Privately Owned Vacation Rental Properties

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The Pineapple Penthouse, Destin Area, Florida Vacation Rental by Owner

Holiday Isle, Destin Area Vacation Rental Condo

Meredith Mcneely
My Listings (1)
About Owner

  •  8507979058
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Destin Florida

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Last Updated: 08/10/2022

no service fees


Best view & location in the entire building in the TOP FLOOR, END UNIT Pineapple Penthouse

Luxury and relaxation await you in this renovated 2BR/2BA GULF-FRONT condo suitable for 4 guests with a king bed in the primary bedroom and a queen bed in the guest room. Holiday Surf & Racquet Club offers a gated property with a heated Pool, fitness center, tennis/pickleball courts, sauna/steam room, shuffle board and one of the most uncrowded PRIVATE beaches in beautiful Destin, Florida.

Welcome to the Pineapple Penthouse at Holiday Surf & Racquet Club! HSRC is a 166-unit condominium complex located on Holiday Isle in the heart of Destin. Holiday Isle is a 2.5 mile long peninsula surrounded by the emerald waters of the Gulf of Mexico to the south and the pristine Destin Harbor to the north. It offers 2+ miles of paved walking and biking trails and is surrounded by quiet, residential neighborhoods with easy access to dining, shopping, and other activity attractions such as HarborWalk and Destin Commons. 

The Pineapple Penthouse is located at the very end of the east wing of the 7th floor, making this unit one of the most private condos with the very best view in the building. It is a 2 bedroom, 2 bath condo featuring an open floor plan with upscale coastal furnishings and sleeping arrangements for 4 guests. The spacious primary bedroom offers a king bed, 55” Smart TV, and luxurious en-suite bathroom with a rainfall showerhead in the tiled walk-in shower. The guest bedroom features a queen bed, 43” Smart TV, and should work follow you to the beach, a desk space awaits. The kitchen boasts quartz countertops and stainless-steel appliances with lots of equipment for cooking.

The dining area features a large table with ample seating and a separate dry bar. The living room has comfortable seating with a sectional sofa and a 60” Smart TV! Complimentary high-speed WiFi and cable TV service (with the SEC network!) is also provided. Sip your morning coffee while you watch the fishing boats head out to seize the day’s catch or admire some of the most gorgeous sunsets while you enjoy happy hour right from your private balcony. Only one other balcony adjoins the balcony in this condo - no other guests are on either side or above you! Convenient beach access is just steps away. 

*****Elevators are located in the middle of the complex. Because of the private location of the Pineapple Penthouse, please note that it is located an extended distance from the elevator. Therefore, individuals with mobility challenges or other health ailments that make walking extended distances challenging may want to consider booking another property.*****

HSRC offers a heated pool (when temperatures are below 80 degrees), 2 tennis/pickleball courts, charcoal grilling areas, shuffleboard, fitness center, saunas, and 300 feet of private beach that is just steps from the condo. There is also beach service available March 1 - October 31 for $43/day + tax OR $233/week + tax through on-site staff, however we also provide beach chairs with the condo (located in the outside closet). Coin operated laundry facilities are located on the 4th and 6th floors. 

Don’t miss out on this amazing vacation DESTINation!



From/To Nightly Weekend Weekly Monthly Min Nights
$464.00 -- -- --
$439.00 -- -- --
$413.00 -- -- --
$350.00 -- -- --
$335.00 -- -- --
$310.00 -- -- --


No parties or events, No Smoking, No pets (Guest Pets are not allowed on property unless it is a registered service animal or to aid hearing or visually impaired individuals. You must make the owner aware of this prior to arrival so that on-site HOA management can be notified.)
If the date of cancellation is:
Less than 60 days before check-in - 100% of the reservation amount (less 6% cancellation fee)
Between 30-60 days before check-in - 50% refund
Within 30 days of check-in - No refund

Check-In Time:   4:00 PM

Check-Out Time: 10:00 AM


Bedroom Setup
  • 1 Queen Bed
  • 1 King Bed
Cooling Comfort
  • Ceiling Fans
  • Central Air Conditioning
  • Cable TV
  • Smart T.V.
  • Linens Included
  • Fitness Center
  • Elevator/Lift
Home Office
  • Wireless Internet Access
  • Washer/Dryer
  • Coffee Maker
  • Dishwasher
  • Fully Equipped Kitchen
  • Ice Maker
  • Ironing Board
  • Microwave
  • Oven
  • Pots and Pans
  • Refrigerator
  • Stove
  • Toaster
  • Utensils
  • Linens & Towels
  • Hairdryer
Outside Living
  • Balcony
Barbecue - Grills
  • Charcoal Grill


