Island retreat w/pool & rooftop deck | House in Destin

9.6 (72 Reviews) |   Pet Friendly   7 Bedrooms  8 Bathrooms  24 Guests
Holiday Isle House | Island retreat w/pool & rooftop deck

7 Bedroom House in Holiday Isle, Destin

Summary:
Welcome to your Destin escape on Holiday Isle - a spacious retreat w/ harbor & Gulf views, perfect for gatherings of all sizes!
- Sleeps 24 | 7 bedrooms | 15 beds | 8 baths
- Resort-style pool (heated, fee applies) w/ cascading waterfalls
- Rooftop deck w/ panoramic views
- Beach access & beach essentials
- Elevator, WiFi, TV, pool table & more
- Pet-friendly (fee applies)
- Golf Cart Rental Partner Discount
The Space:
Soft coastal light filters across the shoreline as boats drift through Destin Harbor, and you can take in the scene from multiple vantage points before stepping out toward the nearby beach. Mornings bring the sound of waves just beyond the resort-style pool, and evenings unfold with panoramic views stretching from the Gulf to East Pass. From the rooftop deck to the wraparound balconies, you are surrounded by the sights and rhythms of Holiday Isle.
Sleeping arrangements
The three-level home features 7 bedrooms and 8 bathrooms, designed to accommodate up to 24 guests. Floor 2 offers three king suites with ensuite bathrooms, along with a queen built-in bunks bedroom and bathroom that sleeps 8. Floor 3 includes two additional king suites and another queen built-in bunks bedroom and bathroom with a luxury queen air mattress. A queen memory foam sofa sleeper is available in the living area. Each bedroom on Floor 2 opens through French doors to a spacious wraparound balcony overlooking the Gulf of Mexico and Destin Harbor.
Indoor living
Across its three levels, the home provides multiple gathering spaces, including a main living room, a second living room with a wet bar, kitchenette, ice machine, and flatscreen smart TV, and various bar areas. A private elevator connects all floors, offering easy movement throughout the home. Essentials such as air conditioning, heating, WiFi, a dedicated workspace, washer, dryer, and bathroom essentials are provided. Entertainment includes a TV, pool table, board games, and Pack ’n play/Travel crib.
Outdoor living
The property highlights a large resort-style swimming pool with cascading waterfalls, surrounded by patios with seating, loungers, and an expansive 2,000 sqft semi-enclosed covered event area on Floor 1. The 1,600 sqft rooftop deck provides sweeping 360-degree views of the Gulf of Mexico, Destin Harbor, East Pass Bridge, and Crab Island. Additional outdoor features include patios and balconies, outdoor furniture, a BBQ grill, backyard space, and beach essentials. Guests also enjoy private Holiday Isle beach access.
Kitchen & dining
The kitchen offers everything needed for preparing meals, along with a dining room on Floor 3 overlooking the beach. A kitchenette on Floor 2 adds convenience for larger groups. Amenities include a kitchen, refrigerator, microwave, stove, oven, dishwasher, coffee maker, hot water kettle, blender, wine glasses, and a dining table.
Neighborhood
Located on exclusive Holiday Isle, the home sits close to Destin Harbor Boardwalk, HarborWalk Village, and local attractions such as beaches, water sports, dining, shopping, and fishing experiences. Guests can explore nearby golf courses, theme parks, and the lively harbor area, with water taxis available for convenient access.
Perfect for
Large groups seeking beach access, panoramic views, spacious gathering areas, a pool and hot tub, pet-friendly stays, and easy access to the best of Destin.
Self check-in with a smart lock is provided. Pets are allowed, and assistance animals are always allowed. Long term stays are welcomed.
**Complimentary Tiki Cruises are weather-dependent and based on availability. While this bonus can’t be redeemed for cash, the value may be applied toward upgrading to a longer trip if you’d like more time on the water.
*Please note: Pool heat is seasonal and only available for request October - May. Nightly fee applies.
Guest Access:
We offer convenient door codes for self-check-in. 850 Vacation Rentals by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.
• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.
Holiday Isle Beach Access:
The property is located on Holiday Isle and features private beach access to the community beach in Destin that lays between the Gulf of Mexico and the Destin harbor. Holiday Isle in Destin, Florida is known for its gated beachfront access with limited access to our Holiday Isle homeowners and guests. Miles of relaxing white-sand beaches to walk, some great shore fishing, deep-sea fishing right in the harbor, and some of the most authentic waterside experiences this little slice of Northwest Florida paradise has to offer.
-- This gated beach is accessed by key cards, which are provided in the home.*
Golf Cart Rental Discount
- Portoro has partnered with Destin Florida Golf Cart Rentals, LLC to offer our guests 15% Off their golf cart rental! Contact details and pricing for Destin Florida Golf Cart Rentals, LLC will be listed at the property and in your check-in details.
The Neighborhood:
Known for its Gulf of Mexico beaches and many golf courses, as well as the Destin Harbor Boardwalk, Destin is located in northwest Florida, or the Panhandle. Destin is known as the "World's Luckiest Fishing Village." From fishing, beaches and water sports to golf, theme parks and aquariums. There's something for everyone to have an amazing vacation experience!
Things to See:
• Local Experiences: Destin History & Fishing Museum, Gator Beach - The World's Greatest Alligator Park, IntraCoastal Experience, Mobile Sports Banana Boat Rides
• Local Restaurants & Shopping
- Restaurants: Boshamps Seafood and Oyster House, Boathouse Oyster Bar, The Harbor Tavern, The Back Porch, Bric à Brac
- Shops: Destin Commons, Shoreline Village Mall, Shoppes at Paradise Isle, Crystal Beach Plaza & more!
Annual Festivals & Events:
• Destin Fishing Rodeo
• Destin Seafood Festival
• Baytowne Beer Festival (Known as the "Best Beer Fest on the Emerald Coast")
• Harbor Destin Boat Parade
• 30A Songwriters Festival
• Sandestin Gumbo Festival
• Mardi Gras Dog Parade
• Fat Tuesday Baytowne Bash Parade
• Sandestin Triathlon
• Baytowne Wharf Art Walk
• Bloody Mary Festival at The Market Shops at Sandestin
We provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!
Okaloosa County (Destin, FL) Short-Term Rental Registration No. #
Getting Around:
You'll find that Downtown Destin is easily walkable with access to dining, shopping, and nightlife entertainment. Guests have access to 13 beaches in the region! Bikes/Cycling or taking public transportation are alternate options. While you may be traveling by your/rental vehicle, if you need additional transportation or nearest airport information, we have you covered!
Traveling to/around Destin, Florida:
• Fort Walton Beach Greyhound Station (8 miles west of Destin)
• Emerald Coast Rider (EC Rider)
• Taxi Cabs [i.e., Destin Sunrise Taxi, City Cab Destin, 654Taxi]
• Uber, Lyft
• Bike/Cycling [Rentals: Coastal Cruisers, Fun Pug Bike Rentals, Rent Gear Here, Sweet Escape Rentals, Telluride Sports]
Airports:
• Destin-Fort Walton Beach Airport (VPS) [8 miles north-northwest of downtown Destin]
• Pensacola International Airport (PNS) [60 miles west of Destin]
• Northwest Florida Beaches International Airport (ECP) [50 miles east of Destin]
Popular Landmarks:
• Destin Harbor Boardwalk
• Indian Temple Mound Museum
• The Wesley House at Eden Gardens State Park
• Civil War Exhibits
Interaction with Guests:
Our goal is that your vacation exceed your expectations. 850 Vacations by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.

Island retreat w/pool & rooftop deck is located in Holiday Isle. Island retreat w/pool & rooftop deck provides accommodation, featuring Ocean View, Sports/Activities, Laundry, among other amenities. This House features Ocean View, Sports/Activities, Laundry, to make your stay a comfortable one.

Island retreat w/pool & rooftop deck has 7 Bedrooms , 8 Bathrooms, and max occupancy of 24 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Holiday Isle has interesting places to visit. If you want to learn more about the House in Holiday Isle, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Wheelchair Accessible
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Accessibility
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Pet Policy
Note from host: charge may apply pets allowed service animals are welcome, and are exempt from fees

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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

Reviews

Holly O.
Jul 9, 2025 01:14:59 AM
Review Score:   10
Summary: We had a wonderful stay here! Everything was great and host responded to all questions very quickly. The beach is extraordinary. We were able to visit with extended family as we were all here for a wedding. Just a wonderful place for our stay. Highly recommend.
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7.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool