Historic Seaport Rentals USA Florida Key West Historic Seaport

Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest | Cottage in Key West

9.4 (10 Reviews) |   Pet Friendly   2 Bedrooms  2 Bathrooms  6 Guests  Stay&Play
Historic Seaport Cottage | Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest

2 Bedroom Cottage in Historic Seaport, Key West

WELCOME TO TROPICAL JEWEL!
Near all the action of the historic seaport and Duval Street, you can get out into the city anytime you want, or quickly retreat back when the party is winding down.
Discover the eclectic charm of this Key West home, just two blocks from the Historic Seaport. This unique property is a perfect blend of colorful, quirky elements that embody the spirit of island living. Relax on the front porch in Adirondack chairs while enjoying a cold beverage.
Inviting and Eclectic Living Spaces:
Our living room is a cheerful space, ideal for relaxing with a good book or sharing stories of the day's adventures. Casual and relaxing colors touch the home's eclectic decor. The open-concept living and kitchen area provides a comfortable and inviting environment for you and your guests, especially when you consider that the living room extends outside to a covered dining area, alfresco dining, wet bar, and a mini fridge creates the perfect place to make your cocktails. The unit's washing machine and dryer are also hidden in a closet in this area.
Outdoor Living at its Quaintest:
Step out onto the covered lanai, an ideal spot for enjoying meals or a cool drink. It's a true highlight of the property, providing just the right amount of space for a gathering. The pool, a good size for Key West standards, offers a delightful retreat from the warm sun in a serene backyard setting. The pool is private and heated for when the temperatures are slightly more brisk.
Functional Kitchen and Dining:
The kitchen features granite countertops alongside distressed cabinets, creating a practical yet charming space for meal preparations. The fridge, range and dishwasher ensures your stay is convenient and enjoyable.
Accommodations:
This home accommodates up to 6 guests but 4 comfortably with 2 Queen beds and 1 Full-size bed. The loft space above the primary bedroom adds a unique touch but is more suited for shorter stays or as an additional, temporary guest space as the ladder up there may be difficult for some people.
Embrace the vibrant, quirky charm of our home, where each day is an opportunity to create unforgettable memories in Key West.
Book now before the property is no longer available.
Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know.
NOTES:
Pets considered.
This home does not come with a dedicated parking place.
Monthly Rental Only (This property must be rented for 28 or more days by city ordinance)

Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest is located in Historic Seaport. Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest provides accommodation, featuring Barbecue/Outdoor Cooking, Kitchen, Guest Services, among other amenities. This Cottage features Barbecue/Outdoor Cooking, Kitchen, Guest Services, to make your stay a comfortable one.

Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest has 2 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Historic Seaport has interesting places to visit. If you want to learn more about the Cottage in Historic Seaport, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Pet Friendly
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Guest Services
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out Check-out before 10:00 am
Child Policy Children are welcome.
Pet Policy Pets allowed service animals are welcome, and are exempt from fees
Other Policy 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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip parties and events are allowed on site safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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
 
