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BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

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In the heart of Key West's The Meadows subdivision, Bottom’s Up Bungalow offers a serene escape with its lush tropical gardens and oversized pool. Unwind in the custom gazebo equipped with a wet bar or relax in the spacious living spaces throughout this 2-bedroom bungalow.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 61224 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
The current price is £1,365
includes taxes & fees
1 Mar - 2 Mar

Add dates for prices

About this property

Entire place

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

BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

Welcome to Bottom’s Up Bungalow — Your Private Tropical Escape in Old Town Key West

Step into a world of comfort and island charm at Bottom’s Up Bungalow, perfectly situated in the serene Meadows subdivision, just minutes from the vibrant heart of Key West. This immaculate 2-bedroom, 2-bathroom single-family home combines classic Florida bungalow appeal with modern amenities to create an inviting retreat that has earned over 100 glowing five-star reviews from delighted guests.

Home Highlights & Features

Spacious & Inviting Living Room
Bright and airy, the living room is designed for relaxation and socializing. Sink into the plush sectional sofa that easily converts into a sleeper for additional guests, or unwind in the comfortable sitting chair while enjoying your favorite shows on the large flatscreen TV. Natural light floods the room through large windows, creating a warm and welcoming atmosphere.

Elegant Formal Dining
Just off the living room, the formal dining area comfortably seats four — perfect for intimate dinners or leisurely breakfasts. The classic design complements the polished hardwood floors that flow throughout the home.

Chef’s Dream Kitchen
The heart of the home is a spacious, open-concept kitchen featuring generous counter space, high-quality appliances, and all the essential cookware and utensils to prepare anything from casual snacks to gourmet meals. A breakfast bar with stools offers a casual dining option, while the adjacent informal dining nook provides a cozy spot for family meals. Double French doors open onto the poolside patio, inviting fresh air and natural beauty inside.

Tranquil Primary Suite
The primary bedroom is a serene sanctuary, outfitted with a luxurious king-size bed, a sturdy chest of drawers, and a large closet with a full-size washer and dryer tucked inside for your convenience. Step through elegant French doors to the pool and garden, perfect for early morning coffee or evening relaxation under the stars.

Spa-Like Primary Bathroom
Located just outside the primary suite, the hallway bathroom boasts a spacious custom shower with sleek tilework, a large vanity with ample storage, and a linen closet to keep all your essentials neatly organized.

Flexible Guest Bedroom
The second bedroom features two twin beds that can easily be converted into a king bed upon request, ideal for couples or friends traveling together. This room also includes a chest of drawers, a roomy closet, and a private en-suite bathroom complete with a shower, vanity, and toilet — providing comfort and privacy for your guests.

Resort-Style Pool & Outdoor Living
Step outside to your private tropical paradise. The oversized pool, heated from December through May, is perfect for a refreshing swim any time of year. The attached whirlpool spa (note: not a hot tub) offers soothing bubbles to relax tired muscles. Surrounding the pool is an elevated deck with two sun loungers — ideal for soaking up the Florida sun. Enjoy meals or drinks at the outdoor dining table shaded by an umbrella, or retreat to the custom-built gazebo featuring a wet bar and bespoke seating, making it the ultimate space for entertaining or unwinding.

Lush Tropical Gardens & Privacy
The beautifully landscaped gardens are enhanced by tasteful lighting and privacy fencing, creating a secluded oasis that feels worlds away from the bustle of downtown Key West. The tranquil greenery invites you to savor quiet moments with family and friends in any season.

Parking & Convenience
One assigned parking space is available in the driveway for your ease and security. Additional vehicles can be parked roadside, subject to availability, allowing you to bring along extra guests or rental cars with peace of mind.

Prime Location Near the Best of Key West
Tucked away on a quiet one-way street within a peaceful community, Bottom’s Up Bungalow offers the perfect balance of tranquility and accessibility. You’re less than one mile from the excitement of Duval Street, famous beaches, and the marina. Enjoy the vibrant nightlife, eclectic dining, and unique shops of Old Town, then retreat to your calm, private sanctuary at day’s end.

Why Choose Bottom’s Up Bungalow?

Whether you’re here for a romantic getaway, a family vacation, or a fun trip with friends, Bottom’s Up Bungalow provides the perfect home base. With its spacious layout, thoughtful amenities, lush outdoor spaces, and unbeatable location, this bungalow promises a memorable Key West experience filled with relaxation, adventure, and island charm.

