Entire home
BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
Holiday home with private pool, near Duval Street
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Reviews
10 out of 10, Loved by Guests
2 bedrooms2 bathroomsSleeps 61224 sq ft
Popular amenities
Explore the area

Key West, FL
- Place, Key West Naval Station1 min walk
- Place, Duval Street15 min walk
- Place, Southernmost Point4 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!
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!
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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10.0 out of 10, (203 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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 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.

Key West, FL
What's nearby
- Key West Naval Station - 1 min walk - 0.2 km
- Duval Street - 15 min walk - 1.3 km
- Ernest Hemingway Home and Museum - 18 min walk - 1.6 km
- Southernmost Point - 4 min drive - 1.8 km
- Mallory Square - 4 min drive - 2.0 km
Getting around
Restaurants
- Sandy's Café - 9 min walk
- Dions Truman & White - 6 min walk
- Dairy Queen - 10 min walk
- Mangia Mangia - 9 min walk
- The Best Coffee In Town - 10 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
9.8/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
16 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Jun 2025
8/10 Good
Destiny G.
11 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Destiny G.
Stayed 7 nights in Oct 2025
10/10 Excellent
Brian M.
13 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Brian M.
Stayed 4 nights in Jul 2025
10/10 Excellent
Fritz R.
21 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fritz R.
Stayed 4 nights in Jul 2025
10/10 Excellent
Sarah D.
15 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenient, Relaxing, & Fun
Sarah D.
Stayed 7 nights in Mar 2025
10/10 Excellent
Verified traveller
16 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely Perfect!
Verified traveller
Stayed 7 nights in Jun 2025
10/10 Excellent
Susan S.
3 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location in Old Town
Susan S.
Stayed 4 nights in Feb 2025
10/10 Excellent
Michelle B.
21 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic!
Michelle B.
Stayed 7 nights in Apr 2025
10/10 Excellent
Jennifer P.
16 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Winter getaway
Jennifer P.
Stayed 7 nights in Feb 2025
10/10 Excellent
Jim B.
19 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
Jim B.
Stayed 3 nights in Jan 2025
10/10 Excellent
Ann L.
20 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West Holiday
Ann L.
Stayed 5 nights in Dec 2024
10/10 Excellent
William G.
10 Jan, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property
William G.
Stayed 8 nights in Jan 2023
8/10 Good
Michelle W.
2 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wedding
Michelle W.
Stayed 7 nights in Jul 2024
10/10 Excellent
Jennifer R.
6 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, great location
Jennifer R.
Stayed 7 nights in Jul 2024
10/10 Excellent
Katherine A.
20 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice private oasis
Katherine A.
Stayed 11 nights in Dec 2024
10/10 Excellent
Johnnie D.
2 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing Property!
Johnnie D.
Stayed 7 nights in Jul 2024
10/10 Excellent
Theresa D.
2 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bottoms Up in January
Theresa D.
Stayed 8 nights in Jan 2025
10/10 Excellent
Kara N.
13 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful!
Kara N.
Stayed 7 nights in Apr 2024
10/10 Excellent
Dayton D.
5 Jan, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house in a quiet spot
Dayton D.
Stayed 7 nights in Dec 2021
10/10 Excellent
Deborah F.
1 Aug, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous Property and Location
Deborah F.
Stayed 14 nights in Jul 2021
10/10 Excellent
Suzzette A.
4 Jan, 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the home!!
Suzzette A.
Stayed 7 nights in Dec 2019
10/10 Excellent
Matthew S.
26 Apr, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Home Base in Key West
Matthew S.
Stayed 7 nights in Apr 2023
10/10 Excellent
Charles W. W.
19 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Property
Charles W. W.
Stayed 7 nights in Sep 2023
10/10 Excellent
Shannon B.
9 Jun, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
The Perfect Key West Vacation for a Family
Shannon B.
Stayed 7 nights in May 2021
10/10 Excellent
James D.
10 Oct, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Key West 23'
James D.
Stayed 7 nights in Oct 2023
About the host
Hosted by Conch Collection
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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