Entire home

Kelly's Kabin - Adorable Private Summerland Key Cottage

Photo gallery for Kelly's Kabin - Adorable Private Summerland Key Cottage

A coastal property with a paved driveway leading to a building with a blue roof, surrounded by lush greenery and a view of the ocean.
A small, single-story building with a blue exterior, a white door, and a red 'R' sign indicating a restaurant.
An outdoor patio with a table and chairs, a pergola with hanging lights, and a white fence.
A modern kitchen with built-in appliances, a dining area with a wooden table and chairs, and a cozy bedroom with a bed and a view of the outdoors.
A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

Reviews

9.8 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 or patio
  • On-site fitness centre
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Free internet

Explore the area

View map
Summerland Key, FL
  • Place, Florida Keys Beaches
    ‪3 min drive‬
  • Place, Boondocks Grille & Draft House
    ‪6 min drive‬
  • Place, Upper Sugarloaf Key
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪39 min drive‬

Rooms & beds

1 bedroom (sleeps 5)

Bedroom 1

1 King Bed

Common area 1

1 Double Futon

Common area 2

1 Single Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen

Add dates for prices

Similar properties

Property grounds
Our little slice of paradise
Breezeswept Beach Estates
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
10.0 out of 10, Exceptional, (2 reviews)
Our little slice of paradise

About the area

Summerland Key

Summerland Key is home to this holiday home. The area's natural beauty can be seen at Florida Keys Beaches and Bahia Honda State Park. Blue Hole and Big Munson Island are also worth visiting.
View more Holiday homes in Summerland KeyOpens in a new window
Map
Summerland Key, FL

What's nearby

  • Florida Keys Beaches - 3 min drive - 2.3 km
  • Boondocks Grille & Draft House - 6 min drive - 6.7 km
  • Upper Sugarloaf Key - 8 min drive - 9.6 km
  • Upper Sugarloaf Sound - 9 min drive - 10.9 km
  • Big Pine Key Flea Market - 11 min drive - 13.2 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬4 min drive
  • ‪Morning Joint - ‬2 min drive
  • ‪Kiki's Sandbar - ‬7 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬5 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬18 min walk

Frequently asked questions

Is Kelly's Kabin - Adorable Private Summerland Key Cottage pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Kelly's Kabin - Adorable Private Summerland Key Cottage?

As of 31 October 2026, prices found for a 1-night stay for 2 adults at Kelly's Kabin - Adorable Private Summerland Key Cottage on 30 September 2027 start from NZ$895, 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 Kelly's Kabin - Adorable Private Summerland Key Cottage?

On-site parking is available at the property.

What time is check-in at Kelly's Kabin - Adorable Private Summerland Key Cottage?

Check-in begins at 4:00 PM.

What time is check-out at Kelly's Kabin - Adorable Private Summerland Key Cottage?

Checkout is at 11:00 AM.

Where is Kelly's Kabin - Adorable Private Summerland Key Cottage located?

Situated in Summerland Key, this holiday home is within 3 miles (5 km) of Florida Keys Beaches, Crab Key and Venture Out Keys. Venture Key and Pye Key are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 112 out of 129 reviews
Rating 8 - Good. 15 out of 129 reviews
Rating 6 - Okay. 1 out of 129 reviews
Rating 4 - Poor. 1 out of 129 reviews
Rating 2 - Terrible. 0 out of 129 reviews

9.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.4/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was such a cute home! Perfect for the three of us. It was a smooth check in and check out process. Very clean and had everything we needed. Kristin was easy to reach and very kind!
Stayed 8 nights in Sep 2026
Response from VrboOwner on 3 October 2026
Thank you Ashley! Hope you guys had an awesome anniversary celebration despite the rain!!! Come back again soon!!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and Host was very helpful and responsive.
Stayed 7 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice place. Centrally located near good restaurants, markets, etc.. Pet friendly which worked for us. Nice long walking trail behind cottage.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay! Great little house and location.
Stayed 7 nights in Jun 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was very clean and in close proximity to Key West, Marathon, and Big Pine Key.
Stayed 4 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Great location for some much needed time away.
Stayed 4 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location. Very comfortable home enjoyed the privacy.

Great vacation property
Stayed 14 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

This was a great place to stay for a week in the keys. We've already booked another stay!
Stayed 7 nights in Jul 2023
Response from VrboOwner on 1 September 2023
Wonderful guests!
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation at Kelly’s cabin

Clean property in a nice location.
Stayed 6 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home base for exploring the Keys

We enjoyed our stay in Kelly's Kabin. The house was very clean and comfortable, and was in a great location for exploring the mid to lower Keys.
Stayed 7 nights in May 2025
Response from VrboOwner on 28 May 2025
Thank you Becky! Hope you host you again very soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Really enjoyed our stay. Location was perfect. Mexican restaurant next door was very good. Great little place for a couples getaway, we were celebrating our 30th anniversary.
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Little Stay

Fantastic little spot to stay if you want to be away from the Key West mobs but want to be close enough for a quick trip there. Finely equipped cottage with good parking and close to a few good places to eat. Very clean and enjoyable.
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice stay at Kelly's Kabin

The property is as described. Good location. We would stay there again.
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

3 Great Night @Kellys Kabin

Great location and Kelly’s Kabin was clean and cozy. Had everything we needed.
Stayed 3 nights in Apr 2023
Response from VrboOwner on 13 April 2023
Thank you!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Kelly's Kabin was perfectly located to enjoy both the middle keys and lower keys during our stay. The property is quite spacious and well equipped with everything needed to make it feel like a home away from home. Thank you for the great accomodation for a break that my partner and I definitely needed.
Stayed 8 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean sweet little cabin

Loved the location and bike path behind property. Very clean place-would highly recommend
Stayed 2 nights in Oct 2022
Response from VrboOwner on 1 November 2022
Thank you! We are so glad you enjoyed your stay! Hope to host you again very soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Little Cabin

We enjoyed our stay. The cabin was nice and clean and there were little extras such as beach chairs, umbrella, bug spray, etc. The location was great and was only 30 minutes from key west. I would highly recommend staying here.
Stayed 4 nights in Aug 2023
Response from VrboOwner on 9 August 2023
Thank you for the nice review! We are so glad you enjoyed your stay at Kelly's Kabin! :-)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it!

It was a easy check in! And the house was very cozy and clean! Good place to stay!
Stayed 7 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Kelly’s Kabin

Property was in great location. Close to Bahia Honda park and Keys . Very clean
The morning joint for coffee
Honest Eco for snorkeling sandbar and sunset excursion
Turtle Hospital
Stayed 7 nights in Jun 2025
Verified review

8/10 Good

Liked: Check-in, communication, listing accuracy

Great Location!

Kelly’s Kanin is the the perfect location for a trip to the Keys - super close to Key West and Marathon! Julie’s Kitchen next door was the perfect spot to eat too!! Highly recommend.
Stayed 6 nights in Nov 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

AWESOME RENTAL!!!!

What a great property! Everything we needed for our stay and in a great location to get to lots of places in the Keys! Gotta love the cow mug!!
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute Cottage

Property was perfect for 2, but could comfortably accommodate 4. Location was excellent, easy half hour drive to Key West. It was a great place to come back to after exploring the Keys for the day!
Stayed 7 nights in Dec 2022
Response from VrboOwner on 21 December 2022
We are so glad you enjoyed your stay! Hope to host you again sometime soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Small Family Place

We loved Kelly's Kabin. It was adorable, affordable and perfect for our family of four. Great access to the other keys including Key West. We even loved the tree frog that woke up with us one morning!
Stayed 3 nights in Mar 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Hidden gem

Cute cottage clean very comfortable close to everything! Dining,entertainment even a grocery store
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacay

It was nice and clean
Stayed 4 nights in Apr 2024
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