Key West, 33040, USA

What Our Guests say 500 + Reviews

Jan 15, 2025 04:07:00 PM
Summary: 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: Property was even better than described. Great convenient location to EVERYTHING! Management company responded with any questions to any of our needs. I would definitely stay here again and recommend anyone to stay at this property.Pool and Covered Porch was a great asset!!
Jan 8, 2025 10:56:00 AM
Summary: 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 can’t express how much I love this house.We stayed for a month in October and really really didn’t want to leave.As our driver arrived I touched the house and said ‘ we ll be back’ it may sound bonkers !The booking process was simple and Angela at PP was a dream to deal with, keeping us up to date with any changes etcCommunication was fantastic Anyway the arrival was simple and the electronic door locks meant no one needed to carry keys which was a bonus.The accommodation was spotless and spacious. The kitchen was well equipped and organised and the overall decor was sunny and tropical.Having tvs in each bedroom meant we could have some freedom from watching same old programmes. Also the highlight for me was watching a programme called ‘Midsommer Murders’ whilst being outside in the pool. The outdoor tv was awesome! Both bedrooms had a bathroom / shower each. We didn’t use the mezzanine bedroom (only to store our luggage). However kids would love this area.My favourite area was the pool deck and outdoor cocktail kitchen! The pool was heated and larger than i expected which is unusual in KW. It is private and is surrounded by lush foliage which brings nature into the garden which was wonderful.I wish i could share a couple of pics but there doesn’t seem to be an option.The location was perfect , close to the Seaport and Duval but quiet. Also close to Faustos who told us we could wheel our shopping home in the trolley as long as we returned it!! That’s how close. Finally i d like to say it has the perfect balance of luxury and comfort and please can we come back.
Karen F. Karen F.
Jun 3, 2024 08:20:56 PM
Summary: 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: Convenient location in a quiet neighborhood, but close to the harbor and restaurants. Private backyard with a beautiful pool. Rental company is very responsive. Only downside is the guest bedroom is small.
Kay A. Kay A.
Mar 16, 2024 08:13:57 PM
Summary: 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: This sweet house is in a great location - all of our favorite places within walking or biking distance. Neighborhood quiet, except for the roosters of course! We love working with the staff at Preferred Properties - Angela is amazing.
A guest from Traverse City, MI A guest from Traverse City, MI
Mar 16, 2024 08:13:57 PM
Summary: 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: This sweet house is in a great location - all of our favorite places within walking or biking distance. Neighborhood quiet, except for the roosters of course! We love working with the staff at Preferred Properties - Angela is amazing.
Feb 15, 2023 10:16:15 PM
Summary: 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: The house was in the perfect location, perfectly clean with a wonderful pool. We loved our stay here, and always love working with Preferred Properties!
Nicole J. Nicole J.
Aug 26, 2022 11:01:03 AM
Summary: Very nice and private plus close to attraction.
Suzanne S. Suzanne S.
Dec 2, 2020 09:09:00 PM
Summary: 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: This is my second time renting the Tropical Jewel and it is was again an absolutely a fabulous rental property. Every morning I made a pot of coffee and sat in the yellow lounge and felt the sweet island breezes and the sounds of Key West. The house is 2 blocks off Duval - great for taking in the sights. A quaint little cottage and the pool is wonderful. The property managers (Angela, Phil, and Meghan) were there at a moments notice to answer questions or take care of any problems that might arise. I would highly recommend this property!!
Diane M. Diane M.
Mar 23, 2020 01:29:00 AM
Summary: Rating Details: The property manager was more than helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This property is in a great location while still being private. This is our second year at this house, and will be coming next year. The management is friendly and responsive. I would say that the house is very tired and needs updating. A deep cleaning, replacing tattered and worn furniture and a paint job throughout would work wonders.
Julie C. Julie C.
Apr 15, 2019 04:05:15 AM
Summary: Loved the Tropical Jewel -- location, pool, the privacy, the yard!
Hillary T. Hillary T.

FAQ's

Is this Historic Seaport cottage pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Historic Seaport cottage have a swimming pool?

Yes, this Historic Seaport cottage has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Historic Seaport cottage?

Best-rates for the Historic Seaport cottage starts from $278 per night with includes Guest Services, Pet Friendly, Security/Safety, Pool, TV, View, Ocean View, Wellness Facilities, Child Friendly, Laundry, Air Conditioner, Private Pool, Balcony/Terrace, Oceanfront, Bedding/Linens, Fireplace/Heating, Entertainment, Internet, Barbecue/Outdoor Cooking, Kitchen StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Historic Seaport cottage a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Historic Seaport cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Historic Seaport cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Historic Seaport cottage?

Based on the information reported by the owner or manager, the Historic Seaport cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Historic Seaport cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Historic Seaport cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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