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Waterfront Beach Houses with Dock & Heated Pool!

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Miscellaneous
Interior
Fridge, microwave, oven, stovetop
Exterior
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

8 bedrooms5 bathroomsSleeps 203400 sq ft

Popular amenities

  • Parking available
  • Kitchen
  • Dryer
  • Washer
  • Barbecue grill

Explore the area

Map
Little Torch Key, FL
  • National Key Deer Refuge Visitor Center
    ‪5 min drive‬
  • Key West Visitors Center
    ‪6 min drive‬
  • Bahia Honda State Park
    ‪17 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪50 min drive‬

Room options

About the neighborhood

Summerland Key

Oceanside stay.You'll find Big Pine Key Flea Market and National Key Deer Refuge Visitor Center within 3 miles (5 km) of this vacation home. Key West Visitors Center and Coupon Bight Aquatic Preserve are also within 6 miles (10 km).
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Big Pine Key Flea Market - 4 min drive - 2.5 miles
  • National Key Deer Refuge Visitor Center - 5 min drive - 2.9 miles
  • Key West Visitors Center - 6 min drive - 3.9 miles
  • Calusa Beach - 17 min drive - 11.0 miles
  • Bahia Honda State Park - 17 min drive - 12.4 miles

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 33 min drive

Restaurants

  • ‪No Name Pub - ‬9 min drive
  • ‪Boondocks Grille & Draft House - ‬3 min drive
  • ‪Kiki's Sandbar - ‬2 min walk
  • ‪The Square Grouper Bar & Grill - ‬10 min drive
  • ‪Looe Key Tiki Bar & 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.

Waterfront Beach Houses with Dock & Heated Pool!

Welcome to Paradise!
Stay in the amazing Keys and beautiful waterfront homes with 200 foot dock for your boat. Two exclusive heated pools to relax and enjoy the surrounding ocean view - just breath taking! The private lot is almost an acre with two homes and still very spacious. Stunning panoramic water views, sunrise, sunset, steps from ocean water. Bring or rent fishing and snorkel gear nearby to fish off the dock and enjoy the underwater scenery!

The Space:
Barry Beach main house has an airy floor plan from living room to kitchen. Sofas, lounge chair, TV, separate entrance to pool and patio. Dining area with high back chairs. Two master bedrooms have king size beds, bath in suites, and TV's. Cozy and spacious queen bedroom with TV near the third bath. Forth bedroom has two single twin beds and board games for entertainment! Tile throughout. Awesome fishing quarters for family and friends. Pet friendly!

The Guesthouse has an open living and dining room concept with queen sofa bed and recliner massage chair in each space. The upstairs space has two bedrooms and one bath, the ground level space same layout. Kings and trundle beds (one king, two full and one roll out single bed) in each space.

Amenities:
Two outdoor heated pools, cable, wifi, central air, 4 free parking spaces for main house and 6 free parking for Guesthouse, private entrances, full kitchens, stoves, ovens, refrigerators, dishwasher, dishes, silverware, cooking basics, regular coffee makers, coffee, tea, microwaves, toaster ovens, blenders, washers, dryers, bathtubs, showers, hot water, toiletries, first aid kits, hangers, irons, TV's, board games, bed linens, extra pillows and blankets, bath and beach towels, hair dryers, laptop friendly workspace, beach chairs, patio table and chairs, BBQ grills, outdoor bait freezer.

Dock and Ramp:
Available to guests with one boat per home up to 50 foot included in your stay. The dock has water hose, catch cleaning station, and power outlet. Low tide is around six feet at dock's end and one foot near the shoreline. Nearest boat ramp is minutes away at 751 State Road 4A, Little Torch Key. Launch your boat then dock it or explore the area for some fun in the sun!

Location:
Barry Beach & Guesthouse is located mile marker 28.5 on the Gulf side. Only a 10 - 15 minute boat ride to open waters towards Gulf or Atlantic. No RV hookups, no RV/camper/tent/outdoor accommodations provided (we are not campground zoned).

Activities:
Enjoy the stunning views of our nearby sandy beaches! Bahia Honda State Park and Beach around 10 minute car ride. Sombrero Beach in Marathon is a 25 minutes drive with iconic beach views! Fort Zachary Taylor Beach in Key West is the western most beach and worth the 45 minutes drive.

Rent fishing rods and kayaks at Jig's Bait and Tackle in Big Pine Key. Rent boat, snorkel and fishing gear, paddle boards, charters, and specialty cruises at Captain Hooks in Big Pine Key.

