Sugarloaf Vacation Rentals
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50 rentals in Sugarloaf.
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New Listing!!! Paradise Point - Luxurious Open Water Home W/ Pool, Tiki, Dockage
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Palms Resort at Sugarloaf - Grey House
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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For up to date Information call owner Patrick Bailey *******-5000
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Bow Channel Manor
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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PARADISE POINT - Amazing Views, Luxurious Open Water Home W/ Pool, Tiki, Dockage
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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South Point Shores
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Bay Pointe
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Florida Keys at it's best
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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BRAND NEW WATERFRONT 3/2
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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White Vacation home, Private Boat Dockage, Heated Private Pool.
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Wonderful, pet friendly, smart home with plenty of paddle toys
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Thanksgiving available! Sugarloaf Key Open Water Home With Beach, Dock, Canal
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Ocean View Estate with Private Pool 15 minutes from Key West
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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The Banana Cabana, Canal Front Home Sugarloaf Key Mm 17
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Tropical Paradise Oceanfront Home with Pool
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Charming cottages, dockage, pool, kayaks, just minutes to Key West
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Waterfront home with open water view, dock, hot tub, private beach, dog friendly
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Casa Mahi - Sea, Nature, & Relax
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Spectacular, oceanfront, dog-friendly home w/ private pool & boat docks
Rental Home
5 bedrooms
3 bathrooms
Sleeps 18
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Welcome to our Mid Century Bungalow on the water
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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**OFF THE GRID * BAYPOINT** Waterfront Home + Beach & Pool + LAST KEY SERVICES..
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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It's time to get away!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
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Oceanfront Paradise!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Upgraded Home on Water- Boat Dockage- Pool-No Contact Check-In
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Beach House at Sugarloaf Key w/430ft dock 5ft drft (green house)
Rental Home
2 bedrooms
3 bathrooms
Sleeps 8
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3 Bedroom 2 Bath , Canal Front with Pool
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Blue vacation home, water front, boat dock, heated private Pool.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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2 Bedroom/3 Bath Waterfront 28 day rental
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
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Stylish & Beautiful Home on Pristine Canal, 4 Minutes to Open Water
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Yellow vacation home, water view, boat dock, heated private pool.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Pet friendly amazing location in paradise
Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
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Magnificent 3 Bedroom 2 Bath with plenty of dock space and new pool soon!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Spectacular Open Water Hawaiian Style Home for the Savvy Traveler
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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#SUGARFOOT_SUNSETS PRIVATEBEACH, BRINGBOAT, SERVICELIFT, HEATED SALT POOL TIKI
Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Tranquility in Paradise - Cudjoe
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Tranquility in Paradise - Sugarloaf
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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3/2 Cudjoe Key waterfront single level house.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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3 bedroom accommodation in Summerland Key
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Oceanside, pet friendly, smart home with plenty of paddle equipment
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Bring Your Boat
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Contemporary Sportsman's Paradise, $8,950 month
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Extensive Keys House w/ Bikes, Private Pool, Free WiFi, & In-Home Washer/Dryers
Rental Home
8 bedrooms
7 bathrooms
Sleeps 20
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3 bedroom accommodation in Key West
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Ground level home in Cudjoe Gardens with heated pool, boat dock & RV parking
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful quiet neighborhood. Sunsets! Huge Pool!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Cassie's Paradise
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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New Listing! CASA ROSADA - Charming Canal Front Home, Pool, Tiki, Dockage & Quic
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Ocean Front Paradise Awaits!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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New Listing!!! BREEZY PALMS - Beautiful Open Water Oasis, Spectacular Views, Doc
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Frequently Asked Questions about Sugarloaf
- Yes, here are some popular vacation rentals in Sugarloaf that have a pool:\n
- \n
- For up to date Information call owner Patrick Bailey *******-5000 \n
- New Listing!!! Paradise Point - Luxurious Open Water Home W/ Pool, Tiki, Dockage \n
- PARADISE POINT - Amazing Views, Luxurious Open Water Home W/ Pool, Tiki, Dockage \n
- Yes, here are some popular vacation rentals in Sugarloaf that have internet access:\n\nSee all vacation rentals in Sugarloaf on Tripadvisor
- The best pet friendly rentals in Sugarloaf are:\n
- \n
- Bay Pointe \n
- Florida Keys at it's best \n
- Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe \n
- Some of the most popular kid friendly rentals in Sugarloaf are:\n
- \n
- For up to date Information call owner Patrick Bailey *******-5000 \n
- Florida Keys at it's best \n
- BRAND NEW WATERFRONT 3/2 \n