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Back To The Island Vacation Rental With 2 Balconies

Condo Rental in Key West Florida

Second-floor 1-bedroom condo in Key West with two balconies, a heated pool and spa, and assigned parking, offering a relaxed vacation rental near Upper Duval.

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Historic Hideaways
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Rates from
$126 / night
Additional fees may apply
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Rental overview

Why You'll Love This Rental

Back to the Island is a second-floor, 1-bedroom condo in Key West’s town/village setting, offering 622 square feet for up to two guests. It combines an open-plan layout with two private balconies and access to a shared heated pool and spa within a small four-unit compound. Assigned off-street parking, central air conditioning, and internet access are included, and the condo is pet friendly for dogs with restrictions.

Inside, the living area includes seating and a flat-screen TV, plus a full sleep sofa as an additional sleeping option alongside the queen bedroom. A dining table seats four and can also serve as a work surface. The kitchen is equipped with a refrigerator, cooktop, microwave, and dishwasher, and there is an all-in-one washer/dryer in the unit. The full bathroom includes a tub/shower combination. For outdoor time, both balconies are furnished, and the back balcony overlooks the pool and spa area.

Good fit for
Pet-friendly stays Honeymoon
Two private balconies Front and back balconies provide outdoor seating, with the back balcony overlooking the pool and spa.
Heated pool and spa Shared heated pool and hot tub are available for guests within a four-unit compound.
Assigned parking Includes assigned off-street parking.
In-unit washer/dryer All-in-one washer/dryer is located inside the condo.
Dog friendly Dogs allowed with restrictions and an additional pet fee.
At a glance

Property Highlights

Town / VillageLocation Setting
Near a BeachBeach Access
1 BedroomBedrooms
1 Full BathroomBathrooms
Sleeps 2Guest Capacity
622 sq. ft.Living Space
PoolPool
Internet AccessInternet
TelevisionTelevision
YesPet Friendly
YesWasher / Dryer
Key West Florida
Location & nearby Explore the Area

This condo is in Key West in a town/village setting and is described as near a beach. The location is noted as less than four blocks off Duval Street, in the Upper Duval ("Uptown") area, which is described as quieter and more relaxed than Lower Duval. The source also notes that Upper Duval includes multiple beaches and that Duval Street provides access to dining, shopping, tours, museums, galleries, and cultural activities.

Plan your stay

Rates & Availability (USD)

Rates from
$126 per night
30-day minimum stay
Check current rates & availability

Live booking details are maintained by Historic Hideaways.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
Season Nightly Weekly Monthly
PMS Rate
Oct 22, 2026 - Nov 30, 2026
Minimum Stay: 30 Days
$183 $1,281 $5,490
PMS Rate
Dec 01, 2026 - Dec 31, 2026
Minimum Stay: 30 Days
$200 $1,400 $6,000
PMS Rate
Jan 01, 2027 - Jan 30, 2027
Minimum Stay: 30 Days
$266 $1,862 $7,980
PMS Rate
Jan 31, 2027 - Mar 02, 2027
Minimum Stay: 30 Days
$300 $2,100 $9,000
PMS Rate
Mar 03, 2027 - Mar 31, 2027
Minimum Stay: 30 Days
$266 $1,862 $7,897
PMS Rate
Apr 01, 2027 - Apr 30, 2027
Minimum Stay: 30 Days
$183 $1,281 $5,490
PMS Rate
May 01, 2027 - Sep 30, 2027
Minimum Stay: 30 Days
$126 $882 $3,780
PMS Rate
Oct 01, 2027 - Oct 31, 2027
Minimum Stay: 30 Days
$183 $1,281 $5,490
About this rental

About This Rental

Back to the Island is a 1-bedroom, 1-bath condo in Key West with 622 square feet of interior space and sleeping for two. The unit is located on the second floor and features an open room design with hardwood floors, vaulted ceilings, and multiple windows. Central air conditioning and internet access are provided, and the property is listed as near a beach.

The main living area includes a couch that converts to a full sleep sofa, along with additional seating and a flat-screen TV. A dining table that seats four sits within the open layout and can also be used for games or as a workspace. The kitchen is arranged in a U-shaped workspace and includes a refrigerator, cooktop stove, microwave, and dishwasher.

A washer/dryer is located in the unit. The bedroom is furnished with a queen bed and storage, and the full bathroom includes a tub/shower. Two balconies extend the living space outdoors; the back balcony looks toward the shared pool and spa area.

Guests have access to a heated pool and spa reserved for the four units in the compound, along with assigned off-street parking. Dogs are allowed with restrictions, including limits on the number and size of dogs and breed limitations; an additional pet fee applies. The property rules note that it may be used only for residential accommodations and that special events, parties, or functions are not permitted.

Summer & Fall Discounts. Book Now!

The front door to this second floor 1 bedroom / 1 bath vacation spot opens to a perfect lesson in space mastery and historic spirit. Hardwood floors, a myriad of bright windows, and vaulted ceilings bring warmth and light in. Step out onto the front balcony or the back balcony to experience the stunning weather of the island firsthand. There’s a lovely, heated pool & spa for the exclusive use of guests in this compound of four units. Another coveted amenity is the assigned off-street parking. And if that’s not enough, the location, less than four blocks off the amazing Duval Street, puts you in very easy reach of all that Key West has to offer.

