Holiday Isle vacation rentals

We found 2,470 vacation rentals — enter your dates for availability

Welcome to Holiday Isle, where pristine beaches meet the vibrant charm of Destin. Here, soft sands and crystal-clear waters invite sunbathers and thrill-seekers alike to indulge in exciting water sports and carefree relaxation. Explore the bustling Destin Harbor, filled with dining and shopping, or venture to nearby Fort Walton Beach and Okaloosa Island for family-friendly adventures. With a variety of cozy cottages and beachfront condos, our vacation rentals provide the comfort and convenience of home, ensuring an unforgettable getaway for groups and families.

Holiday rentals with weekly discounts - Holiday Isle

Showing deals for:Nov 6 - Nov 13

2nd fl open concept living w/ wide kitchen, dining area & spacious living room.
2nd fl spacious kitchen island w/ seating for 6.
Deep water access to & from Harbor, Gulf, Crab Island. 100ft dock w/ shore power
2nd fl open concept living w/ wide kitchen, dining area & spacious living room.
Exceptional
(17 reviews)

Deep water 100ft dock, shore power! 3 min to beach, pool, jacuzzi!

Destin

8% off
$840
$5,879 for 7 nights
All fees included
Deep water 100ft dock, shore power! 3 min to beach, pool, jacuzzi!
Wi-Fi QR signs! ( Upstairs)
Pool
Private Pool at night!
Kitchen and Dining Room
Exceptional
(40 reviews)

Punta VistaMare at Destin Pointe- Private Heated Pool

Destin

8% off
$572
$4,007 for 7 nights
All fees included
Punta VistaMare at Destin Pointe- Private Heated Pool
Living area
Pool
Living area
Property grounds
Exceptional
(81 reviews)

Free Heated Private Pool With No Steps To Climb on First Level 'Oasis'!

Destin

8% off
$596
$4,175 for 7 nights
All fees included
Free Heated Private Pool With No Steps To Climb on First Level 'Oasis'!
Dining
Beach
Interior
Private kitchen
Exceptional
(24 reviews)

Beachfront Destin Condo – 1800 sq ft, 3BR/2BA, Sleeps 10, Perfect for Groups!

Destin

11% off
$260
$1,819 for 7 nights
All fees included
Beachfront Destin Condo – 1800 sq ft, 3BR/2BA, Sleeps 10, Perfect for Groups!
Full Kitchen with Bar
New Pool on the Beach at Destin Point
3rd Floor Master Bedroom
Living Room
Exceptional
(14 reviews)

Casablanca: New Luxury 5BR w/private pool.

Destin

8% off
$676
$4,733 for 7 nights
All fees included
Casablanca: New Luxury 5BR w/private pool.
Enjoy a stunning perspective of the condo right from the beach, where Gulf breezes and sparkling water create the perfect vacation backdrop.
Enjoy boating and sun at lively Crab Island."
Book your stay at Elegant Escape at Shoreline Towers!
Relax together & swap stories about your beach adventures in the living room
Exceptional
(11 reviews)

Destin Corner Condo | Gulf & City Views

Destin

8% off
$376
$2,631 for 7 nights
All fees included
Destin Corner Condo | Gulf & City Views
Fully equipped kitchen
Welcome to Beachfront Bliss at Shoreline Towers!
Enjoy boating and sun at lively Crab Island.
Bedroom 2 with 2 Full beds and TV
Exceptional
(12 reviews)

Beachfront Destin Condo | Gulf View Balcony

Destin

8% off
$270
$1,887 for 7 nights
All fees included
Beachfront Destin Condo | Gulf View Balcony
Dining table with seating for 6
Explore shops and sunsets on Destin's Harbor Boardwalk
Exterior
Welcome to Sun-Kissed Shores in Shoreline Towers!
Exceptional
(15 reviews)

Pool + Beach Access | Sleeps 6 in Destin

Destin

7% off
$228
$1,598 for 7 nights
All fees included
Pool + Beach Access | Sleeps 6 in Destin
View from master bedroom
Destin Beach with white sand and emerald water and empty beaches
View of the beach and boardwalk from balcony.
Sun rising, red sky in morning , view from the balcony
Exceptional
(148 reviews)

Best Gulf-Front Beach View in Destin! Best designed condo 2015*

Destin

9% off
$378
$2,643 for 7 nights
All fees included
Best Gulf-Front Beach View in Destin! Best designed condo 2015*
Marina
living and bedroom area
kitchen
front door and hallway
Exceptional
(101 reviews)

Renovated Studio condo with partial view of beach dunes-Beach Service included

Destin

8% off
$119
$831 for 7 nights
All fees included
Renovated Studio condo with partial view of beach dunes-Beach Service included
Sunset on Beach
One of complex's 5 pools
Condo Bathroom
Room
Wonderful
(25 reviews)

Daniel's Destin studio condo

Destin

7% off
$164
$1,145 for 7 nights
All fees included
Daniel's Destin studio condo
Interior
Exterior
Dining
Living area
Exceptional
(10 reviews)

3BR Villa in Sandpiper Cove with private beach access and multiple amenities.

Destin

8% off
$390
$2,729 for 7 nights
All fees included
3BR Villa in Sandpiper Cove with private beach access and multiple amenities.

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Find out more about Holiday Isle

Why visit Holiday Isle

  • Pristine Beaches: Enjoy the soft, sandy shores and crystal-clear waters perfect for sunbathing and swimming.
  • Outdoor Activities: Engage in thrilling water sports like jet skiing, paddleboarding, and fishing.
  • Scenic Destin Harbor: Explore the vibrant harbor area, filled with shops, dining, and beautiful views.
  • Family-Friendly Fun: Discover activities for all ages, ensuring a memorable experience for everyone.
  • Charming Accommodations: Choose from beachside condos, private homes, and cozy cottages for a comfortable stay.

Popular types of accommodation around Holiday Isle

If you're planning a getaway to Holiday Isle, you're in for a treat. Our most popular types of accommodations include stunning condos, charming houses, and cozy cottages. Whether you're searching for holiday Isle rentals, beachfront condos, or vacation homes in Destin, FL, we have a variety of options to ensure a memorable stay. Enjoy the perfect blend of comfort and convenience in our Holiday Isle vacation rentals.

  • Condos: The top choice for travelers to Holiday Isle, offering a blend of comfort and amenities for an enjoyable stay.
  • Houses: Ideal for families or groups, these homes provide space and privacy for your getaway.
  • Cottages: A cozy and charming option, perfect for a quaint and intimate vacation experience.
  • Apartments: A convenient and flexible choice, great for those seeking a home-like atmosphere.
  • Villas: Luxurious and spacious, villas offer a lavish retreat with stunning views.**

Top attractions near Holiday Isle

Holiday Isle in Destin, Florida, is perfect for a beach and outdoor vacation. Visitors can enjoy beautiful beaches, explore the local tourist precinct, and experience the nearby national state park. Whether you're looking for family-friendly activities or relaxing beach days, Holiday Isle has something for everyone, including the scenic Destin Harbor. Make the most of your trip by soaking in the sun and enjoying the stunning coastal views.

  • Destin Beaches: Enjoy the sun and sand at Destin Beaches, just 0.3 miles from Holiday Isle. With its vibrant beach vibes, it's perfect for relaxation, swimming, and beach games.
  • Destin Harbor Boardwalk: Located 0.8 miles away, this bustling boardwalk offers outdoor family fun, dining, shopping, and stunning views of the harbor.
  • Henderson Beach State Park: About 3 miles from Holiday Isle, this state park features beautiful scenery, adventure trails, and outdoor activities like hiking and picnicking.

Things to do recommended for couples

Seeking a romantic getaway in Destin? Enjoy a sunset cruise along the Emerald Coast, savor a candlelit dinner at a beachfront restaurant, or take a leisurely stroll on the white sandy beaches. Don’t miss the chance to explore the charming local shops together.

Things to do recommended for families

Families vacationing on Holiday Isle can enjoy a day at the beautiful beaches, explore the waters with dolphin boat tours, and visit Big Kahuna's Water & Adventure Park for thrilling rides and attractions that cater to all ages. Fun for everyone awaits in Destin.

Things to do recommended for groups

Groups visiting Holiday Isle can enjoy an exciting day of dolphin watching tours, relax on the beautiful beaches, and indulge in fresh seafood dining at local restaurants. Don't miss the chance to explore nearby state parks for hiking and outdoor fun.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Holiday Isle

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Holiday Isle with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group activities. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Holiday Isle with young kids: Traveling with young kids can be a bit tricky. It’s important to prioritize their comfort and safety, along with finding amenities that are suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Holiday Isle: For many families, a vacation wouldn’t be the same without their furry companions. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Holiday Isle: If you’re searching for vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Holiday Isle

Holiday Isle in Destin, Florida, is a fantastic vacation destination, offering pristine beaches and a laid-back atmosphere perfect for beach lovers and families alike. Explore the charming neighborhood, enjoy beach access, and indulge in thrilling water sports. With friendly locals and a welcoming vibe, Holiday Isle is an ideal escape for those seeking relaxation and adventure. Experience unforgettable excursions and make lasting memories in this beautiful coastal paradise.