Destin Florida Activities
  • Airboat Adventures
  • Backlash Charters
  • Baytowne Adventure Zone
  • Big Kahuna Water Park
  • Blackwater Canoe Rental
  • Blast Arcade & Laser Maze
  • Buccaneer Pirate Ship
  • Charter Boats
  • Crab Island Dolphin Tours
  • Destin Beach Parasail
  • Destin Florida Beach Helicopters
  • Destin Snorkle
  • Dockside Watersports
  • Emerald Coast Scuba
  • Gulfarium Marine Adventure Park
  • Just Chute Me
  • Kelly Plantation
  • Mobile Sports LLC
  • Party Boats
  • Pelican Adventures
  • Sea Blaster
  • Southern Star Dolphin Cruises
  • SunQuest Cruises
  • SunVenture Cruises
  • The Kayak Experience
  • THE TRACK - GO Carts
  • Xtreme H2O Sports
  • Dolphin Watch & History Cruise
  • Deep Sea Fishing Party Boat
  • Sandestin Dining/Dancing Cruise
  • Fishing with Kids
  • Destin Paddleboard Rental
  • Mobile Massage Therapy
  • Horseback Trail Rides
  • Destin Snorkeling Excursion
  • Bart Rockett Magic Theater
  • Shark Fishing Charter
  • Reel Deal Charters
  • Waverunner Rental/Wet N Wild
  • Wet N Wild Parasailing
  • Dolphin Cruise
  • Original Sea Blaster
  • Destin Harbor
  • Private Sailing Excursion
  • Gator Country Alligator Park
  • Hydrojet Thrill Ride
  • Destin Float Spa Experience
  • AMC Theatre
  • Dockside Parasailing
  • Escape Zone 60
  • Bike Rentals
  • Golf Cart Rental
  • Local Fitness Center
Destin Florida Restaurants
  • Boathouse Oyster Bar
  • Bonefish Grill
  • Bric a Brac
  • Crab Island Cantina
  • Dewey Destin Seafood
  • Graffiti & The Funky Blues Shack
  • Hadashi Sushi Bar at Hilton
  • Hammerheads Bar & Grill
  • Harbor Docks
  • Jester Mardi Gras Daiquiris
  • Lighthouse Restaurant
  • LuLu's Destin FL
  • Margaritaville
  • Marina Cafe
  • Mellow Mushroom
  • Pompano Joe's
  • The Crab Trap
  • The Surf Hut
  • World Of Beers
  • McGuire's Irish Pub
  • Donut Hole Bakery Cafe
  • Crust Pizzeria
  • Dewey Destin's Harborside
  • Joe's Crab Shack
  • Callahan's Restaurant & Deli
  • Shrimp Basket
  • The Back Porch
  • Beach Walk Cafe
  • Louisiana Lagniappe
  • Fudpuckers Bar & Grill
  • Pepitos Mexican Restaurant
  • Another Broken Egg Cafe
  • Jasmine Thai
  • La Paz
  • Buck's Smokehouse
  • Ruth's Chris Steak House
  • Mimmo's
  • Fuji Seafood Buffet
  • Boshamps Seafood House
  • AJ’s Seafood & Oyster Bar
  • Bubba Gump Shrimp Co.
  • Gilligan's Seafood
  • The Breakfast Table
  • Jackacuda's Seafood & Sushi
  • China One
  • Thai Delights Restaurant
  • Noonies Thai Cafe
  • Brotula's Seafood & Steamer
  • Original La Famiglia
  • Hog's Breath Saloon
  • Wingstop
  • Merlins Pizza
  • IHOP
  • Capriccio Cafe
  • Island Wing Company
  • Alatapatatas
  • Osaka Japanese Hibachi
  • Vinnie Mc Guire's Pizza
  • Mama Sherry's Pizza
  • Palm Grille
Recommended for
  • Adventure Trip
  • Beach Rentals
  • Children Retreat
  • Long Term Rentals
  • Romantic