In the heart of Old Town Key West, this charming pool cottage offers a serene retreat for couples and occasional guests. Beautifully decorated with an amazing outside space, enjoy island breezes and cool off in the pool or relax on the front porch with morning coffee.
Reviews
1010 out of 10
Exceptional
Entire home
2 bedrooms1 bathroomSleeps 4
Popular amenities
Pool
Kitchen
Washing machine
Air-conditioning
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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.
Property amenities
Pool/Spa
Heated pool
Private pool
Internet
Available in the cottage: WiFi
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Kitchen island
Microwave
Oven
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
1 bathroom
Shower
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV
Outdoor areas
Balcony
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Near a hospital
Near the marina
Near the sea
Things to do
Golf
Heated pool
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Sailing nearby
Scuba diving nearby
Swimming nearby
Water skiing nearby
Windsurfing nearby
Safety features
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 (host has indicated there is a smoke detector on the property)
Deadbolt lock
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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
Pets not allowed
Children and extra beds
Children are welcome
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
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
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
About the area
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. Visit our Key West travel guide
Is Old Town Elegance Island Breezes and Poolside Bliss pet-friendly?
No, pets are not allowed at this property.
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).
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Old Town Elegance Island Breezes and Poolside Bliss Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers 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 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.
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.
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
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.