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The best vacation homes in Summerland Key

Check out our selection of great vacation homes in Summerland Key

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
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Situated within 32 km of Ernest Hemingway Home and Museum and 32 km of Duval Street, Sun Outdoors Sugarloaf Key features rooms with air conditioning and a private bathroom in Summerland Key. Both free WiFi and parking on-site are accessible at the holiday home free of charge. Key West Aquarium is 32 km from the holiday home and Mallory Dock is 32 km away.

We had a great stay here. The staff were all very friendly and helpful. The grounds were beautiful and very clean. Our bungalow was very cute and beautifully decorated.

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9.2
Wonderful
65 reviews
Price from
MYR 939
per night

This holiday home features 3 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 2 bathrooms fitted with a bath. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance.

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10
Exceptional
1 reviews

With free WiFi, this holiday home features a cable TV, a washing machine and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance.

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Price from
MYR 1,220
per night

The spacious holiday home features 3 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with an a bath or shower. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

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The holiday home with a balcony and sea views features 2 bedrooms, a living room, a TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

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Price from
MYR 1,183
per night

This holiday home has 2 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 2 bathrooms fitted with a hot tub. Towels and bed linen are offered in the holiday home. The accommodation offers a fireplace.

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The spacious holiday home is fitted with 2 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

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Price from
MYR 888
per night

Boasting air-conditioned accommodation with a private pool, pool view and a patio, Private Estate Pool Ocean View 20 minutes to Key West is set in Summerland Key. This property offers access to a balcony, table tennis, free private parking and free WiFi. The villa has an outdoor fireplace and a hot tub.

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Price from
MYR 3,658
per night

Located in Summerland Key, 41 km from Ernest Hemingway Home and Museum and 41 km from Duval Street, Skyway Living provides air-conditioned accommodation with a patio and free WiFi. This holiday home also features a private pool. The property is non-smoking and is situated 41 km from Southernmost Point.

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Situated in Summerland Key, 41 km from Ernest Hemingway Home and Museum and 41 km from Duval Street, Summerland Canal features air-conditioned accommodation with a balcony and free WiFi. This holiday home also features a private pool. The property is non-smoking and is set 41 km from Southernmost Point.

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Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.
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  • Sun Outdoors Sugarloaf Key
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 65 reviews

    Sun Outdoors Sugarloaf Key features air-conditioned accommodations in Summerland Key. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

    The property was excellent. Very comfortable and clean

  • Experience Coastal Living at its Best Florida Keys

    Experience Coastal Living at its Best Florida Keys offers accommodations in Summerland Key, 26 miles from Florida Keys Aquarium Encounters and 27 miles from Ernest Hemingway Home and Museum.

  • Endless Summerland

    Endless Summerland offers accommodations in Summerland Key, 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street.

  • Amada Grenada

    Amada Grenada offers accommodations in Summerland Key, 26 miles from Florida Keys Aquarium Encounters and 29 miles from Ernest Hemingway Home and Museum.

  • Relaxing 2 2 Get Away in the Lower Keys! home

    Relaxing 2 2 Get Away in the Lower Keys! home is located in Summerland Key, just 26 miles from Ernest Hemingway Home and Museum and 26 miles from Duval Street.

  • Salty Slumber Relaxing 2 bedroom 2 bath Get Away in the Lower Keys

    26 miles from Ernest Hemingway Home and Museum in Summerland Key, Salty Slumber Relaxing 2 bedroom 2 bath Get Away in the Lower Keys provides accommodations with access to a sauna and hot tub.

  • Skyway Living

    Skyway Living offers accommodations in Summerland Key, 25 miles from Duval Street and 25 miles from Southernmost Point. Guests can go for a swim in the private pool.

  • Summerland Canal

    Summerland Canal is located in Summerland Key, just 25 miles from Ernest Hemingway Home and Museum and 25 miles from Duval Street.

Vacation Homes That Guests Love in Summerland Key

  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 65 reviews
    We had a great stay here. The staff were all very friendly and helpful. The grounds were beautiful and very clean. Our bungalow was very cute and beautifully decorated.
    Lisa
    Young couple
  • Avg. price/night: MYR 1,504.06
    6.9
    Scored 6.9
    Pleasant
    Rated pleasant
     · 568 reviews
    Very clean and quiet room. Drinking the morning coffee in the balcony was one of the best part of my day. One of the best value accommodations close enough to Key West. The room was very spacious, clean and well equipped. Everything that a traveler needs was found in the room.
    Péter
    Family with young children
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