The 10 best holiday homes in Sugarloaf Key, USA | Booking.com
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Holiday Homes in Sugarloaf Key

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Find the right holiday home for you in Sugarloaf Key

The best holiday homes in Sugarloaf Key

Check out our pick of great holiday homes in Sugarloaf Key

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Sugarloaf 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
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Evershore House -Pool, Parking, Dock!

Key West (Near Sugarloaf Key)

Featuring air-conditioned accommodation with a private pool, Evershore House -Pool, Parking, Dock! is located in Key West.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$1,361.60
1 night, 2 adults
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Grand Marina Suite -Waterfront Condo

Key West (Near Sugarloaf Key)

Located in Key West, 9.1 km from Ernest Hemingway Home and Museum and 9.2 km from Duval Street, Grand Marina Suite -Waterfront Condo offers a garden and air conditioning.

K
Kim
From
United States
Large room for a family, has everything you need. Lovely place with a wonderful pool with a beautiful view.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 123 reviews
Price from
US$330.17
1 night, 2 adults
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Sugarloaf Key RV Resort & Cottages

Summerland Key (Near Sugarloaf Key)

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

s
samantha
From
United Kingdom
The staff are unbelievable. This place is paradise at a reasonable price. You will love it.we spent £1000 for 2 nights in Miami and it was a poor experience in comparison to this absolute gem
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 331 reviews
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Tree Top Paradise

Cudjoe Key (Near Sugarloaf 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
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Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near Sugarloaf 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
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NAUTILUS...ocean front cottage retreat ~

Cudjoe Key (Near Sugarloaf 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
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OCEANIA... water front cottage retreat ~

Cudjoe Key (Near Sugarloaf 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
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Dock Holiday

Cudjoe Key (Near Sugarloaf 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
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Coral Hammock Poolside Home

Key West (Near Sugarloaf Key)

Featuring air-conditioned accommodation with a heated pool, Coral Hammock Poolside Home is located in Key West. This property offers access to a balcony, free private parking and free WiFi.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 6 reviews
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All holiday homes in Sugarloaf Key

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Sugarloaf Key and surroundings in the past month

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Save money on holiday homes in Sugarloaf Key and nearby – budget options available

  • Situated in Cudjoe Key, 34 km from Ernest Hemingway Home and Museum and 34 km from Duval Street, Newly built home in Cudjoe Key offers a terrace and air conditioning.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 331 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 patio, Tranquility in Paradise - Cudjoe is situated in Summerland Key.

  • Villa Jekjak

    Cudjoe Key
    Budget options available

    Villa Jekjak is a beachfront property located in Cudjoe Key, 34 km from Ernest Hemingway Home and Museum and 34 km from Duval Street.

  • Set in Cudjoe Key, Costa Vida by Last Key Realty offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Tarpon Canal

    Key West
    Budget options available

    Set in Key West, 34 km from Duval Street and 34 km from Southernmost Point, Tarpon Canal offers air conditioning.

  • Parrotfish Pointe

    Cudjoe Key
    Budget options available

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

  • Sailfish Retreat

    Cudjoe Key
    Budget options available

    Situated in Cudjoe Key, 39 km from Duval Street and 39 km from Southernmost Point, Sailfish Retreat offers air conditioning.

Enjoy breakfast in Sugarloaf Key and nearby

  • 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.

  • Set in Pirates Cove, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street, Starlight Serenity - Hideaway with Stunning Views offers a garden and air conditioning.

  • Hawkins Lookout

    Cudjoe Key
    Breakfast options

    Featuring air-conditioned accommodation with a balcony, Hawkins Lookout is set in Cudjoe Key. Guests can benefit from a patio and an outdoor fireplace.

  • Situated in Cudjoe Key, Carefree on Cudjoe by Last Key Realty features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Sea La Vie

    Cudjoe Key
    Breakfast options

    Set just 38 km from Southernmost Point, Sea La Vie provides accommodation in Cudjoe Key with access to massage services, a terrace, as well as an ATM.

  • Boasting sea views, Loggerhead Lagoon - Modern Waterfront Home features accommodation with a garden and a patio, around 32 km from Ernest Hemingway Home and Museum.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 36 reviews

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

  • Located in Sugarloaf Shores, Blue Horizon by Last Key Realty provides accommodation with private pool, free WiFi and free private parking for guests who drive.

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