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HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

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Photo gallery for HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

TV
Beach nearby
Terrace/patio
A heated pool
Interior

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Air conditioning
  • Parking available
  • Kitchen

Explore the area

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

Room options

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Bar (on property)

Southwinds Motel

Old Town Key West
  • Pool
  • Breakfast included
  • Restaurant
  • Air conditioning
8.6 out of 10, Excellent, 1,356 reviews
$164 nightly
The price is $185
Jun 16 - Jun 17
Total with taxes and fees
Southwinds Motel

About the neighborhood

Key West

This guesthouse places you in Old Town Key West, within a leisurely stroll of popular sights such as Duval Street and Florida Keys Beaches. Guestrooms at this guesthouse include kitchens, patios, and dining areas.
View more Guest Houses in Key WestOpens in a new window

What's nearby

  • Duval Street - 8 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 11 min walk - 0.6 miles
  • South Beach - 12 min walk - 0.7 miles
  • Key West Butterfly and Nature Conservatory - 12 min walk - 0.7 miles
  • Southernmost Point - 14 min walk - 0.8 miles

Getting around

  • Key West Intl. Airport (EYW) - 8 min drive

Restaurants

  • ‪Dions Truman & White - ‬5 min walk
  • ‪Sandy's Café - ‬6 min walk
  • ‪Better Than Sex - ‬6 min walk
  • ‪El Siboney Restaurant - ‬4 min walk
  • ‪Ocean Grill & Bar - ‬8 min walk

About this property

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!

ELEGANT ISLAND RETREAT...
Awaken your tropical senses in this incredible, adults only retreat located within the historic Azul Queen Anne mansion built in 1899 by shipwrights and carpenters for one of the island's premier cigar barons. A first glance you will observe impressive architectural design and craftsmanship among the entire property. A peaceful location allows all your worries to wash away as you settle into the laid-back island life. A contactless check in/out process with a virtual innkeeper allows for a seamless experience!
***The full kitchen, dining and outdoor areas are available for all guests to enjoy.
***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.
***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas.

DETAILS AND AMENITIES...
Encompassing old world charm with modern luxuries, these accommodations are sure to impress. Lovely, coastal inspired décor among this rich, historic setting are sure to delight within this magical space. Sip your morning cup of coffee on the mansion's front porch and appreciate the tropical views in the distance. Order delivery at one of your island favorites and enjoy within one of lovely, newly renovated gathering spaces or under the outdoor shaded seating area. A kitchen is located on the main level of the mansion which also includes a microwave and additional refrigerator space for your leftover goodies. 

SLEEPING ARRANGEMENTS...
Located steps away from the sparkling, shared pool, this home away from home places Paradise at your fingertips. Enjoy a queen room with cozy linens, a flat screen TV, mini fridge, Keurig coffee maker and an private, remodeled en suite full bathroom with a tiled shower with a glass door and rain shower head. A table and 2 chairs sits just outside your room so you can enjoy the outdoor surroundings before getting ready for the day.

PARKING...
It is first come first serve and if there is not a space available upon arrival you may park on the street in front for free (do not park in a residential permit space!) until one becomes available, or even for the length of your stay.

OUTDOOR LIVING...
Although only blocks from all the action, off street parking is provided on a first come first serve basis should you have a vehicle. Catch some rays on the breezy 2nd floor sun deck with ample loungers showcasing lush, vibrant garden views and savor the refreshing community pool just steps from your room. Head into town in just minutes by foot or bike and check out all the local's favorite bars and restaurants.

BEACHES...
Simonton Beach is 1.1 miles
Fort Zachary Taylor Beach is 1.5 miles
South Beach is 0.7 miles
Higgs Beach is 0.7 miles
Smathers Beach is 2.1 miles

Cancellations requested at least 30 days prior to arrival receive a full refund.
Cancellations requested at least 14 days prior to arrival receive a 50% refund.

IT'S TIME TO DISCONNECT...
Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a kitchen, a patio, and a dining area. Housekeeping is available on request.

Similar properties

Bar (on property)
Southwinds Motel
Old Town Key West
  • Pool
  • Breakfast included
  • Restaurant
  • Air conditioning
8.6 out of 10, Excellent, 1,356 reviews
$164 nightly
The price is $185
Jun 16 - Jun 17
Total with taxes and fees
Southwinds Motel

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Things to do

  • Communal pool
  • Heated pool

Guest services

  • Concierge services
  • Housekeeping (on request)

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Food and drink

  • Coffee/tea maker
  • Dining table
  • Kitchen
  • Microwave
  • Refrigerator
  • Separate dining area

More

  • Air conditioning
  • Iron/ironing board

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 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

  • This is an adults-only property

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
Safety features at this property include a fire extinguisher, a smoke detector, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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: 3:00 PM
  • Check-out: 11:00 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.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • 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.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2731-192765

Frequently asked questions

What's there to do near this guesthouse?

This guesthouse is situated in Old Town Key West within a short 8-minute walk of Duval Street and also 13 minutes on foot from Florida Keys Beaches. You'll also find Southernmost Point and Ernest Hemingway Home and Museum less than a mile away.

How much does it cost to stay at HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool!?

As of Jun 15, 2026, prices found for a 1-night stay for 2 adults at HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool! on Jun 16, 2026 start from $274, 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 parking available on site at HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!?

No, there isn't parking available at the guesthouse.

Is this guesthouse next to a casino?

No, this guesthouse is not connected to a casino.

Is there an indoor pool at this guesthouse?

No, there is no indoor pool at this guesthouse.

What will couples enjoy most about a stay at HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!?

Amenities that appeal to couples at this adults-only guesthouse include a kitchen as well as a heated pool and concierge services.

Are there hot tubs at HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!?

No, but this guesthouse does have a heated pool.

Does this guesthouse offer breakfast?

No, this guesthouse doesn't offer breakfast.

Will this guesthouse allow pets to stay for free?

No, pets aren't allowed at this guesthouse.

Are there connecting rooms at HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!?

No, there aren't connecting guestrooms at this guesthouse.

What is the closest airport to this guesthouse?

The closest major airport to this guesthouse is Key West Intl. Airport (EYW), which is 3.2 mi away (8 minutes by car).

Are there rooms with balconies that I can book at HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!?

Yes, every accommodation at HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool! comes with a patio.

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Community Pool! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 134 out of 165 reviews
Rating 8 - Good. 23 out of 165 reviews
Rating 6 - Okay. 5 out of 165 reviews
Rating 4 - Poor. 2 out of 165 reviews
Rating 2 - Terrible. 1 out of 165 reviews

10/10

Cleanliness

9.8/10

Amenities

9.8/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

JUANITA R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place and perfect location!!
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Theresa K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful pool side room. So quiet, although we know others were staying there. Was absolutely perfect. Directions to get the keys were so easy, plenty of clean pool towels. We didn’t need anything during our stay. This was my husband’s first time in Key West - he’s already talking about going back. Definitely will plan to stay here again.
Beautiful pool area
Great deck for coffee and breakfast
Great place to sit and relax
Dinner at Latitudes
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Joel

Liked: Cleanliness, amenities, property conditions & facilities
Had a wonderful visit and everything was amazing I would highly recommend this place
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Judy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very welcoming host! Beautiful property...clean and neat!Loved the common area, and our room was perfect! The ice and water station was so appreciated...very handy and necessary in the Key West heat :) Check-in and check-out were uncomplicated. Communication via text messages with the hosts (and their quick response) made it easy.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean room, coffee and water was great. Quiet and comfortable. Great central location.
Stayed 2 nights in Jan 2026
Verified

