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

Holiday home with a hot tub, near Duval Street

Photo gallery for BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL

Pool
Living area
Private kitchen
Room
Dining

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 61224 sq ft

Popular amenities

  • Hot tub
  • Dryer
  • Parking available
  • Washer
  • Fireplace

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪17 min walk‬
  • Place, Southernmost Point
    ‪3 min drive‬
  • Place, Mallory Square
    ‪4 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 2

2 Single Beds

Living Room

1 Double Futon

Master Bedroom

1 King Bed

2 bathrooms

Bathroom 1

Shower only

Bathroom 2

Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

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!

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Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
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

About the area

Key West

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 South Beach. 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.
Map
Key West, FL

What's nearby

  • Duval Street - 17 min walk - 1.4 km
  • South Beach - 19 min walk - 1.6 km
  • Southernmost Point - 3 min drive - 1.8 km
  • Mallory Square - 4 min drive - 2.0 km
  • Smathers Beach - 4 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪Sandy's Cafe - ‬9 min walk
  • ‪Dairy Queen - ‬10 min walk
  • ‪The Best Coffee In Town - ‬10 min walk
  • ‪Thai Island Restaurant - ‬11 min walk
  • ‪Mac’s Sunset and Tiki Bar - ‬7 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.

Is BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL pet-friendly?

No, pets are not allowed at this 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. Southernmost Point and Mallory Square are also within 2 miles (3 km).

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 110 out of 112 reviews
Rating 8 - Good. 2 out of 112 reviews
Rating 6 - Okay. 0 out of 112 reviews
Rating 4 - Poor. 0 out of 112 reviews
Rating 2 - Terrible. 0 out of 112 reviews

Reviews

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

Verified traveller

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

Absolutely Perfect!

We had a mother/ daughter/ Grandmother week together in Key West, and we picked the most perfect house to stay in! Every single thing about the house, location, and the host was perfect! Thank you
Stayed 7 nights in Jun 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

10/10 Excellent

Michelle B.

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

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

Susan S.

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

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, 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

8/10 Good

Michelle W.

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

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

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

Shawna W., Sarasota

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

Great Vacation

Nice, relaxing stay at a great rental.
Stayed 7 nights in Sep 2022

10/10 Excellent

Ann L.

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

Key West Holiday

Fabulous
Stayed 5 nights in Dec 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

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

William G.

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

Great property

2nd time at the property, very nice stay.
Stayed 8 nights in Jan 2023

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

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

Matthew S.

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

Home Base in Key West

House was an excellent setup for our family of four. The pool was awesome.
Stayed 7 nights in Apr 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

Sawyer S., Huntington, USA

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

Felt like a Local

Wonderful property with all the comforts of home! There were even beach toys and chairs for the kids to spend the day at Fort Zach.
Stayed 7 nights in Jul 2023

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

Joseph H.

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

Great Old Town Location

We brought the whole family to Key West to celebrate my wife’s birthday. The house was the perfect place for us. Great neighborhood and the pool area was exactly what we had hoped.
Stayed 7 nights in Dec 2022

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

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

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

About the host

Hosted by Conch Collection

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Languages:

English

Premier Host

They consistently provide great experiences for their guests