Cudjoe Bay Overlook

Photo gallery for Cudjoe Bay Overlook

A wooden deck with a railing overlooking a body of water, surrounded by greenery and buildings.
A kitchen with wooden cabinets, a dishwasher, a dining table with chairs, and a ceiling fan.
A bedroom with two beds, each with a blue and white ocean-themed bedspread. There is a window with blinds, a nightstand with a lamp, and a shelf with decorative items.
A covered outdoor area with a concrete floor, palm trees, and a wooden structure with a staircase.
A kitchen with wooden cabinets, a white refrigerator, a stove, and a microwave. There are four white chairs around a wooden table.

Popular amenities

  • Patio
  • Barbecue grill
  • Air conditioning
  • Washer
  • Internet
  • Non smoking

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.)
    ‪37 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Beds

Bedroom 3

3 Twin Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Porch or lanai
Kitchen

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About the neighborhood

Summerland Key

Cutthroat Harbor Estates, a neighborhood in Summerland Key, is home to this vacation home. Florida Keys Beaches and Coupon Bight Aquatic Preserve 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.
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Map
Summerland Key, FL

What's nearby

  • Upper Sugarloaf Key - 6 min drive - 6.6 km
  • Florida Keys Beaches - 6 min drive - 6.7 km
  • Upper Sugarloaf Sound - 7 min drive - 7.9 km
  • Boondocks Grille & Draft House - 9 min drive - 11.0 km
  • Lower Sugarloaf Sound - 10 min drive - 11.5 km

Getting around

  • Key West Intl. Airport (EYW) - 29 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Morning Joint - ‬11 min walk
  • ‪Kiki's Sandbar - ‬10 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬8 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬5 min drive

Frequently asked questions

Is Cudjoe Bay Overlook pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Cudjoe Bay Overlook?

As of Oct 27, 2026, prices found for a 1-night stay for 2 adults at Cudjoe Bay Overlook on Nov 1, 2026 start from $257, 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.

What time is check-in at Cudjoe Bay Overlook?

Check-in begins at 4:00 PM.

What time is check-out at Cudjoe Bay Overlook?

Check-out is at 10:00 AM.

Where is Cudjoe Bay Overlook located?

Located in Cutthroat Harbor Estates, this vacation home is within a 15-minute walk of Venture Out Keys, Venture Key, and Out Key. Florida Keys Beaches and Upper Sugarloaf Key are also within 6 mi (10 km).

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