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Vacation Homes in Sugarloaf Key

🌴 TROPICAL RETREAT 🌴 RV in the Keys

10.0 out of 10, Exceptional, (1)
"Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place."
The price is AED 493
AED 1,207 total
includes taxes & fees
2 Sep - 3 Sep
🌴 TROPICAL RETREAT 🌴 RV in the 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 Lighthouse - Beach Houses Key West

The Hemingway - Beach Houses Key West

9.8 out of 10, Exceptional, (7)
"Perfect location way off the path if you like seclusion."
The Hemingway - Beach Houses Key West

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

The price is AED 658
AED 2,042 total
includes taxes & fees
2 Sep - 3 Sep
Charming 3-bedroom house in Big Pine Key near Beach and Key West

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

9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
The price is AED 621
AED 1,695 total
includes taxes & fees
2 Sep - 3 Sep
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!

9.8 out of 10, Exceptional, (81)
"The house was clean as a whistle, has tons of storage, came with everything you need, and is well located. Our husbands really loved the boat launch and docking, the pool and amenities are well kept, security in the park was well done, and the owner are very pleasant and responsive."
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!

Keys 3 Bedroom Corner Home near Beach & Key West

9.4 out of 10, Exceptional, (9)
"Great location, right in the middle keys, easy access to everything. "
The price is AED 804
AED 2,274 total
includes taxes & fees
2 Sep - 3 Sep
Keys 3 Bedroom Corner Home near Beach & Key West

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
The price is AED 896
AED 2,184 total
includes taxes & fees
2 Sep - 3 Sep
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Floralee House in Key West

2.0 star property
The price is AED 6,257
AED 10,386 total
includes taxes & fees
14 Sep - 15 Sep
Floralee House in Key West

Kelly's Kabin - Adorable Private Summerland Key Cottage

9.8 out of 10, Exceptional, (119)
"We enjoyed our stay in Kelly's Kabin. The house was very clean and comfortable, and was in a great location for exploring the mid to lower Keys. "
Kelly's Kabin - Adorable Private Summerland Key Cottage

Waterfront Luxury Home - Tidelands House

2.0 star property
The price is AED 7,714
AED 12,249 total
includes taxes & fees
7 Sep - 8 Sep
Waterfront Luxury Home - Tidelands House

New Crestwood House by Brightwild Huge Pool

2.0 star property
New Crestwood House by Brightwild Huge Pool

Brand New Build Larkshine House - Pool

2.0 star property
The price is AED 7,714
AED 12,026 total
includes taxes & fees
7 Sep - 8 Sep
Brand New Build Larkshine House - Pool

Palmgale House in Key West

2.0 star property
Palmgale House in Key West

Brand New Catchlight House With Private Pool

2.5 star property
Brand New Catchlight House With Private Pool

Mirador House by Brightwild Pool Dock

2.0 star property
The price is AED 5,134
AED 8,833 total
includes taxes & fees
3 Sep - 4 Sep
Mirador House by Brightwild Pool Dock

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (237)
"Clean and inviting property, great location, attentive host. Highly recommend."
The price is AED 1,286
AED 3,003 total
includes taxes & fees
2 Sep - 3 Sep
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Suncoast House by Brightwild Pool Boat Dock

2.0 star property
Suncoast House by Brightwild Pool Boat Dock

Springtide House by Brightwild Waterfront Pool

2.0 star property
The price is AED 4,124
AED 7,094 total
includes taxes & fees
2 Sep - 3 Sep
Springtide House by Brightwild Waterfront Pool

Island Time #110 Ocean Views - Cudjoe Key

2.5 star property
9.8 out of 10, Exceptional, (7)
"We loved the property so much that we barely left it. The view from the porch was the most peaceful serene view. "
The price is AED 973
AED 2,282 total
includes taxes & fees
2 Sep - 3 Sep
Island Time #110 Ocean Views - Cudjoe Key
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 Sugarloaf Key Hotel Reviews