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Vacation Rentals in Sugarloaf, FL
Vacation Rentals
USA
Florida (FL)
Florida Keys
Vacation Rentals in Sugarloaf, FL
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Bedrooms
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Amenities
Internet or Wifi (44)
Air Conditioning (43)
Washer/Dryer (39)
Grill (37)
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Suitability
Kid friendly (43)
Pet friendly (26)
Smoking allowed (1)
Wheelchair access (0)
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Property type
Vacation Rental House (44)
Condominium/Apartment (0)
Cabin Vacation Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (30)
Boat Available (2)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
Sugarloaf Key Bat Tower
Skydive Key West
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44 rentals
in Sugarloaf.
Palms Resort at Sugarloaf Beach - Main House
10
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps
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BRAND NEW WATERFRONT 3/2
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Bungalows at Sugarloaf Beach - The Palm.
5
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Amazing Waterfront Home with Fabulous Pool and Sunset Views
1
Rental Home
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3 bedrooms
4 bathrooms
Sleeps 9
Match:
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Luxury Waterfront Home with Gorgeous Pool, Tiki Bar and Sunsets
1
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
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Open Water Views, Sunsets and 2 New Beautiful Pools Create Your Island Oasis
Rental Home
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7 bedrooms
7 bathrooms
Sleeps 17
Match:
Sleeps
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Bungalows at Sugarloaf Beach - The Lighthouse
9
Rental Home
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3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
7
Rental Home
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6 bedrooms
3 bathrooms
Sleeps 12
Match:
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Cassie’s Paradise - Luxury Vacation Rental in the Florida Keys
6
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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The following properties within 20 miles of Sugarloaf match all your filters:
The Sunset Cottage of Pelico Palms
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
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Tropical Serenity in Sugarloaf: Waterfront 2BR Paradise, Pool, Tiki, Dockage
2
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Beautiful POOL3/2 Sleeps 8. ALL ROOMS Waterfront
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Sugarloaf Serenity | Spacious, pet-friendly waterfront retreat on Sugarloaf Key
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Bungalows at Sugarloaf Beach - Mi Azucar
1
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Palms Resort at Sugarloaf Beach - Guest House
7
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Bungalows at Sugarloaf Beach - The Hemingway
3
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Summer Sunsets are waiting for you !!
1
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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Blue Wahoo-Perfect Keys Getaway
4
Rental Home
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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**BLUE HORIZON * SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
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Pet-Friendly Lakefront Bunglaow - Sugarloaf Key - Great Amenities (21)
5
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Sugarloaf Shores Wide Canal 3/3 Waterfront w/ 100 ft Seawall in Quite
2
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
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Bungalows at Sugarloaf Beach - Hammock House
Rental Home
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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The Perfect Catch: Family Fun and Boater's Bliss in the Keys!
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Sugarloaf Sunrise
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Waterfront Sugarloaf Key Home
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Sugarloaf Key Home With Beach, Dock and Canal!
21
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Ocean Front Luxury Vacation Rental Near Key West
13
Rental Home
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps
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South Point Sunset - Florida Keys waterfront
10
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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The Banana Cabana, Canal Front Home Sugarloaf Key Mm 17
19
Rental Home
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Modular House on beautiful Sugarloaf Key. Fabulous boating on your doorstep
Rental Home
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
8
Rental Home
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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THE BLACK MARLIN - 3 BEDROOM / 2.5 BATHROOM WITH POOL & TIKI HUT
1
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Bayside Beauty: Tropical Paradise 3BR Home, Panoramic Open Water Views, Pool
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
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As seen on
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and
12
Rental Home
View on map
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Beautiful spacious 4/4 on pristine swim canal. 20 min to key west
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Sugarloaf Bay Retreat: Tropical Canal Front 3BR Home, Private Pool, Open Water
Rental Home
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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Family Friendly House In Paradise
Rental Home
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5 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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PARADISE on Sugarloaf Key! Special September and October Rates.*******-8105
3
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Dulces Suenos / Waterfront luxury at a DISCOUNT! Why rent a home on a canal?
7
Rental Home
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Sunset Paradise: 4 bedroom/5 bathroom, oceanfront with pool
Rental Home
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4 bedrooms
5 bathrooms
Sleeps 8
Match:
Sleeps
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**CASSIE’S PARADISE * SUGARLOAF SHORES** Waterfront Mansion & Pool + LAST KEY SE
Rental Home
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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17ft Action craft flats boat included
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Canal Front 3-bedroom house in Sugarloaf Key
Rental Home
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool
1
Rental Home
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
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1
Showing results 1-44 of 44
Frequently Asked Questions about Sugarloaf
Do any vacation rentals in Sugarloaf have a pool?
Yes, here are some popular vacation rentals in Sugarloaf that have a pool:
Palms Resort at Sugarloaf Beach - Main House
BRAND NEW WATERFRONT 3/2
Bungalows at Sugarloaf Beach - The Palm.
See all vacation rentals with a pool in Sugarloaf on Tripadvisor
Do any vacation rentals in Sugarloaf have internet access?
Yes, here are some popular vacation rentals in Sugarloaf that have internet access:
Palms Resort at Sugarloaf Beach - Main House
BRAND NEW WATERFRONT 3/2
Bungalows at Sugarloaf Beach - The Palm.
See all vacation rentals in Sugarloaf on Tripadvisor
What are the best pet friendly rentals in Sugarloaf?
The best pet friendly rentals in Sugarloaf are:
Palms Resort at Sugarloaf Beach - Main House
BRAND NEW WATERFRONT 3/2
Bungalows at Sugarloaf Beach - The Palm.
See all pet friendly vacation rentals in Sugarloaf on Tripadvisor
What are some great rentals in Sugarloaf that are kid friendly?
Some of the most popular kid friendly rentals in Sugarloaf are:
Palms Resort at Sugarloaf Beach - Main House
BRAND NEW WATERFRONT 3/2
Bungalows at Sugarloaf Beach - The Palm.
See all kid friendly vacation rentals in Sugarloaf on Tripadvisor
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