Entire home

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

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

Pool
Exterior
Aerial view
Exterior
Exterior

Reviews

9.8 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 10

Popular amenities

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

Explore the area

Map
Islamorada, Florida
  • Islamorada County Park
    ‪3 min drive‬
  • Founders Park
    ‪5 min drive‬
  • Theater of the Sea
    ‪6 min drive‬
  • Ocean Reef Club, FL (OCA)
    ‪47 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds and 1 Queen Bed

Bedroom 3

2 Single Bunk Beds

Bedroom 4

2 Double Beds

Bedroom 5

2 Single Beds and 1 Queen Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Bathtub Ā· Toilet Ā· Shower only

Bathroom 2

Bathtub Ā· Toilet Ā· Shower only

Bathroom 3

Toilet Ā· Shower only

Bathroom 4

Toilet Ā· Shower only

Bathroom 5

Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

About this property

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)

Property manager

Mallory Pinto
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning

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House Rules

Check in after 5:00 PM
Minimum age to rent: 25
Check out before 9:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Islamorada

Located in Islamorada, this holiday home is on the beach. The area's natural beauty can be seen at John Pennekamp Coral Reef State Park and Windley Key Fossil Reef Geological State Park, while Old Road Gallery and History of Diving Museum are cultural highlights. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.
Map
Islamorada, Florida

What's nearby

  • Islamorada County Park - 3 min drive - 2.6 km
  • Florida Keys Dive Center - 4 min drive - 3.9 km
  • Founders Park - 5 min drive - 3.5 km
  • Windley Key Fossil Reef Geological State Park - 6 min drive - 6.0 km
  • Theater of the Sea - 6 min drive - 6.2 km

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

Frequently asked questions

Does Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10 have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10 pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10?

Check-in begins at 5:00 PM.

What time is check-out at Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10?

Checkout is at 9:00 AM.

Where is Pineapple Beach : 5 BR, 4.5 BA House in Islamorada, Sleeps 10 located?

Nestled on the beach, this Islamorada holiday home is within 2 mi (3 km) of Old Road Gallery, Islamorada County Park and Rain Barrel Village. Founders Park and Florida Keys Dive Center are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

9.0/10

Location

10/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kara C.

Amazing Property

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: The entire property was absolutely beautiful and the perfect place to spend Spring Break with family. We enjoyed playing cornhole and wiffle ball on the beach and spent a lot of time on the putting green. Our favorite part was the wildlife - we had many visits from the peacocks and saw manatees, stingrays, sharks and much more from the dock. We hope to visit again soon!

8/10 Good

Paul M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic family retreat

Amazing home for a family to enjoy.
Stayed 7 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Gern J.

Jaeger/MacKrell family vacation 2024

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: This is the second time we have rented Pineapple Beach. It’s so amazing each time we have visited. Our families have been vacationing together for some time in many different homes. Pineapple Beach is the one. It’s perfect in every way.

10/10 Excellent

Amanda M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

ryan k.

Klein

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: It was great!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tess B.

Pineapple Beach

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: Our family had a wonderful stay at this beautiful property and home! Lots of space and activities for all ages. The mini golf was a hit with our teenagers and everyone enjoyed our morning visits from a group of peacocks. Smooth check in / check out process and Keys Ocean Vacation Rentals were quick to answer any questions that we had. Will definitely recommend to others!

About the host

Hosted by Mallory Pinto

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests