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Waterfront House in the heart of Cudjoe Key.

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Photo gallery for Waterfront House in the heart of Cudjoe Key.

A modern kitchen with a view of the sea, featuring white cabinets, a stainless steel sink, and a dining area with white chairs.
A paddleboard on a sandy beach with a calm body of water and a sunset in the background.
A modern living room with a sofa, a dining area with a table and chairs, and a view of the ocean.
A rectangular pool with a view of the sea, surrounded by a tiled deck, a covered umbrella, and lounge chairs.
A dining area with a view of the ocean, white chairs, a table, and a window with blinds.

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

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

Room options

About the neighborhood

Summerland Key

Located in Cutthroat Harbor Estates, this vacation home is within 2 miles (3 km) of sights such as Venture Out Keys and Venture Key. The vacation home includes a kitchen, a balcony, and a refrigerator.
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 6 min drive - 3.9 miles
  • Upper Sugarloaf Sound - 7 min drive - 4.7 miles
  • Florida Keys Beaches - 7 min drive - 4.4 miles
  • Lower Sugarloaf Sound - 10 min drive - 6.9 miles
  • Big Pine Key Flea Market - 15 min drive - 11.1 miles

Getting around

  • Key West Intl. Airport (EYW) - 30 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Morning Joint - ‬9 min walk
  • ‪Kiki's Sandbar - ‬11 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.

Waterfront House in the heart of Cudjoe Key.

Breathtaking sunset views! Fully stocked kitchen with all appliances you need for at home cooking. Spacious rooms with dreamy tempur-pedic beds and big California style closets. Waterfront Pool with private beach access. Dock up to a 29 ft boat. Walking distance to the “Square Grouper” restaurant. Near by Market, boat and water sports rentals. 30 min drive from Key West. You wont want to leave!
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and a desk.

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  • Pool
  • Kitchen
  • Washer
  • Dryer
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Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning

Pets

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

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the ocean
  • On the waterfront

Things to do

  • Heated pool
  • Kayak
  • Fishing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming 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 not reported (host has not indicated whether there is a smoke detector on the property)

Policies

Check-in

Minimum check-in age: 30

Check-out

Check-out before 2:00 PM

Special check-in instructions

The front desk hours vary at this property
Guests must contact the property for check-in information
To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation
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

Please don’t have any pets on the beds and couch.

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total (50 lbs is the maximum weight per pet)
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees
  • Note from host: Please make sure to include your pets when 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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-out: 2:00 PM
  • Minimum check-in age: 30

We should mention

Details about charges, deposits, or other important information:

  • 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.
  • 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.

Frequently asked questions

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

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

Is parking available on site at Waterfront House in the heart of Cudjoe Key. ?

No, this vacation home doesn't offer parking.

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, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.

What amenities will couples enjoy at Waterfront House in the heart of Cudjoe Key. ?

Amenities that appeal to couples at this waterfront vacation home include a kitchen and a smart TV in each house, and some feature ocean view.

Does Waterfront House in the heart of Cudjoe Key. have a hot tub?

No, but this vacation home does have a heated pool.

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.

Does Waterfront House in the heart of Cudjoe Key. have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 20.7 mi away (30 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 29.1 mi away (42-minute drive).

Are there rooms with balconies that I can book at Waterfront House in the heart of Cudjoe Key. ?

Yes, every house at Waterfront House in the heart of Cudjoe Key. comes with a balcony and some offer ocean views.

Waterfront House in the heart of Cudjoe Key. Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Nancy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a combination! Pool and water views! Great getaway and comfortable accommodations.
Stayed 28 nights in Feb 2026
Verified review

10/10 Excellent

Kim F.

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

Great place

The view, the neighborhood and sunset was amazing. The house was comfortable and our host Solange very nice and helpful. Just beautiful and would love to go back!
Stayed 28 nights in Jan 2024
Verified review

10/10 Excellent

Mary Alice N.

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

Winter retreat

Best assets of this property are the view....it is right on the water and sunsets are gorgeous. This is followed closely by the salt water pool which we thoroughly enjoyed!
Stayed 28 nights in Feb 2023
Verified review

8/10 Good

Ronald G.

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

Winter in the keys

Nice remodel. Pool & beach were great. Secure property for pet. Great area.
Stayed 51 nights in Feb 2025