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Holiday Homes in Summerland Key

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Find the right holiday home for you in Summerland Key

The best holiday homes in Summerland Key

Check out our pick of great holiday homes in Summerland Key
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Sun Outdoors Sugarloaf Key, hotel in Summerland Key

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.

Everything was perfect, very friendly staff, they even invited us for burgers 😀😀
Scored 9.3
9.3
Rated superb
Superb
93 reviews
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Pelican's Roost, Waterfront comfort at Venture Out, hotel in Summerland 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 9.2
9.2
Rated superb
Superb
13 reviews
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NAUTILUS...ocean front cottage retreat ~, hotel in Summerland 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 9.2
9.2
Rated superb
Superb
16 reviews
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OCEANIA... water front cottage retreat ~, hotel in Summerland Key

Located in Cudjoe Key, 37 km from Ernest Hemingway Home and Museum and 37 km from Duval Street, OCEANIA... Water front cottage retreat ~ offers barbecue facilities and air conditioning.

Nice and cozy
Scored 9.4
9.4
Rated superb
Superb
13 reviews
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Tree Top Paradise, hotel in Summerland Key

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

I just loved it all
Scored 8.9
8.9
Rated fabulous
Fabulous
15 reviews
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Island Oasis ~ YOUR Paradise Awaits!, hotel in Summerland Key

Featuring accommodation with a private pool, sea view and a balcony, Island Oasis ~ YOUR Paradise Awaits! is set in Cudjoe Key.

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 7.4
7.4
Rated good
Good
5 reviews
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All holiday homes in Summerland 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.
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Most booked holiday homes in Summerland Key and surroundings in the past month

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Enjoy breakfast in Summerland Key!

  • Sun Outdoors Sugarloaf Key
    Scored 9.3
    9.3
    Rated superb
    Superb     · 93 reviews

    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.

    The property was excellent. Very comfortable and clean

  • Blue Skies
    Breakfast options

    Situated in Summerland Key, 34 km from Duval Street and 35 km from Southernmost Point, Blue Skies offers air conditioning.

  • Cayman Cottage

    Offering sea views, Cayman Cottage is an accommodation situated in Summerland Key, 45 km from Ernest Hemingway Home and Museum and 45 km from Duval Street.

  • El Paraiso
    Breakfast options

    Set in Summerland Key, 36 km from Duval Street and 36 km from Southernmost Point, El Paraiso offers air conditioning.

  • Love Shack
    Breakfast options

    Situated in Summerland Key, 41 km from Duval Street and 41 km from Southernmost Point, Love Shack offers air conditioning.

  • Experience Coastal Living at its Best Florida Keys

    Offering sea views, Experience Coastal Living at its Best Florida Keys is an accommodation situated in Summerland Key, 42 km from Florida Keys Aquarium Encounters and 44 km from Ernest Hemingway Home...

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

    Boasting air-conditioned accommodation with a balcony, Salty Slumber Relaxing 2 bedroom 2 bath Get Away in the Lower Keys is set in Summerland Key.

  • Skyway Living

    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.

Holiday homes that guests love in Summerland Key

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  • Sun Outdoors Sugarloaf Key

    Sun Outdoors Sugarloaf Key

    Holiday Home in Summerland Key
    Scored 9.3
    9.3
    Rated superb
    Superb     · 93 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
  • Looe Key Reef Resort and Dive Center

    Looe Key Reef Resort and Dive Center

    Holiday Home in Summerland Key
    Avg. price/night: £177.35
    Scored 7.0
    7.0
    Rated good
    Good     · 522 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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Hotels near Duval Street
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