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Wireless Internet
Air conditioning
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Private pool

Heated pool
Private indoor pool
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Cot available
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Staffed property
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Housekeeping Included

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Pets allowed
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Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
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City breaks
Skiing – property near ski resort
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Golf within 30mins drive
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142 houseboats

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Unique Houseboat on Dry Lot

Key Largo houseboat

2 bedrooms
1 bathroom

sleeps 4

“Quaint and unique rental” The houseboat was everything I expected and needed it to be. It slept our family of four comfortably - which was all we really needed. The weather was good so really the only thing we did at the houseboat was shower and sleep. We did also do a few loads of wash - having a full size washer and dryer was convenient. I bet if we spent more time there, we would have used the back yard, it is really neat and welcoming. Maggie was a gracious hostess and everything was exactly where and how she described it. All in all a great value.

Match: Rental types Pets allowed

All filters match

Price per night from

$98

Bay Pointe

Sugarloaf house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$204

Breeze Swept

Big Pine Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$268

Blue Lagoon

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$318

Manatee Bay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$151

Island Time 1 (half of duplex)

Big Pine Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$141

Casa Turquesa

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$288

Island Time 2 (half of duplex)

Big Pine Key house

3 bedrooms
1 bathroom

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$148

Lafitte Landing

Cudjoe Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$144

Pirate's Cove

Cudjoe Key house

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$118

Margarita Villa

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$189

Island Time (both halves of duplex)

Big Pine Key house

5 bedrooms
2 bathrooms

sleeps 10

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$236

Coral House

Ramrod Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$218

St. Croix

Ramrod Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$121

Villa Cayo

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$414

Island Chalet

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$161

Conch Out

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$194

Coconut Cay

Little Torch Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$208

Private, heated pool. Private yard.

Key West condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$172

Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry

Key West condo

1 bedroom
1 bathroom

sleeps 2

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$155

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$218

Pelican Perch

Cudjoe Key house

3 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$184

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms
3 bathrooms

sleeps 10

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$385

OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D

Key West apartment

2 bedrooms
1 bathroom

sleeps 4

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$167

Latitude Adjustment

Little Torch Key house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$174

Water's Edge

Big Pine Key house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$171

Keys Life

Summerland Key house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$234

Sailfish Manor

Summerland Key house

3 bedrooms
2 bathrooms

sleeps 9

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$384

New Upscale, private pool, Dockage, kayaks, bikes, downtown Islamorada locale

Islamorada house

3 bedrooms
4 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$912

Harbor Hideaway 4 Bedrooms-3 Bathrooms Waterfront- Indoor Pool

Marathon Shores house

4 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$745

Oceanside waterfront 2/2 home with 55ft dock and paddle equipment

Marathon Shores house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$287

The Mermaid House

Key Largo house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 2 minutes

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$342

Coconuts on the Water

Stock Island house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$206

All-Inclusive Yacht Margarita Flaca: Marina OR Anchor on the Ocean: Free Charter

Stock Island yacht

1 bedroom
1 bathroom

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$263

Majestic estate, 200' of private oceanfront beach & pool, 3,600sqft tiki

Islamorada house

3 bedrooms
3 bathrooms

sleeps 8

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$1,475

The Butterfly Cottage

Marathon house

3 bedrooms
2 bathrooms

sleeps 8

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$251

Pet Friendly Half-Duplex, Cottage with 40' Slip Option at The Boat House Marina

Marathon Shores cottage

1 bedroom
1 bathroom

sleeps 3

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$195

Waterfront Vacation Home in The Florida Keys!

Tavernier house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$457

Viewing 38 of 142
rentals in Florida Keys

Also consider

Key West 117 properties
Key Largo 91 properties
Marathon 88 properties
Islamorada 58 properties
Lower Keys 52 properties
Stock Island 27 properties
Cudjoe Key 25 properties
Big Pine Key 23 properties
Matecumbe Key 16 properties
Key Colony Beach 11 properties
Sugarloaf Key 10 properties
Ramrod Key 7 properties
Sugarloaf 6 properties

Houseboats Florida Keys

Per night

142 houseboats

Viewing 38 of 142rentals in Florida Keys

Also consider

Viewing 38 of 142
rentals in Florida Keys