Entire home

Waterfront Escape Near Key West

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Miscellaneous
A bedroom with a bed, a desk, a chair, a dresser, and a nightstand.
A bathroom with a toilet, a sink, a mirror, and a shower curtain.
A living room with a sofa, armchair, coffee table, TV, ceiling fan, artwork, and a window with blinds.
Living area
2 bedrooms2 bathroomsSleeps 7

Popular amenities

  • Onsite parking available
  • Dogs and cats allowed
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio

Explore the area

View map
Summerland Key, FL
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪40 min drive‬

Rooms & beds

2 bedrooms (sleeps 7)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed and 1 Single Sofa Bed

Living Room 1

1 Queen Sofa Bed

2 bathrooms

Bathroom 1

Towels provided · Toilet · Shower only

Bathroom 2

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Number of living rooms
Dining area

About this property

Waterfront Escape Near Key West

Discover this delightful 2-bedroom house in Summerland Key. Guests will find a comfortable king bed and queen bed, plus a sofa bed in the living room for extra sleeping space. Two bathrooms offer convenience, each featuring a refreshing shower and a handy hair dryer. The living room provides a cozy spot to relax after a day of exploring. With excellent climate control, guests stay comfortable no matter the season. This fabulous home invites you to unwind and enjoy a peaceful retreat. We think our place will help you experience everything Summerland Key has to offer.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 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: dogs and cats (limit 2 total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds, gather used towels and store extra beds
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 5279942vb
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
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

Cutthroat Harbor Estates, a neighbourhood in Summerland Key, is home to this holiday home. Florida Keys Beaches and Bahia Honda State Park 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
Summerland Key, FL

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 7.6 km
  • Florida Keys Beaches - 8 min drive - 7.7 km
  • Upper Sugarloaf Sound - 8 min drive - 8.9 km
  • Lower Sugarloaf Sound - 11 min drive - 12.5 km
  • National Key Deer Refuge Visitor Center - 16 min drive - 19.2 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 38 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬18 min walk
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪The Bent Prop - ‬7 min drive
  • ‪Square Grouper Bar and Grill - ‬3 min drive

Frequently asked questions

Is Waterfront Escape Near Key West pet-friendly?

Yes, this property allows cats and dogs (limit 2 total).

How much does it cost to stay at Waterfront Escape Near Key West?

As of 19 June 2026, prices found for a 1-night stay for 2 adults at Waterfront Escape Near Key West on 22 August 2026 start from NZ$289, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Waterfront Escape Near Key West?

On-site parking is available at the property.

What time is check-in at Waterfront Escape Near Key West?

Check-in begins at 3:00 PM.

What time is check-out at Waterfront Escape Near Key West?

Checkout is at 11:00 AM.

Where is Waterfront Escape Near Key West 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 Jody

Host profile image
I’m originally from upstate New York, but I’ve always loved the sunshine, being outdoors, and spending time on the water. That’s one of the reasons I fell in love with the Florida Keys lifestyle! Whether it’s boating, relaxing by the canal, fishing, or simply enjoying a beautiful sunset, I enjoy everything this area has to offer. I love hosting because it gives me the opportunity to share this little slice of paradise with others and help guests create relaxing, memorable vacations with family and friends.

Why they chose this property

We chose Cudjoe Key because of its peaceful atmosphere, beautiful waterfront views, and true Florida Keys charm. It’s the perfect place to relax while still being close enough to enjoy everything the Keys have to offer. The neighborhood is quiet, friendly, and ideal for boating, fishing, kayaking, biking, or simply enjoying the sunshine and ocean breeze.

What we enjoy most is the laid-back lifestyle and the easy access to the water right from the property. Mornings are perfect for coffee by the canal, and evenings bring incredible sunsets and a relaxing tropical vibe. It’s a wonderful escape from the busy pace of everyday life and a place where guests can truly unwind and enjoy the beauty of the Keys.

What makes this property unique

What makes our property special is its authentic Florida Keys charm and peaceful waterfront setting. This home has a cozy, laid-back feel that fits perfectly with the island lifestyle. Surrounded by tropical plants and greenery, the property offers plenty of privacy and a relaxing atmosphere that’s hard to find.

One of the best features is the large porch overlooking the canal — the perfect place to enjoy your morning coffee, unwind after a day on the water, or spend time with family and friends while enjoying the warm breeze. With direct canal access, lush landscaping, and a quiet setting, the home feels like your own private getaway in the Keys.
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