See all properties
Entire home

Back to the Island. Central to Old Town hot spots Pool, balconies, parking

Photo gallery for Back to the Island. Central to Old Town hot spots Pool, balconies, parking

Pool
Pool
Exterior
Outdoor dining
Pool

Reviews

10 out of 10
Exceptional
1 bedroom1 bathroomSleeps 2700 sq ft

Popular amenities

  • Heated Pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪7 min walk‬
  • Place, South Beach
    ‪9 min walk‬
  • Place, Southernmost Point
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Living Room 1

1 Queen Murphy Bed

1 bathroom

Bathroom 1

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Number of living rooms
Garden
Dining area

About this property

Back to the Island. Central to Old Town hot spots Pool, balconies, parking

- Walkable to Duval Street and beaches.
- Heated Pool shared by just four units.
- Private Parking spot.
- Two private outdoor spaces – greet the sunrise on the covered balcony, toast the sunset on a second, tree‑top perch.

Escape to the heart of Old Town Key West, where historic charm meets easy island living. This cozy cottage offers two private outdoor spaces, a shared heated pool, and the rare convenience of assigned parking - all just minutes from Duval Street, the beach and local favorites. Whether you're here to explore or unwind, this is your home base for a relaxed Key West Getaway.

The space:
- Primary bedroom: Queen bed.
- Bath: Shower, plush towels, starter toiletries
- Living area: Spacious open concept with library, dedicated Wi‑Fi
- Kitchen: Full‑size range, fridge, dishwasher, basics stocked
- Outdoor: Covered balcony (bistro set), open balcony (loungers), shared tub and pool, tropical gardens
- Parking: 1 assigned off‑street spot (rare in Old Town)


Locale:
Stroll to Higgs Beach (0.3 mi) for sunrise yoga and beach walk, brunch at various great Old Town restaurants (0.2mi), and Mallory Square sunsets (1.0 mi). Historic Seaport, galleries, and live music are all within walking or a short bike ride.

Ready for a month of island living? Click Request to Book and start counting down to Key West!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Front of Cottage
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex
Truman Annex
  • Ocean view
  • Pool
  • Kitchen
  • Washer
10.0 out of 10, Exceptional, (209 reviews)
Sea Breeze Cottage 2 Large Decks, pool, free parking/wifi in Truman Annex

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

Pets allowed: dogs less than 20 lbs per pet (limit one pet total)
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Failure to complete these may result in a negative review from the host.

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Key West

Old Town Key West, a neighborhood in Key West, is home to this vacation home. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
View more Vacation Homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 7 min walk - 0.7 km
  • South Beach - 9 min walk - 0.8 km
  • Key West Butterfly and Nature Conservatory - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 10 min walk - 0.9 km
  • Southernmost Point - 11 min walk - 0.9 km

Getting around

  • Key West Intl. Airport (EYW) - 10 min drive

Restaurants

  • ‪Dions Truman & White - ‬9 min walk
  • ‪Sandy's Café - ‬8 min walk
  • ‪Louie's Backyard - ‬7 min walk
  • ‪Morrison's Market - ‬7 min walk
  • ‪Tipsy Rooster - ‬6 min walk

Frequently asked questions

Does Back to the Island. Central to Old Town hot spots Pool, balconies, parking have a pool?

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

How much does it cost to stay at Back to the Island. Central to Old Town hot spots Pool, balconies, parking?

As of Apr 23, 2026, prices found for a 1-night stay for 2 adults at Back to the Island. Central to Old Town hot spots Pool, balconies, parking on May 29, 2026 start from $206, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Back to the Island. Central to Old Town hot spots Pool, balconies, parking pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 20 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Back to the Island. Central to Old Town hot spots Pool, balconies, parking?

Check-in begins at 4:00 PM.

What time is check-out at Back to the Island. Central to Old Town hot spots Pool, balconies, parking?

Check-out is at 11:00 AM.

Where is Back to the Island. Central to Old Town hot spots Pool, balconies, parking located?

Located in Old Town Key West, this vacation home is within a 10-minute walk of Key West Firehouse Museum, Duval Street, and Florida Keys Beaches. South Beach and Southernmost Point are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Margaret E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our host was readily available for any questions or concerns. This was by far, the nicest rental we’ve had for our longer stays in Key West…and we’ve had several. The amenities were excellent and beyond our expectations. The condo was updated with great furnishings and appliances. The heated pool access was over the top luxury. We had private front (street) and back (pool) furnished balconies. The condo was located close to fine restaurants and the southern most point, but far enough from the crowded streets.
Very comfortable living room
Resident cat by pool
Beautiful evening on the deck
Stayed 30 nights in Jan 2026
Verified

10/10 Excellent

Brenda T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I rented this property for a long-term stay and couldn’t have been happier with the choice. The home was exactly as described and pictured; clean, bright, comfortable, and thoughtfully furnished. Everything was spotless upon arrival, with fresh linens and a well-equipped kitchen that made daily living easy and enjoyable.The location is fantastic: just a short, pleasant walk to Duval Street for dining, shopping, and nightlife, yet the neighborhood itself is wonderfully quiet and peaceful. I especially loved having a great spot to watch the sunrise each morning. If you’re looking for a clean, comfortable, and conveniently located home for an extended stay in Key West, this is the one. I felt right at home the entire time and would definitely rent again!Highly recommended.
Stayed 24 nights in Mar 2026

About the host

Hosted by Candace Wittich

Host profile image

Languages:

English
Tell us how we can improve our siteShare feedback