Walking distance to Kiki's Sandbar Restaurant. Minutes from Little Palm Island and ferry. Only 15 minute boat ride to the famous Looe Key reef for diving/snorkeling. Picnic Island is great for swimming and relaxing on the beach, a 10 minute boat ride. Big Pine Key is 5 to 10 minutes by car, the habitat of beautiful key deer and has an amazing park with panoramic water view! The Blue Hole trails in Big Pine are great for biking, hiking, and walking. Also has a lake with sea life! Snipe Key has swing on tree and spectacular beach about 45 minute boat ride.

Square Grouper Restaurant in Cudjoe Key is best for everything (main floor) and My New Joint (second floor) is great for raw bar. Santiago's Bodega is one of the best in Key West. Walk Duval Street Key West for restaurants, shops, and touring. The Guidebook for things to do, places to see, where to eat, and where to shop is provided in the homes during your stay.

Watch the sunrise and sunset from the dock or go to the famous Key West Mallory Square to catch the westernmost sunset of the Florida Keys! Sight-see on the Key West Conch Tour train for a some Key West history. Tour Ernest Hemingway Home and Museum in Key West to see his six toed cats. Or visit treasure hunter Mel Fisher Maritime Museum, also in Key West. Only 28 miles to Key West!

Easy Check-in:
Self check-in with keyless entry or lockbox key.

We look forward to accommodating!

Property manager

Cozy Coves Beach

Languages

English

Similar properties

Outdoor pool

One of the very few beach houses with a daily, rental license in the Keys.

  • Pool
  • Kitchen
  • Washer
  • Dryer
4.4 out of 5, Excellent, 59 reviews
$1,186 nightly
The price is $1,316
May 21 - May 22
Total includes taxes and fees
One of the very few beach houses with a daily, rental license in the Keys.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Stereo
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property
  • Note from host: Please use the outdoor sand pots for disposal.

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Rafting nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

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
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 3,400 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Maximum 2 pets
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • Note from host: An adult must accompany children under 18 always.

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
Note from host: Quiet time is 9 pm - 9 am.
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 fire extinguisher, a first aid kit, and a deadbolt lock
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. Note from host: Quiet time is 9 pm - 9 am. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Property is also known as

Barry Beach Waterfront Cozy House Dock
Barry Beach Waterfront Cozy Dock
Barry Waterfront Cozy Dock
Barry Beach Waterfront Beach House Dock Little Torch Key
Barry Beach Waterfront Beach House Dock
Barry Beach Waterfront Beach Dock Little Torch Key
Barry Beach Waterfront Beach House Dock Little Torch Key
Barry Beach Waterfront Beach House Dock
Barry Beach Waterfront Beach Dock Little Torch Key
Barry Beach Waterfront Beach Dock
Barry Beach Waterfront Cozy House With Dock Heated Pool!
Barry Waterfront House Dock
Barry Beach Waterfront Beach House With Dock Heated Pool!
Barry Beach Waterfront Cozy House With Dock Heated Pool!
Barry Waterfront House Dock

Frequently asked questions

How close is Waterfront Beach Houses with Dock & Heated Pool! to the airport?

This vacation home is 23.3 mi (33-min drive) away from the Marathon, FL (MTH-Florida Keys Marathon) airport, the closest popular airport to the property.

Does Waterfront Beach Houses with Dock & Heated Pool! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Waterfront Beach Houses with Dock & Heated Pool! to the beach?

This vacation home is 7.1 mi (15-min drive) from Florida Keys Beaches and 9 mi (15-min drive) from Loggerhead Beach. Don't forget your sunscreen!

Does Waterfront Beach Houses with Dock & Heated Pool! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Waterfront Beach Houses with Dock & Heated Pool!?

No, there is no casino at this vacation home.

What time is check-in at Waterfront Beach Houses with Dock & Heated Pool!?

Check-in begins at 3:00 PM.

Is there free parking at Waterfront Beach Houses with Dock & Heated Pool!?

Free parking is not available at this vacation home.

Does Waterfront Beach Houses with Dock & Heated Pool! have a pool?

Yes, there's a private pool.

Does Waterfront Beach Houses with Dock & Heated Pool! have a spa?

There are no spa services available at this vacation home.

How close is Waterfront Beach Houses with Dock & Heated Pool! to downtown Summerland Key?

This vacation home is 3.7 mi away from Summerland Key.

Waterfront Beach Houses with Dock & Heated Pool! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 70 out of 75 reviews
Rating 8 - Good. 4 out of 75 reviews
Rating 6 - Okay. 1 out of 75 reviews
Rating 4 - Poor. 0 out of 75 reviews
Rating 2 - Terrible. 0 out of 75 reviews

9.6/10

Cleanliness

10/10

Amenities

Reviews

10/10 Excellent

Char R., owensboro

Liked: Cleanliness

Senior spring break

we could not have enjoyed our time more at this house! It was well stocked, wonderfully located, and well maintained.Communication with the owners was fabulous!
Stayed 7 nights in Mar 2025

10/10 Excellent

peter s., LEWISTON, Mi.

