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Kelly's Kabin - Adorable Private Summerland Key Cottage

Vacation home near Florida Keys Beaches in Summerland Key

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

An outdoor patio with a table and chairs, a barbecue grill, and a shaded area.
A bedroom with a bed, a chair, a nightstand, a painting, and a window with blinds.
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 living room with a stone fireplace, a flat-screen TV, a gray sofa, and patterned armchair.
A modern kitchen with granite countertops, stainless steel appliances, and light-colored cabinetry.

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms1 bathroomSleeps 5

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

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

Room options

About the area

Summerland Key

In Summerland Key .Within 3 miles (5 km) of this Summerland Key vacation home, you'll find Florida Keys Beaches and Crab Key. Venture Out Keys and Venture Key are also within 3 miles (5 km).
View more Vacation homes in Summerland KeyOpens in a new window

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 Intl. Airport (EYW) - 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
  • ‪The Bent Prop - ‬6 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin is a recently renovated property freshly painted in tropical blues. It's a private home without neighbors. There is ample parking for multiple vehicles and your boat. The property is fully licensed for nightly, weekly, or monthly rentals.
Summerland Key is located at mile marker 24, which allows you to enjoy short drives north to Big Pine Key, Bahia Honda National Park, and Marathon Key. The major attractions of Key West are only 35 minutes to the south. Public transportation is conveniently accessible immediately adjacent to the cottage. No need to drive or find parking! Looe Key, with its phenomenal snorkeling and diving, is accessible through a variety of local charters. Kayaks, paddleboards and bicycles can be rented nearby. Fishing options include back country fishing, ocean fishing or bridge fishing. A lovely bike path is located at the back of the property. This property is close to favorite local restaurants as well as a small gourmet grocery. Food delivery is also available.
The private lighted back patio overlooks a mangrove area, which leads to the Gulf of Mexico. The outdoor area includes a patio table, fire pit, charcoal grill, and fish cleaning station. You can observe native birds and often the endangered Key Deer from the patio.
Inside the cottage, the main bedroom has a new king size bed. The pull-out couch has a comfortable gel foam mattress, and the front area has a comfortable single day bed.
The full kitchen is equipped with new appliances, ample counter space and a breakfast bar.
The bathroom has a bathtub and shower equipped with shampoo, conditioner, soap, clean towels, iron and a first aid kit. All linens, as well as beach towels and a beach umbrella are provided.
The living area has a smart TV. The house is equipped with free Wi-Fi and a landline for emergencies.
We hope you'll come relax in this welcoming tropical oasis and make new "Low Key" friends while here in paradise!
We live locally and are available to assist to make your rental experience relaxing and enjoyable.

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  • On private beach
  • Pool
  • Hot tub
  • Pet friendly
4.9 out of 5, Exceptional, 594 reviews
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Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Day bed
  • Sofa bed

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Charcoal grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming cats and dogs only
  • One pet total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Meal delivery service

Things to do

  • Fish cleaning table

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Only dogs and cats are allowed
  • Maximum 1 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a smoke detector, and a first aid kit in each accommodation.

Frequently asked questions

How close is Kelly's Kabin - Adorable Private Summerland Key Cottage to the airport?

This vacation home is 21.9 mi (31-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

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

As of Jul 7, 2026, prices found for a 1-night stay for 2 adults at Kelly's Kabin - Adorable Private Summerland Key Cottage on Jul 12, 2026 start from CA $288, excluding 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.

Does Kelly's Kabin - Adorable Private Summerland Key Cottage have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Kelly's Kabin - Adorable Private Summerland Key Cottage to the beach?

This vacation home is 1.4 mi (3-min drive) from Florida Keys Beaches and 11.6 mi (21-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Kelly's Kabin - Adorable Private Summerland Key Cottage offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Kelly's Kabin - Adorable Private Summerland Key Cottage?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Kelly's Kabin - Adorable Private Summerland Key Cottage?

Free parking is not available at this vacation home.

Does Kelly's Kabin - Adorable Private Summerland Key Cottage have a pool?

This vacation home does not have a pool.

Does Kelly's Kabin - Adorable Private Summerland Key Cottage have a spa?

There are no spa services available at this vacation home.

How close is Kelly's Kabin - Adorable Private Summerland Key Cottage to downtown Summerland Key?

This vacation home is 0.6 mi away from Summerland Key.

Kelly's Kabin - Adorable Private Summerland Key Cottage Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 107 out of 124 reviews
Rating 8 - Good. 15 out of 124 reviews
Rating 6 - Okay. 1 out of 124 reviews
Rating 4 - Poor. 1 out of 124 reviews
Rating 2 - Terrible. 0 out of 124 reviews

9.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified

8/10 Good

Dennis G.

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

8/10 Good

Sharon L.

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

10/10 Excellent

Lisa K.

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

10/10 Excellent

Brad R.

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

10/10 Excellent

Janet C.

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

6/10 Okay

Cade S.

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

10/10 Excellent

Becky H.

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
Verified

10/10 Excellent

Katheryn K.

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
Verified

10/10 Excellent

Heather S.

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

10/10 Excellent

Scott R.

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

10/10 Excellent

James D.

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

10/10 Excellent

Joel W.

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

10/10 Excellent

Michelle P.

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

8/10 Good

Linda S.

Liked: Cleanliness, check-in, communication
House was cute. I did not like the front windows because I felt like people could see in at night if they wandered onto the property. Location was ok….not thrilled with being right on the highway.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

sheila P.

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
Verified

10/10 Excellent

Darla S.

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
Verified

10/10 Excellent

Katie K.

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

Third year

This was our third year staying here! Every year it is great and exactly what we need. Close by to restaurants and a quick drive down to Key West. Thanks again!
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Stephen M.

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
Verified

10/10 Excellent

Ashley P.

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

8/10 Good

Jessica R.

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

10/10 Excellent

Ted S.

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

10/10 Excellent

Tamara M.

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
Verified

10/10 Excellent

cindy v.

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

10/10 Excellent

Stephanie C.

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

10/10 Excellent

Mitchell C.

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

Vacay

It was nice and clean
Stayed 4 nights in Apr 2024