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Sugarloaf Rentals

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age 0-16
298 Results

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Price: high to low

Number of reviews

298 Houses

Florida Keys at it's best

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 32 minutes

Price per night from

$172

Bow Channel Manor

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$233

Bay Pointe

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$175

South Point Shores

Sugarloaf house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$177

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

Sugarloaf house

5 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$331

Great rentals within 20 miles that match your search

$145 per night for months of Sep-Nov on Canal (fits 25-28 ft boat) and Pool.

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 27 minutes

Price per night from

$200

Charming House on deep clear canal

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$172

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$383

A Castle on An Island Your Santuary Retreat Key West Sleeps up to 20

Key West house

8 bedrooms / 8 bathrooms / sleeps 20

Responds fast! avg. 2 hours 35 minutes

Price per night from

$1,794

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

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$160

Latitude Adjustment

Little Torch Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$158

Water's Edge

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$150

Isle Be Back!

Summerland Key house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$280

Keys Life

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$207

La Brisa

Little Torch Key house

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$200

The Pointe

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$207

Pelican Perch

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$160

Sailfish Manor

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$311

Sunny Lei

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$157

Grouper Therapy

Little Torch Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$158

Sun Kissed

Ramrod Key house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$140

80' luxury yacht

Stock Island house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$3,996

Sweet Caroline Seaport Floor 2

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$189

Island Hideaway

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$308

Beautiful quiet neighborhood. Sunsets! Huge Pool!

Sugarloaf Key house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 48 minutes

Price per night from

$376

Upscale ocean front home & easy canal boat access to Gulf or Atlantic ocean

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$314

Reel Paradise

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$285

Agua Azul

Little Torch Key house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$150

Entire House with Deep Water Dock & Heated Pool - 4 Min. to KW - Pets OK

Stock Island house

4 bedrooms / 3 bathrooms / sleeps 11

Price per night from

$893

Palmetto Retreat

Big Pine Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$143

Eleanor's Place in Key West Old Town - Dogs Ok

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$183

Large Home near Beach & Key West

Big Pine Key house

3 bedrooms / 2 bathrooms / sleeps 13

Responds fast! avg. 3 hours 9 minutes

Price per night from

$456

Lovely 2 bedroom, 2 bath condo at La Brisa.

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$161

Tranquility in Paradise - Cudjoe

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$218

Oceanside, pet friendly, smart home with plenty of paddle equipment

Cudjoe Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$201

Sweet Caroline Seaport Key West Home Rental

Key West house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$208

A Spring Break vacation paradise! And a short walk to the best of Key West!

Key West condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$344

Cassie's Paradise

Sugarloaf Key house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$5,719

Viewing 38 of 298
rentals in Sugarloaf

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