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

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Property grounds
Beach nearby, beach towels
Property grounds
Exterior
4 bedrooms, iron/ironing board, free WiFi, bed sheets

Reviews

9.2 out of 10
Wonderful

Entire home

4 bedrooms2 bathroomsSleeps 122100 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Upper Sugarloaf Key, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Place, Lower Sugarloaf Sound
    ‪11 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪39 min drive‬

Room options

About the neighborhood

Summerland Key

This vacation home places you within 2 miles (3 km) of Upper Sugarloaf Sound and Upper Sugarloaf Key. The vacation home includes a kitchen, a balcony, and a dining area.
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 2.3 miles
  • Upper Sugarloaf Sound - 8 min drive - 3.0 miles
  • Lower Sugarloaf Sound - 11 min drive - 5.2 miles
  • Florida Keys Beaches - 18 min drive - 8.9 miles
  • Sugarloaf Beach - 18 min drive - 9.3 miles

Getting around

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

Restaurants

  • ‪Baby's Coffee - ‬11 min drive
  • ‪Morning Joint - ‬10 min drive
  • ‪The Bent Prop - ‬8 min drive
  • ‪Square Grouper Bar and Grill - ‬10 min drive
  • ‪Mangrove Mama's - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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!
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony. There's space to spread out with 4 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. The bathroom offers a jetted tub and hair dryers. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

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Property amenities

Beach

  • Beach nearby
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Outdoor shower
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 20 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • On the waterfront

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 2,100 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 28

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (20 lbs is the maximum weight per pet)
  • Service animals exempt from fees
  • Note from host: PET MUST BE APPROVED PRIOR TO BOOKING

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 28

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Frequently asked questions

What is there to do within easy reach of this vacation home?

This vacation home is located in Summerland Key, close to Florida Keys Beaches, Upper Sugarloaf Key, and Venture Out Keys. You'll also find Upper Sugarloaf Sound and Lower Sugarloaf Sound within a short drive.

Will I be able to park at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

No, there isn't parking available at the vacation home.

Is this vacation home next to a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

Amenities that appeal to couples at this historic vacation home include a jetted bathtub, a kitchen, and a smart TV.

Are there hot tubs at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

No, but this vacation home offers jetted bathtubs in all house.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

No, there aren't connecting guestrooms at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 18.4 mi away (28 minutes by car).

Can I book a room with a balcony at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot?

Yes, every house at Castaway To Sugarloaf Key Waterfront—Bring Your Boat—Corner Lot comes with a balcony.

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

Reviews

9.2

Wonderful

Rating 10 - Excellent. 5 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 1 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.4/10

Cleanliness

Reviews

Verified

8/10 Good

James T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Castaway review winter 2024

We enjoyed our stay. Fantastic views and porches. Great kitchen and dining amenities. Second bathroom was inconvenient to shower due to being inside whirlpool bath.
Stayed 37 nights in Mar 2024
Verified

10/10 Excellent

Todd W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Group Trip

Great location. Lots of wildlife. Excellent layout for our group of 11. Kitchen was well stocked. Boat lift was easy. Would go back in the future.
Stayed 30 nights in Jun 2023
Verified

10/10 Excellent

Harley K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

It was so nice we decided to rent it next year

We have been fortunate to have rented many properties and this is one of our favorite. A great review is one in which the renters like it so much they rent it again which we did. Great location view, Upper unit layout of house is very comfortable. The lower unit does need to be updated.
Stayed 42 nights in Jan 2024
Verified

6/10 Okay

Ralph H.

Liked: Cleanliness, check-in, communication, location

Over priced

house needs updating
Stayed 33 nights in Jan 2023
Verified

10/10 Excellent

Theresa E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Views, Clean & Comfortable Home

We had a great stay at Castaway. With 8 guests, 1 dog and boat. The home is very comfortable and clean and has a fantastic family sleeping accommodation on 1st floor which makes it a great home for travelers with two families. The hot tub was a great was to spend the morning & evenings enjoying the waterfront views. The boat lift was also nice as it allowed us to not have to launch and haul out the boat every day and kept it clean while we stayed for the month. The master bedroom has a new deck off the side and the home is well outfitted for all guests needs. Will definitely return.
Stayed 7 nights in Oct 2021
Verified

10/10 Excellent

Theresa E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely Perfect!

The home is perfect for multiple / split families with its upstairs/downstairs configuration. The area is very quiet and neighbors are friendly. It’s close to a school where kids can run an play in the fields after hours. The boat lift was great for our bay boat and the waterfront home is well kept and maintained. Would definitely stay here again and recommend it for others who want to be out of the hustle and bustle of Key West.
Stayed 5 nights in Oct 2021
Verified

10/10 Excellent

Kevin K.

Stayed 28 nights in Jul 2025