101- Oceanside House with Pool

Photo gallery for 101- Oceanside House with Pool

A modern living room with a sectional sofa, a round coffee table, and a wooden side table.
A bedroom with a bed, a television mounted on the wall, and two windows with blinds.
A dining room with a dark wooden table surrounded by six tufted chairs, a patterned rug, and a potted plant.
A pool with a view of the ocean, surrounded by palm trees and a white fence.
A wooden staircase leading to a white porch with a hammock and a white fence marked with the number 101.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Swimming pool
  • Kitchenette
  • Barbecue
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪3 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪4 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪34 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

2 King Beds

3 bathrooms, 3 half bathrooms

Bathroom

Bathroom

Bathroom

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Kitchen
Kitchenette
Balcony
Separate dining area

Add dates for prices

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  • Pool
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About the area

Summerland Key

Located in Summerland Key, this holiday home is on the waterfront. 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.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 3 min drive - 3.6 km
  • Upper Sugarloaf Sound - 4 min drive - 4.9 km
  • Lower Sugarloaf Sound - 7 min drive - 8.5 km
  • Florida Keys Beaches - 8 min drive - 8.3 km
  • Great White Heron National Wildlife Refuge - 11 min drive - 8.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 28 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬8 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬2 min drive

Frequently asked questions

Does 101- Oceanside House with Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at 101- Oceanside House with Pool?

As of 2 November 2026, prices found for a 1-night stay for 2 adults at 101- Oceanside House with Pool on 7 September 2027 start from NZ$2,191, 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.

Is 101- Oceanside House with Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at 101- Oceanside House with Pool?

On-site parking is available at the property.

What time is check-in at 101- Oceanside House with Pool?

Check-in begins at 4:00 PM.

What time is check-out at 101- Oceanside House with Pool?

Checkout is at 10:00 AM.

Where is 101- Oceanside House with Pool located?

Situated on the waterfront, this holiday home is 2 mi (3.3 km) from Upper Sugarloaf Key and within 6 miles (10 km) of 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. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location with a waterfront view.
Stayed 5 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was lovely, beautiful decor and the host was responsive to our questions. We enjoyed the pool and waterfront and the beautiful sunsets.
Stayed 10 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a relaxing, fun and comfortable stay. The host was more than accommodating and the condo was impeccable. The location is very convenient to local restaurants as well as a quick drive to Key West. My only recommendation is to provide more towels. For an extended stay with more than 2 guests it needs more beach and bath towels.
Stayed 16 nights in Dec 2025
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