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Cottages in Summerland Key

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Find the right cottage for you in Summerland Key

The best cottages in Summerland Key

Check out our pick of great cottages 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
Price from
US$335.70
1 night, 2 adults

Sugarloaf Key RV Resort & Cottages

Summerland Key

Offering an outdoor swimming pool and lake view, Sugarloaf Key RV Resort & Cottages is situated in Summerland Key, 32 km from Ernest Hemingway Home and Museum and 32 km from Duval Street.

s
silvio
From
Italy
Super cozy, spatious and clean location. Great position to enjoy the Keys
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews

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 9.0
Superb - What previous guests thought, 39 reviews

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

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 9.5
Exceptional - What previous guests thought, 20 reviews

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 9.3
Superb - What previous guests thought, 19 reviews
All cottages in Summerland Key

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.

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

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Popular with guests booking cottages in Summerland Key

Popular with guests booking cottages in Summerland Key

Scored out of 10, guest rating 7.5
Good - What previous guests thought, 2 reviews

Popular with guests booking cottages in Summerland Key

Popular with guests booking cottages in Summerland Key

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking cottages in Summerland Key

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Popular with guests booking cottages in Summerland Key

Popular with guests booking cottages in Summerland Key

Popular with guests booking cottages in Summerland Key

Popular with guests booking cottages in Summerland Key

Popular with guests booking cottages in Summerland Key

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews

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

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.

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.

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 9.5
Exceptional - What previous guests thought, 20 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 9.3
Superb - What previous guests thought, 19 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.

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

Enjoy breakfast in Summerland Key and nearby

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

From US$995.01 per night

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 9.0
Superb - What previous guests thought, 39 reviews

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

Sea La Vie

Cudjoe Key
Breakfast options

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.

Situated in Cudjoe Key, Carefree on Cudjoe by Last Key Realty features accommodation with private pool, free WiFi and free private parking for guests who drive.

Featuring air-conditioned accommodation with a patio, Tobago Stars is located in Little Torch Key. Spa facilities is available for guests. The property has a restaurant with an outdoor dining area.

Hawkins Lookout

Cudjoe Key
Breakfast options

Featuring air-conditioned accommodation with a balcony, Hawkins Lookout is set in Cudjoe Key. Guests can benefit from a patio and an outdoor fireplace.

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.

These cottages in Summerland Key and nearby have options with free cancellation

Island Oasis ~ YOUR Paradise Awaits!

Cudjoe Key
Free cancellation options available
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.

From US$427.09 per night

Parrotfish Pointe

Cudjoe Key
Free cancellation 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.

Salty Air Retreat

Little Torch Key
Free cancellation options available

Boasting air-conditioned accommodation with a balcony, Salty Air Retreat is situated in Little Torch Key. This holiday home also has a private pool.

Blackbeard Retreat

Little Torch Key
Free cancellation options available

Set in Little Torch Key, 40 km from Florida Keys Aquarium Encounters and 46 km from Ernest Hemingway Home and Museum, Blackbeard Retreat offers an outdoor swimming pool and air conditioning.

Boasting an outdoor pool and sea views, Walk to Beach! Key West Paradise with Ocean View is set in Cudjoe Key. The air-conditioned accommodation is 34 km from Ernest Hemingway Home and Museum.

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews

Located in Cudjoe Key in the Florida region and Ernest Hemingway Home and Museum reachable within 34 km, Ocean View with Pool, 4 bedroom Vila Near Key West provides accommodation with free WiFi, a...

From US$1,210.84 per night

Set in Cudjoe Key, 34 km from Ernest Hemingway Home and Museum and 34 km from Duval Street, Beachfront • Heated Pool • Hot Tub • Oceanview offers air-conditioned accommodation with a patio and free...

Situated in Cudjoe Key, 34 km from Duval Street and 34 km from Southernmost Point, Eco Friendly Secluded OceanView Pool near Key West offers air conditioning.

Cottages that guests love in Summerland Key

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Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
Very cute cottage and beautiful location.
Guest review by
Kristian
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
The bungalow was cozy, clean and comfortable
Guest review by
Zoila
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
Beautiful bungalow
Guest review by
Marisa
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
Super quiet and relaxing stay, cabin we stayed in had everything we needed and a really comfortable bed. We enjoyed hanging out in the inflatable loungers on the pond, free bicycles to use (though they certainly could do with some maintenance!(
Guest review by
corry
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 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.
Guest review by
Lisa
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
The bungalow was comfortable
Guest review by
Deena
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
The bungalow were clean and comfortable. The staff was friendly and helpful, they provided us an extra blanket.
Guest review by
Magalie
Group
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
This is a great place, it's thought of everything- kayaks, bikes, aquacabanas, hammocks, a spacious design between cabins, rvs and sites with surrounding water and wetlands. We were a couple in a beautiful cabin but could see it's great for families too. The pool was a highlight too!
Guest review by
annette
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
We absolutely loved the location, and the bungalow was fantastic and so cute. Perfect for a couple. It was amazing! We loved it! The shower was amazing also! Everything was top notch! Would stay there again without hesitation!
Guest review by
Cindy
Young couple
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 349 reviews
Modern lodge, clean, good space, great shower and nice view.
Guest review by
FGutierrezA
Young couple