Canal-Front Gem w/ Peekaboo Views in Cudjoe Key!

Photo gallery for Canal-Front Gem w/ Peekaboo Views in Cudjoe Key!

Cudjoe Key Vacation Rental | 2BR | 2BA | Stairs Required | 960 Sq Ft
House Exterior | Gravel Patio | Wood-Burning Fire Pit | 2 Kayaks
A wooden dock extending into a calm waterway with boats docked, surrounded by residential buildings and greenery.
A living room with two sofas, a coffee table, a ship mural, a ship's wheel, and a view of palm trees.
A living room with a sofa, coffee table, and decorative items including a large fish and a ship's wheel.

Reviews

10 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.

Popular amenities

  • Balcony
  • Barbecue grill
  • Air-conditioning
  • Pet-friendly
  • Refrigerator
  • Garage parking available

Explore the area

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

Rooms & beds

2 bedrooms (sleeps 6)

Additional Sleeping (Living Room)

1 Double Sofa Bed

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Full Bathroom

Full Bathroom

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Garden

Add dates for prices

Similar properties

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 Big Munson Island. With kayaking and power boating nearby, you'll find plenty of adventures in the water.
Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 6 min drive - 6.9 km
  • Florida Keys Beaches - 7 min drive - 7.0 km
  • Upper Sugarloaf Sound - 7 min drive - 8.2 km
  • Boondocks Grille & Draft House - 10 min drive - 11.4 km
  • Lower Sugarloaf Sound - 10 min drive - 11.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 31 min drive

Restaurants

  • ‪Morning Joint - ‬11 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬5 min drive
  • ‪Square Grouper Bar and Grill - ‬15 min walk

Frequently asked questions

Is Canal-Front Gem w/ Peekaboo Views in Cudjoe Key! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Canal-Front Gem w/ Peekaboo Views in Cudjoe Key!?

On-site parking is available at the property.

What time is check-in at Canal-Front Gem w/ Peekaboo Views in Cudjoe Key!?

Check-in begins at 4:00 PM.

What time is check-out at Canal-Front Gem w/ Peekaboo Views in Cudjoe Key!?

Checkout is at 10:00 AM.

Where is Canal-Front Gem w/ Peekaboo Views in Cudjoe Key! 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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

From a partner site

10/10 Excellent

A Perfect Keys Escape (We didn’t want to leave!!

From the moment we arrived, this home felt like exactly what we’d been searching for. We’ve stayed at other monthly rentals and been let down by sparse kitchens and under-equipped spaces, but not here. The kitchen had everything we needed, the spaces were comfortable and functional, and the home truly felt like a home - because for Pete, the owner, it is one.Pete was an absolute pleasure to work with. When I had a small health emergency during our stay, he was incredibly gracious and accommodating, extending our time without hesitation. That kind of generosity says everything. You can tell this isn’t just an investment property to him - it’s a place he genuinely loves and cares for. The thoughtful upgrades and attention to detail throughout the home reflect that, and it shows in every corner.My husband fell in love with the dock and the warmth of the neighborhood - the kind of place where neighbors actually wave and stop to chat. Our dog had the time of her life swimming and watching fish from the dock, which honestly became one of our favorite daily rituals too. We even made friends with the sea turtles that would drift by throughout the day.We brought our boat and were thrilled to find a ramp just across the bay. Sunset cruises quickly became our evening tradition, though competing with the view from the porch was nearly impossible. Those sunsets were something else.As a remote worker, I genuinely appreciated having a solid desk area, but I’d often migrate to the porch, which stayed comfortable and breezy throughout the day. Productive and peaceful - a rare combo!The location is ideal. Quiet enough to truly decompress, but about 25 minutes to Key West and close to some great restaurants and bars when you want a night out. It’s the perfect home base for exploring the Keys without feeling like you’re in the middle of everything.We will absolutely be back. Highest recommendation.
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