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Sailfish Retreat | Pool & boating on Cudjoe

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An aerial view of a coastal resort with multiple buildings, clear blue waters, and a small island in the background.
A modern kitchen with white cabinets, a central island with bar stools, and a microwave above it.
A covered porch with a ceiling fan, white railings, and a view of a house and greenery.
A canal with boats, a wooden dock, and a flag.
A modern kitchen with a central island, stainless steel appliances, and a dining area with wooden chairs and a table.

Reviews

10 out of 10
Exceptional

Highlights

  • Centrally-located

    You're never far from where you need to be with this convenient location.
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Balcony
  • Outdoor barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Washing machine

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

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 King Bed

2 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Spaces

Kitchen
Balcony

About this property

Sailfish Retreat | Pool & boating on Cudjoe

Summary:

Settle into island life at Sailfish Retreat, a 3-bedroom, 2-bathroom canalfront home on Cudjoe Key. Enjoy a private pool, covered outdoor living and concrete dockage for a boat up to 25 feet. With quick boating access to Cudjoe Bay, the reef and backcountry, it’s an ideal monthly escape for boaters, anglers and families.



The Space:

Welcome to Sailfish Retreat, your waterfront escape on Cudjoe Key! This like-new 3-bedroom, 2-bathroom monthly rental sits on a boating canal with a short run to open water. A private pool (photos to come) between the house and canal creates an inviting place to cool off, relax and enjoy the tropical waterfront setting.



Comfortable Island Living

Inside, the spacious living area features a large leather reclining sectional with plenty of room to unwind. The well-stocked kitchen and dining area offer seating for four at the table and four at the breakfast bar, making meals at home easy and comfortable.



Sleeping Arrangements

- The primary bedroom has a king bed, walk-in closet and en-suite bathroom with a soaking tub and separate shower.

- The second bedroom has a queen bed and access to the shared hallway bathroom.

- The third bedroom has two twin beds and access to the shared hallway bathroom.



Pool and Outdoor Living

Step onto the covered porch to enjoy views of the pool and canal. Take a refreshing swim, relax poolside or cook your catch on the gas grill and dine outdoors in the shade. Please be aware that the private pool is not heated.



Stay Connected

High-speed internet and WiFi make it easy to stay connected. Bring your own streaming services to enjoy on the flat-screen smart TVs in the living area and each bedroom.



Bring Your Boat

A ride down the canal from the concrete dock takes you to Cudjoe Bay, with approximately a 20-minute run to the reef. Bow and Kemp channels also provide access to the backcountry for fishing and exploring.

There is room for a boat up to 25 feet at the dock. The boat lift, which is not pictured, and downstairs storage are reserved for owner use only.



Explore Cudjoe Key

Cudjoe Key is a laid-back island approximately 22 miles from downtown Key West. Some of the Lower Keys’ most popular restaurants are nearby, including Square Grouper and the island steakhouse Broil. Public and private boat ramps are available in the area, and a large grocery store is just a few miles away.

Whether your ideal Keys stay includes fishing, boating, relaxing beside the pool or simply enjoying the waterfront, Sailfish Retreat offers a comfortable home base for a month or longer in the Lower Keys.



Good to Know

- This home requires a minimum 28-day stay per Monroe County ordinance.

- The primary guest must sign a rental agreement regardless of booking platform.

- Proper county and state taxes are collected regardless of booking platform.

- The primary renter must be 25 or older.

- Overnight occupancy is limited to a maximum of six people. All overnight guests must be registered with the property manager.

- One small to medium dog is permitted with manager approval and a $250 nonrefundable pet fee.

- Electric usage is capped at $300 and water/sewer usage is capped at $200. Any overages will be billed to the guest.

- The private pool is not heated.

- No smoking is permitted.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

Pets allowed

1 dog under 20 lbs w/ manager approval & fee

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 20078249
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Summerland Key

Located on the waterfront, this holiday home is in Cutthroat Harbor Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Upper Sugarloaf Key reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting.
Map
Cudjoe Key, FL

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
  • Key West Visitors Center - 20 min drive - 22.2 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬11 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Kiki's Sandbar - ‬13 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬11 min drive
  • ‪Square Grouper Bar and Grill - ‬5 min drive

Frequently asked questions

Is Sailfish Retreat | Pool & boating on Cudjoe pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Sailfish Retreat | Pool & boating on Cudjoe?

Check-in begins at 4:00 PM.

What time is check-out at Sailfish Retreat | Pool & boating on Cudjoe?

Checkout is at 10:00 AM.

Where is Sailfish Retreat | Pool & boating on Cudjoe located?

Located in Cutthroat Harbor Estates, this holiday home is within 6 miles (10 km) of Upper Sugarloaf Key, Florida Keys Beaches and Boondocks Grille & Draft House. Lower Sugarloaf Sound and Big Pine Key Flea Market are also within 9 miles (15 km).

About the host

Hosted by Karen Quist, BHHS Keys Vacation Rentals

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests

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