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Waterfront House in the heart of Cudjoe Key.

Vacation home perfectly located for exploring Cutthroat Harbor Estates

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

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

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 - 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!

Similar properties

Outdoor pool, open 8:00 AM to 8:00 PM, sun loungers
Sugarloaf Key Hotel at KOA Resort
Summerland Key
  • On private beach
  • Pool
  • Hot tub
  • Pet friendly
4.9 out of 5, Exceptional, 599 reviews
Sugarloaf Key Hotel at KOA Resort

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
  • Living room

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

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • 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
  • Note from host: Please make sure to include your pets when booking

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 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
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.

We should mention

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

Frequently asked questions

How close is Waterfront House in the heart of Cudjoe Key. to the airport?

This vacation home is 20.7 mi (30-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Waterfront House in the heart of Cudjoe Key. have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Waterfront House in the heart of Cudjoe Key. to the beach?

This vacation home is 4 mi (7-min drive) from Florida Keys Beaches and 10.5 mi (20-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Waterfront House in the heart of Cudjoe Key. offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Waterfront House in the heart of Cudjoe Key. ?

No, there is no casino at this vacation home.

Is there free parking at Waterfront House in the heart of Cudjoe Key. ?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Waterfront House in the heart of Cudjoe Key. to downtown Summerland Key?

This vacation home is 2.1 mi away from Summerland Key.

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

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

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

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

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

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