Entire home

Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise

Summerland Key vacation home in Cutthroat Harbor Estates area

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Coffee/tea maker, fridge, microwave, oven
Exterior
Outdoor dining
Property grounds
Pool

Reviews

9.4 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms167 sq m

Popular amenities

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

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪9 min drive‬
  • Place, Florida Keys Beaches
    ‪10 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪11 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪40 min drive‬

Room options

About the area

Summerland Key

Seaside stay .Your stay at this Cutthroat Harbor Estates vacation home places you within 6 miles (10 km) of Florida Keys Beaches and Upper Sugarloaf Key. Boondocks Grille & Draft House is within 6 miles (10 km) and Lower Sugarloaf Sound is within 9 miles (15 km).

What's nearby

  • Upper Sugarloaf Key - 9 min drive - 8.9 km
  • Florida Keys Beaches - 10 min drive - 9.0 km
  • Upper Sugarloaf Sound - 11 min drive - 10.2 km
  • Lower Sugarloaf Sound - 14 min drive - 13.8 km
  • Big Pine Key Flea Market - 18 min drive - 19.9 km

Getting around

  • Key West Intl. Airport (EYW) - 34 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Kiki's Sandbar - ‬13 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬11 min drive
  • ‪The Bent Prop - ‬8 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.

Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise

Escape to paradise in this luxurious 4 Bedroom, 3.5 Bath canal front home in the Lower Florida Keys on Cudjoe Key.

Perfect for families or groups, this spacious retreat offers everything you need for an unforgettable vacation experience. This large home is setup on 3 separate levels for plenty of room to spread out and relax.

On the 1st Level downstairs when you enter there is a large tiled foyer with a bench couch and separate room with a dedicated work space complete with large desk and ergonomically correct chair for the travelers that need to squeeze in a little business before pleasure. There is also a full, private bedroom studio with Queen size bed, Smart TV, wardrobe to store your clothing and an ensuite Full bathroom for your Guests privacy and comfort. This bedroom has an attached room equipped with a full size refrigerator and sink. 

Once you walk up the stairs you have arrived in the large open living room with oversized sectional couch, large Smart TV and vaulted ceilings that soar up to the top floor. The fully stocked, modern kitchen is adjacent to the living room and is equipped with beautiful appliances, a dishwasher, built in microwave, granite counter tops and all the necessary cooking tools you might need. There is a breakfast nook table with 2 chairs for morning coffee and pastries. There is also a dining room table with seating for 4.

On this main floor of the home is the Primary Bedroom with Ensuite bathroom. The bedroom has a King size bed and large Smart TV. The ensuite primary bathroom has double sinks, a soaking tub with jets and stand up shower. 

Just up the stairs are the other 2 Bedrooms featuring a jack and jill bath with Shower and Tub.
Bedroom #3 is equipped with bunk beds (One Double size bed and one Twin size bed) and Twin size trundle bed. This bedroom also has a Smart TV. 
Bedroom #4 features a Queen size bed and your very own, private balcony! This balcony has plenty of outdoor furniture to chill in and take in the nearby ocean breezes or soak in the sunset above the treetops with ocean views.

Outside, the expansive outdoor balcony is the perfect spot for enjoying cocktails with friends or dining al fresco. There is a gas grill to cook up your fresh catch. The yard is fully fenced except by the waters edge so bring your pooch with you if you'd like as this home is also pet friendly with a $150 pet fee per pet. Maximum of 2 dogs.

With up to 39 feet available for dockage, this home is a boater's paradise, offering easy access to some of the best boating and fishing in the Florida Keys.

Plus, you'll be just a stone's throw away from a variety of local favorite restaurants, including the Square Grouper Bar and Grill, Morning Joint Coffee, the Bent Prop, Boondocks Miniature Golf & Draft House, and Tonio's Seafood Shack & Tiki Bar. Whether you're seeking adventure on the water or simply craving relaxation in a tropical oasis, this canal-front home offers the perfect escape for your next getaway. Book your stay today and experience the ultimate Florida Keys vacation!

This is a 28-night minimum rental per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 years of age or older. Overnight occupancy is limited to a maximum of 10 people, and all guests need to be registered with the Rental manager. No smoking. This home is pet friendly with owner approval only and payment of non-refundable pet fee of $150 per pet. Utilities are included within reason. 
To ensure that you are protected, as well as the owner, we offer a $55 Damage Waiver Insurance. If you chose to opt out of the Damage Waiver a refundable $3,000 Security Deposit will be collected. 
If you are using Instant Book to reserve this home, a damage waiver policy will be included in your stay and can cover up to $3000 in accidental damages or missing items.
All reservations subject to final approval from the local Rental Manager. Online bookings accepted with approval from the Rental Manager within 24 hours. There is a 4% credit card processing fee or you may pay with an e-check with no additional charges. **PLEASE NOTE IF YOU ARE PAYING WITH AN E-CHECK, THIS PAYMENT OPTION IS THE SAME AS PAYING WITH A PAPER CHECK. IF YOUR E-CHECK IS RETURNED FOR ANY REASON, YOU WILL BE CHARGED A $25 RETURNED CHECK FEE AND BE REQUIRED TO PAY VIA CREDIT CARD WITH A 4% CREDIT CARD PROCESSING FEE.  The vacation rental contract must be signed and returned after speaking with the Rental Manager for the reservation to be confirmed. 

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3.5 bathrooms
  • Bathtub or shower
  • Jetted bathtub
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the sea
  • On the waterfront

Things to do

  • Bicycle parking
  • Boat
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks 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

  • Bicycle parking
  • Recycling
  • Unit size: 1,794 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

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

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
Long-term renters welcome
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 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 professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

856749

Frequently asked questions

How close is Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise to the airport?

This vacation home is 21.9 mi (34-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise to the beach?

This vacation home is 4.6 mi (10-min drive) from Florida Keys Beaches and 11.7 mi (24-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise?

No, there is no casino at this vacation home.

What time is check-in at Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise?

Check-in begins at 4:00 PM.

Is there free parking at Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise?

Free parking is not available at this vacation home.

Does Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise have a pool?

This vacation home does not have a pool.

Does Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise have a spa?

There are no spa services available at this vacation home.

How close is Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise to downtown Summerland Key?

This vacation home is 2.4 mi away from Summerland Key.

Luxury 4BR Cudjoe Key Retreat | Swim Spa, Dockage & Boater's Paradise Reviews

Reviews

9.4

Exceptional

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

7.0/10

Cleanliness

Reviews

Verified review

8/10 Good

David Q.

Liked: Check-in, communication, location, listing accuracy
Overall a nice place. A few upgrades are needed such as the couch.
Stayed 27 nights in Feb 2026
Verified review

10/10 Excellent

John M.

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

Cudjoe

Really nice place would stay again have an older dog to many steps tight canal for the boat
Stayed 29 nights in Mar 2025
Verified review

10/10 Excellent

Marcia W.

Stayed 30 nights in May 2025