Entire home

Anchor's Away - Private Pool Home in Old Town Key West!

Holiday home with private pool, near Duval Street

3 bedrooms, desk, iron/ironing board, free WiFi - Anchor's Away - Private Pool Home in Old Town Key West! (Key West)

Exterior - Anchor's Away - Private Pool Home in Old Town Key West! (Key West)

TV, stereo, computer monitors, printers - Anchor's Away - Private Pool Home in Old Town Key West! (Key West)

Fridge, microwave, oven, stovetop - Anchor's Away - Private Pool Home in Old Town Key West! (Key West)

Behind the charming brass seahorse knocker, Anchors Away invites you to unwind in this three-bedroom conch cottage. With a heated pool featuring a rainforest waterfall and an outdoor shower, you'll feel relaxed in the secluded garden and pool area surrounded by lush tropical vegetation. Enjoy meals alfresco at the teak table overlooking natural beauty or take advantage of high-speed internet to plan your next adventure.

Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6130 sq m

Popular amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Anchor's Away - Private Pool Home in Old Town Key West!

Need a refresher course in relaxation? Find it behind the brass seahorse knocker on the front door of this three-bedroom, two-full-bath conch cottage in Old Town Key West. Recently restored and updated to include amenities such as a heated pool with rainforest waterfall, granite counter tops, and hardwood floors, you'll find plenty of comfortable living space here.

The back of Anchors Away, named with a nod and wink to the seafaring history of the Southernmost City, opens through French doors onto a secluded deck, garden, and pool area ringed by lush tropical vegetation that adds design, color, shade, and privacy. Refresh here with a swim or relax on one of the chaise lounges to the meditative sound of the waterfall or music from the outside speakers. Afterwards rinse off in the outdoor shower. Maybe the tropical climate will tempt you to grill some local black fin tuna or burgers at the gas barbecue and then enjoy your meal alfresco at the teak table and chairs overlooking this plethora of natural beauty and creature comforts. There's even an intimate lighting feature for your evening enjoyment.

Back through the French doors, you enter the open-flow dining and kitchen area highlighted by highly polished hardwood floors. The dining table easily seats six and offers a lovely view of the pool, so you feel you're eating in the open air even when you're not. The remodeled kitchen features new appliances in onyx that dramatically offset white cabinets. The natural granite counter curves around to end in a breakfast bar complete with stool chairs. It's a great place to enjoy a frothy latte or even a whole meal if you've already cluttered the dining table with beach coral or magazines or computer gear.

The first floor also provides two bedrooms. Walk through the door of the back one and you'll see a queen bed highlighted in coastal colors. French doors bathe the room in ambient light and give a lovely view of the garden and pool, not to mention easy access to the outside area. A Casablanca-type ceiling fixture provides a distinctive touch as it lights and cools the space.

Conveniently located next to the bedroom is a full bath done in natural stone wall tiles and smaller mosaic floor tiles. A generous window lets in light and, if you choose to open it, tropical air as well. Next to this bath, you'll find the carpeted staircase to the second floor, which leads you to a master bedroom suite with queen bed, full bath, ceiling fan/light, and ample closet space. The wall-to-wall carpeting will delight your bare feet. The bedroom, like the kitchen, is done in a crisp white and dramatic black color scheme. Surrounding the bed are storage shelves and drawers for your vacation clothes and gear like flip-flops, cell phone, pedometer, camera, computer, hat, and sunglasses. The closet offers a spacious place to hang clothes and more shelf space above. The bedroom windows look out on White Street and the bath windows offer a pool and garden vista.

Back downstairs, the living room highlight is a large, overstuffed onyx leather couch great for serious cozying down. Sit here for conversation or to watch TV or a movie on the large HD flat screen or enjoy other aspects of the entertainment center, including cable, Wi-Fi, and TIVO. A whimsical red, tan, cream, and black area rug adds color and accents the red cube coffee table, which doubles as an ottoman.

The front bedroom, off the living room, also features a queen bed. The space is decorated in wicker and restful tones perfect for a tranquil night's sleep. Ample windows let daylight in and lamps and a ceiling fan/light illuminate the evening.

You'll be immensely pleased with the living space at Anchors Away. You'll be even more pleased by its location. You're near the intersection of two convenient corridors. The first is your street, White Street, which runs the fourteen-block width of the island from the Gulf of Mexico to a fishing pier jutting out into the wide Atlantic Ocean. On White you'll find art galleries, Faustos Food Palace, convenience stores, the Island Gym, yoga studios and yummy cupcakes at Key West Cakes, to name a few.

