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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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Fridge, microwave, oven, stovetop
Smart TV, books
Fridge, microwave, oven, stovetop
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Outdoor dining

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
  • Upper Sugarloaf Key - 8 min drive - 9.6 km
  • Upper Sugarloaf Sound - 9 min drive - 10.9 km
  • National Key Deer Refuge Visitor Center - 11 min drive - 13.9 km
  • Key West Visitors Center - 12 min drive - 15.5 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
  • ‪Mangrove Mama's - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬3 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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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 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. 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 May 22, 2026, prices found for a 1-night stay for 2 adults at Kelly's Kabin - Adorable Private Summerland Key Cottage on Jun 10, 2026 start from CA $296, 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

10/10 Excellent

John B., Montrose, CO

Liked: Cleanliness
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

8/10 Good

Sharon L.

Liked: Cleanliness
House was very clean and in close proximity to Key West, Marathon, and Big Pine Key.
Stayed 4 nights in Jan 2026

8/10 Good

Linda S.

Liked: Cleanliness
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

10/10 Excellent

Daniel M.

Liked: Cleanliness
Evidently the previous tenant let the host know the microwave was not heating correctly, so the host informed us and had a spare, countertop microwave ready before we arrived. We appreciated the effort on short notice. The full size refrigerator was large enough to hold two carry-on suitcases full of vacuum-sealed frozen fish and gel packs. Made it through TSA too. :)
Stayed 4 nights in Nov 2025

8/10 Good

Dennis G., Valrico, United States

Liked: Cleanliness
Great location and Host was very helpful and responsive.
Stayed 7 nights in Nov 2025

10/10 Excellent

Heather S.

Liked: Cleanliness
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

10/10 Excellent

Katie K.

Liked: Cleanliness

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

8/10 Good

Suzi-Jeff R.

Liked: Cleanliness
Stayed 7 nights in May 2025

10/10 Excellent

Michelle P., Seminole USA

Liked: Cleanliness

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

10/10 Excellent

Lisa K.

Liked: Cleanliness
We enjoyed our stay! Great little house and location.
Stayed 7 nights in Jun 2025

10/10 Excellent

Becky H.

Liked: Cleanliness

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

6/10 Okay

Cade S.

Liked: Cleanliness

Vacation at Kelly’s cabin

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

10/10 Excellent

Phyllis B.

Liked: Cleanliness
Stayed 3 nights in Apr 2025

10/10 Excellent

Greg T.

Liked: Cleanliness

Wonderful Family Spring Break Getaway

The property was perfect for our family of 5 enjoying a spring break trip through the Everglades and down to Key West. The cabin was super convenient to Key West (20 minutes) but nice to be a little removed from the hustle and bustle of town. The kids loved having a little space to explore out back. While we didn’t cook in the two days we were there, the kitchen was well equipped and it was nice to have all the space of weren’t on the go so much. Beds were comfortable and would recommend this as a home base for anyone heading to the key west area.
Stayed 2 nights in Mar 2025

10/10 Excellent

Sandra S.

Liked: Cleanliness

Beautiful little cabin

This was our second time staying here. Feels very secluded although it's right off the highway. We saw many Key deer on our way to No Name Pub , including babies who thougt we should feed them) (We did not feed them). Highly recommend!
Stayed 9 nights in Feb 2025

10/10 Excellent

Fran C.

Liked: Cleanliness

Pretty little cottage

First time in the Florida Keys and it did not disappoint. The cottage was quaint and comfortable. The property is located on the main road on Overseas Highway and is a very busy road. The walking trail behind the property was really nice. Short 1/2 hour trip to Key West. Pickleball nearby! Overall, we enjoyed our stay. One suggestion. The lock on the door was a little tricky.
Stayed 14 nights in Feb 2025

8/10 Good

Heather

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
This place was super cute, quiet and had added extras like chairs and towels for the beach and a cooler. The ac units were a little funky (maybe because of the storm) but they responded right away and got them fixed the next day. For us, the only “downfall” was no tv in the bedroom, but that’s not a huge deal. We would definitely stay again!
Stayed 2 nights in Feb 2025

10/10 Excellent

Ron S.

Liked: Cleanliness

Three guys fishing

Very good location to fish from. We were flats fishing around Summerland Key. Plenty of decent restaurants and shops nearby but not crazy busy. The house has everything we needed. One guy got the bedroom, one got the pull out couch, a I got the twin size bed off the living room. Nice backyard with patio furniture and grill. If you are a light sleeper (I am not) the road noise might be an issue—but it doesn’t start until about 6 am. For us it was perfect!
Stayed 6 nights in Feb 2025

10/10 Excellent

Casie S., Lake Mary, FLORIDA US

Liked: Cleanliness

Our 2nd Visit was perfect!

Kelly's Kabin is the perfect spot for my family and Kristin is such a sweet and accommodating host. Our pup was comfortable and the Kabin is nicely located in Summerland Key. A great coffee shop 5 min up the road in and a sweet little market that has whatever you forgot to bring! Thank you again for a wonderful stay and the happiest memories.
Stayed 7 nights in Nov 2024

10/10 Excellent

Joel W.

Liked: Cleanliness

Nice stay at Kelly's Kabin

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

10/10 Excellent

David M., North East Maryland

Liked: Cleanliness

Little Paradise

Check in was super easy.Over all was a very comfortable place.Air condition was nice and cold..Everything worked properly.Located just South of Boondocks Bar&Grille which os one of our favorite spots.Easy to get back and forth to Key West.Would definately stay here again.
Stayed 5 nights in Nov 2024

10/10 Excellent

James D.

Liked: Cleanliness

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

10/10 Excellent

cindy v.

Liked: Cleanliness

Hidden gem

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

10/10 Excellent

Joshua S.

Liked: Cleanliness

Friends birthday trip (2 people)

We had a fantastic time. We brought our bikes and kayaks. The house is centrally located to Key West and Bahia Honda, both on our itinerary. The bike path behind the house and throughout the adjacent keys was very nice to ride. Thanks for letting us stay!!
Stayed 4 nights in May 2024

8/10 Good

Gregory W.

Liked: Cleanliness

Keys First Timers

Clean, functional house. Plenty of space for a couple or small family. Kitchen and bathroom were excellent - well maintained, nice finishes, couldn't have asked for more. House is somewhat isolated even while being on the main road, so if you're looking for activity, this might not be the spot. Some road noise, but was never overbearing.
Stayed 8 nights in Apr 2024