Old Town Elegance Island Breezes and Poolside Bliss
Charming Pool Cottage in the Heart of Old Town Key West
Perfectly situated in historic Old Town Key West, this quaint and inviting pool cottage offers the ideal island escape for a couple, with room for occasional guests. Thoughtfully decorated and impeccably maintained, the home features a newly renovated kitchen and beautifully designed outdoor spaces to enjoy the island breeze.
Property Highlights: Comfortable Accommodations: The primary bedroom includes a king bed, while the guest bedroom offers two single beds—perfect for visiting friends or family.
Modern Conveniences: A full-sized, fully equipped kitchen opens directly onto the stunning pool deck—ideal for entertaining. A stackable washer and dryer are included for added convenience.
Outdoor Living at Its Best: Private Pool: Cool off or unwind by the pool, which can be heated for year-round enjoyment. Front Porch: Sip your morning coffee and watch the world go by from the charming front porch. Back Deck: Host a barbecue or relax after a day exploring Key West in this serene outdoor space.
Parking: Street parking is typically available within a block of the home.
This delightful cottage blends classic Key West charm with modern comforts—making it your perfect home away from home.
STAYS FROM DECEMBER THROUGH APRIL NEED TO BEGIN ON THE 1ST OF THE CALENDAR MONTH - THANKS FOR UNDERSTANDING.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Casa Louisa - XMAS IN KW! 2 Bed in Old Town - Right off Duval/Great Front Porch
Uptown - Upper Duval
Casa Louisa - XMAS IN KW! 2 Bed in Old Town - Right off Duval/Great Front Porch
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 not indicated whether there is a carbon monoxide detector on the property; 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 deadlock
About the area
Key West
Located by the sea, this cottage 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 Key West Butterfly and Nature Conservatory are also worth visiting.
Clarence S. Higgs Memorial Beach Park - 14 min walk - 1.2 km
Ernest Hemingway Home and Museum - 15 min walk - 1.3 km
South Beach - 15 min walk - 1.3 km
Southernmost Point - 17 min walk - 1.4 km
Getting around
Key West, FL (EYW-Key West Intl.) - 8 min drive
Restaurants
Dions Truman & White - 3 min walk
Sandy's Café - 1 min walk
Moose Lodge - 12 min walk
Morrison's Market - 12 min walk
Better Than Sex - 11 min walk
Frequently asked questions
Is Old Town Elegance Island Breezes and Poolside Bliss pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Old Town Elegance Island Breezes and Poolside Bliss?
As of 12 May 2026, prices found for a 1-night stay for 2 adults at Old Town Elegance Island Breezes and Poolside Bliss on 22 July 2026 start from AU$208, 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.
What time is check-in at Old Town Elegance Island Breezes and Poolside Bliss?
Check-in begins at 4:00 PM.
What time is check-out at Old Town Elegance Island Breezes and Poolside Bliss?
Checkout is at 10:00 AM.
Where is Old Town Elegance Island Breezes and Poolside Bliss located?
Located in Old Town Key West, this cottage is within a 15-minute walk of Key West Firehouse Museum, Florida Keys Beaches and Duval Street. South Beach 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.
Great little house. Walking distance to pretty much all of old town area. Has a nice pool to relax in. HUGE bathroom. Bedrooms are nice sized. Washer/dryer is a huge plus for long stays. The only thing - wish it was closer to the beach…
michael g.
Stayed 31 nights in Jun 2023
Response from VrboOwner on 15 July 2023
Thank you Michael. You were wonderful guests.
From a partner site
10/10 Excellent
Isabelle R.
7 Dec 2023
Little gem
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
It was our second stay in the house and it was again perfect. Great location and just the right size for 2 people. The backyard with pool is very private and quiet. We are going back in February.
Isabelle R.
Response from VrboOwner on 10 Dec 2023
Thank you.
From a partner site
10/10 Excellent
Karen L.
16 June 2025
Excellent Service by Julia
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:
I have stayed at Varela Dreaming and dealt with Julia a couple of times now. The service is excellent and quick if there are any queries. The house is lovely, very homely and clean. Great location, nice neighbours, private garden. I love sitting on the porch in the morning and early evening. It was also nice to see the umbrella I left in the garden is still there to be used too. I have reserved again for next year too. Thanks again Julia for a lovely stay.
Karen L.
From a partner site
10/10 Excellent
Isabelle R.
4 Mar 2023
Little gem
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was more than satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Lovely little house with a very nice pool, great location and great neighbours. A bike ride away to everything and a walk to restaurants and grocery shopping. It is ideal for 2 people and would be tight for 4 adults as the second bedroom is not very big and there is only one bathroom but it is a gigantic one! We will definitely be back. As per usual the management company was excellent and very responsive.
Isabelle R.
Response from VrboOwner on 5 Mar 2023
Thank you so much. We are excited to be managing Varela Dreaming
From a partner site
10/10 Excellent
Isabelle R.
3 Mar 2024
Best kept secret
Rating Details:
The property manager was very helpful.
The vacation rental was very clean.
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:
Perfect little house in old town close to shopping and a bike ride away from pickleball courts at the beach. Very private pool and lovely neighbours. It is only good for a couple and occasional guest. Third time there and coming back.
Isabelle R.
About the host
Hosted by All Florida Keys Property Management
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests