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Price per night from
$378
Price per night from
$207
Match: Grill
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$140
Price per night from
$447
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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$764
Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
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$1,718
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Summerland Key villa
- 4 bedrooms
- 2 bathrooms
- sleeps 12
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$699
Key Blessing: Experience the Keys Life at This Charming 3BR Canal Front Home, Do
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
Match: Grill
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$172
Match: Grill
All filters matchPrice per night from
$173
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Do
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Responds fast! avg. 2 hours 34 minutes
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$172
Waterfront Beach House with Dock and Heated Pool!
Little Torch Key house
- 8 bedrooms
- 5 bathrooms
- sleeps 20
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$801
Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Bre
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
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$179
Oceanview Cottage: Embrace Island Living with Sandy Toes and Breathtaking Open W
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
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$172
Anchors Aweigh: Amazing Oceanfront Views, Dock, Pool, Tiki, Space for Multiple F
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
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$179
Waterfront Captain House with Boat Basin and Ramp!
Little Torch Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
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$742
La Brisa: Discover Paradise, Exquisite Canal Front Home on Little Torch Key, Doc
Little Torch Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
Match: Grill
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$179
Waterfront Anchor House with Boat Basin and Ramp!
Little Torch Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
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$757
Waterfront Haven House with Boat Basin and Ramp!
Little Torch Key house
- 3 bedrooms
- 1 bathroom
- sleeps 8
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$457
Price per night from
$383
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapi
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
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$296
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock &
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Responds fast! avg. 2 hours 34 minutes
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$180
Waterfront Cozy Cottage with Boat Ramp and Dock!
Little Torch Key cottage
- 2 bedrooms
- 1 bathroom
- sleeps 6
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$457
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$395
Price per night from
$230
Blue Fish Point: Tranquil, Luxurious Waterfront Oasis, Amazing Sunsets, Pool, Ti
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
Match: Grill
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$174
Lower Keys PARADISE 200 Ft of Dockage, Heated Pool, Quick Atlantic Access
Little Torch Key house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
Responds fast! avg. 24 minutes
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$401
Match: Grill
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$213
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room fo
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 12
Responds fast! avg. 2 hours 34 minutes
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$174
Match: Grill
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$773
Price per night from
$233
The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home, Dock
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Responds fast! avg. 2 hours 34 minutes
Match: Grill
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$144
Great rentals within 20 miles that match your search
Hammerhead Hideaway- 2 Bed 2Bath Canal Front Home w/Cabana Club!
Key Colony Beach house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$342
Key Colony Beach-2 Bed 2 Bath Canal Front Home with Cabana Club!
Key Colony Beach house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
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$307
Oasis Canal-Front Home: Pool, 30ft Dock, BBQ, and more!
Marathon house
- 3 bedrooms
- 3 bathrooms
- sleeps 8
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$515
Sunchasers Paradise - spacious lux canal front home, private pool/spa, 80' dock
Marathon house
- 4 bedrooms
- 4 bathrooms
- sleeps 10
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$817
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$343
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$391
Match: Grill
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$802