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

Key West, Florida
$1451 avg/night
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Local Artist Showcase Locally-owned & Organized Tours & Activities Recycling Unit Size: 1224 Sq Ft (114 Sq M) Uses Some LED Lighting Water-efficient Toilets Only
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 100+ Mbps (good For 1–2 People Or Up To 6 Devices)
  • OUTDOORS

    Balcony Fenced Yard Garden Outdoor Furniture
  • POOL/SPA

    Fence Around The Pool Outdoor Pool Private Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Towels Provided
  • WORKSPACES

    Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Boat On Site Golf Nearby Jet Skiing Nearby Kayaking Nearby Parasailing Nearby Power Boating Nearby Snorkeling Nearby Swimming Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Books Games Stereo Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Health Or Beauty Spa
  • SERVICES AND CONVENIENCES

    Concierge Services Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevator (single Level Property) Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Anna M.

    Submitted Apr 12, 2026

    Stayed Apr 4, 2026

    My family and I had a wonderful time at the cottage. Beautifully decorated, extremely clean, fully stocked kitchen with everything you need for cooking meals. The beds were all so comfortable. With one exception, we felt a little warm at night in the master bedroom. We noticed the thermostat was set at a certain temperature and were not able to adjust it to a temperature that was more comfortable for us. The cottage itself was in a prime location. Walkable around town. We did UBER when we went to the beach and to farther locations.The main draw was the pool at the cottage. The pool was clean, comfortable temperature and size for our family. We enjoyed having our cups of coffee in the mornings, afternoon and evening cocktails poolside. Beautiful, quiet and relaxing atmosphere. We highly recommend staying at Bottoms Up! We hope to be back again soon!

  • Emily Ann J.

    Submitted Mar 13, 2026

    Stayed Jan 27, 2026

    Rented this house very specifically for the pool and “hot tub”… Hot tub being key and found out only after check in that the pool and hot tub are same temp so if pool isn’t heated you not only have no hot tub but it’s truly not a hot tub at all.

  • Terra M.

    Submitted Mar 2, 2026

    Stayed Jan 23, 2026

    Home was clean and exactly as described.

  • Edward M.

    Submitted Mar 1, 2026

    Stayed Feb 14, 2026

    Great little house for a family

  • Amy D.

    Submitted Feb 28, 2026

    Stayed Feb 21, 2026

    Truly EXCELLENT property! Exactly as pictured in the photos and as described by other reviews. Beautiful pool and patio area…perfect for morning coffee and relaxing evenings.VERY clean, and great amenities. The owners thought of everything, and provided plenty of “starter” items for our use.A 5-7 minute bike ride to everything on Key West, and in a very quiet, safe neighborhood.Temps were down into the 40s for two days during our stay….and plenty of extra blankets in the home, and the furnace worked like a charm! It made for a cozy couple of island days for some Midwesterners…we felt right at home!This is a place I would definitely return to stay at, and would highly recommend to family and friends. 10 out of 10!

  • Brooke B.

    Submitted Feb 17, 2026

    Stayed Feb 1, 2026

    Perfect location. Nice house. Pool heater broke, but they did their best to make it right and fixed it, but then it broke again. If it were hot out, it wouldn’t have mattered.

  • Lauren B.

    Submitted Jan 19, 2026

    Stayed Jan 14, 2026

    The house is the perfect size for a small party of people or family, its wonderfully set up, and the location is ideal - very walkable to old town and duval, but far enough to be quiet. Would highly recommend.

  • Marc E.

    Submitted Jan 8, 2026

    Stayed Dec 23, 2025

    Good location, very clean and comfortable stay in Key West. We enjoyed the heated pool and the parking spot! Key west was very busy this week but we enjoyed being able to relax here.

  • David L.

    Submitted Oct 16, 2025

    Stayed Jun 24, 2025

    Really great location, friendly accommodating hosts. Just lovely.

  • Destiny G.

    Submitted Oct 11, 2025

    Stayed Oct 4, 2025

    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.

  • Jay W.

    Submitted Sep 17, 2025

    Stayed Sep 11, 2025

    We had a great experience and thought the pictures did not do this home justice. It truly is this nicest place we have stayed in, great feel and very well decorated.

  • Brian M.

    Submitted Aug 13, 2025

    Stayed Jul 29, 2025

    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.

  • Fritz R.

    Submitted Jul 21, 2025

    Stayed Jul 14, 2025

    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.

  • Submitted Jul 16, 2025

    Stayed Jun 28, 2025

    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

  • Michelle B.

    Submitted Apr 21, 2025

    Stayed Apr 12, 2025

    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!

  • Sarah D.

    Submitted Apr 15, 2025

    Stayed Mar 28, 2025

    Great place to stay for our spring trip as a family of 3.

  • Jason R.

    Submitted Mar 17, 2025

    Stayed Mar 1, 2025

    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.

  • Susan S.

    Submitted Mar 3, 2025

    Stayed Feb 15, 2025

    The house was immaculate, quiet, very comfortable- Highly recommend it

  • Jennifer P.

    Submitted Feb 16, 2025

    Stayed Feb 8, 2025

    It was beautifully decorated. Very comfortable and home feel.

  • Theresa D.

    Submitted Feb 2, 2025

    Stayed Jan 23, 2025

    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.

  • Katherine A.

    Submitted Jan 20, 2025

    Stayed Dec 29, 2024

    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.

  • Ann L.

    Submitted Jan 20, 2025

    Stayed Dec 24, 2024

    Fabulous

  • Jim B.

    Submitted Jan 19, 2025

    Stayed Jan 16, 2025

    Great property Great location. House is very well laid out. Pool area is a tropical oasis. Highly recommend!

  • Lindsey W.

    Submitted Oct 20, 2024

    Stayed Sep 30, 2024

    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!

  • Kevin and Tammie C.

    Submitted Sep 20, 2024

    Stayed Sep 1, 2024

    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.

  • Jennifer R.

    Submitted Aug 6, 2024

    Stayed Jul 27, 2024

    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.

  • Michelle W.

    Submitted Aug 2, 2024

    Stayed Jul 10, 2024

    We had our beach wedding and stayed at this wonderful place. Really enjoyed this stay ;)

  • Johnnie D.

    Submitted Aug 2, 2024

    Stayed Jul 19, 2024

    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.

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Total

Includes taxes and fees
$1,230+
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