8/10 Good

Angela S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous place! Everything was spotless. I love the concept of having filtered water with pitcher to take back to your room. Would have given 5 star's but the shower and the water pressure was so weak.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Kyle P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very helpful. Very nice accommodations and perfect for a getaway. Close to everything you could wanna do downtown, but even closer to some of the less known hidden gems in Key West. Highly recommend.
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Bobbie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely room….inviting space. Beautiful outdoor area. Community…walkable.
Stayed 5 nights in Jan 2026
Verified

8/10 Good

Kindra H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Innkeeper, Mark, was welcoming and very helpful, as it was our first time in Key West. The amenities were great. The Havana room would benefit from black out shades and increased water pressure for the sink and shower. We thoroughly enjoyed our stay.
Stayed 3 nights in Jan 2026
Verified

8/10 Good

db T.

Liked: Cleanliness, check-in, location
The facility overall was very nice. The water pressure in the Havana Vieja room bath and shower was lousy.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Haley W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property and perfect location to everything!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Amy

Liked: Cleanliness, amenities, property conditions & facilities, communication
Very laidback and quiet!
Stayed 10 nights in Oct 2025
From a partner site

10/10 Excellent

Jose P.

Clean, lovely place. Sufficient space, great location.

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: Check in and check out were easy. Parking was a bit tight but enough to manage. They were very nice about letting you park before check in time so that at least we didn't need to carry the car around. The place is beautiful! Great location, walking distance from everywhere but removed enough from the noise. Will definitely rent again.
From a partner site

10/10 Excellent

Joel M.

Great rental just minutes from Duval St

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 place was a real gem for the price.Sleeping quarters were small but you had full kitchen with stove,microwave and refrigerator. and plenty of room around the pool and patio area, this place was beautiful and was very well maintained I would definitely recommend and may even be back for another stay in the future, thanks guys for a wonderful vacation stay!
Verified

10/10 Excellent

Lamar B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely the best place I’ve stayed in Key West. Stress free, quiet, and relaxing.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Gwethalyn J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
every single thing about this property was awesome!
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Andrea B.

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

Great stay

Very clean, great location and wonderful amenities!
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Andy T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was well maintained, the concierge service to find local activities was awesome.Location is on Truman which is one of the more busy roads, but road noise wasn’t an issue. Highly recommended.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Luther G.

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

Vacation

We had a great stay places is amazing
Stayed 3 nights in May 2025
Verified

10/10 Excellent

John D.

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

Perfect location and accommodation!

We could not have been happier with our stay.
Stayed 5 nights in Sep 2024
From a partner site

10/10 Excellent

Carmen G.

What a great place!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: My husband and I visited for our 25th anniversary and the place was perfect. The room was very nice and the house had everything we needed. I was pleasantly surprised with all the amenities that were offered. We had a couple questions during our stay and they were quickly answered by the house hosts. We would defintely stay again.
Verified

10/10 Excellent

Amy R.

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

The perfect spot!

We loved our stay, the room was perfect for Key West getaway. The bed was comfortable, and we appreciated the little touches like the wireless phone charger, purified water and ice machine. The pool was welcoming, and the poolside bathroom was appreciated!The mansion and all of the available rooms make it the perfect spot to vacation with other couples or a group of friends.
Stayed 2 nights in Jul 2025
From a partner site

10/10 Excellent

Cam M.

Cozy comfort close to the action.

Rating Details: 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 booked this location last minute for my first ever trip to KW. What a great property and location. I was able to walk to everything I could possibly want to do. The room was well appointed and the hotel was just fantastic.
Verified

10/10 Excellent

Adam T.

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

Dream stay

We loved the quiet and the shared spaces. Manager was very nice and let us stay at the property after checking out before our flight. Highly recommend for a romantic getaway and the fact that it was kid free made it that much more enjoyable.
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Chris G.

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

Enjoyable

We had a fantastic time. Everything was as advertised. The whole property was clean and organized. We would definitely stay here again.
Stayed 2 nights in May 2025

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