The 10 best villas in Summerland Key, USA | Booking.com
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Villas in Summerland Key

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The best villas in Summerland Key

Check out our pick of great villas in Summerland Key

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Summerland Key)

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
Location 8.0
Price from
US$335.70
1 night, 2 adults
Check availability

Sugarloaf Key RV Resort & Cottages

Summerland Key

Situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum, Sugarloaf Key RV Resort & Cottages features air-conditioned rooms with free WiFi.

N
Neisa
From
United States
Everything was perfect, very friendly staff, they even invited us for burgers 😀😀
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 322 reviews
Location 8.9
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Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near 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 out of 10, guest rating 9.2
Superb - What previous guests thought, 21 reviews
Location 9.3
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NAUTILUS...ocean front cottage retreat ~

Cudjoe Key (Near 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 out of 10, guest rating 9.2
Superb - What previous guests thought, 18 reviews
Location 9.9
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OCEANIA... water front cottage retreat ~

Cudjoe Key (Near Summerland Key)

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.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 18 reviews
Location 9.2
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Tree Top Paradise

Cudjoe Key (Near Summerland Key)

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

A
Amanda
From
United States
The screened in porch was lovely! The whole place was beautifully decorated and comfortable. The palm trees and palms were surrounding the house and it was so nice. Would definitely stay here again!
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 32 reviews
Location 9.5
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Dock Holiday

Cudjoe Key (Near Summerland Key)

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.

K
Kris Thomas Booking.com
From
United States
The location was behind a 24 hour security gate with someone at the gate 27/7. Our unit was clean and right on the a canal. It had a full kitchen stocked with all the pots, pans, and silverware you would ever need. The unit had dishwasher, washing machine and dryer. The larger property complex our unit was in had beach access, a pool and laundry facilities.
Scored out of 10, guest rating 7.1
Good - What previous guests thought, 6 reviews
Location 8.1
Check availability
All villas in Summerland Key

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Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Summerland Key and surroundings in the past month

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Enjoy breakfast in Summerland Key and nearby

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 2 reviews

    Set in Cudjoe Key, Turtle Cove Views by Last Key Realty provides accommodation with a heated pool.

  • Situated in Cudjoe Key, Tidewater Views by Last Key Realty offers a heated pool.

  • 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 9.2
    Superb - What previous guests thought, 18 reviews

    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 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.

  • 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 10.0
    Exceptional - What previous guests thought, 1 review

    Set in Cudjoe Key, Mermaid Magic by Last Key Realty provides accommodation with a heated pool.

  • Paradise Found

    Key West
    Breakfast options

    Located in Key West, 37 km from Duval Street and 37 km from Southernmost Point, Paradise Found offers air conditioning.

Travelling by car? These villas in Summerland Key and nearby offer free parking

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

    From US$826.69 per night

  • Unit 101

    Cudjoe Key
    Free parking

    Set 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.

    From US$810.77 per night

  • Unit 101

    Cudjoe Key
    Free parking

    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.

    From US$801.50 per night

  • Located in Big Pine Key, RV In The Keys a Tropical Retreat provides accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$317.28 per night

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

  • 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 8.9
    Fabulous - What previous guests thought, 32 reviews

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

  • 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.