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Houses Summerland Key

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109 houses

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

$558

Blue Lagoon

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$224

Oceanfront House

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$485

Salty Retreat

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$454

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

$885

Cove Isles

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$153

Caribbean Dream

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$336

Villa Cayo

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$302

Cruikshank

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

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$234

Big Torch Retreat

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$123

Hogfish Hideout

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$279

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

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 1 minutes

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Price per night from

$1,737

Family Friendly House In Paradise

Summerland Key house

5 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 30 minutes

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Price per night from

$262

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

$163

Casa Turquesa

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$247

Paradise Palms

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 37 minutes

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Price per night from

$190

Caribbean Dream

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$437

New Listing! Summerland Canal-Front Escape w/ Private Pool & Boat Basin

Summerland Key house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$119

New Listing!!! Birds of Paradise - Amazing Sunsets, Open Water Views, Dockage &

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 8

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$179

Isle Be Back!

Summerland Key house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$271

Sailfish Manor

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 9

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$302

The Pointe

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

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$193

Blue Fish Point - Luxurious Private Boating Oasis With Amazing Sunsets, Dog Frie

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 10

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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

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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

$200

The Hideaway - Find Us and Get Lost! Newly Decorated Canal Front Home With Docka

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$144

Great rentals within 20 miles that match your search

Cameron's Luxury Waterfront Estate with Dockage

Key West house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$597

Charming House on deep clear canal

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$159

New Listing! Beautiful Canal front , Key Deer and jacuzzi.

Big Pine Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 55 minutes

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Price per night from

$203

80' luxury yacht

Stock Island house

3 bedrooms / 4 bathrooms / sleeps 6

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Price per night from

$4,058

Hogfish Retreat

Cudjoe Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$182

PARADISE IN YOUR HANDS

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 12 minutes

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Price per night from

$189

Charming 3bedroom/2bath home in the Florida Keys

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$133

Big Pine 2/2 ,Water Views

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 44 minutes

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Price per night from

$148

Two Story Stilt Home with a Wraparound Deck in a Tropical Paradise in Fl Keys

Ramrod Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$133

Fisherman's Paradise in the Heart of Big Pine Key

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 48 minutes

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Price per night from

$116

Sun Kissed

Ramrod Key house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$115

Breeze Swept

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$221

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houses in Summerland Key

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