Island Style: Key West Vacation Home with Heated Pool in Truman Annex close to Duval Street

Island Style: Key West Vacation Home with Heated Pool in Truman Annex close to Duval Street

Key West 4 bedroom pool home rental : Island Style

Vacation Home in Key West Florida

514 Emma Street
Bedrooms: 4 Bedrooms • Sleeps 8
Bed Arrangements: King, 2 Queens, 2 Twins
Bathrooms: 3 Full Bathrooms
Location Setting: Waterfront - Nearby
Beach Access: Near a Beach
Pool: Pool (Private)
Internet: Internet Access
Washer/Dryer: Yes
Map of Key West

Rates & Availability  
(Displayed in USD)

  • Daily Rates from $770 to $1,500 per night
  • Weekly Rates from $5,390 to $10,500 per week

Already Booked
Season Nightly Weekly Monthly
Jan 03, 2021 - Jan 29, 2021
Minimum Stay: 7 Days
$995 $6,965 n/a
Jan 30, 2021 - Feb 28, 2021
Minimum Stay: 7 Days
$1,095 $7,665 n/a
Mar 01, 2021 - Apr 04, 2021
Minimum Stay: 7 Days
$995 $6,965 n/a
Apr 05, 2021 - Apr 30, 2021
Minimum Stay: 7 Days
$995 $6,965 n/a
May 01, 2021 - May 26, 2021
Minimum Stay: 7 Days
$925 $6,475 n/a
May 27, 2021 - May 30, 2021
Minimum Stay: 7 Days
$995 $6,965 n/a
May 31, 2021 - Sep 02, 2021
Minimum Stay: 7 Days
$770 $5,390 n/a
Sep 03, 2021 - Sep 06, 2021
Minimum Stay: 7 Days
$995 $6,965 n/a
Sep 07, 2021 - Oct 21, 2021
Minimum Stay: 7 Days
$770 $5,390 n/a
Oct 22, 2021 - Oct 31, 2021
Minimum Stay: 7 Days
$1,500 $10,500 n/a
Nov 01, 2021 - Nov 15, 2021
Minimum Stay: 7 Days
$995 $6,965 n/a
Nov 16, 2021 - Dec 17, 2021
Minimum Stay: 7 Days
$770 $5,390 n/a
Dec 18, 2021 - Jan 01, 2022
Minimum Stay: 7 Days
$1,500 $10,500 n/a
Jan 02, 2022 - Jan 31, 2022
Minimum Stay: 7 Days
$995 $6,965 n/a

Property Description

If you're looking for a stunning four-bedroom, three-bath vacation retreat with its own private pool, you've found it at Island Style. Located in Truman Annex, Key West's signature gated community, this home has it all: 2,000 square feet in a compact two-story format, porches and balconies, deck and pool, a delightful décor with pops of tropical color, inside and outside dining, oodles of upscale amenities like a thermoelectric wine cooler, botanical abundance, designated covered parking-in other words, a relaxed kind of luxury that any vacationer couldn't help but appreciate. And amazingly all this beauty and seclusion is just blocks off Duval, the island's historic main street with walking access to art, beaches, shopping, and restaurants.

Emma Street, near the water's edge, hosts a gracious neighborhood lined with trees and classic homes. Approaching Island Style from a wide sidewalk, you enter through a white picket fence and up a few stairs onto the covered porch with the 2nd story balcony above. The outside color scheme is white with black shutters and lush landscaping in the form of verdant palm and yellow allamanda flowers. Inside the front door, the first floor "wow" hits. There are plenty of windows, French doors, white oak floors, ceiling spot lights, and ceiling fans. Above the dining table that seats six plus is a one-of-a-kind artisan chandelier in striking seaglass colors and shapes. The open floor plan means the view continues right through the kitchen and rear French doors out onto the back lanai and sparkling pool area beyond. Of course, there's central air, high-speed Wi-Fi, and cable for the five TVs.

To the left of the dining area, behind a pocket door, is the first of four bedrooms. The queen bed is its centerpiece with a colorful duvet and harmonizing throw pillows. Side tables with lamps are decorative and functional. Tropic-themed art hangs on the walls, and the white oak flooring shares the space with a soft-to-the-touch floor rug. A flat-screen TV is strategically place above a five-drawer dresser that's perfect for myriad folded items, while a deep closet to the left stands ready for hanging items.

Next comes the kitchen and, across from it, a recessed area featuring a full bath and roomy utility closet. Everything in the custom-designed kitchen is top of the line--from the SubZero refrigerator and matching freezer with a coffee bar between, to the built-in wine cooler, the two Wolf ovens to the Wolf glass cook-top stove with microwave built in right above. Rich wood cabinets mean there's plenty of space to put things out of sight. The top cabinets are lighted for a very warm and contemporary touch. The curved island counter creates even more space and contains the sink with dishwasher and more cabinets below.

A large living room area designed for comfort and face-to-face social time comes next. A leather overstuffed chair with reading lamp occupies one corner under a painting of two island pelicans. Two French doors leading to the outside create a wall of glass backdrop to the couch and chairs grouped around a coffee table and woven Turkish area rug. On the opposite wall, perfectly located for viewing from the couch or chairs, is another flat-screen TV with an artisan cabinet right below. Here and elsewhere are folding bamboo window covers for those times when you want to keep the light out.

