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

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Check availability on Cudjoe Key Family Hotels

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Cudjoe Key family-friendly hotels

A two-story house with a balcony, a staircase, and a view of the beach.
A beach view with a swimming pool, palm trees, and lounge chairs.
A beach with palm trees, a wooden dock, and lounge chairs.
A waterfront property with a pool, palm trees, and a house with a balcony.

1. Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cudjoe Key
￥51,558
￥115,630 total
includes taxes & fees
Oct 19 - Oct 20
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
A children's play area with swings and a slide, overlooking a marina with boats.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
A living room with a sofa, armchair, TV, and a view of the outdoors.
Pool

2. 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
￥33,245
￥82,777 total
includes taxes & fees
Oct 25 - Oct 26
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
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.
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.

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

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
￥23,637
￥68,373 total
includes taxes & fees
Oct 18 - Oct 19
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A children's play area with swings and a slide, overlooking a marina with boats.
A resort with a swimming pool, beach area, and marina.
A coastal residential area with houses, a marina, and a flag.
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
￥19,822
￥65,550 total
includes taxes & fees
Oct 14 - Oct 15
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A children's play area with swings and a slide, overlooking a marina with boats.
A waterfront property with a pool, a covered outdoor area, and a mobile home labeled 'Premier.'
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.

5. 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
￥33,245
￥82,777 total
includes taxes & fees
Oct 25 - Oct 26
Florida Keys Canal-Front 2BR/2BA w/ 35' Seawall, Dock & Spacious Comfort
A children's play area with swings and a slide, overlooking a marina with boats.
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.

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

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
￥31,649
￥80,442 total
includes taxes & fees
Oct 14 - Oct 15
Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
A children's play area with swings and a slide, overlooking a marina with boats.
A resort with a swimming pool, beach area, and marina.
A balcony with wicker furniture overlooking turquoise waters and a distant island.
A beachfront property with a large house featuring a balcony and a covered patio area.

7. Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views

Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views
Cudjoe Key
Caribbean Blue #517 Oceanfront Retreat with Dock, Pool & Stunning Views
A children's play area with swings and a slide, overlooking a marina with boats.
Beach
Pool
Sport court

8. 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
￥24,986
￥71,994 total
includes taxes & fees
Oct 14 - Oct 15
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
A waterfront property with a covered porch, a boat dock, and a clear sky.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A covered balcony with a table and chairs, a grill, and a boat docked nearby.
A marina with boats, a dock, and a white building with a balcony.

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

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
  • Family paradise awaits with heated pools, game room, and water adventures just minutes from Florida Keys beaches.
￥25,171
￥68,113 total
includes taxes & fees
Oct 15 - Oct 16
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A children's play area with swings and a slide, overlooking a marina with boats.
A spacious living area with a view of the ocean, a dining area with a kitchen, and a ceiling fan.
A kitchen with a view of the sea, a dining table set with plates, and a blue cabinet.
A living room with a teal sofa, a matching armchair, a small white table, and a view of the ocean through large windows.

10. Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly

Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
Cudjoe Key
￥74,957
￥134,717 total
includes taxes & fees
Oct 14 - Oct 15
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
View all properties

Choose what matters most at family-friendly hotels in Cudjoe Key

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with pools 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.

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

SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
￥23,637
￥68,373 total
includes taxes & fees
Oct 18 - Oct 19
SAVE BIG $$$ OCT./NOV. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.
Outdoor dining
A coastal residential area with houses, a marina, and a flag.
A room with a sliding glass door, a small table with a 'WELCOME' sign, a refrigerator, and a wicker chair.

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
Cudjoe Key
￥19,822
￥65,550 total
includes taxes & fees
Oct 14 - Oct 15
Affordable Dog Friendly Keys Retreat in Venture Out Near Key West
A waterfront property with a covered porch, a boat dock, and a clear sky.
A kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.
A bedroom with a bed, a ceiling fan, a window with blinds, and a door with a sign.
A marina with boats, a dock, and a white building with a balcony.

