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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
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Balcony or terrace
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Jacuzzi or hot tub
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Cot available
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Children's pool
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Ceiling Fans
Private outdoor pool (unheated)
Private outdoor pool (heated)
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Shared outdoor pool (heated)
Cribs
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Fax machine
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Boat available
Staffed property
Private fishing lake or river
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Bicycles available
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Pets allowed
Parking
Car not required
Children under 5

Smoking allowed
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Smoking - Ask
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Beach or lakeside relaxation
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111 houses

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Blue vacation home, water front, boat dock, heated private Pool.

Summerland Key house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$556

Blue Lagoon

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$299

Hogfish Hideout

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$334

Cove Isles

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$161

Salty Retreat

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$450

Family Friendly House In Paradise

Summerland Key house

5 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$518

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$768

Cruikshank

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$335

Villa Cayo

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$314

Casa Turquesa

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$258

Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$1,727

Big Torch Retreat

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$141

30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$162

KEY BLESSING - Experience The Keys Life, Charming 3 Bedroom Canal Front Home, Do

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$177

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$288

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$209

BLUE FISH POINT - Luxurious & Secluded Waterfront Oasis With Amazing Sunsets, Do

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 13

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$174

THE BLUE PEARL - Huge Open Water Home, Amazing Sunsets, Boat Bar & Room For The

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$174

Keys Life

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$209

THE HIDEAWAY - Find It and Get Lost! Newly Decorated Canal Front Home w/ Dockage

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 32 minutes

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Price per night from

$144

Great rentals within 20 miles that match your search

Tropical Paradise Oceanfront Home with Pool

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!

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Price per night from

$576