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JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL

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Relax by the pool surrounded by lush tropical vegetation and a covered patio area.
Relax in this inviting living room with a large sofa, two coffee tables, and a cozy rug.
Cozy living area with a sofa set, wooden chair, and small tables.
Relax in this inviting outdoor seating area with a sofa, coffee table, and comfortable chairs.
Welcome to a charming single-story home with a white picket fence and a beautifully manicured lawn.

Entire home

2 bedrooms2 bathroomsSleeps 61224 sq ft

Popular amenities

  • Hot Tub
  • Dryer
  • Parking available
  • Washer
  • Fireplace

Explore the area

Map
Key West, FL
  • Duval Street
    ‪17 min walk‬
  • Southernmost Point
    ‪3 min drive‬
  • Mallory Square
    ‪4 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

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About the neighborhood

Key West

Located in Key West Historic District, this vacation home is within a mile (2 km) of popular sights such as Duval Street and Ernest Hemingway Home and Museum. The vacation home includes a private pool, a kitchen, and a fireplace.
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What's nearby

  • Duval Street - 17 min walk - 0.9 miles
  • Ernest Hemingway Home and Museum - 18 min walk - 1.0 mile
  • Southernmost Point - 3 min drive - 1.1 miles
  • Mallory Square - 4 min drive - 1.3 miles
  • Smathers Beach - 4 min drive - 1.5 miles

Getting around

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

Restaurants

  • ‪The Waterfront Brewery - ‬17 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬16 min walk
  • ‪Pepe's Cafe - ‬16 min walk
  • ‪Sandy's Cafe - ‬7 min walk
  • ‪Half Shell Raw Bar - ‬16 min walk

About this property

Entire place

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

JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL

Welcome to Bottom’s Up Bungalow located The Meadows subdivision in Old Town Key West. A true guest favorite with over 100 FIVE STAR REVIEWS!!!

This pristine Florida Bungalow is 2 bedrooms, 2 bathroom single family home and offers all the amenities you need to make this your perfect vacation. Including off-street parking, swimming pool, quaint gazebo equipped with wet bar and custom seating. The home has ample storage, polished hardwood floors, central air formal and two informal dining areas, spacious kitchen and living spaces throughout.

The Lush, tropical gardens enhanced by landscape lighting, privacy fencing and oversized pool make this the perfect place to relax and enjoy time with family and friends in every season.

Home Details:

Living Room - Sectional sofa with sofa sleeper, sitting chair, flatscreen TV and full of natural light.

Formal Dining - Just off the living room is the formal dining area with seating for 4

Kitchen- The spacious open floor plan kitchen has ample counter space and is outfitted with all of your kitchen “must haves”. A breakfast bar with bar seating and informal dining area is also found off the kitchen. Double French Doors lead out to pool & rear patio.

Primary Suite - King size bed with chest of drawers, large closet, full size washer & dryer in closet. Double French Doors lead out to pool & rear patio.

Primary Bathroom - Located in the hallway next to the primary suite and has a spacious custom shower, vanity, toilet and ample storage space in the linen closet.

Guest Bedroom- 2- Twin beds (can also be converted to a king bed upon request) chest of drawers, spacious closet and en-suite bathroom with shower, vanity & toilet.

Pool Area / Gazebo- An oversized pool (heated from 12/1-5/1 only) whirlpool spa (not hot tub) is attached to pool and is surrounded by an elevated deck. With 2 sun loungers, outdoor dining table and chairs with umbrella and a custom covered gazebo with wet bar.

Parking- There is 1 assigned parking space in the driveway. Additional vehicles can park roadside as available.

Bottom’s Up Bungalow is located in the perfect location and is a quiet community close to the downtown action of Key West. The home is less than 1 mile to Duval Street, Beaches and Marina. It is on a one way street so traffic is very minimal.

We hope you will be our guest and join us at Bottom’s Up Bungalow on your next trip to Key West!
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fireplace.

Property manager

Conch Collection

Languages

English

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Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • In the city center
  • 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
  • Snorkeling 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 organized tours and activities
  • Recycling
  • Unit size: 1,224 square feet
  • Water-efficient toilets

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

Pets

  • This property doesn't allow pets

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
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 28

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

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

Frequently asked questions

What is there to do within easy reach of this vacation home?

This vacation home is situated in Key West Historic District within a short 16-minute walk of Duval Street and also 18 minutes on foot from Ernest Hemingway Home and Museum. You'll also find Florida Keys Beaches and South Beach within a short drive.

Is parking available on site at this vacation home?

Bicycle parking is also available for guests.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is a hot tub.

What amenities will couples enjoy at JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL?

This historic vacation home offers many amenities for couples, including a private pool and a fireplace in each accommodation with some featuring private pools.

Does JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL have a hot tub?

Yes, guests can enjoy a spa tub at this vacation home.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.1 mi away (6 minutes by car).

Are there rooms with balconies at JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL?

Yes, every accommodation at JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL comes with a balcony.

JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 105 out of 107 reviews
Rating 8 - Good. 2 out of 107 reviews
Rating 6 - Okay. 0 out of 107 reviews
Rating 4 - Poor. 0 out of 107 reviews
Rating 2 - Terrible. 0 out of 107 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Michelle B.

Liked: Cleanliness

Fantastic!

Sometimes the ad and the pictures are just a bit of a stretch, but not this place! It’s perfect. The location is awesome, the neighborhood is great, the house is super. We had the best stay!
Stayed 7 nights in Apr 2025

10/10 Excellent

Sarah D., Richmond

Liked: Cleanliness

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

Jason R.

Liked: Cleanliness

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

Susan S.

Liked: Cleanliness

Great location in Old Town

The house was immaculate, quiet, very comfortable- Highly recommend it
Stayed 4 nights in Feb 2025

10/10 Excellent

Jennifer P.

Liked: Cleanliness

Winter getaway

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

10/10 Excellent

Theresa D.

Liked: Cleanliness

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

Katherine A., Massachusetts

Liked: Cleanliness

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

Ann L.

Liked: Cleanliness

Key West Holiday

Fabulous
Stayed 5 nights in Dec 2024

10/10 Excellent

Jim B.

Liked: Cleanliness

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

Lindsey W.

Liked: Cleanliness

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

Kevin and Tammie C.

Liked: Cleanliness

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

Jennifer R., Erie, CO

Liked: Cleanliness

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

8/10 Good

Michelle W.

Liked: Cleanliness

Wedding

We had our beach wedding and stayed at this wonderful place. Really enjoyed this stay ;)
Stayed 7 nights in Jul 2024

10/10 Excellent

Johnnie D.

Liked: Cleanliness

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

Timothy A., Toledo, OH USA

Liked: Cleanliness

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.

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

Kara N.

Liked: Cleanliness

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

Lee L., United States

Liked: Cleanliness

Pool

Unfortunately, it was cold so we did not get to swim. The house was great for us.
Stayed 7 nights in Jan 2024

10/10 Excellent

Jason C.

Liked: Cleanliness

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

Michelle S.

Liked: Cleanliness

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

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

James D.

Liked: Cleanliness

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

Jim F.

Liked: Cleanliness

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

Charles W. W.

Liked: Cleanliness

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

Kevin and Tammie C.

Liked: Cleanliness

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