We invite you to be our guest and experience the magic of Bottom’s Up Bungalow on your next trip to Key West!

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Fenced yard
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near the marina

Things to do

  • Bicycle parking
  • Bicycle storage
  • Boat
  • Kayak
  • Water sports equipment
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks 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

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Garden
  • Local artist showcase
  • Locally-owned and organised tours and activities
  • Recycling
  • Unit size: 1,224 square feet
  • Water-efficient toilets

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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 28

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
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

Property is also known as

Bottom's Up Bungalow House Key West
Bottom's Up Bungalow Key West
Bottom's Up Bungalow Key West
Bottom's Up Bungalow Private vacation home
Bottom's Up Bungalow Private vacation home Key West

About the area

Located near the beach, this holiday home is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • #TroveOn A couple miles north of Key West, on the right is Boca Chica Rd, follow that road as far as you can and you'll get to the beach at Geiger Key. The road comes to an abrupt stop, the rest of it was destroyed in a hurricane years ago but you can park there and walk out. The beach is secluded and quiet, except when the Navy is holding flight practices. The planes are so close, you can see the pilots!
    Key West Naval Station
    1 min walk - 0.1 miles
  • Duval Street featuring signage
    Duval Street
    15 min walk - 0.9 miles
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    18 min walk - 1.0 mile
  • South Beach featuring a sandy beach and general coastal views as well as a small group of people
    South Beach
    19 min walk - 1.0 mile
  • Southernmost Point showing signage
    Southernmost Point
    7 min drive - 2.1 miles

Getting around

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

Restaurants

  • Circle K
    12 min walk
  • Dions Truman & White
    6 min walk
  • Square Grouper Key West
    14 min walk
  • Sandy's Café
    9 min walk
  • The Dive Bar Shirt Club - Grub House
    12 min walk

Frequently asked questions

Does BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL have a pool?

Yes, this property has a pool.

How much does it cost to stay at BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL?

As of 20 Feb 2026, prices found for a 1-night stay for 2 adults at BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL on 1 Mar 2026 start from £1,365.47, 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 BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL pet-friendly?

No, pets are not allowed at this property.

How much is parking at BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL?

On-site parking is available at the property.

What time is check-in at BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL?

Check-in begins at 4:00 PM.

What time is check-out at BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL?

Checkout is at 10:00 AM.

Where is BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL located?

Located in Key West Historic District, this holiday home is within 1 mile (2 km) of The Unitarian Universalist Fellowship of Key West, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point are also within 2 miles (3 km).

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BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 113 out of 116 reviews
Rating 8 - Good. 3 out of 116 reviews
Rating 6 - Okay. 0 out of 116 reviews
Rating 4 - Poor. 0 out of 116 reviews
Rating 2 - Terrible. 0 out of 116 reviews

10

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Jennifer P.

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

Winter getaway

It was beautifully decorated. Very comfortable and home feel.
Stayed 7 nights in Feb 2025

10/10 Excellent

Jim B.

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

Great property

Great property Great location. House is very well laid out. Pool area is a tropical oasis. Highly recommend!
Stayed 3 nights in Jan 2025

10/10 Excellent

Jennifer R.

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

Beautiful home, great location

We really enjoyed our stay at this home - it was clean and had everything we needed! The pool and outdoor space is wonderful and the location is great. It's about a mile walk to Duval and it's in a great neighborhood. We would stay here again.
Stayed 7 nights in Jul 2024

10/10 Excellent

Kara N.

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

Wonderful!

This house has everything needed for a relaxing and comfortable stay in Key West! We enjoyed every moment of our stay and look forward to coming back.
Stayed 7 nights in Apr 2024

10/10 Excellent

Johnnie D.

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

Amazing Property!

Bottoms Up Bungalow is an amazing option in Key West. The outdoor area and pool was the best part and it really made our week relaxing. The house is centrally located on the island which made it convenient.
Stayed 7 nights in Jul 2024

10/10 Excellent

Katherine A.

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

Nice private oasis

We had a great stay at this very nice comfortable home. The pool area is very relaxing and private. The heated pool was a definite plus. The beds and the linens were all very comfortable especially the master bedroom. Would definitely rent this property again. ( just wish that the weather was warmer)May start renting in March instead of January.The location of this home is perfect. Close to Old Town, and good restaurants.
Stayed 11 nights in Dec 2024

10/10 Excellent

Theresa D.

