Holiday Homes in Lower Sugarloaf Key

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Next weekend
10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

Featured Holiday Homes in Lower Sugarloaf Key and around

🌴 TROPICAL RETREAT 🌴 RV in the Keys
Interior

🌴 TROPICAL RETREAT 🌴 RV in the Keys

10.0 out of 10, Exceptional, (2)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
The price is €237
includes taxes & fees
5 Oct - 6 Oct
🌴 TROPICAL RETREAT 🌴 RV in the Keys
Cozy Cottage in Big Pine Key – 35 Min to Key West, Pool & Free Parking
Terrace/patio

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 €268
includes taxes & fees
4 Nov - 5 Nov
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
Outdoor dining

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (98)
"The house was very clean. Friendly and quiet location. The hosts were extremely helpful. "
The price is €379
includes taxes & fees
5 Oct - 6 Oct
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
A heated pool

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 €576
includes taxes & fees
5 Oct - 6 Oct
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
Outdoor pool, a heated pool

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 €390
includes taxes & fees
5 Oct - 6 Oct
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
Kelly's Kabin - Adorable Private Summerland Key Cottage
Fridge, microwave, oven, stovetop

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 €473
includes taxes & fees
26 Oct - 27 Oct
Kelly's Kabin - Adorable Private Summerland Key Cottage
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Smart TV

Charming 3-bedroom house in Big Pine Key near Beach and Key West

The price is €486
includes taxes & fees
6 Oct - 7 Oct
Charming 3-bedroom house in Big Pine Key near Beach and Key West
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key

2.0 star property
The price is €659
includes taxes & fees
4 Nov - 5 Nov
Waterfront 2BR/2BA | 35' Seawall for 32' Boat | Beautiful Sunrises on Cudjoe Key
Island Time #110 Ocean Views - Cudjoe Key
A heated pool

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 €538
includes taxes & fees
16 Oct - 17 Oct
Island Time #110 Ocean Views - Cudjoe Key
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
On the beach, beach towels

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 €714
includes taxes & fees
5 Oct - 6 Oct
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
The Joyrise House at Solaire Lunara Bay
House

The Joyrise House at Solaire Lunara Bay

2.0 star property
The price is €2,043
includes taxes & fees
9 Oct - 10 Oct
The Joyrise House at Solaire Lunara Bay
Brand New The Greenmoor House With Pool
House

Brand New The Greenmoor House With Pool

2.0 star property
The price is €2,043
includes taxes & fees
27 Oct - 28 Oct
Brand New The Greenmoor House With Pool
Waterfront Luxury Home - Tidelands House
House

Waterfront Luxury Home - Tidelands House

2.0 star property
The price is €2,583
includes taxes & fees
27 Oct - 28 Oct
Waterfront Luxury Home - Tidelands House
Floralee House in Key West
House

Floralee House in Key West

2.0 star property
The price is €1,789
includes taxes & fees
5 Oct - 6 Oct
Floralee House in Key West
Brand New Build Larkshine House - Pool
House

Brand New Build Larkshine House - Pool

2.0 star property
The price is €2,396
includes taxes & fees
9 Oct - 10 Oct
Brand New Build Larkshine House - Pool
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
A heated pool

Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

2.0 star property
The price is €514
includes taxes & fees
5 Oct - 6 Oct
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
The Fairhaven House at Solaire Lunara Bay
House

The Fairhaven House at Solaire Lunara Bay

2.0 star property
The price is €2,448
includes taxes & fees
9 Oct - 10 Oct
The Fairhaven House at Solaire Lunara Bay
Brand New Catchlight House With Private Pool
House

Brand New Catchlight House With Private Pool

2.5 star property
The price is €1,991
includes taxes & fees
27 Oct - 28 Oct
Brand New Catchlight House With Private Pool
New Crestwood House by Brightwild Huge Pool
House

New Crestwood House by Brightwild Huge Pool

2.0 star property
The price is €1,991
includes taxes & fees
9 Oct - 10 Oct
New Crestwood House by Brightwild Huge Pool
One of the very few beach houses with a daily, rental license in the Keys.
Outdoor pool

One of the very few beach houses with a daily, rental license in the Keys.

8.8 out of 10, Excellent, (64)
"My family and I had an incredible stay. We utilized every available component of the home including the dock. Property manager provided us with 2 available free ramps to drop off our jet-skis. We settled on the ramp located on Blimp Road, which was a 10 minute drive and 15-20 minute ride on the skis. We were able to tie off our skis our whole stay with no issues. Home was exactly as disclosed and worked great for our family. Communication was great, with quick respond time. "
The price is €1,198
includes taxes & fees
28 Oct - 29 Oct
One of the very few beach houses with a daily, rental license in the Keys.
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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Top Lower Sugarloaf Key Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Clean well equipt and very friendly staff. Would highly recommend. "
Michael 3-night trip
Posted 3 days ago
Parrot Key Hotel & Villas

Find out more about Lower Sugarloaf Key

Find out more about Lower Sugarloaf Key

Lower Sugarloaf Key Holiday Homes information

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