Holiday Homes in Sugarloaf Key

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Featured Holiday Homes in Sugarloaf Key

Beach Getaway in the Florida Keys
8.4 out of 10, Very good, (7)
"Amazing property and views. Tom was great and very helpful with places to go and things to do. Will definitely recommend!!"
The price is AU$3,717
includes taxes & fees
5 Nov - 6 Nov
Beach Getaway in the Florida Keys
The Lighthouse - Beach Houses Key West
9.6 out of 10, Exceptional, (11)
"We saved up for 3 years for this trip and this property did not disappoint! Thank you for sharing your beautiful piece of paradise with us!"
The price is AU$2,358
includes taxes & fees
26 Oct - 27 Oct
The Lighthouse - Beach Houses Key West
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
9.8 out of 10, Exceptional, (81)
"Great location near Key West. Awesome property, will book again."
The price is AU$693
includes taxes & fees
17 Oct - 18 Oct
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
Cozy Cottage in Big Pine Key – 35 Min to Key West, Pool & Free Parking
9.0 out of 10, Wonderful, (9)
"Lovely unit, clean and accessible. Would recommend."
The price is AU$480
includes taxes & fees
14 Oct - 15 Oct
Cozy Cottage in Big Pine Key – 35 Min to Key West, Pool & Free Parking
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
9.6 out of 10, Exceptional, (98)
"Clean place with room for 2 couples. Everything you need."
The price is AU$655
includes taxes & fees
19 Oct - 20 Oct
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Charming 3-bedroom house in Big Pine Key near Beach and Key West
The price is AU$797
includes taxes & fees
14 Oct - 15 Oct
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Waterfront Luxury Home - Tidelands House
2.0 star property
The price is AU$4,431
includes taxes & fees
22 Oct - 23 Oct
Waterfront Luxury Home - Tidelands House
Paradise found
9.8 out of 10, Exceptional, (29)
"Very nice! Had everything we needed and then some! Bonus there a a few great places for breakfast and lunch across the street! Thanks for a great vacation!"
The price is AU$854
includes taxes & fees
4 Nov - 5 Nov
Paradise found
Island Time #110 Ocean Views - Cudjoe Key
2.5 star property
9.8 out of 10, Exceptional, (9)
"Greta property, really enjoyed the water view and the bbq grill "
The price is AU$908
includes taxes & fees
14 Oct - 15 Oct
Island Time #110 Ocean Views - Cudjoe Key
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
2.5 star property
9.2 out of 10, Wonderful, (7)
"Close to Key West. Would stay there again!!"
The price is AU$919
includes taxes & fees
14 Oct - 15 Oct
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.6 out of 10, Exceptional, (83)
"The secluded dock is a nice feature. The driveway is tricky to exit. "
The price is AU$1,182
includes taxes & fees
8 Nov - 9 Nov
Old Florida Style, wrap around porch, boat basin for dockage, open water
Kelly's Kabin - Adorable Private Summerland Key Cottage
9.8 out of 10, Exceptional, (119)
"We enjoyed our stay! Great little house and location. "
The price is AU$846
includes taxes & fees
26 Oct - 27 Oct
Kelly's Kabin - Adorable Private Summerland Key Cottage
New Waterfront Home - Dreamside House
2.0 star property
The price is AU$4,431
includes taxes & fees
22 Oct - 23 Oct
New Waterfront Home - Dreamside House
New Waterfront Home - Sunray House
2.0 star property
The price is AU$4,431
includes taxes & fees
22 Oct - 23 Oct
New Waterfront Home - Sunray House
Parking Pool Dock - Shellstone House
2.0 star property
The price is AU$4,431
includes taxes & fees
22 Oct - 23 Oct
Parking Pool Dock - Shellstone House
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape
2.0 star property
The price is AU$970
includes taxes & fees
14 Oct - 15 Oct
Waterfront 2BR/2BA with 35' Dock, Bikes & Kayaks – Island Breeze Keys Escape
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (237)
"Lovely property. Well equipped, nicely decorated, perfect for our stay."
The price is AU$1,277
includes taxes & fees
14 Oct - 15 Oct
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key
2.0 star property
9.0 out of 10, Wonderful, (7)
"Place was perfect for our trip. Staff was super nice and helpful as well. "
The price is AU$960
includes taxes & fees
17 Oct - 18 Oct
Salty Breeze #161 - Canal Front Venture Out Home on Cudjoe Key
The Fairhaven House at Solaire Lunara Bay
2.0 star property
The price is AU$6,915
includes taxes & fees
31 Oct - 1 Nov
The Fairhaven House at Solaire Lunara Bay
Brand New Build Larkshine House - Pool
2.0 star property
The price is AU$4,337
includes taxes & fees
22 Oct - 23 Oct
Brand New Build Larkshine House - Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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