Located in Old Town Key West within a short walk of Duval Street, this vacation home is within a mile (2 km) of other popular sights such as Florida Keys Beaches. The vacation home includes a private pool, a kitchen, and a patio.
Ernest Hemingway Home and Museum - 17 min walk - 0.9 miles
South Beach - 19 min walk - 1.0 mile
Southernmost Point - 6 min drive - 2.1 miles
Getting around
Key West Intl. Airport (EYW) - 11 min drive
Restaurants
Cuban Coffee Queen Waterfront - 11 min walk
Half Shell Raw Bar - 11 min walk
Dions Truman & White - 7 min walk
Sandy's Café - 7 min walk
Pepe's Cafe - 11 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool
Welcome to your dream getaway in the charming Old Town Key West, where the tranquility of island living meets the excitement of tropical adventures. This enchanting 3 bedroom, 3.5 bathroom monthly vacation rental offers a serene retreat amidst the vibrant atmosphere of the island, ensuring an unforgettable experience for you and your loved ones.
As you enter this magnificent residence, you'll be captivated by the dramatic ceiling heights, elegant wood flooring, and designer accents that exude sophistication and coastal elegance. The open-concept gourmet kitchen invites you to indulge in Key West's culinary delights, featuring a 48" gas range, an expansive island with seating, quartz countertops, stainless steel appliances, and a wine chiller. The telescoping door wall connects the indoor dining area to the outdoor seating, creating the perfect ambiance for memorable meals and tropical libations.
For entertaining purposes, the residence offers comfortable seating arrangements that cater to socializing and dining. In addition to the living room, there is a separate dining room that accommodates up to six people. Furthermore, the kitchen is equipped with an island that offers additional seating for up to four people.
The primary suite, situated on the first level, provides a tranquil retreat for relaxation and rest. It features a spacious king-size bed, ensuring a comfortable and luxurious sleeping experience. Within the master suite, you'll find the ensuite, a private bathroom attached exclusively to the primary bedroom. The ensuite is designed to enhance your indulgence and rejuvenation. It boasts a large soaker tub, inviting you to immerse yourself in a soothing bath or enjoy a sizable walk-in shower.
On the second floor of the residence, you will find two additional guest bedrooms, each equipped with a king-size bed and ensuite bathrooms with showers. These guest bedrooms are designed to provide a comfortable and private space for your family and friends during their stay. Moreover, the second floor also features a bonus space, dedicated to providing a comfortable area for family and friends to relax and unwind.
Step outside to your private oasis, where the lush landscaping and gentle sounds of the waterfall create a soothing backdrop for leisurely afternoons by the heated pool. The composite decking offers an inviting space for sunbathing, lounging poolside, or enjoying the island breeze.
Nestled on a peaceful street just a short stroll from Duval Street and the Historic Seaport, you'll be ideally positioned to explore Key West's famous attractions, delightful shops, world-class dining, and vibrant nightlife. With its walkable and bike-friendly location, your island adventures are just steps away from your luxurious retreat.
Immerse yourself in the enchanting atmosphere of Key West and create lasting memories with your loved ones at this stunning vacation rental. From its exquisite design and modern amenities to its unbeatable location, your unforgettable island getaway awaits. Book your stay at this luxurious Key West oasis today.
Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know.
Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.
The vacation home is air-conditioned and features a kitchen, 3.5 bathrooms, and a patio, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard. Housekeeping is available on request.
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
General
Housekeeping (on request)
Unit size: 1,750 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events 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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Property is also known as
2302-250567
Frequently asked questions
What's there to see within easy reach of this vacation home?
This vacation home is situated in Old Town Key West within a short 12-minute walk of Duval Street and also 19 minutes on foot from Florida Keys Beaches. You'll also find Southernmost Point and Ernest Hemingway Home and Museum within a short drive.
Will I be able to park at Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool?
No, this vacation home doesn't offer parking.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
Is Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool a good place to stay for couples?
Amenities that appeal to couples at this vacation home include a private pool, a kitchen, and meal delivery service.
Are there hot tubs at Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool?
No, but this vacation home does have a heated pool.
Does this vacation home include breakfast service?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool?
No, there aren't connecting guestrooms at this vacation home.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 3.5 mi away (11 minutes by car).
Can I book a room with a balcony at Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool?
Yes, every house at Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool comes with a patio.
Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 3 out of 3 reviews
10 - Excellent
3
Rating 8 - Good. 0 out of 3 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 3 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 3 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 3 reviews
2 - Terrible
0
Reviews
From a partner site
10/10 Excellent
Christine B.
Jan 17, 2024
Our Preferred choice for Key West rentals
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Preferred is a good company with attentive service. We were very pleased.
Christine B.
From a partner site
10/10 Excellent
A guest from New York, NY
Apr 15, 2025
Serenaded by Ashe Street
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
This is a very special house on a very special street. Spacious & extremely well-appointed it was the perfect property for us for a three-month stay. We are returning again next year. Having lived in Key West for 24 years, this was our first time renting and it lived up to our expectations.
A guest from New York, NY
From a partner site
10/10 Excellent
Beth A M.
Dec 15, 2025
Great house!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We chose to stay for the month of November and found Ashe Street Serenade to be available. We’re so glad that it was! The house was wonderful in so many ways: 3 bedrooms, each with its own bathroom plus an additional powder room on the first floor, which made things even more convenient. The living room/dining room and kitchen were perfect for entertaining, open and comfortable. The back deck is a bit crowded because of all of the furniture but it was sufficient and very nice. The pool is perfect for cooling off after a nice, long walk. The location was great for us, just under a mile from Duval. We like to patronize mostly places off Duval so the location worked out wonderfully! Don’t hesitate to rent here, you’ll love it! We only needed the management team once and they responded quickly! It was just a reset button on the water heater that needed to be hit!