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2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️

Photo gallery for 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️

A two-story house with a pool surrounded by tropical vegetation.
A house with a blue door and a number 818 sign, surrounded by tropical plants and a white picket fence.
A two-story house with a blue exterior, surrounded by lush greenery and a swimming pool.
A house with a teal exterior, a mailbox with a dolphin design, and a yellow gate.
A cozy living room with a brown leather sofa, a vintage green chest of drawers, and a wooden cabinet with a mirror. A staircase leads to a kitchen area with a small island and a dining table.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy a spacious layout that gives everyone more room to relax.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • At the centre of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Close to Duval Street
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Balcony
  • Outdoor pool
  • Barbecue grill
  • Air-conditioning
  • Refrigerator
  • Washing machine

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪3 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪3 min walk‬
  • Place, Key West Lighthouse and Keeper's Quarters Museum
    ‪3 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1- MBR

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

2 bathrooms

1. MASTER en suite BATHROOM

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

About this property

2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️

This colorful three bedroom, two full bath, private, and historic home is just 2 blocks from world famous Duval Street! You will be just around the corner to The Hemingway House , famous Blue Heaven Restaurant and the Key West Lighthouse.
Our quiet lane starts on Petronia Street, which has become the culinary center of Key West. Our location is simply perfect! Enter your desired dates and click "Book Now!" Read our 5-Star Reviews! (Please note: We have a 28 night MINIMUM stay. No exceptions can be made.)

Owners offer a marvelous home away experience. Three covered porches overlook a breezy tropical paradise with a unique shared 70' lazy river pool. TREETOPS has TWO floors of living. Perfect for your guests to join you in paradise.

All furnishings have a cool, relaxed Key West vibe. The conch-style home was recently remodeled and meticulously furnished to a very high standard with ONLY Rave reviews from our guests.
Two FREE bicycles come with the property and a parking spot option- not that you need it- Key West is a walker's paradise from your perfect location.

The entire second floor is a Master Bedroom Suite with walk in shower, huge closet, and a private covered porch with views overlooking the Key West Lighthouse and our fabulous lazy river pool.
Everything you need is right here... new appliances washer/dryer, linens, towels, gas grille on your private porch.

Many returning guests find TREETOPS to be their "happy place."

The owners are very responsive to the needs of their guests and are always happy to answer your questions. Just ask!
________________________________________________________________________________
**TREETOPS is offered exclusively on VRBO.
Buyer Beware: Craigslist does not match owners to properties.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 9:30 AM
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Children

Adults only
Adult community. Pool not fenced
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Events

No events allowed
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Pets

No pets allowed
No pets. No exceptions.
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Smoking

Smoking is not permitted
No smoking inside home. Non smoking area
28 night minimum rental due to Key West Licensing Law. Adult only HOA
Not suitable for children. Lagoon Pool is surrounded by open walkways- no fencing. See detailed pictures.
NO Sublets. No air mattresses.

Important information

You need to know

Property # 3706533
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located by the sea, this holiday home 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
  • Key West Lighthouse and Keeper's Quarters Museum - 3 min walk - 0.3 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 13 min drive

Restaurants

  • ‪Blue Heaven - ‬3 min walk
  • ‪Moondog Cafe & Bakery - ‬2 min walk
  • ‪801 Bourbon Bar - ‬4 min walk
  • ‪Mangoes Restaurant - ‬5 min walk
  • ‪Old Town Tavern - ‬3 min walk

Frequently asked questions

Does 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️ have a pool?

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

How much does it cost to stay at 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️?

As of 24 Sept 2026, prices found for a 1-night stay for 2 adults at 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️ on 1 Aug 2027 start from £3,615, 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 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️ pet-friendly?

No, pets are not allowed at this property.

How much is parking at 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️?

On-site parking is available at the property.

What time is check-in at 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️?

Check-in begins at 4:00 PM.

What time is check-out at 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️?

Checkout is at 9:30 AM.

Where is 2027 calendar is now available! Old Town historic home Lagoon Pool 3BR ⭐️⭐️⭐️⭐️⭐️ located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of Ernest Hemingway Home and Museum and Duval Street. Florida Keys Beaches and Southernmost Point are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 53 out of 54 reviews
Rating 8 - Good. 1 out of 54 reviews
Rating 6 - Okay. 0 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 0 out of 54 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This historic house was as described and in a great location. The pool and lush landscaping was very relaxing. It was nice being able to have such a short walk to Blue Heaven, Hemmingway House, the Light House Museum and Duval Street. Our host Sheryl was great to work with and responded to us in a timely manner.
Stayed 30 nights in Aug 2026
Verified review

10/10 Excellent

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

Amazing place

We absolutely loved our stay! Such a cute place and the pool and neighbors are amazing!! The location is great, super quiet but close to so much, definitely will be back!
Stayed 28 nights in Jun 2024
Response from VrboOwner on 3 Aug 2024
You’re welcome anytime! Happy you had such a great trip to your southernmost happy place.
Verified review

10/10 Excellent

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

Key West retreat

We had a great time and it was exactly as we thought it would be.
Stayed 30 nights in Sep 2023
Response from VrboOwner on 4 Oct 2023
Thanks Joe! We knew you’d love it. Can’t wait for your return.
Verified review

10/10 Excellent

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

Peaceful paradise

Terrific location just a short walk to the best that Key West has to offer. Loved the quiet backyard pool in this well kept Key West home.
Stayed 29 nights in Jun 2023
Response from VrboOwner on 3 Aug 2024
You were such a wonderful guest. Thrilled you enjoyed the island and took such great care of our home. It’s a special place.
Verified review

10/10 Excellent

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

Lovely Stay in Bahama Village

Treetops was a really great place, all as you can tell from the pictures. The host was super helpful and communicative. The pool is one of the stand out features of the property. Shared with four other places, it is a beautiful and tranquil place to spend time.
Stayed 30 nights in Jul 2024
Response from VrboOwner on 3 Aug 2024
It’s a fabulous spot to sneak away to after a day full of fun and frolic.
Verified review

10/10 Excellent

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

Slice of Paradise

Loved everything about my stay in this well appointed home close to the Hemingway The home is beautifully decorated with colors and pictures. And the pool and landscaping, heavenly! I will definitely be back
Stayed 29 nights in Nov 2024
Verified review

10/10 Excellent

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

**SPARKLING**

Beautiful property! Awesome host!!
Stayed 29 nights in Apr 2023
Verified review

10/10 Excellent

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

Treetops paradise

Can’t say enough about the month my wife and I spent in Key West. Beautiful property in a great neighborhood. Sheryl was a great host always available for questions. We will definitely be back to enjoy another vacation in the Treetops. Thank you Sheryl
Stayed 30 nights in Mar 2023
Verified review

10/10 Excellent

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

Hidden Gem in Key West

This is a beautiful historic house in the middle of everything but hidden from all the chaos of Duval st. Area was super quiet with very friendly neighbors. Everything you want to see or do is within walking distance. We really love this place and hope to stay again as soon as possible. Sheryl, the host was fantastic and answered any questions within an hour. Communication with host was great. This was the best place we have stayed in our 5 trips to Key West. I Highly Recommend this property. 10 stars to this property and host.
Stayed 28 nights in Jun 2025
Verified review

10/10 Excellent

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

Doesn’t Get Any Better!

Communication was great with owner prior to and during stay as needed. Check in was seamless. Property is beautiful, perfectly located and has everything you need. Neighbors are friendly and helpful. The backyard pool area is like your own little world….doesn't get any better! 100% would love to go back to Treetops!
Stayed 28 nights in May 2024
Response from VrboOwner on 3 Aug 2024
Tracy we are thrilled you enjoyed Treetops as much as we do. Can’t wait for your next visit
Archival

10/10 Excellent

Absolutely the most fun place we have ever stayed.

This house was spotless and beautifully decorated with a flair found only in Key West. The location was perfect to walk to most everything we needed. Totally enjoyed each day we were there. The grounds/pool are spectacular and the neighbors wonderful. You truly feel like you are in the islands and not in Florida. Could not recommend this vacation spot enough. We would go back in a minute, and plan to. A BIG BRAVO to the owners for a job well done and making our stay so comfortable. Thanks so much from the bottom of our hearts! Rita and David
Response from VrboOwner on 31 Mar 2020
Thanks Rita & Dave. We look forward to your return to Treetops! We knew you would absolutely love the house and the location. A slice of tropical paradise!
Archival

10/10 Excellent

Heavenly Honeymoon

Our stay in Key West exceeded our expectations. The home is immaculate and made our stay very comfortable. With the beautiful decor and lush landscaping, you feel as though you are in your own tropical paradise. Afternoon naps in the hammock followed by a refreshing snack of Spanish limes grown from a tree in the backyard quickly became a daily ritual. We loved taking the quick bike ride to Mallory Square each night to watch the sunset as well as simply crossing the street each morning to eat breakfast at the famous Blue Heaven. I honestly can not wait for our next visit. We truly found a piece of paradise.
Response from VrboOwner on 31 Mar 2020
Thank you! we never even knew we had a lime tree!
Verified review

10/10 Excellent

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

Perfect Stay in Paradise

This property was amazing. The location would be difficult to beat. The house is perfectly situated for nice walks to both Mallory Square and the Southernmost Point. It’s also very close to Blue Heaven (our favorite restaurant in the Keys). The outdoor area is gorgeous. I loved working from the large hammock on the balcony and looking down at the winding pool. It was perfect. We were a bit worried about traveling during covid, but the house was extremely clean. Dave and Sheryl are fantastic hosts and were very responsive whenever we had questions. Additionally, the neighbors couldn’t have been better. Susan was incredibly friendly and helpful. I highly recommend this property.
Stayed 28 nights in Oct 2020
Response from VrboOwner on 22 Nov 2020
Thank you, Lani. We would look forward to welcoming you back to our slice of paradise anytime.
Verified review

10/10 Excellent

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

Key West March 2024

Cute home, great location in Bahama Village. Sheryl was super helpful with any questions, suggestions and recommendations for local restaurants and activities. The shared outdoor area is beautiful, and large pool was lovely. The area is quiet and very relaxing. We did have some issues with the pool cleanliness maintenance which was due to their poorly performing pool vendor and we believe the compound ownership resolved those upon our departure. The internet was great, and we was able to work from the unit. The bikes were in need of repair. If you opt for parking be warned it is very tight, and require the cooperation of your neighbors who also be renters. Overall, a great location and a great unit.
Stayed 28 nights in Mar 2024
Response from VrboOwner on 2 Aug 2024
It was wonderful to have you visit for a month at Treetops. Yes, the new pool filter arrived shortly after your departure and our new pool vendor does keep the lagoon pool sparkling. What a treasure! Thank you for your patience while those parts were being delivered to our little island 150 miles out to sea! A dedicated parking spot in our off street parking common lot is perfect for a small car or SUV- we do not recommend trucks or oversized autos. The new bikes are conch style & equipped with baskets for shopping. Pedaling or walking is the best way to experience the island. There is also a free shuttle bus which travels a route all day into the late night throughout old town, from our Village to Schooner Wharf and the stop is just a block away. If you must work while you visit, yes, we do have the fastest internet speed available on the island. Looking forward to when you can return to our slice of paradise!
Verified review

10/10 Excellent

Treetops - Everything You Imagine Could Be Yours

Our stay at Treetops, the "Sparkling" Old Town Private Home, was everything we hoped it would be - convenient to everything (a 10-15 minute walk, or 5 minute bike ride, or half a block walk to the Free Duval Loop Bus) one wants to do in Key West, tucked away in a historical neighborhood - just around the corner from Hemingway's House, the Lighthouse, and Blue Heaven. The best beach on the island (at Fort Zach Taylor) was a short bike ride away. The house itself is a tidy and magical two story home facing an inner courtyard and pool, shared with five neighbors. The pool is warm and inviting at any time of day, on even the rare chilly day. It does look just as it does in the photos. The house has all you need for cooking, doing your laundry, having your own happy hour. Although the house has three bedrooms, one is quite small and the space is best suited to no more than four or five people; if you are five or six, you should be small or really good friends and be able to live close together, respecting each others personal space. Would certainly book this house again.
Stayed 30 nights in Jan 2019
Response from VrboOwner on 31 Mar 2020
Magical! YES, we agree. We hope you are able to come for a return visit to our "southernmost happy place." The location is indeed perfect and the heated pool is an oasis in January. Thanks for taking such good care of Treetops during your stay. We find our guests treat Treetops like a beloved home. Its wonderful to hear you relaxed and had fun in paradise with your family and friends who were able to stay with you throughout the month.
Verified review

10/10 Excellent

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

The house, neighbors, and location are wonderful.

This was our first VRBO experience and it was great. Can’t say enough about the location and house. Definitely recommend
Stayed 30 nights in Oct 2022
Verified review

10/10 Excellent

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

HIGHLY RECOMMEND

OUTSTANDING
Stayed 31 nights in Aug 2022
Verified review

10/10 Excellent

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

Awesome place!

Great location-walking distance to everything Wonderful property- beautiful trees, pool and rooms Owner was very attentive
Stayed 30 nights in Jul 2022
Verified review

10/10 Excellent

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

Amazing!

We loved our stay. The house was very comfortable, decorating was very island, and the amenities were perfect. Kitchen had all appliances. We never had an issue with anything. Beds comfy, baths very nice, and both porches were used. Lovely location. We thoroughly loved Treetops. Oh the pool! Wow!
Stayed 29 nights in Jun 2022
Verified review

10/10 Excellent

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

Piece (and peace) of heaven...

I can't say enough about this property and the owners. It's just as the pics depict. The location is perfect - close enough, but enough distance from noise, traffic. The neighbors are great. The owners very responsive. Book it - you'll be glad you did. Leaving was the hardest thing I've had to do on any vacation. <3
Stayed 28 nights in May 2022
Verified review

10/10 Excellent

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

Outstanding property

This property is exactly as represented. The area is near enough to the action, but far enough to be private and serene. The home is very well equipped and comfortable. The master bedroom with private balcony is a plus. The serpentine salt water pool was fabulous! This was an awesome vacation!
Stayed 34 nights in Mar 2022
Verified review

10/10 Excellent

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

Great time at the tree house

Beautiful house and property. The pool and the surrounding area are a peaceful oasis, the kitchen had everything we needed, the beds were very comfortable, and the location fantastic. Highly recommend.
Stayed 28 nights in Feb 2022
Verified review

10/10 Excellent

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

Great property

We had a wonderful time and look forward to returning. The house and location are great. Thanks for sharing your beautiful home!
Stayed 30 nights in Jan 2022
Verified review

10/10 Excellent

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

Little Piece of Paradise

What a wonderful vacation! The house is a cozy cottage located in a little piece of paradise. The tropical garden and pool are an awesome place to relax. The location is perfect….close to excellent restaurants, Duval Street, and a short bicycle ride to the beach. The owner was extremely communicative and was easy to reach to answer any of our questions. We loved our stay at Treetops!
Stayed 29 nights in Sep 2021
Verified review

10/10 Excellent

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

Super Fantastic

The pool was the bomb! The location was perfect - next to Duval, close to the beach, really a little slice of paradise!!!!
Stayed 30 nights in Jul 2021

About the host

Hosted by Sheryl Hoss

Host profile image
When we are not at TREETOPS, we live on the beach just south of Boston. We vacationed on KW before buying a slice of paradise. We hope you will enjoy our southernmost home as much as we do! We have taken pride in the renovations and outfitting our home to a very high standard so our guests will be comfortable and have everything they may need during their stay. We are always available to answer any questions you may have before or during your time at Treetops.
The two-person hammock on the second level is our favorite spot in the late afternoon! Every time we leave this house, we count the days until we can return.

Why they chose this property

LOCATION! LOCATION! LOCATION! YES, this location is simply perfect and the property and the grounds are gorgeous and very well maintained. We have many return renters from year to year and only have rave reviews.
We had a great time decorating and updating our conch style home to feel like an authentic Key West experience.
Visitors to Key West have started paying closer attention to the Bahama Village neighborhood after discovering Blue Heaven, one of the most popular breakfast spots on the island. New dining options keep cropping up like Blue Macaw, Santiago’s Bodega, VIV Wine Bar, Moondogs, and La Creperie. Beyond the restaurant scene, Key West's famous Duval Street is less than 2 blocks away. If you interested in spending time at the beach, both South Beach and Ft. Zachary Taylor Beach are about a half-mile away.

What makes this property unique

Treetops is close to everything special KW has to offer in a private home that has two levels of living space complete with a master bedroom suite with a sparkling new master bath and generous walk in closet. We are located off Petronia Street, which has 8 restaurants. Many of which are rated in the top 10 on tripadvisor. The location is SUPERB. The lagoon style pool is one of the largest private pools in Old Town and offers a wonderful spot to relax after a busy day discovering the island. The home is located within a five home , adult compound that shares the pool.

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English
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