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SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool!

Photo gallery for SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool!

Welcome home!
Lush surroundings
Private front porch
Enjoy vibrant surroundings
Open floor plan with powder room

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4106.1 sq m

Popular amenities

  • Dryer
  • Washer
  • Pet-friendly
  • Parking available
  • Kitchen
  • Pool

Explore the area

Map
Key West, Florida
  • Duval Street
    ‪15 min walk‬
  • Southernmost Point
    ‪3 min drive‬
  • Smathers Beach
    ‪4 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Kitchen
Dining area

About this property

SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool!

CATCH YOUR SECOND WIND…
Unplug in this newly renovated and elegant refuge, a place of tranquility with an island ambiance. Equipped with 2 bedrooms and 2 bathrooms, this home welcomes you into a peaceful setting within the desirable district of The Meadows.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS & AMENITIES…
Welcome in to an inviting, open floor plan boasting vaulted ceilings, hardwood floors and stunning wooden beams ready to entertain your crew for your getaway to Paradise. A fully equipped kitchen allows for seamless meal prep to enjoy together at the dining table for 6. Enjoy the bright and cheery living space with cozy furnishings and a TV for your lazy days in with gorgeous views beyond pocket doors of your outdoor oasis. This home is equipped with Youtube TV for live steaming.

SLEEPING ARRANGEMENTS…
Sleep tight in one of two cozy king bedrooms both equipped with storage space and flat screen TVs. The primary suite comes with an en suite bathroom with a double sink vanity and jet tub/shower combination. The second bathroom lies in the hallway with a shower/tub combination.

OUTDOOR LIVING…
Soak up your surroundings as you head out to your private backyard dream tucked within lush and vibrant foliage. Cool off in the pool which comes heated in the winter month and dine al fresco in the island breeze equipped with a gas grill. Lounge on your private front porch over your morning cup of coffee as you dream of your days adventures ahead. The Meadows district is a charming and convenient location to downtown Key West, yet tucked away for a peaceful evenings rest.

PARKING...
There is one parking space making coming and going a breeze.

PETS...
Dogs are considered at this home. Please either inquire prior to booking, or make sure to check the box that you are bringing a pet when booking, AND include size, breed, and age of the pet in Comments/Special Requests.

MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pool/hot tub heating fee (if applicable)
Pet fee (if applicable)

BOOKING DATES...
This home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last).  We may consider alternate dates if the calendar allows or if the owner will make an exception.

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

CANCELLATION...
Bookings canceled at least 90 days before the start of stay will receive a 100% refund.

Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).

YOUR SLICE OF PARADISE AWAITS…

Property manager

Wendy Zintsmaster & Team
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet-friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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 fire extinguisher and a deadlock
Property Registration Number 25230-138749

About the area

Key West

Located by the sea, this holiday home is in Key West Historic District, 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 Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Map
Key West, Florida

What's nearby

  • Duval Street - 15 min walk - 1.3 km
  • Southernmost Point - 3 min drive - 1.9 km
  • Smathers Beach - 4 min drive - 2.2 km
  • Mallory Square - 5 min drive - 2.6 km
  • South Beach - 6 min drive - 1.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 7 min drive

Restaurants

  • ‪Sandy's Cafe - ‬5 min walk
  • ‪Off the Hook Grill - ‬16 min walk
  • ‪El Siboney Restaurant - ‬11 min walk
  • ‪Dante's Key West - ‬17 min walk
  • ‪Harpoon Harry's - ‬17 min walk

Frequently asked questions

Does SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! have a pool?

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

Is SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool!?

Check-in begins at 4:00 PM.

What time is check-out at SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool!?

Checkout is at 10:00 AM.

Where is SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! located?

Located in Key West Historic District, this holiday home is within a 15-minute walk of The Unitarian Universalist Fellowship of Key West and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 1 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 7 out of 8 reviews
Rating 8 - Good. 1 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

6.0/10

Cleanliness

10/10

Check-in

6.0/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Susan G.

Perfect Key West Cottage

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: Absolutely wonderful stay at the lovely Second Wind Cottage. This was our 5th visit to Key West and Second Wind has been our favorite place the stay so far! Great location, short bike ride or walk to beaches, marinas, restaurants, etc. Convenient to park for walking our labradoodle. The cottage was well appointed, wonderfully landscaped and comfortable. Thank you to the owners and property manager Melanie for a lovely visit!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John R.

Perfect house for the summer

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 rented this house for 3 months, and was close enough to all the action, and also super convenient for parking and access to the park to walk our dogs twice a day. We loved it. Not to mention a pool to cool down in!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John M.

A pleasant stay at Second Wind

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: We're having a terrific time. We've been here for 7 weeks with 10 days to go. The location is perfect for us, in a quiet neighbourhood (the Meadows) but an easy walk or bike ride to anything we want to do. The house itself is bright and airy. The housekeeping and pool/landscaping services are excellent. The property management team has been very helpful and are quick to respond. If we could make some minor suggestions, they would be: to add towel racks to the principal bathrooms and more dishware, especially saucers for the cups, in the kitchen (which is very well-appointed otherwise). The addition of a light over the dining room table would be helpful. We find the living room sofa a bit too deep to be comfortable for TV viewing. These are relatively minor issues and we've loved our stay here.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Page W.

March 2023 Second Wind Stay

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: Beautiful cottage in great location in Key West. Rental team superb throughout, property manager Brian was great and immediately responded to any issues or concerns. Highly recommend.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dwight U., Bourbonnais, IL

Second Stay at Second Wind.

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: This was our second stay at this deluxe house on Albury Street. The perfect home in Key West. We brought our bikes and never drove our car again for the month. You are an easy bike ride from Duval Street and all it has to offer. Once you are home in this private little oasis the fun really begins. The back yard and pool are very secluded and very beautiful. A tropical heaven!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from Montreal, Quebec

Best vacation!

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: Brian was helpfull I loved my stay and I even rebooked for next year
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Alicia W.

Wonderful Retreat

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: Everything was exactly as we hoped it would be. Good location with off street parking (a definite plus). The one problem that we had (lock problem) was quickly and efficiently solved by Brian. Definitely would recommend to friends 🤙.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Melissa S.

Wonderful trip

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: Second Wind property was a wonderful respite from the cold climes of Wyoming. The location and proximity was perfect for us. The neighborhood was quiet, neighbors lovely, house was comfortable. Team Truman and Company are excellent!

8/10 Good

Timothy D.

Liked: Check-in, location, listing accuracy

Misses

No garbage disposal or ice maker. The freezer would stay open after you shut the fridge. The landscapers came once during our stay and they were there on the day we left. The yard and street were a mess. The lack of curtains in the living room provided NO privacy. It was like we were in a fish bowl. The light over the stove did not work. The front gate is falling apart.
Stayed 29 nights in Nov 2021

About the host

Hosted by Wendy Zintsmaster & Team

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests