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

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The best villas in Summerland Key

Check out our selection of great villas in Summerland Key

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Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key (Near Summerland Key)

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Island Oasis ~ YOUR Paradise Awaits! offers accommodations with access to a hot tub. Guests may go for a swim in the private pool.

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Location 8.0
Price from
$250
1 night, 2 adults
Check availability

Sugarloaf Key RV Resort & Cottages

Summerland Key

Sugarloaf Key RV Resort & Cottages provides air-conditioned accommodations in Summerland Key. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

J
Jana
From
Germany
The cabin was one block from the best amenities I’ve ever stayed in!! It was absolutely beautiful with a great view, super comfy bed, amazing shower, big TV and wonderful little patio with water view!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 321 reviews
Location 8.9
Check availability

Pelican's Roost, Waterfront comfort at Venture Out

Cudjoe Key (Near Summerland Key)

Featuring free bikes, Pelican's Roost, Waterfront comfort at Venture Out provides accommodations in Cudjoe Key.

B
Bettinna
From
United States
Location, attention to detail, and soooo many amenities!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 21 reviews
Location 9.3
Check availability

NAUTILUS...ocean front cottage retreat ~

Cudjoe Key (Near Summerland Key)

Providing a garden, NAUTILUS...ocean front cottage retreat ~ features accommodations in Cudjoe Key.

E
Erin
From
United States
The location and house was amazing! Communication was great! Only suggestion is to update the master bedroom mattress and turn up the heat on the showers water, we like a HOT shower. thank you!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 18 reviews
Location 9.9
Check availability

OCEANIA... water front cottage retreat ~

Cudjoe Key (Near Summerland Key)

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, OCEANIA... Water front cottage retreat ~ offers accommodations with access to a sauna and hot tub.

A
Angelo
From
United States
Location was great. Really enjoyed it
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 18 reviews
Location 9.2
Check availability

Tree Top Paradise

Cudjoe Key (Near Summerland Key)

23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Tree Top Paradise provides accommodations with access to a spa center.

L
Lisa
From
United States
The location easy to get to several of the islands either direction. The amenities on the property. The pool, views, friendly visitors and residents, the store, and security, etc...all perfect
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 31 reviews
Location 9.5
Check availability

Dock Holiday

Cudjoe Key (Near Summerland Key)

Dock Holiday offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 23 miles from Duval Street. The vacation home has access to a restaurant.

M
Mary
From
United States
Wonderful location. Exceptionally clean. Fully stocked. Peaceful community. Just all around an A+!
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

Looking for a villa?

Perfect for families, groups, or couples who enjoy luxury and independence while traveling. Enjoy the space and privacy of these fully-furnished, free-standing mansions – travelers can cook, lounge, and explore at their own pace. Note that in Bali, a resort will also be called a villa.

Most booked villas in Summerland Key and surrounding area in the past month

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

  • Oceanview Retreat with 60ft Seawall offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street.

    From $826.69 per night
  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 2 reviews

    23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Turtle Cove Views by Last Key Realty provides accommodations with access to a hot tub and spa facilities.

  • 23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Tidewater Views by Last Key Realty offers accommodations with access to a hot tub and spa facilities.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 18 reviews

    Providing a garden, NAUTILUS...ocean front cottage retreat ~ features accommodations in Cudjoe Key.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 18 reviews

    23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, OCEANIA... Water front cottage retreat ~ offers accommodations with access to a sauna and hot tub.

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

    Featuring free bikes, Pelican's Roost, Waterfront comfort at Venture Out provides accommodations in Cudjoe Key.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Mermaid Magic by Last Key Realty provides accommodations with access to a hot tub and spa facilities.

  • 23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Serenity Now Seaside Escape - Brand New Build! offers accommodations with access to a hot tub.

Enjoy breakfast in Summerland Key and nearby

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

    23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Island Oasis ~ YOUR Paradise Awaits! offers accommodations with access to a hot tub. Guests may go for a swim in the private pool.

  • Paradise Found

    Key West
    Breakfast options

    Paradise Found offers accommodations in Key West, 23 miles from Southernmost Point and 23 miles from Key West Aquarium. The air-conditioned accommodation is 23 miles from Duval Street.

  • Dock Holiday

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

    Dock Holiday offers accommodations in Cudjoe Key, 23 miles from Ernest Hemingway Home and Museum and 23 miles from Duval Street. The vacation home has access to a restaurant.

  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 31 reviews

    23 miles from Ernest Hemingway Home and Museum in Cudjoe Key, Tree Top Paradise provides accommodations with access to a spa center.

  • Sea La Vie

    Cudjoe Key
    Breakfast options

    Offering massage services, Sea La Vie offers accommodations in Cudjoe Key.

  • Carefree on Cudjoe by Last Key Realty is located in Cudjoe Key, just 23 miles from Ernest Hemingway Home and Museum and 23 miles from Duval Street.

  • The vacation home has access to a restaurant. The vacation home also offers facilities for disabled guests.

  • Hawkins Lookout

    Cudjoe Key
    Breakfast options

    Hawkins Lookout is located in Cudjoe Key, just 24 miles from Ernest Hemingway Home and Museum and 24 miles from Duval Street. Guests can benefit from a patio and an outdoor fireplace.