The outside oasis, which allows you to enjoy Key West's amazing weather in total privacy, is the crowning touch to the property. Through the French doors you can access a covered lanai where you can sit rain or shine to eat at the teak dining table or in one of the reading chairs with ottomans. Maybe consider barbequing something on the gas grill to enjoy here. Down two steps begins a lovely expanse of terra cotta tiles that designate the pool deck and sunning area. Four chaise loungers stand waiting for the comfort of sun worshipers. And the temperature-controlled square pool with its cool water reflects the blue of a cloudless island sky. The landscape architecture and landscape lighting create a setting worthy of the finest home design magazine. A locked gait opens to a covered private parking space.

Up a staircase at one end of the living room is access to the second floor with three more bedrooms, two full baths, a washer and dryer closet, and plenty of closet space. Replacing the hardwood floors of the first floor is a nubby oatmeal wall to wall that's a delight to walk on in bare feet. The two bedrooms at the top of the stairs open onto a wide balcony stretching across the whole front of the house and overlooking Emma street. One has a queen bed and the other has two twins. A full bath is accessible to both rooms. Down the hall is the washer and dryer closet with shelves and plenty of space for laundry baskets and supplies. Then comes the amazing master bedroom with king bed, en-suite full bath, and oodles of space. This room opens delightfully to the back balcony overlooking the garden pool and deck. A hammock is suspended here in case you're in mind of an outdoors yet shaded and quiet siesta.

This homeowner has exterior surveillance equipment. Historic Hideaways is not in the care, custody or control of their placement, use or what they may record. (They may not even be hooked up but we require disclosure nonetheless from homeowners.)

10% DISCOUNT for Monthly/Seasonal (30 nights or more) stays! This home requires a 7 night minimum year round,

To know what's going on from day-to-day, you can check out Historic Hideaways' informative Area Guide/Events page at Other information on the current music scene, movies, plays, gallery openings, and charitable events can be found at (calendar section) or in the print publication Paradise, which is available at various locations around town every Thursday.

Free delivery and setup (over $75) of beer/wine/liquor is available from Kwest Liquors, 705 Duval Street. Historic Hideaways guests receive a discount on pricing. Order in advance and have your vacation home fully stocked upon arrival. Contact the Historic Hideaways office in advance for details.

Activities and Special Interests

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

» Beach
» Biking
» Boating
» Canoeing
» Family Vacations
» Fishing
» Deep Sea Fishing
» Golfing
» Group and Reunion
» Hiking
» Kayaking
» Ocean
» Sailing
» Scuba Diving
» State National Parks
» Spa
» Surfing
» Wind Surfing

Featured Amenities

» Grill
» Washer/Dryer
» Pool (Private)
» Internet Access
» Dishwasher

Property Features

» Ceiling Fan(s)
» Parking
» Microwave

Other Property Amenities

  • Beach Distance: Biking
  • Bed Size 1st/Master: King
  • Bed Size 2nd Rm: Queen
  • Bed Size 3rd Rm: Queen
  • Bed Size 4th Rm: Two Twins
  • Bldg. Complex Name: Truman Annex
  • Patio: Yes
  • Square Footage, Est.: 2,000
  • Air Conditioned: Central
  • Number of Baths: 3 Full
  • Cable Television(s): Yes


The home was beautiful and centrally located to everything we wanted to do.
—Scott D.
August 2019
Service from (rental agent) and Historic Hideaway was spot on. He responded quickly to questions we had. The home was beautiful and centrally located to everything we wanted to do. The house was fully stocked with all we needed but we found the furniture to be slightly worn and uncomfortable, the grill was out of gas. Other than these minor issues we were so so pleased with the property and service from HHs. Wed recommend this house and we are wanting to come back to the Keys.

Location could not have been better...
—Karen M.
July 2019
Home was ready when we arrived. Easy to get keys. Beautiful home. Location could not have been better.

Great place
—Eileen E.
May 2019
Nice place. Comfy home. Location is perfect for Key West. Pool is a small square. Beds are comfortable. Kitchen is stocked with what you need. Good find. Would stay again.

Awesome rental property.
—Kenneth M.
May 2019
Awesome rental property. Beautifully appointed and located perfectly for our needs. Will definitely consider this property for our once a year rental. Only area for improvement is that there were 4 couples in the house and only 5 pool towels. Check In/Out could be better facilitated with a key lock box to eliminate an extra stop at the office.

Service was very casual...
April 2019
Service was very casual. No issues at all.

Enjoyed the outdoor space and easy walks to everything in Key West.
—Donna S.
April 2019
Great location and service from (rental agent). Home was beautiful and worked great for our group of 8. Enjoyed the outdoor space and easy walks to everything in Key West. Pool was smaller than anticipated (from pictures) and didnt appear to be clean. Upstairs shared bath shower drain was slow to empty.

Beautiful home with plenty of space for 6.
March 2018
Beautiful home with plenty of space for 6. Within walking distance to everything we wanted to do and see.

A beautiful, well kept home...
—Robert P.
November 2017
A beautiful, well kept home in a great location with a beautiful backyard and nice (if small) pool

Island Style is just perfect for the family or group traveling to Key West Florida and want to be centrally located to everything. Truman Annex sits right in the heart of Key West so your always close to the beach and entertainment of Duval Street. When travelers book this 4 bedroom house rental, they will enjoy their own slice of paradise while on vacation in Key West. The private pool is heated for year round comfort and guests will enjoy the spacious patio setting. The home offers plently of room with upgrades throughout so your family and friends will always feel comfortable. One of the very best features about this property is that it is professionally managed by Historic Hideaways, your local vacation rental manager. This means you have onsite service and hospitality here to help you enjoy your stay. When travelers book direct with Historic Hideaways they get the very best rates and a home that is outstanding and well maintained. 

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