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POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!

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A modern kitchen with a marble island, white cabinetry, and a dining area with a sofa and chairs.
A modern kitchen with a large island, stainless steel appliances, and a view of lush greenery.
A swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a wooden deck.
A modern living room with a sofa, coffee table, and chairs, a dining area with a wooden cabinet, and a kitchen in the background.
A modern kitchen with a marble island, wooden cabinets, and a dining area with a table and chairs.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms6 bathroomsSleeps 102686 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Key West, FL
  • Place, Florida Keys Beaches
    ‪2 min walk‬
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪8 min walk‬
  • Place, Smathers Beach
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪5 min drive‬

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About the neighborhood

Key West

Located in Midtown, this vacation home is adjacent to Florida Keys Beaches with other popular attractions like Duval Street within a couple of miles (3 km). The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Florida Keys Beaches - 2 min walk - 0.1 miles
  • Clarence S. Higgs Memorial Beach Park - 8 min walk - 0.4 miles
  • Smathers Beach - 9 min walk - 0.5 miles
  • Key West Naval Station - 9 min walk - 0.5 miles
  • Duval Street - 5 min drive - 1.3 miles

Getting around

  • Key West Intl. Airport (EYW) - 5 min drive

Restaurants

  • ‪Circle K - ‬16 min walk
  • ‪Taco Bell - ‬3 min drive
  • ‪Sandy's Café - ‬18 min walk
  • ‪Tin Cup Chalice - ‬15 min walk
  • ‪El Siboney Restaurant - ‬3 min drive

About this property

Entire place

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

POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!

EXQUISITE MODERN FAMILY COMPOUND...
If a large home with all the modern luxuries is a must for your next island getaway, look no further than this sprawling beauty that's located in Midtown Key West. Your crew will delight in the 5 fabulous ensuite bedrooms that will wow you with their custom design and spaciousness, setting the scene for a magical retreat. You are close to beaches, parks, the popular White Street Pier and comfortably close to all the fun and excitement of Duval Street.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE

DETAILS AND AMENITIES...
Gather with the gang on the ground floor entertaining space for outdoor dining fun at your table for 10, featuring a huge tv for movie nights, cushioned sitting space for animated conversations and a billiard game area. After a day of outdoor adventures, travel up the stairs to the first floor that is beautifully decorated with a contemporary flair mixed with island whimsy. The Great Room has a wonderful open flow that creates a sense of spaciousness and domestic functionality. A large sectional with giant tv offer a cool embrace and a promise of deep relaxation with your loved ones. Concoct your culinary favorites in the chef-inspired kitchen that is brimming with every modern convenience you would need to feed your crew in style. A dining table for 8 and island seating for 4 offer ample seating at mealtimes. A washer/dryer and powder room are also located on the first floor and a laundry room resides on the third floor. This home is equipped with Youtube TV streaming.

SLEEPING ARRANGEMENTS...
A stunning king bedroom resides on the first floor.
Second floor: The first bedroom houses a queen bed and a shower/tub combination bathroom, The second bedroom has 2 twin XL beds that can convert to a king upon request and a glass-door rain shower bathroom.
Third floor: The first bedroom features a king bed, desk area and giant glass-door rain shower bathroom. The second bedroom offers a king bed and a giant glass shower and tub inside it.
All bedrooms feature tvs, closets and clothing dressers.

OUTDOOR LIVING...
Throw open the french doors in the first floor living area to immerse yourself in the lush backyard oasis that greets you with a sparkling pool (can be heated in the winter months) under sultry island breezes and soft swaying foliage surrounding cozy seating areas. Disconnect and refresh in your little piece of Key West heaven. Grill out your fresh catch of the day and rinse off in the outdoor shower before your retreat on the town!

PARKING....
This has off street parking for 2 vehicles.

PETS...
Dogs (NO CATS) are considered and a pet fee is required. Please include the size / breed in the comments when inquiring.

