Waterfront Beach Houses with Dock & Heated Pools

Photo gallery for Waterfront Beach Houses with Dock & Heated Pools

A large house with a swimming pool surrounded by lush greenery and a dock.
A modern kitchen with white cabinets, granite countertops, a built-in oven, and a large window offering a view.
A modern living room with a glass dining table, a blue sofa, and a ceiling fan.
A pool area with a fenced deck, lounge chairs, and a small inflatable pool.
A spacious living area with a dining table, chairs, and a ceiling fan.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • 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

  • Patio
  • Private pool
  • Pet-friendly
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View map
Little Torch Key, FL
  • Place, Big Pine Key Flea Market
    ‪3 min drive‬
  • Place, National Key Deer Refuge Visitor Center
    ‪4 min drive‬
  • Place, Coupon Bight Aquatic Preserve
    ‪4 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪47 min drive‬

Rooms & beds

8 bedrooms (sleeps 20)

Bedroom

+11
8 Single Beds, 2 Double Murphy Beds, 4 King Beds and 1 Queen Bed

5 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Bathtub · Toilet · Shower only

Bathroom 5

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

Add dates for prices

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About the area

Summerland Key

Located in Summerland Key, this holiday home is on the waterfront. 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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and cycling nearby.
View more Holiday homes in Summerland KeyOpens in a new window
Map
Little Torch Key, FL

What's nearby

  • Boondocks Grille & Draft House - 3 min drive - 3.7 km
  • Big Pine Key Flea Market - 3 min drive - 4.0 km
  • National Key Deer Refuge Visitor Center - 4 min drive - 4.6 km
  • Coupon Bight Aquatic Preserve - 4 min drive - 4.3 km
  • Key West Visitors Center - 5 min drive - 6.3 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬3 min drive
  • ‪Morning Joint - ‬9 min drive
  • ‪No Name Pub - ‬9 min drive
  • ‪Kiki's Sandbar - ‬2 min walk
  • ‪Looe Key Tiki Bar & Restaurant - ‬3 min drive

Frequently asked questions

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

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

How much does it cost to stay at Waterfront Beach Houses with Dock & Heated Pools?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Waterfront Beach Houses with Dock & Heated Pools on 16 November 2026 start from NZ$7,658, 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 Waterfront Beach Houses with Dock & Heated Pools pet-friendly?

Yes, this property allows pets (limit 2 total) with a maximum weight of up to 453 kg per pet.

How much is parking at Waterfront Beach Houses with Dock & Heated Pools?

On-site parking is available at the property.

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

Check-in begins at 3:00 PM.

What time is check-out at Waterfront Beach Houses with Dock & Heated Pools?

Checkout is at 10:00 AM.

Where is Waterfront Beach Houses with Dock & Heated Pools located?

Situated on the waterfront, this holiday home is within 3 miles (5 km) of Boondocks Grille & Draft House, Big Pine Key Flea Market and National Key Deer Refuge Visitor Center. Key West Visitors Center and Coupon Bight Aquatic Preserve are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 77 out of 82 reviews
Rating 8 - Good. 4 out of 82 reviews
Rating 6 - Okay. 1 out of 82 reviews
Rating 4 - Poor. 0 out of 82 reviews
Rating 2 - Terrible. 0 out of 82 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ideal setup for large groups who want to relax and socialize. Very clean, well equipped property with a beautiful view and an accommodating but not intrusive host.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lots of space, clean rooms (bedrooms, bathrooms), it was nice to have laundry detergent, clean pools, loved the dock!
Stayed 10 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay again. Will be back
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

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

Beautiful House

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

10/10 Excellent

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

Fantastic place

Fantastic place a truly Florida Keys experience. Beautiful view and location. The only thing that could be improved is the boat dock could be accessible to get in and out of a boat.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

FAVORITE KEYS RENTAL PROPERTY

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

10/10 Excellent

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

Fun times

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

10/10 Excellent

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

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
Verified review

10/10 Excellent

Beautiful home and view

Great house with open living area and wall of windows for an excellent view! Great dock for boats and some fishing. Rooms had very comfortable beds and were clean and modern. Pool was perfect with afternoon shade and plenty of seating. There is a great waterfront Nextdoor as well (Kiki’s). Had cool iguana visitors in the back and plenty of parking. Would definitely stay again!
Stayed 7 nights in Jul 2018
Response from VrboOwner on 21 June 2023
Thank you so much for taking the time to write a review of your stay. We are so happy to hear you enjoyed the beautiful view of the water, the pool, and the house. We like to think of Barry Beach as a nice and relaxing little piece of paradise where family and friends can come and spend some time together.
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

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

Reclining

Wasnt sure on reclining process
Stayed 4 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing vacation at Barry Beach House and Guest House. What a great vibe! Loved the location, close to Key West, on the water with stunning sunrises and great fishing from the dock. Caught mangrove snapper, pinfish, grunt, shark and missed several other large bites. Barely needed to leave the house. The pools were great. Loved being able to walk over to Kiki's to grab a bite to eat. Great trip with family and friends and the houses had everything we needed. Could use a little more general maintenance and slightly more attention to cleaning/details, but we were still thrilled with the total property and with our stay. All minor things like the blinds in master didn't reach bottom of window for privacy, found a piece of clothing from past guests still in bureau and the drawer underneath the oven was off track and wouldn't fully close. We will be back!
Stayed 7 nights in Apr 2026
Verified review

6/10 Okay

Liked: Check-in, communication, location
Disliked: Listing accuracy

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
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

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
Verified review

8/10 Good

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

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property is a hidden gem! Plenty of room for our group. Great access to everything Florida keys. Would highly recommend, and will book again in the future. The manager Walt is a great human!
Stayed 10 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, and wonderful place stay
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

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

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
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

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

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
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Nice place

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