Liked: Cleanliness

Little Torch Prize

The house and property are very nice, is advertised, it is the perfect setting for families who want privacy but yet only a couple miles away from restaurants, shopping, etc. The dock is great and having Kikis next door was a plus.
Stayed 9 nights in Mar 2025

10/10 Excellent

Annie C., Wells River

Liked: Cleanliness

Great location plenty of room beautiful property

Owners and maintenace staff were all friendly and helpful. Noticeable small upkeep projects such as light bulbs, chalking around tubs, clean up under house and in wooded area around house due to ocean debris in the main house could be better maintained. Otherwise, house’s are 100 percent as discribed
Stayed 9 nights in Jan 2025

10/10 Excellent

Karen S.

Liked: Cleanliness

Company Trip

Everything was fantastic, just as we saw on the website. We appreciate the hospitality and will book our annual trip for next year very soon, so we don't miss out on the dates!
Stayed 2 nights in Sep 2024

10/10 Excellent

Roger A.

The place was great

The location and the size of the property was amazing. It could’ve used a better cleaning. There were hairs in the bathroom sinks and some garbage was left under the kitchen sink.
Stayed 5 nights in Sep 2024

10/10 Excellent

Flavio Valdes J.

Liked: Cleanliness

Beautiful House

Family had a great stay. We will come again.
Stayed 7 nights in Aug 2024

10/10 Excellent

Yadisney Vidal R.

Liked: Cleanliness

Perfect vacation!!!

Instalaciones perfectas, todo limpo y bello. Atención constante a todas nuestras necesidades y la zona muy buena tambien. Sin dudas volveriamos a repetir. Gracias
Stayed 2 nights in May 2024

6/10 Okay

Mony R., Palm harbor US

Nice Property but not as Listed

Property is nice but listing is confusing the listing says it sleeps 20 but that is if you rent both homes. Had several issues that had to resolve myself. Make sure you ask plenty of questions. Main property sleeps 6 adults and 4th room has twin beds.
Stayed 7 nights in Dec 2023

10/10 Excellent

Austin P.

Liked: Cleanliness

Reclining

Wasnt sure on reclining process
Stayed 4 nights in Dec 2023

10/10 Excellent

David R., Port Charlotte Florida

Liked: Cleanliness

Fun times

Every thing was great had a good time!
Stayed 3 nights in Oct 2023

8/10 Good

Shieva Z.

Liked: Cleanliness

Great space and view

The space for the amount of people was great. Views and amenities were nice. Place could have been cleaner, needs a deep clean but not terrible. The ants on the pool deck were really bad so unless you were in pool or on chair you couldn’t sit on side of pool with feet in. The restaurant/bar next door is literally next door and the music is on until 9 pm so if you want quiet or sleep before that it’s not going to happen. Property manager showed up on day 2 without notice which was strange but he was very nice and left quickly. Plenty of towels and seating, all in all good for a large groups.
Stayed 6 nights in Oct 2023

8/10 Good

Toral H.

Perfect for a multiple family vacation with kids :)

Thank you so much for welcoming us for our friends and family vacation. The houses and location were exactly what we were looking for. The property manager Walt was amazing - responsive and helpful. The cleanliness, especially in the guest house, could use some work. The alarm on the sliding doors and the very secure fence around the pool gave us parents such a peace of mind with all of our kids running around. The kitchen could use some plastic dishes for kids and eating lunch by the pool. We will definitely be back next year! The staff at Kiki’s was so welcoming and the kids had a blast dancing to the band. Thank you.
Stayed 2 nights in Oct 2023

10/10 Excellent

Marianne N.

Liked: Cleanliness

FAVORITE KEYS RENTAL PROPERTY

ALWAYS A GREAT STAY HERE. THANKS AGAIN
Stayed 7 nights in Aug 2023

10/10 Excellent

Kim E.

Liked: Cleanliness

Family vacation

Great property and location for Lower Keys activities. Access to both homes is nice with a large group. View, dock, parking, outside bait freezer and pools are great! The only suggestion would be to add an ice maker to keep up with larger crowds. Property manager and owners are very responsive. Definitely recommend this property!
Stayed 7 nights in May 2023

8/10 Good

Cynthia P.

Celebration

My family gathered to celebrate 25 years of me surviving stage 3 breast cancer. I also celebrated one of my grandsons 21st birthday. We had a wonderful time and was sad to see the week end.
Stayed 7 nights in Oct 2022

10/10 Excellent

Shelley S.

