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

Family friendly Hotels in Cudjoe Key, Summerland Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cudjoe Key Family friendly Hotels

Tonight
Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Cudjoe Key family-friendly hotels

A two-story building with a balcony, surrounded by tropical vegetation.
A residential property with a swimming pool, a covered patio, and a view of the ocean.
A two-story beachfront house with a balcony, a covered outdoor seating area, and a small boat dock.
A bedroom with a bed, a ceiling fan, a balcony with a view, and a nightstand with a lamp.

1. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
Summerland Key
P32,785
P61,828 total
includes taxes & fees
Oct 27 - Oct 28
Atlantic View Luxury Villa with Pool
A waterfront building with a flat roof, large windows, and a balcony.
A beachside dining area with thatched umbrellas, white plastic chairs, and tables.
A balcony with a bench and table, overlooking a calm body of water with boats and palm trees.
A corridor lined with trees and potted plants, leading to a building with a white exterior and windows.

2. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
P7,539
P8,482 total
includes taxes & fees
Oct 26 - Oct 27
Sugar Loaf Lodge
A rustic wooden structure with a thatched roof, multiple tables and chairs, and flags hanging from the ceiling.
A sign for Looe Key Reef Resort's tiki bar, surrounded by palm trees and a thatched-roof structure.
A spacious indoor dining area with multiple tables and chairs, ceiling fans, and a bar area.
A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

3. Looe Key Reef Resort

Looe Key Reef Resort
Summerland Key
P8,884
P9,995 total
includes taxes & fees
Oct 26 - Oct 27
Looe Key Reef Resort
A spacious living area with a kitchen island, a staircase, and large windows offering a view of the outdoors.
A spacious living room with a flat-screen TV, two sofas, a coffee table, and large windows offering a view of the outdoors.
A wooden deck with a railing, wicker chairs, and a view of greenery.
A modern kitchen with a large island, white cabinetry, and three wicker bar stools.

4. Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
Summerland Key
P18,478
P42,739 total
includes taxes & fees
Oct 27 - Oct 28
Starlight Serenity - Hideaway w Stunning Views
A white building with a covered patio area, surrounded by palm trees and a view of the ocean.
A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.
Beach chairs and a blue umbrella on a sandy shore with a calm body of water and a palm tree in the background.
A sunset view with a thatched structure and a palm tree by a calm body of water.

5. Parmer's Resort

Parmer's Resort
Summerland Key
P8,496
P11,625 total
includes taxes & fees
Nov 1 - Nov 2
Parmer's Resort
A swimming pool with a white fence, surrounded by palm trees and a clear blue sky.
A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.
A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.
A cozy room with a brown leather sofa, a white table, and a ceiling fan.

6. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
Punta Brisa
  • Family paradise offers oceanside adventure with fishing, boating, and poolside fun for all ages.
P5,660
P15,300 total
includes taxes & fees
Oct 25 - Oct 26
Old Wooden Bridge Resort and Marina
A poolside area with two covered seating areas labeled "Sugarloaf" and "Boca Grande," surrounded by palm trees and a clear blue pool.
An outdoor patio area with tables and chairs, a bar area with a counter and bar stools, and a TV mounted on the wall.
A hotel room with a large bed, a wooden nightstand, a desk, a chair, and a window with curtains.
A wooden outdoor dining table set with glassware, candles, and lanterns, surrounded by lush greenery.

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Family-friendly Key West getaway with outdoor pool, beach access, and daily breakfast to fuel sun-soaked adventures.
P6,803
P9,440 total
includes taxes & fees
Oct 29 - Oct 30
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
View from room
Breakfast area
A balcony with wicker furniture and a view of the ocean and palm trees.

8. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
P9,465
P10,648 total
includes taxes & fees
Oct 25 - Oct 26
Hampton Inn Key West FL
A hotel with a swimming pool surrounded by palm trees and blue lounge chairs.
A hotel with a central fountain, surrounded by palm trees and a well-maintained lawn.
A hotel room with a sofa, a small table, a lamp, and a balcony with chairs.
A hotel room with a large bed, a desk, a chair, a small table, and a balcony with a view of palm trees.

9. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into family fun with a free beach shuttle, outdoor pool, and kid-friendly amenities at this Key West resort.
P6,555
P9,519 total
includes taxes & fees
Oct 29 - Oct 30
DoubleTree Resort by Hilton Grand Key - Key West
A breakfast setting with a table, chairs, a vase with flowers, and a city view.
A clear view of turquoise ocean water and a blue sky with clouds.
A marina with numerous boats docked, a swimming pool, and palm trees.
A waterfront hotel with a pool, palm trees, and a wooden dock.

10. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Splash into family fun with 6 outdoor pools, free bike rentals, and poolside adventures at this waterfront Key West resort.
P7,246
P11,868 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Key West Resort & Marina
View all properties

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

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Cudjoe Key Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

8/10 Good
"Our stay was great! The services were spot on and the staff was amazing. We happened to be there while they were re-surfacing the parking lot and it smelled bad but other than that we had a great time."
Karin 2-night trip
Posted 16 hours ago
Hampton Inn Key West FL
Parmer's Resort

Parmer's Resort

10/10 Excellent
"All Aspects"
William 7-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

10/10 Excellent
"Not our first stay but it’s always a pleasure staying there. We have nothing bad to say after 4 stays over the years"
Joseph 3-night trip
Posted 2 days ago
DoubleTree Resort by Hilton Grand Key - Key West
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"Huge balcony was perfect for our family to enjoy sunrise/sunset. Room was clean and comfortable."
Brian 2-night trip
Posted 2 days 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
"We were overall very pleased with our stay. The 2br villa had everything to make us feel right at home. The property was clean and well maintained. The pool was great and the Tiki Bar was a plus. A fitness room would be a consideration for an improvement. We would definitely come back."
David 6-night trip
Posted 4 days ago
Hyatt Vacation Club at Beach House, Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"Pros: great location, nice pool area, clean room, price good for the area, friendly staff. Cons: ice machine near our room broken, one of the elevators was out of order, bed uncomfortably firm, despite the website saying they had dinner inside the only food choices were from the poolside bar. Still waiting on the itemized bill, believe we were overcharged on “extras”."
Lisa 2-night trip
Posted 4 days ago
Hilton Garden Inn Key West / The Keys Collection
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

8/10 Good
"I enjoyed my stay in the Aqualodge, it was peaceful and relaxed. The view was great and I enjoyed watching the sunrise daily."
Anonymous traveler 3-night trip
Posted 4 days ago
Old Wooden Bridge Resort and Marina