Entire home

Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10

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Photo gallery for Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10

On the beach
Property grounds
Aerial view
A heated pool
Terrace/patio

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 10

Popular amenities

  • Parking available
  • Pool
  • Dryer
  • Hot Tub
  • Washer
  • Air conditioning

Explore the area

Map
Islamorada, Florida
  • Islamorada County Park
    ‪3 min drive‬
  • Founders Park
    ‪3 min drive‬
  • Theater of the Sea
    ‪8 min drive‬

Room options

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About the neighborhood

Islamorada

Within a short walk of Old Road Gallery, this vacation home is within 2 miles (3 km) of Islamorada County Park. The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Islamorada County Park - 3 min drive - 1.7 miles
  • Founders Park - 3 min drive - 1.5 miles
  • Florida Keys Dive Center - 4 min drive - 2.5 miles
  • Theater of the Sea - 8 min drive - 5.0 miles
  • Windley Key Fossil Reef Geological State Park - 8 min drive - 5.0 miles

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Hog Heaven - ‬6 min drive
  • ‪Blond Giraffe Key Lime Pie Factory - ‬7 min drive
  • ‪Dillon's Pub & Grill - ‬6 min drive
  • ‪Wahoo's Bar & Grill - ‬8 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.

Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10

Pineapple Beach is situated on more than 3 acres in the central area of Islamorada. This exclusive 5-bedroom luxury residence is the embodiment of your dreams, offering nightly bonfires, a challenging putting green, a cabana bar, a private dock, and numerous other amenities. Get ready to pack your bags and experience a vacation that will leave an indelible mark! If you've ever envisioned lounging by your own private oceanfront pool, gazing over a pristine white sandy beach and crystal-clear waters, your dream is about to come true!

This exquisite estate boasts a gourmet kitchen and a dining area that accommodates 10 guests, offering breathtaking water views. With three levels, there's ample space for you and your guests to spread out. Unwind in the living room, where a 65ā€ TV awaits your movie nights, or engage in a friendly foosball game. Outdoors, indulge in your private beach, complete with a fire pit, boat dock, pool with spa, pool bar, golf green, and abundant outdoor seating to soak in the mesmerizing ocean views.

The main kitchen includes full size refrigerator, wine cooler, ice maker, two dishwashers, microwave, stove, Keurig, dual ovens, mini fridge, toaster oven, coffee maker, blender and 35ā€ TV.

The exterior amenities of this exceptional property are designed for ultimate relaxation and entertainment. The private dock is capable of accommodating boats up to 32 feet with a draft less than 36 inches and a width no greater than 12 feet. Enjoy the heated pool and spa, complemented by a pool bar, seating area, and an invigorating outdoor shower. Unwind by the fire pit, engage in friendly competitions with the foosball table, cornhole, and basketball hoop, or simply relax in the hammocks. A dedicated golf green adds to the recreational offerings. The property boasts a 213-foot private beach with convenient water entry. For aquatic adventures, 2 kayaks and 2 paddleboards are available onsite, with easy launch access at the property's water entry point. With ample parking for multiple vehicles and/or a boat trailer, this property requires a minimum 7-day rental and strictly adheres to a no-pets policy.

Booking Policies:

Minimum Stay: A 7-night minimum stay is required by city regulations, with no exceptions. The city determines the maximum occupancy, and it cannot be exceeded, covering adults, children, and infants.

Cancellation Policy: We maintain a strict 60-day cancellation policy. If the cancellation is made at least 60 days before the arrival date, you can cancel your reservation and receive a full refund, excluding processing and admin fees. If you cancel within 60 days of the arrival date and we are able to secure another booking for the same time by opening the calendar, you will receive a full refund, minus processing and admin fees. If we are unable to secure another rental for the specified time, the deposit will be the only amount refunded.

Contract: Upon confirmation of your booking by our office, you will receive an Adobe E-Sign contract for signing. Once signed, the contract will be automatically returned to us.

Payment Options: The total reservation charges include credit card processing fees by default. We are happy to accept checks or EFT bank payments with no additional fees, and in those cases, the processing fees can be removed from your total once you confirm your preferred payment method. Credit card payments are subject to the following fees:
– Visa, MasterCard, and Discover incur a 3.5% processing fee (excluding taxes and deposit)
– American Express incurs an additional 0.99% fee (excluding taxes and deposit)
The vacation home is air-conditioned and features a kitchen, 4.5 bathrooms, and a balcony. There's space to spread out with 5 bedrooms and a dining area. Other standard amenities include a private pool, a washing machine, and a fenced private yard. Limited housekeeping is available.

Property manager

Mallory Pinto

Languages

English

Similar properties

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Hot tub
  • Massage
  • Private pool

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Change of bedsheets (on request)
  • Change of towels on request
  • Concierge services
  • Housekeeping (limited availability)
  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Bicycles
  • Boat
  • Foosball table
  • Golf
  • Heated pool
  • Kayak
  • Optional golf privileges
  • Tennis
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing 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

  • At least 10% of profits reinvested in community and sustainability
  • At least 80% lighting from LEDs
  • Bed sheets changed on request
  • Bicycles
  • Garden
  • Humane treatment of captive wild animals
  • Local artist showcase
  • Local culture and ecosystem education
  • Locally-owned and organized tours and activities
  • Towels (changed on request)
  • Water dispenser

Policies

Check-in

Check-in time starts at 5:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 9:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property doesn't allow pets

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: 5:00 PM
  • Check-out: 9:00 AM
  • Minimum check-in age: 25

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

1708-257540

Frequently asked questions

What can I see near this vacation home?

This vacation home is located in Islamorada within a short 15-minute walk of Old Road Gallery. You'll also find Islamorada County Park and Founders Park within a short drive.

Is parking available on site at this vacation home?

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

Is there a spa available at this vacation home?

Spa services at the vacation home include massages.

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, this vacation home doesn't have an indoor pool; however, there is a hot tub.

What do couples enjoy most about Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10?

At this beachfront vacation home, there are many amenities for couples, including a private pool and access to a chef in each accommodation with some featuring beach views.

Are there hot tubs at Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10?

Yes, this vacation home has a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

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

Can I book a room with a balcony at Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10?

Yes, every accommodation at Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10 comes with a balcony with some featuring beach views.

Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10 Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.4/10

Cleanliness

Reviews

10/10 Excellent

Josh C., Rhinelander, WI

Liked: Cleanliness
Stayed 7 nights in Mar 2025

8/10 Good

Paul M.

Liked: Cleanliness

Fantastic family retreat

Amazing home for a family to enjoy.
Stayed 7 nights in Jan 2025

10/10 Excellent

Amanda M.

Liked: Cleanliness

Amazing Vacay!

We had a group of recent graduates. Pineapple Beach was perfect for us! House has plenty of room, pool and hot tub are great, golf green was lots of fun, fishing from dock was excellent and the sand was the perfect spot for whiffle ball games and spike ball. We came by boat and tie up was excellent depending on the tide. Morning coffee and nighttime dusk were beautiful. We had tons of peacocks visit every morning that we fed. Everything to play putt putt, basketball, cornhole and paddle board are on sight. Hammocks were great chill out spots.We definitely will visit here again!
Stayed 7 nights in Jun 2024