Key West Happy Hideaway Gated Key West Golf Club: 2 Bedrooms, Pool Steps Away, 28 Night Stays
Rate –
$126-370/nightSize –
2 Bedrooms • 2 Bathrooms (1 full, 1 half) 2 Baths (1 full, 1 half) • Sleeps 3-6A two bedroom townhome inside the gated Key West Golf Club, with a community pool a few steps from the door, a free gym in the clubhouse, and a Rees Jones golf course on the other side of the landscaping. Stays here start at 28 nights, so this is somewhere to settle into rather than pass through.
2 bedrooms · 1.5 bathrooms · Sleeps up to 6 · 780 sq ft
Inside
Living space downstairs, both bedrooms up
Renovated in the fall of 2024. You walk in at ground level to one bright open room holding the kitchen, the dining table and the living area, with sliding doors out to the screened porch. All linens and towels are provided, and there is a stacked washer and dryer in the unit.
- Master bedroom, upstairs Queen bed, ample closet space, and a private screened balcony with two chairs with pull out leg rests
- Guest bedroom, upstairs Full bed, some closet space, its own balcony with seating, and the stacked washer and dryer
- Living room, downstairs Full size sleeper sofa with bedding included, two comfortable chairs, one with a leg rest, and a flat screen TV
- Hall bathroom, upstairs Large shower, toilet and vanity. This is the only full bathroom in the house
- Half bath, downstairs Toilet and sink, off the living and dining area
- Kitchen New appliances, a dishwasher, an ice maker and a dining table for four, stocked for cooking real meals rather than reheating them
Outside
Four outdoor spaces, and a pool a few steps away
- Screened porch, downstairs Through the sliding doors, with a plush couch and a table for two. The landscaping closes it in, so golfers are not looking at you and golf balls are not coming at the house
- Fenced back yard Small and private, with a new Weber grill
- Two balconies, upstairs One off each bedroom, both with seating. The master balcony is screened
- Community pool One of the two pools in Key West Golf Club, a few steps from the door, fenced and run by the HOA
- Clubhouse gym Free to guests. The access card for the pool and gym is on the key rack by the front door
- The pond Just behind the property, past the landscaping, with a bench and a water fountain
- Beach gear Two beach chairs, a beach bag, a small cooler, and pool and beach towels
- Parking Free, with no designated space, and ample room around the property
Location
Key West Golf Club, Key West
This is the quiet end of Key West, off College Road, behind a guard gate with 24 hour security. The golf course is a Rees Jones design and you can walk to the first tee. Old Town is a drive rather than a stroll, and that is the trade this address makes: you get the gate, the quiet, somewhere to park and a pool you can see from the door, and you drive in when you want Duval Street.
- Walking distance The golf course, the clubhouse gym and both community pools
- Less than 10 minutes The beaches, and two places in town to play tennis
- A short drive Old Town Key West, the marinas, Publix at Key Plaza and the pharmacies
- Just across US1 Stock Island, with Hog Fish Grill, The Docks, Hurricane Hole, Matt's Stock Island Kitchen, Roostica and El Siboney
- In the neighborhood The Tennessee Williams Fine Art Center, the Key West Tropical Forest and Botanical Garden, and Lower Keys Medical Center
Good to know
Sleeps up to 6. This is a City of Key West occupancy limit rather than our preference, and it counts everyone staying, including infants and children. The city sets it by bedrooms, two per bedroom plus two, however the beds happen to add up.
28 night minimum, required by the City of Key West. Exceptions are not possible, so please do not ask us to make one. It is the reason this home suits people coming down for a month or a season rather than a long weekend.
There are stairs inside. This is a two floor townhome rather than a house up on stilts, so you walk in at ground level with no exterior flight to climb. What is upstairs is both bedrooms and the only full bathroom. Downstairs there is a half bath with a toilet and sink, but no shower and no bed. Anyone who cannot manage a staircase cannot sleep or shower on the ground floor here, and that is worth knowing before you book rather than after.
Pets are considered, one at a time, case by case. Tell us before you book that you are bringing one so we can approve it. Deposits and fees apply and depend on the pet, so we will quote you once we know what we are approving.
The primary renter must be 30 or older, and we ask for the names and ages of everyone in your party.
The guard gate has your name. They give you a temporary pass on arrival, and the HOA office by the pool issues your mirror hanger, open Monday to Friday 9:30 to 5. Arrive at a weekend and the temporary pass covers you until the office opens.
Two things carry a replacement charge. The pool and gym access card is $100 if it is lost, and the mailbox key is $50. Both live on the key rack by the front door, which is the easiest place to put them back.
Check in is from 4pm and check out is by 10am.
Cancellation is a full refund if you cancel more than 60 days before arrival. Inside 60 days there is no refund.
No smoking anywhere in the house, and cigarette butts need disposing of properly.
Booking direct
You are talking to Meredith, not a call center
You are booking straight with Pineapple Properties of the Florida Keys rather than through a platform, so there is no booking fee on top and you can simply call. Meredith is reachable by phone seven days a week. Three days before you arrive she emails the Welcome Letter with the address, the directions and a door code generated just for your stay, so you let yourself in at the keypad whatever time you land.
Rates & Availability
Cancellation Policy: One hundred percent (100.00%) of the total booking charges will be refunded if the cancellation is made more than 60 days prior to the arrival date of the reservation. For cancellations made within 60 days prior to the arrival date, no refund will be issued.
About the Owner
Key West Happy Hideaway is managed by Meredith Tracy, Pineapple Properties of the Florida Keys. 407.733.2128. Direct Books welcome. Meredith is a Property Manager who owns Pineapple Properties of the Florida Keys. She is thrilled to represent the owners. Meredith is a fifth-generation native Floridian, Meredith's first visit to the Florida Keys was 35 years ago when she was 18 years old. She went sport fishing with the legendary Captain Skip Bradeen in Islamorada, explored the islands from Key Largo to Key West, and was hooked! Meredith, her husband Barry, a realtor, and their children enjoyed vacationing in the keys for many years and after raising their family in Winter Park, Florida, Barry and Meredith moved here full time! She loves helping guests with personal recommendations of all her favorite spots to help make their vacation better than they ever imagined!Location
Key West, Florida
Amenities
| Property Type | Townhome |
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| Accommodation | Entire Home |
| Check-In | A keypad is available 24 hours a day to provide entry for guests |
| House Rules |
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| Setting & View |
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| General |
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| Kitchen |
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| Bathrooms |
2 Bathrooms (1 full, 1 half)
2 Baths (1 full, 1 half)
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| Sleeping Arrangements |
2 Bedrooms,
sleeps 3-6
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| Entertainment |
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| Outdoor |
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| Pool/Spa |
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| Vehicles |
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| Theme |
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| Attractions |
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| Leisure |
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| Sports & Adventure |
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| Safety |
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| Expectations |
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