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

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TV - SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! (Key West)
Property grounds - SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! (Key West)
A heated pool - SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! (Key West)
Fridge, microwave, oven, stovetop - SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! (Key West)
Fridge, microwave, oven, stovetop - SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! (Key West)
Escape to a tranquil island ambiance in this elegant refuge within the desirable district of The Meadows. Welcome to an inviting open floor plan with vaulted ceilings, hardwood floors and wooden beams, perfect for entertaining. Unwind in the bright living space with cozy furnishings or enjoy your outdoor oasis by relaxing in the heated pool or dining al fresco under lush foliage.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 41142 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Along with concierge services, this smoke-free holiday home has laundry facilities and gas grills. The holiday home has 2 bedrooms and offers free WiFi and a patio. A kitchen comes with a fridge and an oven, and guests will also find upscale touches, such as a private pool and a jetted bath.
Air-conditioned accommodation at this holiday home offers private pools and coffee/tea makers. Rooms open to patios. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils. Bathrooms include baths or showers with in-room jetted baths and hairdryers.

Guests can surf the web using complimentary wireless Internet access. Business-friendly amenities include offices, desks and desk chairs.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Gas grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Hardwood flooring in public areas
  • Smoke-free property

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling 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)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 1,142 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are 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

Pets are allowed
Service animals are welcome, and are exempt from fees

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 fire extinguisher and 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
Property Registration Number 25230-138749

Property is also known as

2450-214090

About the area

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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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 ecotours and cycling nearby. Visit our Key West travel guide
View more Holiday homes in Key West
Map
Key West, FL

What's nearby

  • Key West Naval Station
    Key West Naval Station
    4 min walk - 0.4 km
  • Duval Street
    Duval Street
    15 min walk - 1.3 km
  • Clarence S. Higgs Memorial Beach Park
    Clarence S. Higgs Memorial Beach Park
    15 min walk - 1.3 km
  • South Beach
    South Beach
    16 min walk - 1.3 km
  • Southernmost Point
    Southernmost Point
    17 min walk - 1.5 km

Getting around

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

Restaurants

  • Dions Truman & White
    3 min walk
  • Circle K
    9 min walk
  • Sandy's Café
    6 min walk
  • The Dive Bar Shirt Club - Grub House
    15 min walk
  • Moose Lodge
    6 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.

How much is parking at SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool!?

On-site parking is available at the 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. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

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SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool! 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.
More informationOpens in a new window
Rating 10 - Excellent. 8 out of 9 reviews
Rating 8 - Good. 1 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

6.0

Cleanliness

10

Location

Reviews

From a partner site

10/10 Excellent

Anonymous

Great experience

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 spent two months at this property and loved it. It is a peaceful neighborhood, and the property is beautiful—just as advertised in the pictures. I recommend it highly. Also, the property manager and management company are first rate and very responsive.
From a partner site

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!
From a partner site

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.
From a partner site

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
From a partner site

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!
From a partner site

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.
From a partner site

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 🤙.
From a partner site

10/10 Excellent

Dwight U.

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!
Verified

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