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Holiday Homes in Sugarloaf Shores

Find the holiday homes that appeal to you the most

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

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$1,460.50
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.

p
pawel
From
Poland
Great, spacious, 3bath apartment. Everything anyone could wish for.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 126 reviews
Price from
US$336.38
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 9.7
Exceptional - What previous guests thought, 10 reviews
Price from
US$1,329
1 night, 2 adults

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

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.

N
Natalia
From
Canada
It was simply amazing! Dream come true! Super location, clean, slick, comfortable, beach, swimming pool, very helpful personnel - highly recommend
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 33 reviews
Price from
US$284.05
1 night, 2 adults

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 8.2
Very good - What previous guests thought, 50 reviews
Price from
US$246.10
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, 49 reviews
Price from
US$242.65
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 7.1
Good - What previous guests thought, 7 reviews
Price from
US$218.50
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$215.05
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

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

Popular with guests booking holiday homes in Summerland Key

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 336 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.

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.

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.

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

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, 336 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.

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.

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.

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.

Holiday Homes with swimming pools in Sugarloaf Shores and nearby

Scored out of 10, guest rating 10
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$655.51 per night

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

Situated in Cudjoe Key, The Mermaid Manor features accommodation with a private pool, a balcony and sea views. With pool views, this accommodation offers a patio.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 38 reviews

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

Scored out of 10, guest rating 7.1
Good - What previous guests thought, 6 reviews

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.

Serenity Now Seaside Escape - Brand New Build! is set in Cudjoe Key, 38 km from Ernest Hemingway Home and Museum, 38 km from Duval Street, as well as 38 km from Southernmost Point.

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

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, 18 reviews

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.