Discover Ann Street Cottage - Your Perfect Key West Getaway

Compound Entrance Ann Street Cottage Key West
Compound Entrance Ann Street Cottage Key West
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Walkway Ann Street Cottage Key West

Discover Ann Street Cottage - Your Perfect Key West Getaway

Escape to Ann Street Cottage, a serene and romantic vacation rental in Key West, FL. Perfect for couples, this charming cottage offers modern amenities, including a private pool, for a relaxing and unforgettable getaway.


Vacation Cottage in Key West Florida

219 Ann Street #2
How Many Bedrooms? 1 Bedroom • Sleeps 2
How Many Bathrooms? 1 Full, 1 Half Bathrooms
How Much Living Space? 671 sqft.
Location Setting: Waterfront - Ocean
Beach Access: Near a Beach
Air Conditioning: Yes
Pool: Pool (Community), Pool
Internet: Internet Access
Television: Television
Washer/Dryer: Yes
Map of Key West

Rates & Availability  
(Displayed in USD)


  • Rates From $302 to $750 per night

Rates from $302 per night
Additional fees may apply
Book Direct 75 Rentals Available
Reservations and Guest Services at Rent Key West Vacations

In Business Since 1996


Daytime Phone Number
Evening Phone Number
Reference this Property as:

Property #15890
Ann Street Cottage


Availability details can be found on the Rent Key West Vacations website.

Book Direct through Rent Key West Vacations for maximum savings and service!

Availability Details



Additional Rate Information

From: $190/Night

Other Availability Information

Click on the Calendar button or the Book Direct button for the most updated rates and availability.

Property Description

Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage; a charming one bedroom cottage. Both bathrooms have recently been remodeled and a private laundry is located in the unit.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!Upon entering Ann Street Cottage you'll feel refreshed by the cool and relaxing decor. Neutral colors combine with pops of tropical color throughout to create an inviting atmosphere to relax in. Lounge in the living room while reading a great book or catch the morning news. Transom windows let in light and the vaulted ceiling creates a bright and airy atmosphere. A small dining table for two sits just off the fully equipped clean white kitchen. A half bathroom is conveniently located next to the kitchen. The bedroom combines island charm with boutique hotel style complete with full ensuite bathroom. Calming hues and pops of coral and teal will lull you to sleep after a busy day of exploring the island. French doors open out to the private patio with outdoor dining table from the bedroom and living room. A small office space with desk and chair are located behind the patio, in case you must get some work done. The washer and dryer is in this office space as well.Ann Street Cottage combines a peaceful hideaway with excellent location making it the perfect option for a couple looking to have the ultimate Key West experience. (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 - Please note, parking is on-street. There is NO off-street, reserved parking spot for this property. Bedding: 1 king bed


Activities and Special Interests

This property provides access to the following activities and special interests:

» Beach
» Boating
» Fishing
» Deep Sea Fishing
» Honeymoon
» Sailing
» Scuba Diving

Featured Amenities

» Air Conditioning
» Internet Access
» Dishwasher
» Washer/Dryer
» Television
» Pool (Community)
» Pool

Property Features

» Towels/Linens
» Microwave
» Refrigerator
» Toaster
» Stove
» Stereo
» Hair Dryer
» Iron / Ironing Board
» Oven