MULTI MONTH RESERVATIONS...
For monthly reservations, the following fees will be added PER MONTH:
Mid-stay clean
Pool/hot tub heating fee (if applicable)
Pet fee (if applicable)

CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!

BOOKING DATES...
This home is only available as a monthly rental (28 night min). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.

CANCELLATION...
Bookings canceled at least 90 days before the start of stay will receive a 100% refund.

Cancellations inside of 90 days may receive a refund if we are able to re-rent any or all of the dates of the stay. The refund amount is dependent upon the rate of the new reservation. For multi-month reservations for January through March, a refund will only be offered in the event we are able to re-rent. The refund amount is dependent upon the rate of the new reservation(s).

COME STAY A WHILE...
Virtual Tour Url: https://my.matterport.com/show/?m=qCh9V3LuKan
The vacation home is air-conditioned and features a kitchen, 5.5 bathrooms, and a balcony, and there's space to spread out with 5 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fenced private yard.

Similar properties

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 2,686 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

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

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Property Registration Number 25230-135368

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2450-256503

Frequently asked questions

What's there to do around this vacation home?

This vacation home is situated in Midtown, just steps from Florida Keys Beaches, and within a 10-minute walk of Clarence S. Higgs Memorial Beach Park and Key West AIDS Memorial. You'll also find Duval Street and Smathers Beach within a short drive.

Is parking available on site at POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!?

No, there isn't parking at this vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

What do couples enjoy most about POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!?

Couples staying at this vacation home will appreciate amenities like a private pool and a kitchen as well as a heated pool.

Are there hot tubs at POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!?

No, but this vacation home does have a heated pool.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Are there connecting rooms at POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 2 mi away (5 minutes by car).

Are there rooms with balconies that I can book at POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching!?

Yes, every house at POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching! comes with a balcony.

POCKETFUL OF SUNSHINE ~ 5 BR Near Beach and Prime Fireworks Watching! Reviews

Reviews

10

Exceptional

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

Reviews

Verified review

10/10 Excellent

Tom C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Incredible stay. The house is perfect and the support provided is fantastic. Highly recommend.
Stayed 29 nights in Apr 2026
From a partner site

10/10 Excellent

denise m.

Dream Vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We rented "Pocketful of Sunshine" for the month of April. We had our adult children and their families and Mom/Grandma come down for 10 days followed by my husband's brother and his wife and sister and Mom stayed through 8 days and then college buddies came down for 5 days. WOW! The house was perfect for all our gatherings!! 5 Gorgeous bedrooms with beautiful ensuite bathes, a great pool area with beautiful sitting area that was wonderful for morning coffee with everyone. We had family movie night in the living room with popcorn a few evenings and great family breakfasts on the huge gas stove. It is a bit tight if you want to sit at the island with the couch directly behind but we mostly sat at the table. Another plus was the full laundry room with sink and ironing board on the 3rd floor and another stacked washer & dryer on the main level. The house is only 5 minutes from the airport, less than 5 minutes to Smathers Beach and less than 5 minutes to Salute Restaurant on the Beach (sister restaurant to Blue Heaven). Farmer's Market on Sunday in a park less than 5 minutes away and Duval St. is about 10 minutes away (by golf cart) Everyone in all our groups loved the house! They had their own private space in their large beautiful bedrooms which included a TV in each bedroom. Plus each floor has its own thermostat and ceiling fans in each bedroom. We also enjoyed the covered patio area that included a large table and chairs, sitting area and game area. The one time it rained, everyone enjoyed the covered area and the fun continued. All in all, we had a great time here! In Grandma's words, It was the vacation of her dreams! Note: the few times we had a question, Dan (property manager) responded immediately and that was great! Note: I paid for an extra complete house cleaning (including bedding & towels) in between groups so I didn't spend a vacation day cleaning and they did a fantastic job! Well worth the money charged!