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

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Find the right holiday home for you in Sugarloaf Shores

The best holiday homes in Sugarloaf Shores

Check out our pick of great holiday homes in Sugarloaf Shores

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Sugarloaf Shores)

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
Check availability

Evershore House -Pool, Parking, Dock!

Key West (Near Sugarloaf Shores)

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$1,440.95
1 night, 2 adults
Check availability

Grand Marina Suite -Waterfront Condo

Key West (Near Sugarloaf Shores)

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, 124 reviews
Price from
US$330.17
1 night, 2 adults
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The St Martin -Hot Tub & Pool

Key West (Near Sugarloaf Shores)

Boasting air-conditioned accommodation with a patio, The St Martin -Hot Tub & Pool is situated in Key West. Both free WiFi and parking on-site are accessible at the holiday home free of charge.

g
gary
From
United Kingdom
Tennis court nearby and decent pool
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 16 reviews
Price from
US$244.95
1 night, 2 adults
Check availability

The Exuma Cay -Pool View & Parking

Key West (Near Sugarloaf Shores)

Boasting air-conditioned accommodation with a patio, The Exuma Cay -Pool View & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.

S
Stephen
From
United Kingdom
It is very spacious and well laid out.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 33 reviews
Price from
US$287.50
1 night, 2 adults
Check availability

The Barbados -Bright Condo w Pool

Key West (Near Sugarloaf Shores)

Set in Key West, 6.5 km from Southernmost Point and 7.3 km from Ernest Hemingway Home and Museum, The Barbados -Bright Condo w Pool offers air conditioning.

A
Alexandre
From
Switzerland
The unit was well equipped with modern amenities and the cleanliness was good!
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 50 reviews
Price from
US$244.95
1 night, 2 adults
Check availability

Tortuga Suite at Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking

Key West (Near Sugarloaf Shores)

Tortuga Suite at Sunrise Suites Resort - Heated Pool, Hot Tub & Free Parking is set in Key West, 6.5 km from Southernmost Point, 7.3 km from Ernest Hemingway Home and Museum, and 7.4 km from Duval...

C
Casey
From
United States
The condo was beautiful and wonderfully stocked! We had a shower head break, and they sent a maintenance man the very next day! He was an awesome guy who told us a lot of history about the island.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 49 reviews
Price from
US$236.90
1 night, 2 adults
Check availability

NEW Grenada Suite - Parking Pool & Pets 209

Key West (Near Sugarloaf Shores)

Boasting air-conditioned accommodation with a patio, NEW Grenada Suite - Parking Pool & Pets 209 is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.

C
Clémence
From
France
The accommodation was very well located, there was a parking space and a small supermarket next door
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 7 reviews
Price from
US$244.95
1 night, 2 adults
Check availability

The Trinidad -Pool & Parking

Key West (Near Sugarloaf Shores)

Boasting air-conditioned accommodation with a patio, The Trinidad -Pool & Parking is situated in Key West. Featuring a lift, this property also provides guests with an outdoor pool.

P
Paola
From
Italy
The flat was very nice and well equipped
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 31 reviews
Price from
US$230
1 night, 2 adults
Check availability

The Grand Turk -Sunset View & Pool

Key West (Near Sugarloaf Shores)

The Grand Turk -Sunset View & Pool is situated in Key West, 6.5 km from Southernmost Point, 7.3 km from Ernest Hemingway Home and Museum, and 7.4 km from Duval Street.

E
Elaine
From
United Kingdom
The apartment was lovely, clean and comfortable, and just what we wanted. Superb view and outside space. The use of the pool wasn't on top of our list of facilities but was very welcome! We would definitely stay here again.
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 18 reviews
Price from
US$244.95
1 night, 2 adults
Check availability
All holiday homes in Sugarloaf Shores

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 Shores and surroundings in the past month

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Holiday Homes with swimming pools in Sugarloaf Shores and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 4 reviews

    Featuring air-conditioned accommodation with a private pool, pool view and a patio, Ocean View with Pool, 4 bedroom Vila Near Key West is located in Cudjoe Key.

    From US$758.56 per night

  • Boasting air-conditioned accommodation with a patio, Oceanview Retreat with 60ft Seawall is situated in Cudjoe Key.

  • 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.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 332 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.

  • 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.

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

  • 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 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.

Enjoy breakfast in Sugarloaf Shores and nearby

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

  • Boasting air-conditioned accommodation with a patio, Tranquility in Paradise - Cudjoe is situated in Summerland Key.

  • 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.

  • 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.

  • Hawkins Lookout

    Cudjoe Key
    Budget options available

    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
    Budget options available

    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.

  • Situated in Cudjoe Key, Dolphin Daydreams by Last Key Realty offers accommodation with a heated pool.

Research, refine and make plans for your whole trip

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Hotels near Duval Street

Hotels close to a popular local landmark.

Hotels near Everglades National Park

Hotels close to a popular local landmark.