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OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS

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Private pool w/outdoor shower offering hot and cold running water.
Eat your meals poolside.
Enjoy sitting on the front porch in the evening.
And enjoy the shade of the front porch in the daytime.
Hangout in the sunny yellow living area with expandable dining table/workspace.

Reviews

10 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 41200 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪11 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Place, Southernmost Point
    ‪17 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

2 bathrooms

Bathroom 1

Towels provided · Bidet · Toilet · Shower only · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS

Sun yourself on the back patio, then cool off in the pool. Rinse off in the outdoor shower with hot/cold running water. Dry yourself with the complimentary pool towels. Cycle along the convenient bike lanes on the complimentary bicycles—helmets, bike lights, and bike locks provided. *Just hanging out? The delightful front porch is the perfect vantage point to watch the world drift by on island time on this quiet, three-block long street. Tuck into the cushioned porch sofa, sheltered from the street or on the sunny yellow Adirondack chairs with new cushions. *Working remotely? Zoom from an easy chair in the sunny yellow bedroom or an oversized upholstered chair in the sunroom. Prefer a desk surface? Choose among the dining room table, kitchen island, or more private bedroom desk. (High speed fiber internet, plus HP Deskjet 3755 printer & shredder.)
*Eat your breakfast by the pool, lunch at the kitchen island, dinner at the dining table. Or dine out after a short walk or easy bike ride. This bright, beautifully renovated Conch cottage is one of the most charming properties in Old Town Key West. Featuring Dade County Pine throughout, ceramic tile bathrooms and tasteful décor selections by a well-respected southeast designer.

*Two spacious bedrooms with en-suite bathrooms feature queen and full beds on opposite sides of the house for privacy, plus luxurious linens and towels. An open living room with expandable dining table leads to the gourmet kitchen plus a cheerful sunroom. The kitchen features Fiesta Ware dishes, Royal Worcester serving pieces, ample barware, pots and pans. Conveniently launder your clothes with the in-home washer/dryer.

*Located on one of the most desirable streets in Old Town, this quintessential Key West oasis is an easy walk from Duval St. and a short stroll from the Historic Seaport. Park your Mini-Cooper sized car off-street on a gravel pad.

*This is a private home, first rented out for the 2021 season (see our 5-star reviews!) and now very limited 2026 dates. Regretfully, no pets, no children, no smoking, no parties. No exceptions.

**30 day minimum stay**

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 26
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
Not suitable for small children.
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Text owner when departing
Failure to complete these may result in a negative review from the host.

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
Note from host: Not suitable for small children.
Host has indicated that there is no carbon monoxide detector on the property, but there are gas appliances; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located near the beach, this holiday home is in Old Town Key West, 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 cycling.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 11 min walk - 1.0 km
  • Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
  • South Beach - 16 min walk - 1.3 km
  • Key West Butterfly and Nature Conservatory - 16 min walk - 1.3 km
  • Southernmost Point - 17 min walk - 1.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Dions Truman & White - ‬5 min walk
  • ‪Sandy's Café - ‬6 min walk
  • ‪Square Grouper Key West - ‬11 min walk
  • ‪Harpoon Harry's Restaurant and Bar - ‬12 min walk
  • ‪The Dive Bar Shirt Club - Grub House - ‬9 min walk

Frequently asked questions

Does OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS?

As of 17 Apr, 2026, prices found for a 1-night stay for 2 adults at OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS on 1 Sept, 2026 start from S$825, 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 OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS pet-friendly?

No, pets are not allowed at this property.

How much is parking at OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS?

On-site parking is available at the property.

What time is check-in at OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS?

Check-in begins at 4:00 PM.

What time is check-out at OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS?

Checkout is at 11:00 AM.

Where is OLD TOWN GEM in SEPT26! Private pool, stunning decor, 5-star reviews. NO PETS located?

Located in Old Town Key West, this holiday home is within a 15-minute walk of Studios of Key West and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Tommy N.

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

~ Paradise on Ashe ~

As a frequent visitor to Key West, this stay was at the top of my list! This charming property, gave me such a feeling of comfort, relaxation and privacy. The host was such a pleasure to deal with and provided me a thorough range of information and recommendations, that only a seasoned local, would know best. Everything was perfectly in order upon my arrival and for anything that I needed further, the host was promptly attentive — I found that the whole process very easy-going. I would highly recommend, to any island newcomer or old-pro. My only regret is that I did not book my stay, for longer.
Stayed 46 nights in Dec 2020
Verified

10/10 Excellent

Troy R.

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

Perfect, Relaxing Getaway!

This vacation was a life saver. After a year of staying in during lock down and social distancing this rental was just what I, and my guests, needed. The home is a perfect mix of old Key West charm and convenient upgrades. It's located on a quiet street at the edge of downtown yet easy to get to just about anything. We walked everywhere we wanted to go. I can see the benefits of having bikes handy but we preferred the walking. It was really a great way to take in the neighborhoods and all it's old town sights. The home is perfectly set up, it has everything you need to entertain when staying in, cooking a meal or just lounging by the pool. The bedrooms are spaced apart so you have privacy from one another when you want space. The colors and decorations in this conch home really make you feel like you are somewhere special and makes you feel like you truly are away from it all. My favorite spot was sitting on the front porch, wine in hand, during the early evening hours watching all the locals and dog walker pass by. The backyard is perfect for those lazy days by the pool. This is a must visit kind of home to see just what I'm talking about. It's hard to put into words the feeling you get when you are living like a local on the island. I would def' book this home again and again.
Stayed 30 nights in Apr 2021
Verified

10/10 Excellent

sara g.

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

You'll wish you had longer!

Ashe street is exactly how it is pictured and even better! Situated on a charmingly quiet street, the home and amenities were just what we were looking for in our Key West rental. Spotlessly clean, easy to maintain, and a pool and deck that are to die for! You'll even want to leave the beach to come home to it! Have a cocktail or coffee on the front porch and enjoy the peace. The location is prime! Literally everything you could want to see is .4 or .8 miles away. You can be in the hustle and bustle of Key West in 10 minutes and then retreat to this peaceful abode. Bikes are included which is the best way to get around. Judy, the host, is so kind and happy to help. Check in and check out was seamless. A full list of local recommendations were waiting when we arrived. We stayed for two months at this property, as a cold season getaway and to used it as a home office. Wifi is fast and there is plenty of space to spread out. Kitchen has just what you need, beds are comfy, and the space itself is light and airy. There are multiple spots outside for a meal, a drink, or just lounge in the sun or shade. After just one week here, we extended our stay an additional two weeks! I imagine everyone will want to do the same, and with a home like Ashe street, you certainly should. We would book again in a heartbeat!
Stayed 39 nights in Feb 2021
Verified

10/10 Excellent

Michael F.

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

An Oasis in Old Key West

This cottage in Old Key West is a true gem. The owner provided great instructions and recommendations and was a pleasure to work with. The location is such that you are less than a mile from Duval Street if you want to be in the action, but the neighborhood is very quiet and peaceful. The house is very tastefully decorated, and the kitchen is well appointed. The front porch is a great spot for an early evening cocktail. But the back deck is truly an oasis. The small private pool is perfectly refreshing on a hot day, and the deck is also equipped with a retractable awning and a large fan. The pictures don’t even do it justice. I highly recommend this spot for your extended stay in Key West.
Stayed 43 nights in Jun 2022

About the host

Hosted by Judy

Host profile image
Our favorite evening ritual is watching the sunset. Beautiful ones like what's pictured here often earn applause from spectators.

Warning! Key West is addictive. We stayed one night on our first visit, soon staying for weeks, and then months. We bought Old Town Oasis for our own use, renting our home out on VRBO for the first time in 2021. Check out our 5-Star reviews!

Why they chose this property

Our home offers the serenity of a quiet street and a private backyard, yet an easy walk to the excitement of Duval Street. Explore the beach, the marina, and (our favorite) Zach Taylor State Park on our two bicycles. Check out my favorite yoga studio Shakti Yoga for in-person classes, zoom or private instruction. Pick up milk and cereal at the Fausto's grocery store only five blocks away.

What makes this property unique

Do you have allergies? Feather-free bed pillows, absolutely no pets. Ever.
Decorated and furnished for joyfulness, not for neutrality.

Languages:

English
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