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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.

Fridge, microwave, oven, stovetop
Dining
Outdoor pool, a heated pool
Property grounds
Smart TV

Reviews

9.6 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

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

Explore the area

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

  • Upper Sugarloaf Key - 6 min drive - 3.7 miles
  • Florida Keys Beaches - 6 min drive - 4.2 miles
  • Upper Sugarloaf Sound - 7 min drive - 4.5 miles
  • Lower Sugarloaf Sound - 10 min drive - 6.7 miles
  • National Key Deer Refuge Visitor Center - 16 min drive - 10.9 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 - ‬10 min drive
  • ‪Mangrove Mama's - ‬5 min drive
  • ‪Square Grouper Bar and Grill - ‬8 min walk

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.

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
9.8 out of 10, Exceptional, 565 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

  • 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 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.
  • 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 Upper Sugarloaf Sound and Crab Key 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

10/10 Excellent

Nancy S., Barkhamsted, CT

Liked: Cleanliness
What a combination! Pool and water views! Great getaway and comfortable accommodations.
Stayed 28 nights in Feb 2026

8/10 Good

Ronald G.

Liked: Cleanliness

Winter in the keys

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

10/10 Excellent

Kim F.

Liked: Cleanliness

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

10/10 Excellent

Mary Alice N.

Liked: Cleanliness

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