Entire home

Private Parking, Heated Pool - Sweet Caroline

Photo gallery for Private Parking, Heated Pool - Sweet Caroline

A neatly made bed with white linens, flanked by two bedside tables with lamps, in a room with white walls and a large window with blinds.
A poolside area with a blue table and chairs, a small pool, and a covered patio.
A two-story white house with a balcony, surrounded by lush greenery and palm trees.
A living room with a fireplace, a flat-screen TV mounted above it, a ceiling fan, a sofa, a coffee table, and a dining area in the background.
A pool area with a hot tub, outdoor seating, and a wooden fence with pool rules posted.

Reviews

9.0 out of 10
Wonderful

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Balcony or patio
  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪4 min walk‬
  • Place, Harry S. Truman Little White House
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Living Room 1

2 Double Sofa Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Toilet

Spaces

Kitchen
Office
Balcony
Garden

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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 Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Sails To Rails Museum at Flagler Station and Mel Fisher Maritime Museum are also worth visiting.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Oldest House Museum and Garden - 3 min walk - 0.3 km
  • Mallory Square - 4 min walk - 0.4 km
  • Key West Aquarium - 4 min walk - 0.4 km
  • Harry S. Truman Little White House - 6 min walk - 0.6 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 10 min drive

Restaurants

  • ‪Sloppy Joe's Bar - ‬4 min walk
  • ‪Conch Republic Seafood Company - ‬5 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬3 min walk
  • ‪Irish Kevin's - ‬3 min walk
  • ‪Rick's Bar - ‬4 min walk

Frequently asked questions

Does Private Parking, Heated Pool - Sweet Caroline have a pool?

Yes, this property has a pool.

Is Private Parking, Heated Pool - Sweet Caroline pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Private Parking, Heated Pool - Sweet Caroline?

On-site parking is available at the property.

What time is check-in at Private Parking, Heated Pool - Sweet Caroline?

Check-in begins at 4:00 PM.

What time is check-out at Private Parking, Heated Pool - Sweet Caroline?

Checkout is at 10:00 AM.

Where is Private Parking, Heated Pool - Sweet Caroline located?

Located in Key West Historic District, this holiday home is steps away from Papa's Pilar Rum Distillery Hemingway Rum Company and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

Reviews

9.0

Wonderful

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. 23 out of 33 reviews
Rating 8 - Good. 6 out of 33 reviews
Rating 6 - Okay. 1 out of 33 reviews
Rating 4 - Poor. 3 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

9.2/10

Cleanliness

8.0/10

Amenities

4.0/10

Property conditions & facilities

9.8/10

Check-in

9.4/10

Communication

9.8/10

Location

9.2/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I definitely recommend.
Stayed 1 night in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing home and location! So close to Duval and all the fun places. I highly recommend staying here. Very comfy, clean and convenient.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was great in every aspect! Super clean and spacious. We’ll be back for sure!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place for our party and great host!
Stayed 1 night in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Parking was easy actually was easy. The location is great easy walking distance to Duval and everything that’s happening in downtown.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to everything. The house is beautiful.
Stayed 2 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
parking was good and convenient, did not use pool,Location excellent, could use a mop and dish towels for cleaning and doing dishes
Stayed 4 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice parking area. Pool is quite small, more like a hot tub especially when it’s meant to share with up to 17 people. That being said most pools are small in KW.Excellent location.
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
That was awesome. Perfect location and a really good spot. If you have a big group I would definitely recommend renting all of the houses in that compound
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

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

Great stay

Place was very spacious. Excellent location to everything on Duvall.
Stayed 2 nights in Jul 2023
Response from VrboOwner on 13 September 2023
Thank you for your review! We are pleased to hear you enjoyed our location! Stay with us again anytime! Isa Brightwild
Verified review

10/10 Excellent

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

Perfect location

Love the house and the location!! Amazing vacation!!
Stayed 3 nights in May 2022
Response from VrboOwner on 13 September 2023
Thank you for the kind review, Shantel! We are pleased to hear that you enjoyed your stay with us. We hope we get the chance to host you again in the future! Cheers, One of One
Verified review

10/10 Excellent

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

Great Location

It is definitely an historic property with some cracks in the floor boards and bathrooms but it has its charms and the location is excellent! I would stay there again!
Stayed 3 nights in Dec 2024
Response from VrboOwner on 8 January 2025
Thank you for your review! We’re delighted to hear that you enjoyed the charm and character of our historic property, as well as its excellent location. While some aspects reflect the building’s age, we strive to ensure they don’t detract from a comfortable stay. We appreciate your understanding and are so glad you would stay with us again. We look forward to welcoming you back soon! Cheers, Jamie Brightwild
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Parking spot is valuable. Front porch with adirondack chairs is enjoyable. Two bedrooms are nice. The kitchen and living area are underwhelming.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

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

Stay in key west

Host was very nice and accommodating
Stayed 1 night in Aug 2024
Response from VrboOwner on 3 September 2024
Hi Francis, thank you so much for your kind review! We hope to host you again in the future! Daniella, Brightwild
Verified review

10/10 Excellent

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

Great place

Convenient to walk spacious
Stayed 4 nights in Feb 2023
Response from VrboOwner on 13 September 2023
Thank you Michelle! Sara One of One
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great accomodations! One of the best locations relative to Duval Street. Hosts were great. Maintenance person and cleaning staff were friendly and accomodating. The unit was clean and comfortable. A great experience!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

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

Great location…

Every place you wanted to be was nearby, whether by walking or by Viking… All very convenient…
Stayed 3 nights in May 2022
Response from VrboOwner on 13 September 2023
Thank you for your kind review, Robert! We are glad the property could be of convenience to you. We hope to host you again in the future! Cheers, One of One
Verified review

10/10 Excellent

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

Fantastic location

Can walk everywhere in historic and fun Key West. 8- minute drive to beautiful Zachary Taylor State Park. Very well managed property.
Stayed 2 nights in Feb 2022
Response from VrboOwner on 13 September 2023
Thank you for such a wonderful review, Daniel Our team really appreciates the kind words as we work very hard to make sure our guests have a memorable time. We hope to see you again in Paradise! Kind Regards, Key West Vacation Company.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. Sink in one bathroom did not drain but only issue we had!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

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

Loved Sweet Caroline.

Perfect location in a beautiful neighborhood near everything we wanted to do. Spacious rooms and a wonderful front porch. Once we got to the day before our reservation the host was available and very accommodating.
Stayed 1 night in Sep 2022
Response from VrboOwner on 13 September 2023
We are so pleased that you enjoyed your stay with us, Mary! Thank you so much for the great review. We hope we get the chance to host you again in the future. Cheers, One of One
Verified review

10/10 Excellent

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

Son's 21st

Awesome place, very comfortable! Great communication! All around amazing stay! Thank you:-)
Stayed 3 nights in Mar 2023
Response from VrboOwner on 13 September 2023
Tammy, we are happy to hear you enjoyed your stay! We hope to host you again here in paradise. Thank you, Camryn
Verified review

10/10 Excellent

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

Sweet Caroline

Beautifully updated old town home that retained all the charm but added modern amenities. The shared pool is small but sufficiently deep and comfortable. The location is just perfect. The property managers are consummate professionals that were immediately responsive and accommodating. We will definitely stay at Sweet Caroline again.
Stayed 1 night in May 2023
Response from VrboOwner on 13 September 2023
Thank you so much for the extra kind review! I'm so pleased to hear that you enjoyed your stay with us and I hope we get the chance to host you again int he future. Cheers! Brightwild, Hannah
Verified review

6/10 Okay

Liked: Check-in, communication

A Pillow Fight

Property is located downstairs on the corner of two extremely noisy/busy streets. Parking was great! Beds and pillows are super comfy and property was clean, but old. Needs some serious renovating and tender loving care. I did book it because it was a spur of the moment trip, and it was dog friendly. (5 stars for that!) Unfortunately, I am a light sleeper, so that does affect my review.
Stayed 2 nights in Feb 2025
Response from VrboOwner on 15 March 2025
Thank you for your feedback! We're glad you enjoyed the parking, comfort, and cleanliness. We understand the noise and renovation concerns and appreciate your honesty. Glad you liked the dog-friendly aspect—thanks for staying with us!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Good location.

This property was just okay. Floors were filthy (our feet were creepy dirty-keep your shoes on), roaches roaming around, and there wasn’t much in the way of kitchen basics-not even a salt shaker. Toiletries and towels were good. The ‘pool’ is more a hot-tub, and wasn’t full of water. Has potential but not top notch.
Stayed 1 night in Mar 2024
Response from VrboOwner on 2 May 2024
Hi Laura, we appreciate your feedback. We are always looking for ways to improve our property! Will be looking into these issues further! Thank you. - Sara, Brightwild
Verified review

10/10 Excellent

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

Live like a local

Had an absolutely wonderful stay. The location was absolutely perfect. The unit was well furnished and had everything we needed. It was a bit on the rustic side but honestly that’s what I was expecting and what I actually wanted. It’s situated at a somewhat busy intersection so if you are a light sleeper you may have some challenges there but we didn’t seem to have any issues. Just an early wakeup from a rooster the first day. Onsite parking was perfect and there was enough space to accommodate our Suburban. We will definitely be making plans to return and stay at this location.
Stayed 2 nights in Dec 2023
Response from VrboOwner on 10 January 2024
Thank you for your positive feedback! We appreciate your kind words and communication with us! Come back again anytime!
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