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

Bottoms Up in January

Very nice house in a quiet neighborhood. Private driveway was perfect since we rented a golf cart while in Key West. Pool is heated so we could use it even during cool days. A railing on the pool stairs would be nice.
Stayed 8 nights in Jan 2025

10/10 Excellent

Charles W. W.

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

Fantastic Property

This is a perfect home for your stay in Key West. Far enough away from Duval Street to have peace and quiet when you are enjoying the perfectly sized pool, but close enough to enjoy all the activities that Key West has to offer! I hope to be able to stay again in the future!
Stayed 7 nights in Sep 2023

10/10 Excellent

James D.

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

Key West 23'

Property is very nice. The neighborhood is quiet. We loved our stay. We will definitely be returning in the future.
Stayed 7 nights in Oct 2023

10/10 Excellent

Michelle S.

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

Great trip

Very clean and decorated super cute! Pool was so nice to be able to use in January. Had everything we would need and close enough to walk to various places. We will be coming back!
Stayed 7 nights in Jan 2024

10/10 Excellent

Stephanie L.

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

Perfect stay in paradise!!

This home was perfect for our all stay in Key West! Far enough from Duval for peace and quiet but close enough to be there in 5 min. The house had everything we needed and soooo comfortable! Host very in communication.
Stayed 7 nights in Oct 2023

10/10 Excellent

Jim F.

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

Newton street paradise

It’s a rarity that the final product is as good as represented, but this property exceeded all our expectations. The owners seemed to think of everything you would need to make your vacation a good one
Stayed 7 nights in Sep 2023

10/10 Excellent

Kevin and Tammie C.

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

Tropical oasis!

My husband and I had an amazing stay in this beautiful home. We spent our entire stay in the beautiful, private, tropical oasis pool and backyard. We had a wonderful relaxing week and will definitely return again in the future! The home was beautiful inside and out! Exactly as described and shown in the photos!
Stayed 7 nights in Aug 2023

10/10 Excellent

Kevin and Tammie C.

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

Best little getaway

This was our 2nd stay at Bottoms Up. We absolutely love this home. The pool is private and so relaxing. Love the tiki / lounge area to drink coffee in the mornings and just nap throughout the day. The only time we left the house was to drive around the island in the late evenings. We rarely left the pool. We will be back a 3rd , 4th etc., we just love this place !!! And, it’s quiet.
Stayed 8 nights in Sep 2024

10/10 Excellent

Brenda D.

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

Gorgeous Key West experience

We cannot say enough good things about our stay. After our many explorations about the island with sightseeing, water sports, shopping, and dining, each day we returned to the most lovely and relaxing home on the island. Some days we simply didn’t want to leave because the home was so inviting and totally relaxing. We thank the owner sincerely for sharing their home with us. We hope to return one day soon.
Stayed 9 nights in Aug 2023

10/10 Excellent

Jason C.

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

Amazing home in a perfect spot!

We have been to Key West many many times over the years, but the bottoms up bungalow that we stayed at this past week was perfect! The house was exactly what we wanted and the pictures that depicted the house were spot on. It was a quiet neighborhood and we rented a golf cart and was easy to get around to locations that we wanted to see on the island with family that had never been before. We would highly recommend this location and home again and again to friends and family. Thank you so much for hosting us. We enjoyed it immensely. Five stars!! We will be back!
Stayed 6 nights in Mar 2024

10/10 Excellent

Jason R.

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

Quiet spot with easy access to the action

My wife, adult daughter and I recently stayed here for a week. Communication before arrive was good and check in easy. It’s a lovely 2 bedroom home with great outdoor space. The beds and furniture were comfortable and the place was clean. The kitchen is well stocked with cooking equipment. There is a smart TV in the living room to stream shows if you need some late night relaxation. There is a nice sitting area and table outside. We are breakfast there every morning. The pool temperature was good. There is a “spa tub” but note that it isn’t a “hot tub”. The temperature is the same as the pool. The neighborhood is quiet. We rented bikes for the week and it was very easy to get all around the island that way. Duvall Street is only about a 7 minute bike ride from the house. I would highly recommend getting bikes. Eaton Bikes is only a 15 minute walk from the house. They will pick up the bikes at the house at the end of the week. In summary we had a great week and would absolutely recommend this house.
Stayed 7 nights in Mar 2025

10/10 Excellent

Lindsey W.

