The 10 best hotels with pools in Cudjoe Key, USA | Booking.com
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Hotels with Pools in Cudjoe Key

Find the hotels with pools that appeal to you the most

The best hotels with pools in Cudjoe Key

Check out our pick of great hotels with pools in Cudjoe Key

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key

Set in Cudjoe Key, Island Oasis ~ YOUR Paradise Awaits! offers accommodation with a private pool, a balcony and sea views. A hot tub is available for guests.

A
Ani
From
Croatia
Good location, close to Key West and other attractions across the Keys. Quiet neighborhood. Helpful hosts and receptionists. Very cozy place, with a nice terrace, lovely view, comfortable rooms and well-equipped. We enjoyed our stay.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Price from
US$335.70
1 night, 2 adults

Sugarloaf Lodge

Sugarloaf Shores (Near Cudjoe Key)

Located in Key West, Florida, this lodge features an outdoor pool and a tennis court. It is 10 minutes’ drive from Key West International Airport.

K
Krzysztof
From
Poland
Very large rooms. Clean. A bit farther from the street, so no noise. Beautiful sea view from the window, though it might have looked more like a lake. The pool, although not heated according to staff, had fairly warm water, and it was nice to spend time there. 20-minute drive to Key West, which offers plenty of attractions. Free coffee service available. A restaurant with tasty food just 2-3 minutes on foot but only for dinner.
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 460 reviews
Price from
US$169
1 night, 2 adults

Looe Key Reef Resort and Dive Center

Summerland Key (Near Cudjoe Key)

Located in the Florida Keys, this Ramrod Key resort features a full-service dive center, an outdoor pool and Tiki Bar. Select rooms include a microwave and small refrigerator.

L
Lisa
From
United States
The food was very good and prepared in a timely manner and was good the flavor and all .
Scored out of 10, guest rating 6.9
Pleasant - What previous guests thought, 381 reviews
Price from
US$189
1 night, 2 adults

Old Wooden Bridge Resort & Marina

Big Pine Key (Near Cudjoe Key)

Located in Big Pine Key, 40 km from Florida Keys Aquarium Encounters and 30 km from Seven Mile Bridge, Old Wooden Bridge Resort & Marina provides sea views and free WiFi.

T
Tomas
From
Germany
Absolutely new unit, weeks old. Clean, spacious, perfect. We loved it.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 248 reviews
Price from
US$193.50
1 night, 2 adults

Parmer's Resort

Little Torch Key (Near Cudjoe Key)

Facing the beachfront, Parmer's Resort offers 2-star accommodation in Little Torch Key and has an outdoor swimming pool, private beach area and shared lounge.

M
Maria
From
United States
Atencion del personal del resort, limpieza, tranquilidad
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 441 reviews
Price from
US$231.80
1 night, 2 adults

Tree Top Paradise

Cudjoe Key

Boasting air-conditioned accommodation with a private pool, quiet street view and a patio, Tree Top Paradise is set in Cudjoe Key.

A
Amanda
From
United States
The screened in porch was lovely! The whole place was beautifully decorated and comfortable. The palm trees and palms were surrounding the house and it was so nice. Would definitely stay here again!
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 36 reviews

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key

Set in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, Pelican's Roost, Waterfront comfort at Venture Out offers a private beach area and air conditioning.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 21 reviews

NAUTILUS...ocean front cottage retreat ~

Cudjoe Key

Featuring sea views, NAUTILUS...ocean front cottage retreat ~ provides accommodation with a private beach area, pool with a view and a garden, around 37 km from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 18 reviews

OCEANIA... water front cottage retreat ~

Cudjoe Key

37 km from Ernest Hemingway Home and Museum in Cudjoe Key, OCEANIA... Water front cottage retreat ~ offers accommodation with access to a sauna and hot tub.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 18 reviews

Dock Holiday

Cudjoe Key

Featuring air-conditioned accommodation with a heated pool, Dock Holiday is located in Cudjoe Key. A hot tub is available for guests. The property features a restaurant with an outdoor dining area.

K
Kris Thomas Booking.com
From
United States
The location was behind a 24 hour security gate with someone at the gate 27/7. Our unit was clean and right on the a canal. It had a full kitchen stocked with all the pots, pans, and silverware you would ever need. The unit had dishwasher, washing machine and dryer. The larger property complex our unit was in had beach access, a pool and laundry facilities.
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 6 reviews
All hotels with pools in Cudjoe Key

Looking for a hotel with pools?

‘Does it have a pool?’ is arguably one of the most common questions when booking a stay in any location. These hotels offer a great way to keep active during your holiday without having to hit the gym. Indoor pools allow you to practice your backstroke come rain or shine, whereas outdoor options allow you to relax on a sun lounger after swimming a few lengths.

Most booked hotels with pools in Cudjoe Key and surroundings in the past month

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Enjoy breakfast in Cudjoe Key and nearby

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 199 reviews

    Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key Hotel at KOA Resort features accommodation with an outdoor swimming pool, free private parking, a private beach...

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 330 reviews

    Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key RV Resort & Cottages features air-conditioned rooms with free WiFi.

  • Boasting air-conditioned accommodation with a private pool, Parrotfish Pointe is set in Cudjoe Key. This beachfront property offers access to a balcony.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Situated in Pirates Cove, Villa of the Setting Sun offers a balcony with pool and garden views, as well as an outdoor pool, sauna and hot tub. This beachfront property offers access to a patio.

  • Boasting air-conditioned accommodation with a terrace, Summerland Canal is situated in Summerland Key. Guests can benefit from a balcony and an outdoor fireplace.

  • Featuring air-conditioned accommodation with a balcony, Skyway Living is located in Summerland Key. Including a private pool, this holiday home also has a restaurant.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Sugarloaf Shores, 34 km from Ernest Hemingway Home and Museum and 34 km from Duval Street, Bungalows Sugarloaf Beach Key West - Hammock House offers a fitness centre and air conditioning.

  • Villa Lucie

    Summerland Key
    Breakfast options

    Situated in Summerland Key, 42 km from Florida Keys Aquarium Encounters and 45 km from Ernest Hemingway Home and Museum, Villa Lucie offers air conditioning.

FAQ about hotels with pools in Cudjoe Key

Hotels with a pool that guests love in Cudjoe Key

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  • Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 6 reviews
    The location was behind a 24 hour security gate with someone at the gate 27/7. Our unit was clean and right on the a canal. It had a full kitchen stocked with all the pots, pans, and silverware you would ever need. The unit had dishwasher, washing machine and dryer. The larger property complex our unit was in had beach access, a pool and laundry facilities.
    Guest review by
    Kris Thomas Booking.com
    Solo traveller
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 4 reviews
    Swimming pool, garden
    Guest review by
    Michał
    Family with young children