Entire home

Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot

Photo gallery for Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot

A covered deck with a view of the ocean and a pier.
A kitchen with a central island, bar stools, a microwave, and a coffee maker.
A small island with a white building and a red-roofed structure, surrounded by clear water and greenery.
A bedroom with a bed, a ceiling fan, a window with a view of the sea, and a door leading outside.
A beach view with palm trees, a clear sky, and a distant island.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Sweeping views
    Enjoy top-rated panoramic views across the skyline, from sunrise through night.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Unmatched views, unforgettable moments
    Guests like the location for the scenic views.
4 bedrooms3 bathroomsSleeps 12

Popular amenities

  • Balcony
  • Dog-friendly
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View in a map
Upper Sugarloaf Key, FL
  • Place, Great White Heron National Wildlife Refuge
    ‪14 min walk‬
  • Place, Florida Keys Beaches
    ‪18 min drive‬
  • Place, Duval Street
    ‪44 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Family Room - Downstairs

1 Single Bed, 1 Queen Bed and 1 Double Bed

Guest Bedroom

1 Queen Bed

Guest Bedroom

1 Double Bed and 1 Single Bed

Master Bedroom

1 King Bed

3 bathrooms

Downstairs Bathroom

Toilet · Outdoor shower

Guest Bathroom

Bathtub or shower · Toilet · Jetted bathtub

Master Bathroom

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Balcony
Separate dining area
Outdoor play area
Dining area

About this property

Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot

Castaway – Your Ultimate Vacation Home on Sugarloaf Key

Welcome to Castaway, a stunning 4-bedroom, 3-bathroom vacation home perfectly situated on a large corner double lot in a private cul-de-sac on Sugarloaf Key. This is a getaway like no other—surrounded by uninterrupted panoramic views of the Gulf of Mexico, where water stretches as far as the eye can see.

Unmatched Location & Privacy
Enjoy the privacy of no neighbors on three sides and ample space for your boats, water toys, and vehicles. With your own 10-ton boat lift accommodating vessels up to 26’ and 6,500 lbs, a dock with a fish cleaning station, outdoor power, and a boat basin for kayaks and other watercraft, this is a water enthusiast’s dream come true.

Light-Filled, Spacious Interior
The home’s interior boasts oversized floor-to-ceiling windows, flooding the space with natural light and framing breathtaking Gulf views from every room. The open-concept kitchen and dining area are designed for both comfort and entertainment, featuring a gas range stove, breakfast nook, dining table for six, and a breakfast bar with stools.

Living Spaces Designed for Relaxation

Living Room: Relax on the sectional couch and recliner while watching your favorite shows on the 50” flat-screen TV.

Master Bedroom: A spacious retreat with a king-size bed, ample closet and storage space, chest of drawers, en-suite bathroom with shower, and spectacular Gulf views from four large windows.

Bedroom 2: Queen-size bed, flat-screen TV, large closet, and dresser.

Bedroom 3: Oversized room with one full-size bed, one single bed, and an organizer-equipped closet.

Bedroom 4 (Bonus Room): Downstairs family room featuring bunk beds (single over full), queen bed, and sofa sleeper. Note: This room is included only for groups of 9 or more; additional charges apply.

Bathrooms:

Master bath with full shower

Shared full bath with oversized jet jacuzzi bathtub/shower combo

Downstairs half bath with an outdoor shower

Outdoor Living & Entertainment
A partial wrap-around deck offers outdoor dining and sitting areas ideal for entertaining. Dine waterfront for four or relax on four lounge chairs and Adirondack chairs around the outdoor fire pit.

Important Rental Details

Minimum Stay: 28 days

Check-in: 4 PM | Check-out: 10 AM (No early check-ins or late check-outs to ensure thorough cleaning and sanitation)

Occupancy Restrictions:

Up to 8 guests include use of the 1st floor only.

For 9-12 guests, the 4th bedroom (Bonus Room) is included for an additional charge.

No baggage holding or extra bedding/supplies provided to reduce cross-contamination.

Enhanced cleaning protocols are strictly enforced for guest safety.

Come Castaway on Sugarloaf Key—your peaceful sanctuary surrounded by nature’s beauty and endless water adventures. We look forward to hosting you!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
PET MUST BE APPROVED PRIOR TO BOOKING
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2499321vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Summerland Key

Located in Summerland Key, this holiday home is in a rural area and on the waterfront. Florida Keys Beaches and Great White Heron National Wildlife Refuge reflect the area's natural beauty and area attractions include Wilhelmina Harvey Park and Blue Hole. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting.
Map
Upper Sugarloaf Key, FL

What's nearby

  • Great White Heron National Wildlife Refuge - 14 min walk - 1.1 km
  • Florida Keys Beaches - 18 min drive - 14.2 km
  • Duval Street - 44 min drive - 41.1 km
  • Southernmost Point - 45 min drive - 41.5 km
  • Mallory Square - 45 min drive - 41.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 28 min drive

Restaurants

  • ‪Baby's Coffee - ‬11 min drive
  • ‪Morning Joint - ‬10 min drive
  • ‪Square Grouper Bar and Grill - ‬10 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬13 min drive
  • ‪Mangrove Mama's - ‬5 min drive

Frequently asked questions

Is Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much does it cost to stay at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

As of 1 Sept 2026, prices found for a 1-night stay for 2 adults at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot on 4 May 2027 start from £10,772, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

On-site parking is available at the property.

What time is check-in at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

Check-in begins at 4:00 PM.

What time is check-out at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

Checkout is at 10:00 AM.

Where is Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot located?

Situated on the waterfront, this holiday home is within 2 miles (3 km) of Great White Heron National Wildlife Refuge, Upper Sugarloaf Sound and Upper Sugarloaf Key. Lower Sugarloaf Sound and Venture Key are also within 6 miles (10 km).

About the host

Hosted by Conch Collection

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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