Entertainment

» DVD Player

Other Property Amenities

» Health Beauty Spa
» Marinas, Boat Rentals & Excursions
» Museums
» Key West Aquarium
» Hangers
» Kitchen
» Paddle Boarding
» Dolphin Watching
» Fishing - Surf
» Hiking
» Banana Boat Riding & Water Tubing
» Wind Surfing
» Ocean Waterpark & Challenge Course
» Kayaking
» Kite Boarding
» Pickleball
» Tennis
» Golfing
» Banks
» Grocery Stores
» Scuba Diving
» Public Parks & Beaches
» Key West Historic Seaport
» Key West Tropical Forest & Tropical Garden
» Skydiving
» Southernmost Point Buoy
» Dry Tortugas National Park & Fort Jefferson
» Fort Zachary Taylor State Park & Beach
» Sunset Celebration at Mallory Square
» History Tours - Motorized, Walking & Biking
» The Florida Reef - N. America’s only living coral barrier reef
» Key West Marine Park stretching from Higgs Beach to South Beach
» The Key West Butterfly & Nature Conservatory
» Dining Out
» Live Theater, Concerts & Entertainment
» Food Tours
» Ghost Tours
» Pub Crawls
» Your reservation guest portal will provide details
» Your reservation guest portal will provide details
» Your reservation guest portal will provide details
» Paint & Sip Art Classes
» Dishes & Silverware
» Fire Extinguisher
» Hot Water
» Smoke Detector
» Bird Watching
» Boating
» Eco Tourism
» Shopping
» Fitness Centers
» Hospital
» Laundromats
» Cycling
» DeepSea Fishing
» Fishing - Backcountry
» Jet Skiing
» Para-sailing
» Fishing - Pier
» Sailing
» Snorkeling
» Swimming
» Cooking Basics
» Not Necessary
» Essentials
» Area
» Historic District
» Street Parking
» Deck Patio Uncovered
» Historic
» Romantic
» Spa
» Dining table
» Coffee Maker - Kcup and Drip

Testimonials

June 1, 2022 - Website
Exactly as Described by Recent Guest
Property was conveniently close to everything, yet was quietly tucked away. Pool area was perfect for relaxing with beautiful landscaping. Cottage was clean and well equipped with everything we needed. Once we figured out the hot water in the shower, we were all set! Property management was very helpful when needed. Would highly recommend and would stay again in a heartbeat!Manager's ResponseThank you for your review of Ann Street Cottage and your recommendation. We are so glad that you enjoyed your stay and we look forward to welcoming you back soon!
Thank you for your review of Ann Street Cottage and your recommendation. We are so glad that you enjoyed your stay and we look forward to welcoming you back soon!

June 1, 2022 - Website
Fantastic little cottage! by Anthony A.
We were quite surprised at what a tropical oasis Ann St is. We were not expecting the lush tropical foliage as we walked up the path to the door, it got even better as we walked to the pool. Absolute relaxation, pool was the perfect temperature and had plenty of seating if you didn't want to relax in the pool.The cottage itself was excellent, very clean and very comfortable with an AC unit in the living room area and one in the bedroom. And being a block and half off of Duval was extremely convenient to get to but also it was nice and quiet at the cottage.We would absolutely pick this complex again with no hesitation.Manager's ResponseThank you for your Five Star Review of Ann Street Cottage! We are so glad that you enjoyed your stay and we look forward to welcoming you back soon!
Thank you for your Five Star Review of Ann Street Cottage! We are so glad that you enjoyed your stay and we look forward to welcoming you back soon!

May 1, 2022 - Website
Lovely cottage in great location by Michael B.
Ann Street Cottage is located less than a block from Duval in its own private garden oasis. The cottage was quiet, roomy, and comfortable. The grounds are absolutely beautiful and well-maintained. The shared private pool was a welcome bonus. Duval Street, Mallory Square, the historic marina, restaurants, bars, sites, etc. are all an easy walk away. Unless you're lucky enough to get a free parking spot on Ann St., parking is not cheap at nearby lots but it's not difficult either. We'd recommend ditching the car and navigating Key West on foot or by bike! We were very happy with our stay at Ann St. Cottage and would definitely rent here again.Manager's ResponseThanks so much for your review. We are very happy that you enjoyed your time at Ann Street Cottage and we look forward to your return!
Thanks so much for your review. We are very happy that you enjoyed your time at Ann Street Cottage and we look forward to your return!

April 1, 2022 - Website
Excellent Location by Judy J.
Excellent location and very quiet. Property management offered to keep our luggage for us since we had a late flight so we could enjoy our last day on this beautiful island. Definitely will be back.Manager's ResponseThank you for your review of Ann Street Cottage. We are so glad you enjoyed the cottage and its excellent, quiet location. We greatly appreciate your recommendation and look forward to welcoming you back soon!
Thank you for your review of Ann Street Cottage. We are so glad you enjoyed the cottage and its excellent, quiet location. We greatly appreciate your recommendation and look forward to welcoming you back soon!