Entire home

Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key

Waterfront vacation home with kitchen and balcony

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Photo gallery for Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key

Marina
Exterior
Fridge, microwave, oven, stovetop
Terrace/patio
Dining

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathrooms1488 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet friendly
  • Kitchen
  • Air conditioning

Explore the area

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

Room options

About the neighborhood

Summerland Key

Located in Cutthroat Harbor Estates, this vacation home is within a 15-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. The vacation home includes a kitchen, a balcony, and a refrigerator.

What's nearby

  • Upper Sugarloaf Key - 11 min drive - 5.2 miles
  • Upper Sugarloaf Sound - 12 min drive - 6.0 miles
  • Florida Keys Beaches - 12 min drive - 5.0 miles
  • Lower Sugarloaf Sound - 16 min drive - 8.4 miles
  • Sugarloaf Beach - 23 min drive - 12.1 miles

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬11 min drive
  • ‪Kiki's Sandbar - ‬13 min drive
  • ‪5 Brothers Two - ‬10 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Broil - ‬6 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.

Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key

Welcome to your perfect waterfront retreat on Cudjoe Key! This like-new 3 bedroom/2 bathroom monthly rental is situated on a boating canal with a short run to open water, offering you a slice of paradise with endless opportunities for relaxation and adventure.

As you step into the spacious living area, you'll immediately feel at home with a huge leather reclining sectional. The well-stocked kitchen and dining area, with seating for 4 at the table and 4 at the breakfast bar, make mealtime a breeze.

The three large bedrooms provide comfort and privacy in the following setup:

- King bed in the primary, with en-suite bath with soaking tub, separate shower and walk-in closet.

- Queen bed in the 2nd bedroom (shared full bath off hallway)

- 2 twin beds in the 3rd bedroom (shared full bath off hallway)

Step outside onto the covered porch to soak in the tropical atmosphere. Stay connected with high-speed Internet and WiFi. Bring your own streaming services or enjoy the offerings on the flat-screen smart TVs in the living area and each bedroom.

A ride down the canal from the concrete dock takes you to Cudjoe Bay and a 20-minute run to the reef, or take a short journey through Bow or Kemp channels, which open up the backcountry for your exploration. Cook your catch on the gas grill and dine al fresco in the shade. The boat lift (not pictured) and downstairs storage are for owner use only. There's room for a 25-foot boat at the dock.

Whether you're an angler or just looking for a serene waterfront escape, this monthly rental on Cudjoe Key is your gateway to the ultimate Florida Keys experience. Book now and create lasting memories in this waterfront paradise!

Cudjoe Key is a laid-back island just 22 miles away from the excitement of downtown Key West. Some of the best restaurants in the Lower Keys are found here, including the famous Square Grouper and island steakhouse Broil. There are public and private boat ramps nearby. A large grocery store is just a few miles away.

Please note: The primary guest must sign a rental agreement regardless of booking platform. This home requires a minimum 28-day stay per county ordinance. Proper county and state taxes are collected regardless of booking platform. Renter must be 25 or older. Overnight occupancy is limited to a maximum of 6 people, and all guests need to be registered with the property manager. No smoking. One small dog permitted with $250 pet fee and manager approval. There's a cap on electric ($250) and water/sewer ($150).
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the sea
  • On the waterfront

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,488 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

  • This property welcomes pets
  • Service animals exempt from fees
  • Note from host: 1 dog under 20 lbs w/ manager approval & fee

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 indicated there is a carbon monoxide detector on the property
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

c6ca5a89-9e88-4f36-9e54-986367a182ed

Frequently asked questions

What's there to see around 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 Sugarloaf Beach and Crab Key nearby.

Is there parking available at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key good for couples?

At this waterfront vacation home, amenities that appeal to couples include a kitchen and a smart TV in each accommodation with some featuring kitchens.

Are there hot tubs at Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key?

No, there isn't a spa tub at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although pets can't stay for free, they are welcome at this vacation home.

Does this vacation home have connecting rooms?

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

How close is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 22 mi away (34 minutes by car). Another top airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 29.9 mi away (40-minute drive).

Can I book a room with a balcony at Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key?

Yes, every accommodation at Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key comes with a balcony with some featuring water views.

Reviews

Sailfish Retreat | 3 bed, 2 bath canalfront home on Cudjoe Key Reviews

10

Exceptional

10/10

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

Reviews

10/10 Excellent

bware2124 w.

Liked: Cleanliness

Great quiet spot

House was clean and in great shape when we arrived. Great access to Cudjoe Bay, lots of fish in the canal and around the boat docks in the bay. Convenient location between Key West and Marathon.
Stayed 28 nights in Feb 2025