Liked: Cleanliness

Fantastic stay

Everything about the accommodation is perfect. The house was beautiful and incredibly well equipped , absolutely everything you need. The rooms are individual and a good size with all the comforts you could need. The outside is amazing, one of our best vacations. Thank you
Stayed 3 nights in Oct 2022

10/10 Excellent

yoani F.

Nice place

Great family vacation, the place was nice and comfortable, awesome host.
Stayed 2 nights in Oct 2022

10/10 Excellent

Shelby A.

Liked: Cleanliness

Family Vacation

Barry Beach and guesthouse had plenty of room for our family. Did not bring kiddos but had the space to do so. Plenty of room for family. Loved big open layout for kitchen and living room. Comfy couches. We spent our time lounging by pool. Would book again. We wanted to stay longer but weather happened and hosts were accommodating.
Stayed 3 nights in Sep 2022

10/10 Excellent

Tracy D.

Liked: Cleanliness

Family vacation

This location and houses were ideal for our Family Vacation of 17. Pools were great atmosphere was good. Nothing fancy just feels like home.
Stayed 7 nights in May 2022

10/10 Excellent

Susan D., Suth Carolina USA

Liked: Cleanliness

Incredible

We had 12 adults and 2 children in our group. Family from California, Texas, Michigan and North and South Carolina. This was a memorial trip celebrating the life of my brother who passed in 2019. This property was absolutely perfect. Plenty of room, we all had our own bedrooms. The houses were fully equipped beautiful and super clean. The views, pool, gathering spaces inside and out were tremendous. The owners were outstanding and very accommodating to our large group. We had a boat a few days too utilizing the dock, and fished off it too. Looking forward to renting here again also the location was perfect many of us went to Key West and Marathon to swim with the dolphins
Stayed 7 nights in Apr 2022

10/10 Excellent

Carole C.

Liked: Cleanliness

Family vaca

Renting the property was easy. It was really nice to have the space for all our family to be together yet also to have their own areas allowing alone time as wanted. The 2 pools also was so great, again allowing options for all!
Stayed 7 nights in Apr 2022

10/10 Excellent

Gwen A.

Liked: Cleanliness

Beautiful Keys location!

Great location and beautiful house! Our family loved our stay at Barry Beach. House had everything we needed for a fun and relaxing vacation. The hosts were super!
Stayed 10 nights in Mar 2022

10/10 Excellent

michelle b., Binghamton, NY

Liked: Cleanliness

Excellent stay!

This was a stay for my friends and family. We had 11 of us. We all fit comfortably. We stayed in the main house and secondary house as well. The main house has 4 bedrooms. The second house has essentially 2 apartments with 2 bedrooms and a kitchen in each. The only complaint was that the double bed bunk beds were a bit difficult for full grown adults to sleep on. But then again, if we had needed the extra sleeping space, it would have been quite convenient. The main kitchen was very well stocked with pots, pans, spices, even a croc pot (we were there for superbowl Sunday and made good use of it)! The view is beautiful from the dock as well as from the living room. The pool was well maintained and a comfortable temperature. As for location, you couldn't do much better. 30 min to Key West or Marathon. 5 minutes to the grocery store. There is a restaurant right next store that you can just walk over to (there is some noise associated with this from music playing but we found it enjoyable). We had no complaints and would recommend to anyone to book here.
Stayed 7 nights in Feb 2022

10/10 Excellent

Samantha K.

Liked: Cleanliness

Great Vacation

We had a total of 18 people staying at the property. The property has everything you could want for a get-together. We came to celebrate a birthday and Thanksgiving. There are so many amazing sea animals to see right off the dock and snorkeling. The Sunrise from the dock was beyond amazing. With almost 20 people in the house it never felt small. There was more than enough room for everyone. The restaurant next door was delicious and will cook fish that you bring in. This was a great place to stay and we would look forward to staying there again.
Stayed 7 nights in Nov 2021

10/10 Excellent

Amanda C.

Liked: Cleanliness

Perfect Setting for an Intimate Wedding

Our experience was amazing. The location was perfect for an intimate wedding with different families staying together. My parents are divorced and I have a sibling on each side, they were able to have their own separate apartments with the use of the guest house. While my husbands mother stayed with us in the main house. The kitchen and dining area in the main house was big enough to accommodate two chefs cooking, with 20 guests for the wedding reception itself. The outside area by the water was perfect for the ceremony. My family enjoyed going out on the dock each morning and swimming whenever they wanted in either pool, or off the main dock. Kikis right next door was perfect for anyone that wanted a drink or a meal without having to cook it. It was truly perfect and we all hope to get to stay there again together someday.
Stayed 7 nights in Oct 2021