Family Hotels & Resorts in Cudjoe Key from AU$404

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Cudjoe Key Family Hotels

Best Cudjoe Key Family Hotels

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1784)
"Great place to stay"
The price is AU$404
includes taxes & fees
14 Sept - 15 Sept
Margaritaville Beach House Key West

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

8.8 out of 10, Excellent, (162)
"We have been coming here for the past few years, usually during Memorial Day. We are always so relaxed and pleased with all aspects of our stay. Already working on booking again for next year! "
The price is AU$412
includes taxes & fees
1 Sept - 2 Sept
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
The price is AU$714
includes taxes & fees
1 Sept - 2 Sept
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (237)
"Clean and inviting property, great location, attentive host. Highly recommend."
The price is AU$1,264
includes taxes & fees
1 Sept - 2 Sept
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

One of the very few beach houses with a daily, rental license in the Keys.

8.8 out of 10, Excellent, (64)
"Excellent secluded location but near everything Thanks!!!!!"
One of the very few beach houses with a daily, rental license in the Keys.

Waterfront Home, Heated Pool - The Seagate Estate

10.0 out of 10, Exceptional, (16)
"Clean and well-cared for house. Exactly as advertised and depicted. I would definitely stay there again."
The price is AU$2,644
includes taxes & fees
8 Sept - 9 Sept
Waterfront Home, Heated Pool - The Seagate Estate

Waterfront Wellness Home w/Pool - Evershore Estate

9.8 out of 10, Exceptional, (26)
"House is very clean, large enough for all of us. Great view and great spot in the Keys"
The price is AU$2,644
includes taxes & fees
3 Sept - 4 Sept
Waterfront Wellness Home w/Pool - Evershore Estate

Parking, Pet Friendly, Pool, Dock - Suncoast House

9.6 out of 10, Exceptional, (40)
"Great spot. The right distance from all the action on duval and in close proximity to golf and the marina for fishing and boating charters. Plus a sweet canal and dock for swimming and snorkeling "
The price is AU$3,292
includes taxes & fees
3 Sept - 4 Sept
Parking, Pet Friendly, Pool, Dock - Suncoast House

Waterfront, Private Heated Pool - Capmar House

9.8 out of 10, Exceptional, (27)
"This home is amazing. I own several beachfront homes in the panhandle and I am very particular and look at all of the VRBO homes we stay at. This one was perfect. It had everything even soap detergent which was a nice extra! "
The price is AU$2,644
includes taxes & fees
2 Sept - 3 Sept
Waterfront, Private Heated Pool - Capmar House

Parking, Pool & Dock - Waterlane House

9.8 out of 10, Exceptional, (35)
"This vacation home checks all the boxes. Good location, spacious home with all the comforts of home, and a wonderful back yard. So glad we got to enjoy this wonderful place. "
The price is AU$2,644
includes taxes & fees
8 Sept - 9 Sept
Parking, Pool & Dock - Waterlane House
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.

Family-friendly hotels with pools in Cudjoe Key

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.

Find out more about Cudjoe Key

Find out more about Cudjoe Key

Popular hotels great for families

Most favorite kid-friendly stays in Cudjoe Key in 2025

Top Cudjoe Key Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia