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Sweet Caroline - Nightly Rental

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2 Bedrooms
2 Bathrooms
Parking: 
1 Private Parking Spot
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Description

Part of Banana's Foster Guest House

This spacious 2 bedroom apartment takes up the first floor of this historic Key West home located on the corner of Caroline St and Simonton Dt. From the off street parking and shared courtyard entrance off Simonton opening into the kitchen to the private front entrance with sweeping front porch over Caroline Street- this rental has a lot to offer!

Coming in from the front gate off Caroline Street you are welcomed with a large private porch, perfect for people watching before setting out for the night or morning coffee or margaritas! Entering from the front door you come into the spacious living room that opens into the dining room. The home has vaulted ceilings and gorgeous wood floors. The master bedroom opens off the living room and has an en suite master bath with a shower. The large bedroom has corner windows and a king size bed. The 2nd bedroom opens off the dining room and also has an en suite bathroom that opens to the kitchen as well. The 2nd bedroom features handsome woodwork and a king size bed. Each bedroom also has a flatscreen TV.

The living room will offer a nice reprieve to enjoy some quiet time with comfy overstuffed furniture and a large flat screen over the mantle. The home can comfortably accommodate up to 6 guests with the living room sofa pulling out to a queen size sofa bed. There is also a ½ bath off the living room. The shared courtyard with BBQ grill and community plunge pool can be accessed off the dining room or though the large L-shaped kitchen. The kitchen has ample prep space and is fully appointed, including a built in wine cooler! Combined with the shared off street parking on Simonton, this property is certainly a sweet spot!

Key West Vacation Rentals typically releases all minimum night stay requirements within 60 days of the arrival date. Otherwise, our minimum night requirements are as follows:

- January thru April - 5 night minimum
- May thru mid - December - 3 night minimum
- Fantasy Fest Week - (late October) - 7 night minimum
- Christmas & New Years - 7 night minimum
- Special Holidays and Events may have up to 7 night minimums

Our software is designed to fill in small gaps between reservations that are outside of 60 days. Feel free to call our office for more info or special requests

***Individual making the reservation must be 25 years or older with proper identification and be an occupant of the property

Amenities

  • Patio
  • BBQ Grill
  • Shared Pool
  • Plunge Pool (Shared)
  • Air Conditioning
  • Linens
  • Ironing Board
  • Free Wifi
  • Daily Housekeeping
  • Cable TV
  • Pets Allowed

Availability

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April 2018
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Reviews

Sweet Caroline

Reviewed on 2018-04-16 by from Cleveland, GA
Updated on 2018-04-16
4
Cleanliness
5
Location
5
Property condition
5
Great experience

Great Girls Trip!

Reviewed on 2018-04-16 by from Charlotte, NC
Updated on 2018-04-16
4
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5
The house was big, nice and clean. The only downside was the three upstairs units were very noisy and there is a fire station whose route is right along the unit. Other than the noise it was a great place to stay.

A charming lower floor apartment in an old Key West home

Reviewed on 2018-04-16 by from Vero Beach, FL
Updated on 2018-04-16
4
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
4
The rental is basically as advertised. Location is great although some outside street noise is inevitable (traffic) as is the sound of some revelers late at night (Duval St only a block away). Nonetheless a very good experience. Minor maintenance issues: sink drain plug broken in bathroom. Microwave electric outlet nonfunctional. Broken lounge window streetside on front porch, partially covered by some temporary permitting posts shabbily placed with masking tape. Not aesthetically pleasing. Windows were grimy. As stated these are minor issues, and the stay overall was very pleasant. A good base to explore the lower keys!

Great location and fun times!

Reviewed on 2018-04-16 by from Estero, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This house is larger in person than the pictures show. Very comfortable. The couple sleeping on the hideabed couch indicated it was very comfortable also..not like your normal sleeper sofa! This is is so close to everything...Mallory square..lower Duval...marinas...you just can't beat the location. We parked the car and never used it the whole time. Highly recommen!

Sweet Caroline-

Reviewed on 2018-04-16 by from Ponte Vedra, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We typically stay in hotel rooms when visiting Key West. This year we decided to try something different. I am so glad we did!!!. Renting Sweet Caroline made this our best trip to Key West in all the years I have been going. The condo was spacious, clean and fully equipped. The pictures did not do the condo justice. It was much larger than I expected and slept the 6 of us without any of us being cramped. We brought an air mattress and set it up in the corner of the living room. This gave us the beds we needed but since the living room was so large it did not get in the way at all. We were able to socialize together, cook some meals (mainly breakfast) and make cocktails before heading out. The location was incredible. We walked everywhere. The car never left the parking spot for the 4 days we were their. I will definitely rent this condo again. My only concern was the name of the condo, Sweet Caroline. Being from New England and a Red Sox fan, I could not get the song out of my head so I spent a good part of the trip singing the song over and over again. Small price to pay for such a great stay!!!!

KEY WEST AGAIN!

Reviewed on 2018-04-16 by from Canton, OH
Updated on 2018-04-16
4
Services from rental manager
5
Cleanliness
5
Location
3
Property condition
4
To be in Key West is special. I hope the locals know what they have and maintain their beautiful island. Other than the late night noise, the location of this property was perfect. If you are a light sleeper, this isn't for you, but the close proximity to downtown was well worth it to me.

Wonderful Vacation Spot!

Reviewed on 2018-04-16 by from Brentwood, TN
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We LOVED Sweet Caroline - it was perfect for our group. Two couples, ages 40-65, each enjoyed a king bed and private bath. (There is a half bath as well.) The location was great – just a block from Duvall. It is an easy walk to Mallory Square and A&B Marina as well. We only drove once after we arrived, to a Publix store for drinks and snacks. (Although we later discovered a large CVS on Duvall Street, which would have suited our needs just as well.) We took a cab one night to go to Salute (wonderful restaurant) on the beach; otherwise, we walked everywhere. The Sweet Caroline rental includes a parking spot, which is very convenient and saved us money. <br/>We did not cook any meals during our stay, but the kitchen looked well stocked with dishes, utensils, and pots and pans. There is an outdoor grill as well. <br/>A third couple joined us for 3 nights, and stayed in the Honey Bun Suite. Their door was right across the walk from our back door, and was perfect for them as well. We all enjoyed the hot tub and back patio tremendously, and enjoyed the front porch for afternoon cocktails. <br/>We had a few maintenance issues – they were resolved very quickly. The cleaning people did a great job.<br/>If you want to stay in Old Town and close to Duvall, and you enjoy the charm of an older BNB or home - versus a new, sterile hotel room - you should be very happy here. Because it is close to Duvall, there is some street noise from late night partiers or traffic – this did not bother our group. Sweet Caroline is on the bottom level of a house, and there can be noise from guests staying above. My husband and I did not hear any noise from the above guests – the other couple heard some early morning noise, but it was not an issue for them.<br/>We definitely want to return to this property on our next trip, and highly recommend it!<br/>

Our stay in Sweet Caroline was great!

Reviewed on 2018-04-16 by from Toms River, NJ
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Sweet Caroline was exactly as the pictures depict it. It was very clean and well-maintained. It felt like home. You can take advantage of Duval st and all it has to offer but then with a one block walk you can escape to your own private paradise! Would definitely recommend this house to friends and relatives!!<br/>

Great Place, Perfect Location

Reviewed on 2018-04-16 by from Long Beach, CA
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
There are several units in this little complex. Rental office was easy to find and zero drama getting keys and finding the property. Very nice unit with ample space. Though we didn't use it much, plenty of room in the kitchen for cooking meals or making cocktails. Also a nice size dining table and comfy living room. Both bedrooms having their own bathroom (plus an extra half bath) made for a great stay for 2 couples. Comfy beds, clean, and a couple of different options for hanging out outside--including a private porch. Chose this location particularly because, while an easy walk to Duval Street, it is far enough away to be a bit quieter. Comes with one parking space too--a real luxury in Key West. Highly recommend and can't wait to go back!

Sweet Caroline

Reviewed on 2018-04-16 by from North Port, FL
Updated on 2018-04-16
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5
We have stayed at Sweet Caroline before and truly enjoyed both times. Great location, nice facility, but we needed to stay longer. Maybe next year.

Sweet Caroline was SWEET!

Reviewed on 2018-04-16 by from Manalapan, New Jersey
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Beautiful property in an excellent location. Property Management- Rick and Thomas were great, found us this spot on short notice. Just renovated, perfect combination of charming old Key West and modern function.

Loved It!

Reviewed on 2018-04-16 by from Tulsa, OK
Updated on 2018-04-16
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We were the firsts guests and besides a few little tips i passed on, the place was awesome!!

Lovely place with great locations

Reviewed on 2018-04-16 by from London, England
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Large two bedroom ground floor apartment in a house, recently renovated with everything you need, Carole in the office was very helpful and happy too.

Very pleased

Reviewed on 2018-04-16 by from Abingdon, VA
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We had a great week. Sweet Caroline is very nice updated house. the daily maid service was great. Would recommend to anyone. :)

Wonderful Getaway

Reviewed on 2018-04-16 by from Broadview Heights, OH
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Sweet Caroline exceeded our expectations. The accommodations deliveried all that was promised and more. Spacious, well-appointed, clean, great location and well stocked. We would rent this property again in a heartbeat.

Overall Great Experience

Reviewed on 2018-04-16 by from Middle River, MD
Updated on 2018-04-16
4
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
4
We recently stayed in the Sweet Caroline. The location is perfect when it comes to being accessible to all areas of Duvall Street, and surrounding attractions. Depending on the time of day, the location can be somewhat noisy with the street and pedestrian traffic, but was not very bothersome to our group. The house was very clean, with all new furniture. It appeared that an upstairs apartment recently flooded because the ceilings were in need of some serious cosmetic repair. The kitchen is very spacious with a stove, dishwasher, all dish and cookware, and a refrigerator. It would have been nice if there was a microwave. Overall, this is moderately priced rental, with a great location. The staff at Key West Vacations was very professional and easy to work with. We certainly recommend using them for any vacation rental in Key West. Thank you, and we look forward to our next trip to the island!

Great

Reviewed on 2018-04-16 by from North Port, FL
Updated on 2018-04-16
4
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4
Wonderful accommodations as usual.

Sweet Caroline's great location

Reviewed on 2018-04-16 by from Bonita Springs, FL
Updated on 2018-04-16
4
Services from rental manager
5
Cleanliness
4
Location
4
Property condition
3
We enjoyed our stay in Sweet Caroline's. Great location for walking to the wharf and sunset festivities. Plenty or space for two couples and really comfortable beds. The location is a little noisy, being on the corner of a busy intersection, and there is little buffering from the noise of the guests staying upstairs. We think maybe the unit is under some type of renovation, as there is no decor in the unit at all. The porch could be a nice place to hangout and people watch, but the furniture provided is not really comfortable for that. The dipping pool is perfect for cooling off after a long walk around town.

Truly Sweet Caroline

Reviewed on 2018-04-16 by from Naples, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
We were a bit anxious that the reality would not live up to tthe photos and description, but were very pleasantly surprised to find Sweet Caroline lived up to the name. We had a great time and would rent this or other units from this group,again.

Cute and Comfortable Home with Character; Good for a Short Visit

Reviewed on 2018-04-16 by from Houston , TX
Updated on 2018-04-16
4
Services from rental manager
5
Cleanliness
5
Location
3
Property condition
4
First time visiting Key West with two college children. The interior of the house is clean and soothingly decorated and much bigger than appears in pictures. It is the ground floor of a two story house. It is on the corner of two busy streets. We were lucky that there were no renters above us while we were there. The housekeeper makes quite a bit of noise above us while she was there to clean the above unit so the house would not be very private if the other 3 units were rented. The washer/dryer are nice to have but you are sharing it with the other tenants and the housekeeping service; can't only use after 5pm.<br/><br/>The location is both good and bad; very convenient walking to touristy activities but also very noisy both vehicular traffic and people talking loudly into the night outside. The house is a charming old Key West style of house but with single pane windows it allows outside noise in easily. During the day the house next door is being remodeled so you have noise there also. If you are a light sleeper it might be a problem but we all slept well. Both bedrooms have comfortable king size bed and the pull out couch is also comfortable according to my son. The shower in one of the bathroom is way too short for my 6'1 son. The bathroom is the least updated part of the house but still clean and functional.<br/><br/>The A/C works well. Not sure how it would keep up with the cooling in the hotter months. It would help tremendously with noise and cooling if they would put storm windows.<br/><br/>The management is very helpful and nice to work with. If I come back to Key West I would definitely use them again. Not sure I would rent this unit again for a longer stay but a couple days for an introductory stay to Key West is still highly recommended.<br/>

Perfect Key West Location!

Reviewed on 2018-04-16 by from Atlanta, GA
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Sweet Caroline was a very pleasant surprise. We were in town for business, and found this house charming, well-equipped, and located perfectly. We enjoyed the large bedrooms, private bathrooms, and the plunge pool as well. Great spot for friends, couples, etc.

Sweet Caroline

Reviewed on 2018-04-16 by from Ankeny, IA
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We had a great time. The condo was clean and the rental agency was outstanding. We need a couple of extra items and they were very accommodating. I would highly recommend them for your stay in Key West.

Nice place

Reviewed on 2018-04-16 by from Olathe, KS
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Great vacation in Key West at a wonderful home close to all the fun!

Sweet Caroline & Sugar Pie

Reviewed on 2018-04-16 by from Jasper, GA
Updated on 2018-04-16
3
Services from rental manager
5
Cleanliness
5
Location
3
Property condition
4
This property is quaint and very clean; older, showing some wear; location could not be better; but DO NOT stay here if you want any sleep at night. It is like grand central station; SImonton is a very busy street and you hear every little street noise. Neighbors (rentals or not) are looking to party, as well; lots of firetrucks and ambulances heading to Duval Street. Little pool was just that, we thought it was a hot tub, but could not make that work. Staff was very responsive, great customer service. We had 2 units, but still only 1 parking space; always an issue in Key West.

Great place

Reviewed on 2018-04-16 by from Port Orange, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
We visit key west 3 to 5 times a year. We were very pleased with sweet caroline!This is such a great location. Walking distance to every place we like to go. Very clean. House keeping very good. Parking right on premises. We will definitely stay here again. Great place for the three of us, but would be just as good for six. Very large place!

Wedding Weekend

Reviewed on 2018-04-16 by from Tampa, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Attending a family wedding and needing a place for 5 adults the sleep. Awesome location, clean property!!<br/>Management extremely helpful with our needs. Would definitely recommend.

Fantastic!

Reviewed on 2018-04-16 by from Macomb, MI
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Sweet Caroline was extremely accommodating. Very close to hot spots on Duval street. The rental was comfortable and clean. I know exactly where I will be staying on my next vacation to Key West!

Wonderful place

Reviewed on 2018-04-16 by from oklahoma, OK
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5
Very clean, roomy. Wonderful location. Wonderful cleaning service daily. It is on a very busy corner with traffic so if you are sensitive to noise to sleep this may not be the place for you. We would stay again. Key west Vacation rentals staff was wonderful

Great Place to Stay

Reviewed on 2018-04-16 by from Sorrento, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
This was a great place to stay. Very nice and clean. Within walking distance of just about everything.

Sweet Caroline!

Reviewed on 2018-04-16 by from Melbourne, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We had a fabulous stay!! Beautiful house with a great porch that was conducive to family visiting. Awesome location, which was close to Duval street. We can't wait to come back!

Amazing time!

Reviewed on 2018-04-16 by from Wooster, OH
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
We had originally started at a different rental and then received a phone call from the rental manager there was a problem and they upgraded us to the Sweet Caroline. It was an amazing stay and such a great experience. We surprised our mother for her 60th birthday to this great get away and she was simply in awe and we loved the house. The staff was amazing and super nice and made the experience even better!! We will totally rent again if we land in the Keys again!

3 jours sympas

Reviewed on 2018-04-16 by from Toulouse, XX
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Une location au rdc d'une maison coloniale ancienne, mais arrangée de façon moderne. Les 2 lits King size sont moelleux : on s'enfonce jusqu'au oreilles :). Néanmoins il faut prévoir les bouchons d'oreilles : les coqs sont omniprésents sur l'île et se rappellent à notre bon souvenir dès l'aube ....

How Sweet It Was!

Reviewed on 2018-04-16 by from Crystal River, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4
I think this is the first time ever that the rooms were larger than the promotion pictures made it seem. Great house. It looks like they're working on a bathroom ceiling and when that's finished, it will be very attractive. KWVR went beyond our expectations and took excellent care of us. All the staff members were very helpful and very, very nice. Sweet Caroline is a perfect location. We had postcard weather, so we were able to shop, see the sunset at Mallory Square, take the Conch Train and tour several places. Food....out of this world. I would recommend eating at Blue Heaven, Louie's Backyard, Alonzo's, and SQ 1. We grabbed a quick dinner at La Te Da before taking in the cabaret show. The food, libations and entertainment were all fantastic. I would definitely stay at Sweet Caroline again and I will always use Key West Vacation Rentals in the future.

Classic Kew West Home

Reviewed on 2018-04-16 by from Thibodaux, LA
Updated on 2018-04-16
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5
We stayed 0n the bottom floor of a classic, old, beautiful, two-story KW home right in the middle of everything, but not so close as to disturb sleep. The property was key-gated and surrounded by lush foliage. The inside was undated vintage, clean, and beautiful.

Family Wedding at the Keys

Reviewed on 2018-04-16 by from Kissimmee, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4
wonderful - close to Duval - plenty of room - nice and clean - pretty quiet.

Amazing girls weekend

Reviewed on 2018-04-16 by from St. Petersburg, FL
Updated on 2018-04-16
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5
Really great house- beautiful on the inside and the most perfect location. There were 6 of us and we had plenty of room. Also a really great staff. They were so nice and so helpful. We flew in so we didn't have a car and their designated shuttle driver took us to the store and even waited for us while we stocked up on groceries for the weekend. I would absolutely rent rent here again.

Great location

Reviewed on 2018-04-16 by from Mooretown, ON
Updated on 2018-04-16
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5
stayed 2 nights, great location & nice accommodations, clean & lots of space & nicely appointed, would stay there again anytime. Check in & out after hours was easy once I read the email of how to do it!!

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