Historic Seaport Rentals USA Florida Key West Historic Seaport

Guest Rated 10/10: Ann Street Tranquility Cottage Retreat | Cottage in Key West, FL

10.0 (23 Reviews) |   1 Bedroom  1 Bathroom  2 Guests
Historic Seaport Cottage | Guest Rated 10/10: Ann Street Tranquility Cottage Retreat

1 Bedroom Cottage with Security, Wellness Facilities and Entertainment

This charming one bedroom cottage is the perfect hideaway.
The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, and Hog's Breath as well as a plethora of delicious restaurants. Venture just a short distance further to Mallory Square or the famous Historic Seaport. It's easy to see why this location is unbeatable. The shared compound, of 6 total homes, features a winding brick pathway surrounded by tropical foliage and flowers that lead to a free form heated pool tucked away in the far side of the gardens. Take a refreshing dip, lounge and catch some sun, or enjoy a good book while being surrounded by beautiful trees and plants. This truly is a relaxing outdoor oasis!
This bright and airy cottage has tile floors throughout, a king sized bed, spa bath, a shared free form pool and washer/dryer. There is also a good-sized private deck with outdoor furniture for your enjoyment and comfort.
(The Ann Street Compound Homeowners Association requires all occupants to be 16 + yrs. Regretfully, NO Children under 16 are allowed. This home is also not pet-friendly)
STREET PARKING ONLY
Bedding: 1 king

Guest Rated 10/10: Ann Street Tranquility Cottage Retreat is located in Historic Seaport. Guest Rated 10/10: Ann Street Tranquility Cottage Retreat provides accommodation, featuring Internet, Air Conditioner, Pool, among other amenities. This Cottage features Internet, Air Conditioner, Pool, to make your stay a comfortable one.

Guest Rated 10/10: Ann Street Tranquility Cottage Retreat has 1 Bedroom , 1 Bathroom, and max occupancy of 2 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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Key West, 33040, USA

Amenities

Air Conditioner
Pool
TV
Balcony/Terrace
Security/Safety
Bedding/Linens
Wellness Facilities
Entertainment
Barbecue/Outdoor Cooking
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
Bathrooms
  • 1 bathroom
  • Hair dryer
  • Towels provided
Bedroom
  • 1 bedroom
  • Bed sheets provided
  • Dining table
  • Living room
Kitchen
  • Dishwasher
  • Cookware/dishes/utensils
  • Microwave
  • Toaster
  • Refrigerator
  • Oven
  • Coffee/tea maker
Laundry
  • Laundry facilities
  • Washing machine and dryer
  • Near laundromat
Parking
  • Car not required
Pet Friendly
  • No pets allowed
Accessibility
  • Tile flooring in public areas
  • Smoke-free property
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Activities
  • Hiking nearby
  • Power boating nearby
  • Fishing nearby
  • Birdwatching nearby
  • Marina nearby
  • Snorkeling nearby
  • Fitness facilities nearby
  • Ecotours nearby
  • Hiking/biking trails nearby
  • Water tubing nearby
Entertainment
  • DVD player
  • TV
General
  • Unit size: 611 sq ft (57 sq m)
  • Property does not allow children
  • English
  • Spanish
  • In the city center
  • Near a zoo
  • Near a health or beauty spa
  • Near a hospital
Guest Services
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Fenced yard
  • Outdoor furniture
  • Patio
  • Barbecue grill
Security/Safety
  • 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 not reported (host has not indicated whether there is a smoke detector on the property)
Spa
  • Heated pool
  • Shared/communal pool

Policies

Check-in
Check-in time starts at 3:00 pm minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
This property does not allow children.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property onsite parties or group events are strictly prohibited 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

Reviews

Patricia O.
Jun 18, 2025 11:59:13 PM
Review Score:   10
Summary: This place is fantastic!!! We discovered this little “compound” of cottages a few years ago but this was our first time renting this particular cottage. If I could pick a tiny house to live in full time this would be it. The high ceilings made the cottage feel so spacious and the entire house is so beautifully yet comfortably decorated. The bed was so comfy and we loved having access to the private patio from both the bedroom and living room. Full kitchen has everything you need. The pool area is so relaxing. We love the location as it’s right in the heart of all our favorite bars and restaurants and the marina is right around the corner. I wish I could move in permanently! Will definitely be booking again next year.
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FAQ's

Is this Historic Seaport cottage pet-friendly for guests?

No, pets are not 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 $704 per night with includes Barbecue/Outdoor Cooking, Internet, Air Conditioner, Pool, Security/Safety, Wellness Facilities, Entertainment, Kitchen, Laundry, TV, Balcony/Terrace, Bedding/Linens with all other facilities. Casai matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

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 not considered to be a family-friendly property. As reported by the owner or manager, the cottage has not 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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