SMK11FLR Endless Summerland

6 guests · 3 bedrooms · 2 baths

The best choice in Summerland Key for House, for $243 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(3 Ratings)

Canalfront house with private pool, WiFi, private washer/dryer, and central AC

6 guests · 2 bedrooms · 3 baths

The best choice in Summerland Key for House, for $302 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

SMK07FLR Skyway Living

6 guests · 2 bedrooms · 1 bath

Air conditioning · Pool

This inviting House in Summerland Key can fit your needs for many types of vacations, at $261 per night.

10 / 10

Outstanding(3 Ratings)

Canalfront house with private pool, WiFi, private washer/dryer, and central AC

6 guests · 2 bedrooms · 3 baths

Indulge in a peaceful retreat at Canalfront house with private pool, WiFi, private washer/dryer, and central AC, our elegant House in Summerland Key. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

Charming 3-bedroom house with Tiki Hut ,WiFi and AC in gorgeous Summerland Key,,

6 guests · 3 bedrooms · 2 baths

Looking to create some memories in Summerland Key? Look no further than our House, Charming 3-bedroom house with Tiki Hut ,WiFi and AC in gorgeous Summerland Key,,. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(32 Ratings)

Canal Front (Deep Water) Tropical Villa

8 guests · 2 bedrooms · 2 baths

Indulge in a peaceful retreat at Canal Front (Deep Water) Tropical Villa, our elegant House in Summerland Key. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

Charming 3-bedroom house with Tiki Hut ,WiFi and AC in gorgeous Summerland Key,,

6 guests · 3 bedrooms · 2 baths

This inviting House in Summerland Key can fit your needs for many types of vacations, at $302 per night.

Summerland Airport Hangar Home with Pool, Private Runway and deep wide Canal

6 guests · 2 bedrooms · 2 baths

Experience the best of Summerland Key with this House available for $240. This property is equipped with amenities including Pets allowed and Non-smoking, and more.

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10 / 10

Outstanding(14 Ratings)

Summer Month's Just Opened Up!!! Canal Front Pool Home in Summerland Key

6 guests · 3 bedrooms · 2 baths

The best choice in Summerland Key for House, for $294 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

9.6 / 10

Outstanding(60 Ratings)

Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise

8 guests · 3 bedrooms · 3 baths

Looking for the perfect place to call home during your trip to Summerland Key? This House offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

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10 / 10

Outstanding(2 Ratings)

Summerland Key House Open Air Living

6 guests · 2 bedrooms · 2 baths

This House in Summerland Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Amazing 2 BR Home in Summerland w/ Great Boating Access & Private Heated Pool!

6 guests · 3 bedrooms · 2 baths

Experience vacation in Summerland Key with our House, Amazing 2 BR Home in Summerland w/ Great Boating Access & Private Heated Pool!. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(7 Ratings)

Florida keys Waterfront,Forever Summer

8 guests · 4 bedrooms · 2 baths

Looking to create some memories in Summerland Key? Look no further than our House, Florida keys Waterfront,Forever Summer. Enjoy top-rated amenities including Pets allowed, Family friendly and Non-smoking, and more.

9.6 / 10

Outstanding(60 Ratings)

Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise

8 guests · 3 bedrooms · 3 baths

Experience the best of Summerland Key with this House available for $229. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(17 Ratings)

LIVING IN BEAUTIFUL PARADISE

8 guests · 3 bedrooms · 3 baths

House in Summerland Key, for $255 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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10 / 10

Outstanding(5 Ratings)

3/2 on the Water in Paradise Monthly Rental 28 Day min.

6 guests · 3 bedrooms · 2 baths

Nestled in Summerland Key, this House is perfect for your next vacation. Enjoy 3/2 on the Water in Paradise Monthly Rental 28 Day min.'s top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(73 Ratings)

Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub

6 guests · 2 bedrooms · 2 baths

Enjoy the best of Summerland Key in our House, Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

Panoramic Ocean Front! Venture Out Unit 522

6 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Kitchen

House in Summerland Key, for $271 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

9.4 / 10

Outstanding(7 Ratings)

Florida keys Waterfront,Forever Summer

8 guests · 4 bedrooms · 2 baths

Looking for a House in Summerland Key, this House for $315 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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Lime in the coconut

8 guests · 3 bedrooms · 2 baths

When traveling to Summerland Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $251 per night.

9.6 / 10

Outstanding(17 Ratings)

Panoramic Ocean Front! Venture Out Unit 522

6 guests · 2 bedrooms · 1 bath

Indulge in a peaceful retreat at Panoramic Ocean Front! Venture Out Unit 522, our elegant House in Summerland Key. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

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8.8 / 10

Excellent(8 Ratings)

Sailfish Haven #390 - Ocean Views, 35' seawall

6 guests · 2 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Summerland Key at Sailfish Haven #390 - Ocean Views, 35' seawall for $279 for your next trip.

10 / 10

Outstanding(10 Ratings)

Ocean front with protected canal 600' to bluewater B.Y.O. boat

6 guests · 2 bedrooms · 2 baths

This inviting House in Summerland Key can fit your needs for many types of vacations, at $300 per night.

9.6 / 10

Outstanding(73 Ratings)

Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub

6 guests · 2 bedrooms · 2 baths

Indulge in a peaceful retreat at Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub, our elegant House in Summerland Key. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.4 / 10

Outstanding(144 Ratings)

Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon

6 guests · 2 bedrooms · 2 baths

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Summerland Key, at $221 per night for your next great vacation.

9.4 / 10

Outstanding(17 Ratings)

Panoramic Ocean Front! Venture Out Unit 522

6 guests · 2 bedrooms · 1 bath

Experience vacation in Summerland Key with our House, Panoramic Ocean Front! Venture Out Unit 522. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

9.4 / 10

Outstanding(144 Ratings)

Waterfront 80' heated pool hottub Gorgeous views 20 mins to Key West & Marathon

6 guests · 2 bedrooms · 2 baths

When traveling to Summerland Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $216 per night.

10 / 10

Outstanding(6 Ratings)

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

6 guests · 2 bedrooms · 2 baths

Discover the beauty of Summerland Key with a stay at Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key, a top rated House with amenities such as Pets allowed, Family friendly and Non-smoking, and more.

9.4 / 10

Outstanding(120 Ratings)

Springs Venture Out Dolphin House #386 with beautiful open water views

Campground/ RV Resort

6 guests · 2 bedrooms · 2 baths

This inviting Campground/ RV Resort in Summerland Key can fit your needs for many types of vacations, at $258 per night.

10 / 10

Outstanding(6 Ratings)

Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key

6 guests · 2 bedrooms · 2 baths

Experience vacation in Summerland Key with our House, Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.