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

SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
￥25,171
￥68,113 total
includes taxes & fees
Oct 15 - Oct 16
SAVE BIG $$$ OCT./NOV. WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Pool
Outdoor dining
Beach
Sport court

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
￥24,986
￥71,994 total
includes taxes & fees
Oct 14 - Oct 15
Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access
Pool
Sport court
A kitchen with a stainless steel refrigerator, a dining table with chairs, and a view of the street through a window.
Beach

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
￥27,484
￥75,279 total
includes taxes & fees
Oct 14 - Oct 15
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
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 beachside area with palm trees, picnic tables, and a view of the sea.
A coastal residential area with houses, RVs, and a clear view of the ocean.

2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Cudjoe Key
￥35,813
￥85,602 total
includes taxes & fees
Oct 14 - Oct 15
2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.
Pool
Outdoor dining
A living room with a sofa, armchair, TV, and a view of the outdoors.
A resort with a pool area, lounge chairs, and a small island with thatched umbrellas.

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
￥33,245
￥82,777 total
includes taxes & fees
Oct 25 - Oct 26
Blue Lobster Lodge #543 Open Coastal Retreat with Pool Near Key West
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.
Outdoor dining
A marina with boats docked, a clear sky, and a calm waterway.

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

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option
Cudjoe Key
￥31,649
￥80,442 total
includes taxes & fees
Oct 14 - Oct 15
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 living room with a sofa, a round table, a ceiling fan, a TV, and a view of the ocean through large windows.
A coastal residential area with houses, a marina, and a flag.
A spacious living room with a ceiling fan, a dining area with chairs, a kitchen with appliances, and a large window overlooking a balcony.

Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views

Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
Cudjoe Key
￥35,813
￥86,237 total
includes taxes & fees
Oct 26 - Oct 27
Sea La Vie #197 Oceanfront Home with 49' Dock, Heated Pool & Florida Keys Views
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.
Outdoor dining
A marina with RVs and mobile homes, a swimming pool, and a view of the ocean.

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

Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Cudjoe Key
￥29,150
￥77,313 total
includes taxes & fees
Oct 14 - Oct 15
Little Piece of Paradise #233 Waterfront Cottage with Dock, Pool & Canal Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Cudjoe Key Hotel Reviews

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

10/10 Excellent
"The Director of rooms, Chris, could not have been more of a help and a gentleman. Every staff member we ran into was delightful and more than willing to help with any questions or concerns. The hotel was wonderful in the pool, fantastic as well as the restaurants."
James 1-night trip
Posted less than an hour ago
The Perry Hotel & Marina Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

10/10 Excellent
"Include in the price the breakfast!"
Ana 1-night trip
Posted less than an hour ago
Hilton Garden Inn Key West / The Keys Collection
Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"We went to Duval Street and Town Everyday, The Hilton KW Resort & Marina Shuttle Driver “Fausto” was a 15 Star!! He was so accommodating, professional, helpful people person, on time and just a Genuine Nice Guy! Wish everyone that we meant was like him!! Top Notch!!!!!👏👏🙌🙌 🌟🌟💫"
Michelle 5-night trip
Posted 4 hours ago
Hilton Key West Resort & Marina
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

10/10 Excellent
"Clean room , could not check in “not even 1 minute before exact time (very strictly on that). Breakfast was nice. We liked it overall"
Rolando 1-night trip
Posted 4 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

10/10 Excellent
"Loved complimentary transportation!"
Robert 2-night trip
Posted 6 hours ago
DoubleTree Resort by Hilton Grand Key - Key West
Parmer's Resort

Parmer's Resort

10/10 Excellent
"Great place for the family."
JUAN 2-night trip
Posted 10 hours ago
Parmer's Resort
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"All good. Very happy with this stay"
Nicolas 2-night trip
Posted 23 hours ago
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"Clean apartment."
Aleksandrs 3-night trip
Posted 1 day ago
Hyatt Vacation Club at Beach House, Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"We loved this resort! We will definitely be returning here in the future. Great location- not far from Duvall St but close enough that it’s only a 10 minute drive."
Vernon 4-night trip
Posted 1 day ago
Parrot Key Hotel & Villas

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