Pineapple Beach: 5 Bedroom Vacation Rental For Rent Islamorada Florida

Pineapple Beach: 5 Bedroom Vacation Rental For Rent Islamorada Florida

Pineapple Beach - Standard

Vacation Other in Islamorada Florida

How Many Bedrooms? 5 Bedrooms • Sleeps 12
How Many Bathrooms? 4 Full Bathrooms
Location Setting: Waterfront - Ocean
Beach Access: Near a Beach
Pool: Pool (Private)
Television: Television
Map of Islamorada

Rates & Availability  
(Displayed in USD)

  • Rates From $2,150 to $2,500 per night
  • Rates From $13,000 to $15,000 per week

Availability details can be found on the Florida Keys Luxury Rentals website.

Book Direct through Florida Keys Luxury Rentals for maximum savings and service!

Availability Details

Season Nightly Weekly Monthly
Jan 01, 2023 - Jul 31, 2023
Minimum Stay: 7 Days
$2,500 n/a n/a
Aug 01, 2023 - Dec 16, 2023
Minimum Stay: 7 Days
$2,150 n/a n/a
Dec 17, 2023 - Jul 31, 2024
Minimum Stay: 7 Days
$2,500 n/a n/a
Aug 01, 2024 - Dec 14, 2024
Minimum Stay: 7 Days
$2,150 n/a n/a
Dec 15, 2024 - Jan 04, 2025
Minimum Stay: 7 Days
$2,500 n/a n/a
Jan 05, 2025 - Jul 31, 2025
Minimum Stay: 7 Days
$2,500 n/a n/a

Property Description

Ever have a dream of sitting at your very own oceanfront private pool, overlooking a beautiful white sandy beach and crystal-clear waters…look no further! Pineapple Beach is nestled on over 3 acres in the heart of Islamorada. This private 5 Bedroom luxury home is what you have been dreaming about, nightly bonfires, competitive putting green, cabana bar, private dock and so much more. Pack your bag and come enjoy a vacation you will never forget!

This amazing estate features a gourmet kitchen and dining for 10 with amazing water views. With three levels there is plenty of room for you and all your guest to enjoy. You can relax in the living room and watch a movie on the 65” TV or enjoy a game of foosball. Outdoors you will enjoy your private beach, fire pit, dock for your boat, pool with spa, pool bar, golf green and plenty of outdoor seating to enjoy the breath taking views of the ocean.

Key Features of Pineapple Beach:
-5 Bedroom / 4.5 Bath: The master bedroom on the main level features a King bed with water view and porch access, ensuite bathroom with shower and soaking tub. The upstairs has two bedrooms, each have a Queen and twin bed. Both bedrooms have ensuite bathrooms, one with a shower and the other with a shower tub combination. There is also an additional side room upstairs with built in twin beds. The lower level has two additional bedrooms. One bedroom has two bunk beds, and the other room has two full beds. The lower-level bedrooms share a bathroom with shower.

-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 35” TV.

-Washer & Dryer

-Dock will accommodate up to a 32’ boat with draft less than 36” and no wider than 12’.

-Heated pool and spa. Pool bar and seating and outdoor shower.

-Fire Pit

-Foosball Table, Corn hole, Basketball Hoop, Two Hammocks, Golf Green

-213’ Private Beach with water entry.

-2 kayaks & 2 Paddle boards onsite for guest use. Easily launch kayaks at the water access on property.

-Enough parking for several vehicles and/or boat trailer.

-Minimum 7day rental.

-No Pets.

***Reservation Deposits & Payment Due Dates: A security deposit of $2500.00 is required at the time of booking to hold the reservation. 50% of the total, is due 120 days prior to arrival and the remaining balance is due 90 days prior to arrival***

Sargassum seaweed affects the coasts of the Florida Keys, and Islamorada has its share, which ebbs and flows based on winds and tides, collecting on the shoreline at different times of the year. . Sargassum is just another part of Nature’s rich tapestry. In the open ocean, this seaweed serves as a nursery ground and natural haven for sea life, offering food, sanctuary, and breeding grounds for crab, shrimp, whales, sea turtles, migratory birds, and over 120 species of fish. SPRING AND SUMMER MONTHS are greatly affected, as this is not cleared out during this time period.

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
» Group and Reunion
» Honeymoon
» Luxury
» Nightclub and Disco
» Ocean
» Resorts
» Sailing
» State National Parks

Featured Amenities

» Pool (Private)
» Television
» Luxury


» Children Welcome

Property Features

» Balcony
» Ceiling Fan(s)
» Blender
» Coffee Maker
» Dishes/Utensils
» Full Kitchen
» Microwave
» Oven
» Refrigerator
» Stove
» Toaster
» Deck/Patio/Porch
» Parking


» DVD Player
» Game Room


» Beach Chairs
» Boat Dock

  • pineapple beach islamorada florida
  • pineapple beach islamorada area
  • 5 bedroom home
  • florida luxury vacation rental
  • sleeps 10
  • florida vacation places to stay
  • islamorada rental with private pool
  • 5 bedroom vacation rental