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

Best 40th Bday - hands down!

Property was just as described and perfect for our Key West birthdaycation. The house was well equipped and stocked with anything you may need from toiletries to kitchenware. The backyard area was phenomenal in the evenings to come home and cool off in the pool after a hot day of running around and enjoying all the sights of the island. The king bed was so comfortable, I didn't even want for my own bed as I normally would when away from home! The location was perfect and central to just about anything you want to do on the island. There is a little convenience store (sunbeam) just a couple blocks from the house that has anything you might need to grab quickly. The only suggestion would be to bring water shoes when using the hall shower. The pebble floor is neat but a bit hard on the feet. Communication was fantastic and host was very responsive to all inquiries. House was clean and furniture comfortable. Overall this place was just wonderful and we would absolutely return!
Stayed 8 nights in Sep 2024

10/10 Excellent

Timothy A.

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

Perfect Key West Bungalow!

This house is exactly how you see it in the pictures. Cute and clean. Fausto's supermarket is very close by as well as a package store. We just walked down White St. to get our groceries and stock the house. The pool is perfect. As hot as the weather was, the pool always felt cool to us and there was always plenty of shade in the backyard. The cabana was a total bonus. The only downside to our trip was that they were installing new water lines on the street while we were there. Bulldozers right in front of the house starting up at 8am every day! It did take away from some of the relaxation, but we survived! The walk to Duval was like 20 mins, but when it was too hot, we just jumped in a Lyft. ($9 every time and totally worth it.) We really liked this place, and we would totally stay here again. Well worth it.
Stayed 7 nights in Jun 2024

8/10 Good

Ross G.

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

Lovely, historic home.

This was our first experience using a vacation rental and there were many things that we loved about it. The pool was absolutely beautiful, surrounded by beautiful palms and plants. Covered outdoor area was perfect for the rainy days during our stay. The home itself is historical and remodeled very well. However, there were a few things that we did not like. The street the house is on, was closed and made it extremely difficult to access the home. The work had apparently been going on for quite some time as they were adding a new storm drain. So, I'm a bit surprised that the property manager did not relay this information to us so we could be more prepared. Once we finally found a way to access the home, we noticed that it was very warm and humid inside. Exhausted from our long journey, we just dealt with it and had to sleep in a very warm house until the next day. Being an HVAC technician, I noticed that the main air filter was completely clogged and looked like it hasn't been replaced in quite some time. I luckily found a ladder and replacement filters in the closet and swapped it out. It worked much better after doing so and ran much less. Lastly, the garbage situation. Both the trash and recycling bins were completely full. To make matters worse, there were no trash bags anywhere. I managed to get the cans out so they could be picked up on trash day. Maybe they were so full because the garbage trucks couldn't access the street due to said construction in the prior weeks.
Stayed 7 nights in Jun 2024

10/10 Excellent

David L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really great location, friendly accommodating hosts. Just lovely.
Stayed 4 nights in Jun 2025

8/10 Good

Destiny G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time at this house. We do wish that the pool had more sunlight, there were over grown trees that needed to be cut. All other aspect of the house fit our needs. I would recommend this house to others.
Stayed 7 nights in Oct 2025

10/10 Excellent

Brian M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was as advertised! Pool was great to come back to after spending days roaming the streets of Key West. Facilities (kitchen, bathrooms, bedrooms) were all clean and comfortable. Would 100% recommend to anyone wishing to stay.
Stayed 4 nights in Jul 2025

10/10 Excellent

Sarah D.

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

Convenient, Relaxing, & Fun

Great place to stay for our spring trip as a family of 3.
Stayed 7 nights in Mar 2025

10/10 Excellent

Fritz R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Bottoms Up is a great place to stay. It has everything that a person could need on a vacation. A great location (and a driveway parking spot), fully equipped kitchen, very efficient A/C, TV in every room, ceiling fans in every room (thank you), and a fabulous pool and deck where we relaxed at the end of each day. I've stayed at numerous rental homes and this one ranks on top of all of them. Great place - highly recommend.
Stayed 4 nights in Jul 2025