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Special Rate Available August 2026 book now

Vacation home near Florida Keys Beaches in Summerland Key

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A modern kitchen with a large island, white cabinetry, and a view of the outdoor deck.
A living room with two leather sofas, a coffee table, and a ceiling fan.
A residential area with palm trees, a swimming pool, and a building with a blue roof.
A building with a balcony, palm trees, and outdoor seating.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a window with blinds.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 8

Popular amenities

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

Explore the area

View in a map
Summerland Key, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 min drive‬

Room options

About the area

Summerland Key

Cutthroat Harbor Estates stay.Within a 10-minute walk of this Cutthroat Harbor Estates vacation home, you'll find Venture Key and Venture Out Keys. Also, Out Key is within half a mile (1 km) and Florida Keys Beaches is within 3 miles (5 km).
View more Vacation homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 7.6 km
  • Florida Keys Beaches - 8 min drive - 7.7 km
  • Upper Sugarloaf Sound - 8 min drive - 8.9 km
  • Lower Sugarloaf Sound - 12 min drive - 12.5 km
  • Big Pine Key Flea Market - 16 min drive - 18.6 km

Getting around

  • Key West Intl. Airport (EYW) - 32 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬18 min walk
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪The Bent Prop - ‬7 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.

Special Rate Available August 2026 book now

Our Cudjoe key home is only 23 miles from Key West. The swimmable canal has direct access to Cudjoe bay which is only 200 yards away. You can boat into the Atlantic or Gulf of Mexico within minutes. Our home has a new kitchen (fully stocked for large families), new floors, and a large outdoor patio upstairs. Our home also includes a walk around deck. Downstairs there is a chest freezer, commercial ice machine, bait freezer and extra fridge. Two hole putting green next to dock (putters and balls included). Two (2 person kayaks) and 3 bikes. After a day of boating/swimming rinse off in our outdoor shower with hot and cold water. Great restaurants are just minutes away or drive a few miles into Key West. The location is absolutely perfect.

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Property amenities

Beach

  • 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
  • Freezer
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Handrails in stairways
  • No elevator
  • Smooth flooring in public areas
  • Well-lit path to entrance
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the marina
  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Kayak
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Local artist showcase
  • Locally-owned and organized tours and activities
  • Recycling
  • Some LED lighting used
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 24

Check-out

Check-out before 11:00 AM
Contactless check-out available

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

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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 are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Special Rate Available August 2026 book now to the airport?

This vacation home is 21.4 mi (32-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Special Rate Available August 2026 book now have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Special Rate Available August 2026 book now to the beach?

This vacation home is 4.2 mi (9-min drive) from Florida Keys Beaches and 11.3 mi (22-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Special Rate Available August 2026 book now offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Special Rate Available August 2026 book now?

No, there is no casino at this vacation home.

What time is check-in at Special Rate Available August 2026 book now?

Check-in begins at 4:00 PM.

Is there free parking at Special Rate Available August 2026 book now?

Free parking is not available at this vacation home.

Does Special Rate Available August 2026 book now have a pool?

This vacation home does not have a pool.

Does Special Rate Available August 2026 book now have a spa?

There are no spa services available at this vacation home.

How close is Special Rate Available August 2026 book now to downtown Summerland Key?

This vacation home is 2 mi away from Summerland Key.

Special Rate Available August 2026 book now Reviews

Reviews

10

Exceptional

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

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Ricardo V.

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

Great Vacation

Over all great home
Stayed 28 nights in Aug 2023
Verified

10/10 Excellent

Christopher B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible spot, and the hosts are fantastic. Has everything you need, whether you're coming down to boat/fish, or just relax in the sun. Have rented a few houses in Cudjoe over the years, but this will be the one moving forward. Cannot recommend enough!
Stayed 30 nights in Mar 2026
Verified

10/10 Excellent

Daniel G.

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

Wonderful place to stay

I truly can’t say enough about this place. The location is perfect. This beautiful home is more than expected. Every cooking utensil you could possibly need. Fishing and kayaking right out the back door was so much fun! Loved it, miss it already and highly recommend 😀
Stayed 28 nights in Dec 2022
Verified

10/10 Excellent

Verified traveller

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

Little Piece Of Paradise

We thoroughly enjoyed the location and accommodations of this wonderful house The neighbors were great and very helpful We had a wonderful beautiful view of the sunset every evening from the sea wall and really enjoyed the swings downstairs There are also many close restaurants that were fantastic and fair priced very close to the home
Stayed 28 nights in Oct 2022
Verified

10/10 Excellent

Cindy P.

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

Wonderful place

This property has features above and beyond most rentals - lovely home, plenty of sitting spots, water toys, bikes, kayaks, you name it! Owner was very responsive including buying a new fridge when the one we had went out. Second fridge and freezers were there too. Highly recommend.
Stayed 28 nights in Mar 2024