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Sugarloaf Key, FL Holiday Rentals
Holiday Rentals
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Florida (FL)
Florida Keys
Sugarloaf Key, FL Holiday Rentals
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Internet or Wifi (50)
Air Conditioning (50)
Washer/Dryer (46)
Grill (45)
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Suitability
Kid friendly (44)
Pet friendly (37)
Smoking allowed (3)
Wheelchair access (0)
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Property type
Holiday Rental House (49)
Condominium/Apartment (1)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (34)
Boat Available (2)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
American Shoal Lighthouse
Sugarloaf Farmers Market
Sammy Creek Landing - Sugarloaf Key
Sugarloaf Marina
Get Up and Go Kayaking - Florida Keys
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50 rentals
in Sugarloaf Key.
Sugarloaf Key Home With Beach, Dock and Canal!
5.0 of 5 stars
21
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 8
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Fish Camp | Old Florida canalfront getaway close to Key West
4.0 of 5 stars
1
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Beautiful Waterfront Studio- Dock your boat here! - 15 mi to Key West.
5.0 of 5 stars
1
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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The Sunset Cottage of Pelico Palms
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Sleeps
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Waterfront Sugarloaf Key Home
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Beautiful Oceanfront quiet neighborhood with Dock
Holiday Rental House
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1 bedroom
3 bathrooms
Sleeps 5
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Sleeps
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Tropical Serenity in Sugarloaf: Waterfront 2BR Paradise, Pool, Tiki, Dockage
5.0 of 5 stars
2
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Oceanfront Paradise! (15 minutes from Duval)
5.0 of 5 stars
7
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Oceanfront Beach Home
5.0 of 5 stars
3
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Home in Blue water Key
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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The oasis-waterfront house
5.0 of 5 stars
1
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Waterfront-Boat Dockage-Pool-Kayaks
4.5 of 5 stars
7
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Sleeps
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Your own Private Resort! 50ft Dock on Canal w/ Pool, Tiki and RV Hookup!
5.0 of 5 stars
4
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Bungalows at Sugarloaf Beach - Hammock House
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Palms Resort at Sugarloaf Beach - Guest House
4.0 of 5 stars
7
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Pet friendly amazing location in paradise
5.0 of 5 stars
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
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Sleeps
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Bungalows at Sugarloaf Beach - The Hemingway
5.0 of 5 stars
6
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Summer get away desination- at the newly renovated three story fun house!
5.0 of 5 stars
6
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 9
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Beautiful quiet neighborhood. Sunsets! Huge pool! 10 min to Key West
4.5 of 5 stars
5
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Sleeps
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Dulces Suenos / Waterfront luxury at a DISCOUNT! Why rent a home on a canal?
5.0 of 5 stars
7
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot
4.5 of 5 stars
6
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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Blue Wahoo-Perfect Keys Getaway
5.0 of 5 stars
4
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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The Villa of Pelico Palms
5.0 of 5 stars
2
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Stunning, Oceanfront Home with Private Pool & Docks - Dog-Friendly
5.0 of 5 stars
11
Holiday Rental House
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7 bedrooms
3 bathrooms
Sleeps 18
Match:
Sleeps
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Family Friendly House In Paradise
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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**BLUE HORIZON * SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
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Ocean Front Luxury Vacation Rental Near Key West
4.0 of 5 stars
14
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
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Luxurious Oceanfront 5BR Property with heated Pool & Waterfall
5.0 of 5 stars
8
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 12
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Sleeps
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Key West Beach House with heated pool, tiki, and dock.♿︎
4.5 of 5 stars
5
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Villa and Guest House of Pelico Palms
Holiday Rental House
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6 bedrooms
6 bathrooms
Sleeps 14
Match:
Sleeps
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**BAYPOINT OASIS * BAY POINT** Waterfront Home & Pool + LAST KEY SERVICES…
Holiday Rental House
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2 bedrooms
4 bathrooms
Sleeps 12
Match:
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Pelico Palms Estate.
5.0 of 5 stars
5
Holiday Rental House
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8 bedrooms
8 bathrooms
Sleeps 20
Match:
Sleeps
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Waterfront, & Pet Friendly - Loggerhead Lagoon
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Sea Magic on Marlin - Panoramic Open Water Views & Spacious 5-bedroom House
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 11
Match:
Sleeps
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Into the Blues- Oceanfront Beach House
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Available Florida Keys pool home near Key West. 2024 Sum/Fall 45% off discount
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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This 4 bed 3 bath home with spectacular ocean views is the perfect spot for
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Sleeps
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**CASSIE’S PARADISE * SUGARLOAF SHORES** Waterfront Mansion & Pool + LAST KEY SE
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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Waterfront Key West Oasis w/ Float Dock!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Sleeps
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Sugarloaf Bay Retreat: Tropical Canal Front 3BR Home, Private Pool, Open Water
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
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$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Pool
5.0 of 5 stars
1
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps
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Ocean 9 Villa, Amazing Waterfront, 15 mins away from Duval Street!
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 12
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Sleeps
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Bayside Beauty: Tropical Paradise 3BR Home, Panoramic Open Water Views, Grotto
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Sweaping Waterfront Views, 10 Minutes From Key West
5.0 of 5 stars
4
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
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Spacious waterfront 5-bedroom house in lovely Key West with WiFi, AC
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 18
Match:
Sleeps
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Waterfront Escape
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Sleeps
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Frank & Norma's Oasis: Stunning 3BR Open Water Home on Sugarloaf, Private Pool
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Sleeps
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Green Turtle Oasis: Lovely 4BR Canal Front Home, Pool, Dockage, Tiki, Outdoor
5.0 of 5 stars
1
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Date Palm Destination: Charming 3BR Canal Front Home in Sugarloaf, Dockage
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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Soundfront home with boat trailer parking, scenic balcony, grill, & full kitchen
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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1
Showing results 1-50 of 50
Frequently Asked Questions about Sugarloaf Key
Do any holiday rentals in Sugarloaf Key have a pool?
Yes, here are some popular holiday rentals in Sugarloaf Key that have a pool:
Sugarloaf Key Home With Beach, Dock and Canal!
Fish Camp | Old Florida canalfront getaway close to Key West
Beautiful Waterfront Studio- Dock your boat here! - 15 mi to Key West.
See all holiday rentals with a pool in Sugarloaf Key on Tripadvisor
Do any holiday rentals in Sugarloaf Key have internet access?
Yes, here are some popular holiday rentals in Sugarloaf Key that have internet access:
Sugarloaf Key Home With Beach, Dock and Canal!
Fish Camp | Old Florida canalfront getaway close to Key West
Beautiful Waterfront Studio- Dock your boat here! - 15 mi to Key West.
See all holiday rentals in Sugarloaf Key on Tripadvisor
What are the best pet friendly rentals in Sugarloaf Key?
The best pet friendly rentals in Sugarloaf Key are:
Fish Camp | Old Florida canalfront getaway close to Key West
Beautiful Waterfront Studio- Dock your boat here! - 15 mi to Key West.
Beautiful Oceanfront quiet neighborhood with Dock
See all pet friendly holiday rentals in Sugarloaf Key on Tripadvisor
What are some great rentals in Sugarloaf Key that are kid friendly?
Some of the most popular kid friendly rentals in Sugarloaf Key are:
Sugarloaf Key Home With Beach, Dock and Canal!
Fish Camp | Old Florida canalfront getaway close to Key West
Waterfront Sugarloaf Key Home
See all kid friendly holiday rentals in Sugarloaf Key on Tripadvisor
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