Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 6
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
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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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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing, kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours.
Ernest Hemingway Home and Museum - 20 min walk - 1.7 km
Southernmost Point - 7 min drive - 3.4 km
Getting around
Key West, FL (EYW-Key West Intl.) - 6 min drive
Restaurants
Dions Truman & White - 6 min walk
Circle K - 12 min walk
Sandy's Café - 9 min walk
Square Grouper Key West - 14 min walk
Moose Lodge - 3 min walk
Frequently asked questions
Does BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL?
As of 12 May 2026, prices found for a 1-night stay for 2 adults at BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL on 10 Sept 2026 start from AU$1,680, 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 Florida Keys Beaches. Southernmost Point and Mallory Square are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
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.
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!
Anna M.
Stayed 5 nights in Apr 2026
Verified
6/10 Okay
Emily Ann J.
13 Mar 2026
Liked: Cleanliness, check-in, communication
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.
Emily Ann J.
Stayed 5 nights in Jan 2026
Response from VrboOwner on 14 Mar 2026
Thank you for taking the time to review the property.
We do note in several areas of the listing that the spa feature is not a hot tub. In the Pool & Spa section, it is described as follows:
“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.”
As noted, the spa is a whirlpool feature attached to the pool and not a traditional hot tub. We are sorry if this detail was missed during the booking process or if the photos led to a different assumption.
For future stays, we always encourage guests to confirm any specific amenities prior to booking to ensure the property meets their expectations and helps make their stay as enjoyable as possible.
We do hope you found the rest of the home to be comfortable, clean, and accommodating.
Kind regards,
Conch Collection Management
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!
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.
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.
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.
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
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!
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.
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.