

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Treat yourself

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Check availability on Cudjoe Key Sports Hotels

Our top choices for Cudjoe Key adventure hotels

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

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

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

4. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

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

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

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

8. Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views

9. Mahi House #440 Waterfront Retreat with Dock, Pool & Optional Golf Cart

10. Salty Breeze #161 Canal-Front Retreat with Dock, Pool & Ocean Views