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Holiday Homes in Sugarloaf Shores

Find the holiday homes that appeal to you the most

Holiday Homes for every style

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

Aquaria House -Pool & Boat Dock

Key West (Near Sugarloaf Shores)

Boasting air-conditioned accommodation with a private pool, Aquaria House -Pool & Boat Dock is situated in Key West.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$918.85
1 night, 2 adults

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$918.85
1 night, 2 adults

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 8.7
Fabulous - What previous guests thought, 132 reviews
Price from
US$357.08
1 night, 2 adults

St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock

Key West (Near Sugarloaf Shores)

Set in Key West, 1.4 km from Rest Beach and 1.7 km from Ernest Hemingway Home and Museum, St Thomas - Waterfront Penthouse sleeps 16 w Pool & Boat Dock offers a garden and air conditioning.

N
Nicky
From
United Kingdom
Incredible facilities great responsive host
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 11 reviews
Price from
US$1,328.40
1 night, 2 adults

The Barbados -Bright Condo w Pool

Key West (Near Sugarloaf Shores)

The Barbados -Bright Condo w Pool 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 Street.

A
Alexandre
From
Switzerland
The unit was well equipped with modern amenities and the cleanliness was good!
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 48 reviews
Price from
US$259.90
1 night, 2 adults

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 8.0
Very good - What previous guests thought, 18 reviews
Price from
US$249.55
1 night, 2 adults

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 8.2
Very good - What previous guests thought, 50 reviews
Price from
US$254.15
1 night, 2 adults

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 7.0
Good - What previous guests thought, 7 reviews
Price from
US$234.60
1 night, 2 adults

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$220.80
1 night, 2 adults
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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Popular with guests booking holiday homes in Sugarloaf Shores

Popular with guests booking holiday homes in Sugarloaf Shores

Popular with guests booking holiday homes in Sugarloaf Shores

Popular with guests booking holiday homes in Sugarloaf Shores

Popular with guests booking holiday homes in Sugarloaf Shores

Popular with guests booking holiday homes in Sugarloaf Shores

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

Popular with guests booking holiday homes in Sugarloaf Shores

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

Popular with guests booking holiday homes in Sugarloaf Shores

Popular with guests booking holiday homes in Summerland Key

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 347 reviews

Popular with guests booking holiday homes in Cudjoe Key

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

Enjoy breakfast in Sugarloaf Shores 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.

Featuring air-conditioned accommodation with a private pool, garden view and a balcony, Bungalows Beach Key West - Azucar is located in Key West.

Situated in Key West, 24 km from Ernest Hemingway Home and Museum and 24 km from Duval Street, Waterfront Key West Oasis with Float Dock!

Into the Blues

Bay Point
Breakfast options

Located in Bay Point, 24 km from Duval Street and 24 km from Southernmost Point, Into the Blues offers air conditioning.

Featuring air-conditioned accommodation with a private pool, Bungalows Beach Key West - Little Hammock is located in Sugarloaf Key.

Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Bungalows Beach Key West - Hemingway is set in Sugarloaf Key.

Coral Queen Palm

Key West
Breakfast options

Boasting air-conditioned accommodation with a balcony, Coral Queen Palm is situated in Key West. Guests can benefit from a patio and a children's playground.

Situated in Pirates Cove, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street, Loggerhead Lagoon - Modern Waterfront Home offers a garden and air conditioning.

Holiday Homes with swimming pools in Sugarloaf Shores and nearby

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

Located in Cudjoe Key in the Florida region and Ernest Hemingway Home and Museum reachable within 34 km, Ocean View with Pool, 4 bedroom Vila Near Key West provides accommodation with free WiFi, a...

Set in Summerland Key in the Florida region and Ernest Hemingway Home and Museum reachable within 34 km, Private Estate Pool Ocean View 20 minutes to Key West offers accommodation with free WiFi,...

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

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews

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.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 347 reviews

Offering an outdoor swimming pool and lake view, Sugarloaf Key RV Resort & Cottages is situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street.

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.

Situated in Cudjoe Key, 34 km from Duval Street and 34 km from Southernmost Point, Eco Friendly Secluded OceanView Pool near Key West offers air conditioning.

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.

Set in Cudjoe Key, 34 km from Ernest Hemingway Home and Museum and 34 km from Duval Street, Beachfront • Heated Pool • Hot Tub • Oceanview offers air-conditioned accommodation with a patio and free...

Boasting an outdoor pool and sea views, Walk to Beach! Key West Paradise with Ocean View is set in Cudjoe Key. The air-conditioned accommodation is 34 km from Ernest Hemingway Home and Museum.

Unit 101

Cudjoe Key
Budget options available

Situated in Cudjoe Key in the Florida region, Unit 101 features a balcony. This property offers access to a terrace, free private parking and free WiFi.

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.