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Oceanfront Home With Large Private Deck with boat dockage

Summerland Key vacation home in Cutthroat Harbor Estates area

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Photo gallery for Oceanfront Home With Large Private Deck with boat dockage

A spacious living area with a blue sofa, glass coffee table, and large windows.
A bedroom with a bed, a chair, a ceiling fan, and large windows.
A modern kitchen with white cabinetry, a stainless steel stove, and a large window overlooking greenery.
A rustic wooden house surrounded by lush greenery and a gravel path.
A kitchen with white cabinets, stainless steel appliances, a wooden ceiling, and a view into the living area.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

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

Room options

About the neighborhood

Summerland Key

Oceanside stay.Your stay at this Cutthroat Harbor Estates vacation home places you within 2 miles (3 km) of Venture Out Keys and Venture Key. Also, Out Key is within 2 miles (3 km) and Florida Keys Beaches is within 6 miles (10 km).
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 5 min drive - 3.7 miles
  • Upper Sugarloaf Sound - 6 min drive - 4.5 miles
  • Florida Keys Beaches - 6 min drive - 4.2 miles
  • Lower Sugarloaf Sound - 9 min drive - 6.7 miles
  • Big Pine Key Flea Market - 14 min drive - 10.9 miles

Getting around

  • Key West Intl. Airport (EYW) - 29 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Morning Joint - ‬7 min walk
  • ‪Kiki's Sandbar - ‬10 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬8 min drive
  • ‪The Bent Prop - ‬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.

Oceanfront Home With Large Private Deck with boat dockage

Enjoy boating, swimming or just the ocean view in the greatest of privacy. Dinner and entertainment in Key West is a short drive or 7-minute walk to the county bus ride away. Enjoy walking or bicycle riding in a quiet peaceful neighborhood and even walk to lunch or dinner at the nearby local restaurant Square Grouper. 31 ft dock for your boat with water and electric at dock. See our other VRBO properties listing numbers 2784733 and our newest one 3023197 !

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
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Dock
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessibility
  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycles
  • Kayak
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Garden

Policies

Check-in

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

Check-out

Check-out before 10:00 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

Rules

There will be a extra charge of $50 added to house cleaning for pets.
No fireworks

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 2 pets
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking allowed: in designated areas

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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
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, a first aid kit, and a deadbolt lock in each accommodation.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Property is also known as

House
Oceanfront Home With Large Private Deck

Frequently asked questions

How close is Oceanfront Home With Large Private Deck with boat dockage to the airport?

This vacation home is 20.7 mi (29-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Oceanfront Home With Large Private Deck with boat dockage have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Oceanfront Home With Large Private Deck with boat dockage to the beach?

This vacation home is 3.9 mi (7-min drive) from Florida Keys Beaches and 10.4 mi (20-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Oceanfront Home With Large Private Deck with boat dockage offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Oceanfront Home With Large Private Deck with boat dockage?

No, there is no casino at this vacation home.

What time is check-in at Oceanfront Home With Large Private Deck with boat dockage?

Check-in begins at 4:00 PM.

Is there free parking at Oceanfront Home With Large Private Deck with boat dockage?

Free parking is not available at this vacation home.

Does Oceanfront Home With Large Private Deck with boat dockage have a pool?

This vacation home does not have a pool.

Does Oceanfront Home With Large Private Deck with boat dockage have a spa?

There are no spa services available at this vacation home.

How close is Oceanfront Home With Large Private Deck with boat dockage to downtown Summerland Key?

This vacation home is 2.1 mi away from Summerland Key.

Oceanfront Home With Large Private Deck with boat dockage Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 12 reviews
Rating 8 - Good. 1 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Nancy S.

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

All around great

Great location, great view and great property manager Tracie.
Stayed 28 nights in Feb 2025
Verified

10/10 Excellent

Nancy S.

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

Fabulous house with great by!

Super location and the house was clean and well equipped. Our host was really helpful and quick to respond to our questions! Can’t wait to go back next year!
Stayed 28 nights in Feb 2024
Verified

10/10 Excellent

John D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location on bay. Property manager lives three doors down and is super prompt with whatever you need. Close to lots of good restaurants and just 24 miles to Key West. The patio table broke in the wind and was replaced right away. Tracie and Peter are wonderful hosts!
Stayed 55 nights in Jan 2026
Verified

10/10 Excellent

Ken C.

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

Key’s family vacation

Had a wonderful time. Place was perfect for our family. Fantastic sunsets close to fine dining. Will definitely be coming back. Host was great to deal with. Would definitely recommend this place
Stayed 28 nights in Jul 2021
Verified

10/10 Excellent

Mark N.

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

Sunsets

Loved the sunsets over the water! Thousands of stars at night! Many great memories in Key West.
Stayed 46 nights in Jan 2024
Verified

10/10 Excellent

George B.

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

A month in Paradise

The house is just like it is pictured. The furniture is a little out dated, but is very well kept. Would rent again.
Stayed 28 nights in Jan 2025
Verified

10/10 Excellent

Mark G.

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

Sunsets in Paradise

Beautiful sunsets every night. Property manager was awesome. Will be back.
Stayed 28 nights in Feb 2023
Verified

10/10 Excellent

Nicole P.

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

Perfect Escape

We absolutely loved our stay! The property was perfect for our family of 4, pets & 27ft boat. The property manager was kind, accommodating & very easy to work with. We loved how private the property was & the sunset views were remarkable. The boat was very safe on the dock and they supplied water, electric & a cleaning table for fishing. We are looking forward to our next stay!! Thank you.
Stayed 28 nights in Jul 2023
Verified

10/10 Excellent

David B.

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

June, 2022 stay in Cudjoe Key

We had a great time and enjoyed our stay at this property. The house was great with ample room and closet space. The kitchen and bathrooms were well stocked, and there were bikes, kayaks, paddleboards, etc. for us to use outdoors. The dock was perfect for our 30 foot boat, and there was plenty of room under the house for our boating supplies. The view was amazing, and the property manager was exceptional. She was flexible and so easy to work with, and she had a variety of cold beverages waiting for us when we checked in. We definitely recommend this property and will plan to stay there again.
Stayed 28 nights in Jun 2022
Verified

8/10 Good

Mike M.

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

comfortable and convenient

Nice property. We enjoyed it very much. Tracie was very helpful with the checkin process and good followup. The pictures are accurate except the dock is next door. Not a big deal but just a little more work to get going and upon return to load and unload the boat. Would defiinately stay there again if we are going to the Cudjoe Key area. If you do check out the Cudjoe Gardens Marina to launch your boat and gas they were great as well
Stayed 28 nights in Jul 2022
Verified

10/10 Excellent

Danielle S.

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

Paradise!

My husband and I stayed in December and January and loved every second of it. Waking up to Cudjoe Bay every morning was such a treat! The house was clean and had all we needed for a home away from home. Would stay again anytime.
Stayed 28 nights in Dec 2021
Verified

10/10 Excellent

jud h.

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

A month in paradise

We have rented numerous properties on Cudjoe over the past few years. This home is best we have ever rented! The home has an open floor plan and high ceilings. The back porch is a great hang out to enjoy the open water Atlantic views. The quick ocean access is a plus for us. The dock handled our 31’ boat great. Tracie and Henry couldn’t be nicer and made us feel at home. The lush tropical landscape is beautiful. My kids enjoyed seeing the land crabs and iguanas. The home has some nice relaxing space underneath. We caught tarpon and mangrove snapper from the dock. The sunset views are fantastic. We will be back!
Stayed 28 nights in May 2021

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