The second corridor is Southard Street, which takes you through a leafy residential neighborhood and past 5 Brothers Grocery and Sandwich Shop, a mom and pop establishment frequented by locals for breakfast and lunch. Five more blocks brings you to Duval Street, the central artery of entertainment. There you'll find what Key West is famous and infamous for: tours, beaches, museums, Mallory Square at sunset, water sports, shopping, bars, and over two hundred restaurants, many with open-air seating, some right on the water.This home is Pet (Dog) Friendly**(please see below or our FAQ page for rules and restrictions)

If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.

**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.

Property amenities

Beach

Beach nearby

Pool/Spa

Heated pool
Private pool

Internet

Available in the house: Free WiFi

Parking and transport

No on-site parking available

Kitchen

Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Kitchen island
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Toaster

Dining

Dining table

Bedrooms

3 bedrooms
Bedsheets provided

Bathroom

2 bathrooms
Hair dryer
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Stereo
TV with cable/satellite channels

Outdoor areas

Barbecue grill
Garden
Outdoor furniture
Patio

Laundry

Laundry facilities
Washer/dryer

Work spaces

Computer monitor
Desk
Desk chair
Printer

Comfort

Air conditioning
Ceiling fan
Heating

Pets

Pet friendly

Suitability/Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
3 steps to reach entrance
Upper floors accessible by stairs only
Smoke-free property
Note from host: Smoking is not allowed.

Services and conveniences

Iron/ironing board

Location highlights

In the city centre
Near a health/beauty spa
Near a hospital
Near the marina
Near the sea

Things to do

Heated pool
Basketball nearby
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Swimming nearby
Wildlife walks nearby
Windsurfing nearby

Safety features

Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock

General

Garden
Unit size: 1,400 square feet

Similar properties

Pool
Kitchen
Washing machine
Dryer

Pool
Kitchen
Free Wi-Fi
Air-conditioning

includes taxes & fees

8 Feb - 9 Feb

Compare similar properties

Policies

Check-in

Check-in time starts at 4:00 PM

Contactless check-in and check-out are available

Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Note from host: Children Allowed

Events

No events allowed

Smoking

Smoking is not permitted

Smoking is not allowed.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.

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

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

On-site parties or group events are strictly prohibited

Long-term renters welcome

Host has indicated that there is a carbon monoxide detector on the property

Host has indicated that there is a smoke detector on the property

Safety features at this property include a fire extinguisher and a deadlock

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

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

This property does not have any lifts

Property is also known as

43163

About the area

Located near the beach, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Key West travel guide

View more Holiday homes in Key West

Key West, FL

What's nearby

Key West Naval Station
1 min walk - 0.1 km
Duval Street
14 min walk - 1.2 km
Ernest Hemingway Home and Museum
17 min walk - 1.5 km
South Beach
19 min walk - 1.6 km
Southernmost Point
4 min drive - 1.8 km

Getting around

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

Restaurants

Cuban Coffee Queen Waterfront
12 min walk
Half Shell Raw Bar
12 min walk
Square Grouper Key West
10 min walk
Dions Truman & White
6 min walk
Pepe's Cafe
12 min walk

Frequently asked questions

Does Anchor's Away - Private Pool Home in Old Town Key West! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Anchor's Away - Private Pool Home in Old Town Key West! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Anchor's Away - Private Pool Home in Old Town Key West!?

This property doesn't offer parking.

What time is check-in at Anchor's Away - Private Pool Home in Old Town Key West!?

Check-in begins at 4:00 PM.

What time is check-out at Anchor's Away - Private Pool Home in Old Town Key West!?

Checkout is at 11:00 AM.

Where is Anchor's Away - Private Pool Home in Old Town Key West! located?

Located in Old Town Key West, this holiday home is within a 15-minute walk of Studios of Key West and Duval Street. Ernest Hemingway Home and Museum and Florida Keys Beaches are also within 1 mile (2 km).

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Anchor's Away - Private Pool Home in Old Town Key West! Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.

More information

10

Cleanliness

10

Location

10/10 Excellent

Zabrina C.

15 Oct 2025

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

Anchors Away is a great little gem in an excellent location! The backyard oasis with the waterfall pool gives you the opportunity to enjoy sunshine (or shade) without leaving the house. Since we were traveling with our dog, having a grassy, pet-friendly neighborhood like Peary Court across the street was a blessing! Tyler with Historic Hideaways was very responsive and took care of any little hiccups immediately. David, who took care of the yard was so helpful and kind! We loved our month staying at Anchors Away!