Walking through the front door finds you in an open room design so prevalent in old Florida floor plans. Straight ahead is the living space. A ceiling fan and contemporary spotlights dot the ceiling. The area is appointed with a couch that can convert to a full bed. Two handsome and comfortable recliner chairs round out the seating. All are perfectly positioned for watching sports or movies or whatever suits your taste on the large flat screen TV. Of course there’s A.C., high speed internet, and cable TV to make you feel right at home. A flax-colored sisal area rug over the darker hardwood floors delineates the space nicely.

In the flow of things, a rectangular dining table is located to the right and can serve many purposes. Four can sit here comfortably to eat a meal or to play a round of Key West Monopoly. Or maybe sometimes it becomes a workspace for writing or checking email.

The kitchen is next. The dark wood floor and extended blue tile back splash anchor the space visually. Cabinets above and below provide space for all the kitchen accoutrements and appliances you would need to make a cup of coffee, to warm leftovers from dinner out the night before, or to prepare a three-course meal. Here also is a cabinet for the all-in -one washer/dryer topped with blond hard wood matching and extending the kitchen counter workspace. Refrigerator, cook-top stove, microwave, dishwasher are all arranged ergonomically in a U shape. Behind a louvered door is a closet for cleaning supplies.

Straight through from here you can see out French doors to the back balcony. But before you get that far, there’s a glass-top table and two chairs just perfect for a morning coffee and a delicious croissant from Frenchie’s Café just a few blocks down the street. The doors open onto a private balcony overlooking a spacious and gleaming pool and spa. The whole back area oasis is ringed by green palms that provide beauty and privacy for the exclusive use of the four units in the building. An ample brick deck surrounds the pool and provides chaise loungers and chairs for your comfort when you decide you are finished swimming or floating leisurely. Or maybe it’s time to return to your second-floor balcony where there’s a table, two chairs and a market umbrella that provides shade and distinction. It’s the perfect place for morning coffee or evening cocktails or for reading that novel you brought along.

Back inside is the bedroom and full bath. You’ll be happy to find the bed is a very comfy queen as you sink into it at night. Two small bedside tables with drawers hold lamps and leave a space for your cell phone. The room has plenty of windows for light or you can close the venetian blinds for darkness. A chest of drawers and a closet create plenty of put-away room for your hanging things or your foldable things. Adjacent is the full bath with shower and tub. Here again is a window that gracefully brightens the whole space.

Besides being a perfect vacation residence, the location is only blocks off the famous/infamous Duval Street. Closest to Upper Duval or what is known as “Uptown,” this end of Duval runs toward the Atlantic and has a reputation for being quieter and more relaxed than Lower Duval. Upper Duval boasts of multiple beaches such as Dog Beach, Higgs Beach, Reach Beach, and Smathers Beach. But of course, it has its bars and restaurants too. Most prominently Louie’s Back Yard, Dorada at Casa Marina, and Salute! On The Beach.

The whole fourteen blocks of Duval, upper and lower, provide access to food, drink, tours, museums, galleries, and shopping. Cultural activities such as live music, art exhibitions, and plays are also plentiful. Perhaps let a butterfly land on your shoulder at Key West Butterfly and Nature Conservatory or catch a movie on one of the three screens at the locally run Tropic Cinema. Then stop in at Books & Books to catch a glimpse of the author Judy Blume stocking the shelves. And don’t forget to set your watch for sunset so you don’t miss the world-famous sunset party at Mallory Square at the Gulf end or lower end of Duval.

Credit Card Surcharge Notice: The owner of this unit asks guests to cover the processing fees for credit card payments. If you’d like to avoid the 3% surcharge, please reach out to our office to make your reservation and arrange payment by check.

The Property may only be used for residential accommodations. No special events, parties, or functions of any kind are permitted on the Property. To know what's going on from day to day, check out Historic Hideaways' informative Events website page. Other information on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section) or in the print publication Paradise, available at various locations around town every Thursday.

**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.
Things to enjoy

Activities and Special Interests

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

Beach
Biking
Boating
Canoeing
Catamaran
Fishing
Deep Sea Fishing
Golfing
Ocean
Pet Friendly
Sailing
Scuba Diving
Theatre
Wind Surfing
Kayaking
Spa
Honeymoon
Fly Fishing
Surfing
What's included

Property Amenities

Featured Amenities

Dishwasher
Internet Access
Pets Allowed
Pool
Television
Washer/Dryer
Hot Tub

Property Features

Ceiling Fan(s)
Microwave
Parking

Other Property Amenities

Bed Size 1st/Master: Queen
Beds Pull-out: Full Sleep Sofa
Number of Baths: 1 Full
Square Footage, Est.: 622
Air Conditioned: Central
Beach Distance: Biking
Dog: w/ restrictions - see FAQs
Helpful details

Frequently Asked Questions

Back to the Island is located in Key West, Florida.

Back to the Island accommodates up to 2 guests.

1 Bedroom and 1 Full Bathroom.

The listed beach access for Back to the Island is Near a Beach.

Yes. The property lists Pool.

Yes. Back to the Island is listed as pet friendly. Review the manager's policies for any pet restrictions or fees.
Local management

Professionally Managed By

Historic Hideaways
In business since 1996
View Manager Profile

Questions about this rental?

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Contact Reservations and Guest Services at Historic Hideaways
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Property reference
#186777 · Back to the Island
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