  • Destin: Destin is a vibrant city renowned for its stunning beaches and outdoor activities, making it a prime vacation destination. Located along the Emerald Coast, it boasts sugar-white sands and crystal-clear waters that attract beach lovers and adventure seekers alike. Visitors can explore the bustling boardwalk, indulge in shopping at local centers, or enjoy family-friendly attractions such as water parks and marine adventures. Destin's lively atmosphere is perfect for those looking to savor fresh seafood at waterfront restaurants while soaking up the sun.
  • Fort Walton Beach: Just 6 miles from Holiday Isle, Fort Walton Beach is a charming city that offers a delightful mix of relaxation and entertainment. Known for its beautiful coastal scenery, visitors can enjoy pristine beaches and various outdoor activities, including fishing and water sports. The city features a vibrant shopping scene with boutiques and a local boardwalk that enhances the beach experience. Families will love the attractions like the Gulfarium Marine Adventure Park, where they can learn about marine life while having fun.
  • Okaloosa Island: Nestled 6 miles from Holiday Isle, Okaloosa Island is a picturesque neighborhood that embodies the quintessential beach lifestyle. With its laid-back vibe, it’s ideal for travelers seeking a peaceful retreat. The island offers stunning beaches and a variety of recreational areas for outdoor enthusiasts. Visitors can stroll along the boardwalk, explore local shops, or relax by the shore. The family-friendly atmosphere, coupled with beautiful sunsets, makes Okaloosa Island a perfect spot for creating lasting memories.

Best time to go to Holiday Isle

If you're planning a trip to Holiday Isle, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from May to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January54.0°F (12.2°C)Light RainMostly SunnyLowModerately Low
February57.6°F (14.2°C)Light RainMostly SunnyAverageModerately Low
March62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
April68.4°F (20.2°C)Light RainMostly SunnyAverageAverage
May75.0°F (23.9°C)Light RainMostly SunnyHighModerately High
June81.3°F (27.4°C)Light RainMostly SunnyHighModerately High
July82.9°F (28.3°C)Light RainMostly SunnyHighModerately High
August83.1°F (28.4°C)Moderate RainMostly SunnyAverageAverage
September79.9°F (26.6°C)Light RainMostly SunnyAverageAverage
October72.0°F (22.2°C)Light RainSunnyAverageAverage
November62.2°F (16.8°C)Light RainMostly SunnyLowAverage
December57.9°F (14.4°C)Light RainMostly SunnyLowModerately Low

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider staying flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform where you can design new trips, resume your planning, or keep track of your travel arrangements. You’ll see your saved or booked properties neatly organized into categories like Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Holiday Isle?
In Holiday Isle, condos are the most popular vacation rental option, with about 1,552 available throughout the area. These condos are typically located near the beach, providing easy access to the shoreline and scenic views. Most units come equipped with modern amenities such as full kitchens, comfortable living areas, and often private balconies or patios to enjoy the ocean breeze.For those seeking more space, there are around 173 vacation houses available, which usually feature multiple bedrooms, private outdoor spaces, and amenities like BBQ grills, making them ideal for families or larger groups. Additionally, there are several apartments and a handful of villas and cottages that cater to different preferences.
Are there any beach house rentals in Holiday Isle?
In Holiday Isle, there are a substantial 3,141 beach house vacation rentals available, suiting a wide range of travelers. These rentals are primarily located along the picturesque coastline, offering stunning views of the Gulf of Mexico. Many of the beach houses come equipped with amenities such as private pools, spacious decks, and direct beach access, making them ideal for families and groups looking to enjoy the sun and surf.Travelers can expect features like fully equipped kitchens, multiple bedrooms, and living areas designed for relaxation after a day at the beach. Some properties may also include outdoor grills and entertainment spaces, great for evening gatherings.
How much does it cost to rent a vacation home in Holiday Isle?
Prices for vacation rentals in Holiday Isle vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Holiday Isle to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Holiday Isle vacation house rentals?
You can find great discounts on house rentals in Holiday Isle on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Holiday Isle?
In Holiday Isle, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, and balconies that offer outdoor space to relax and enjoy the views. Many vacation rentals also feature access to shared pools, providing a refreshing option for relaxation after a day at the nearby beach. Additionally, most accommodations come equipped with coffee and tea makers for convenience.
Can I find family house rentals in Holiday Isle?
In Holiday Isle, there are numerous family-friendly house rentals available, with around 1,487 options to choose from. This vibrant area, known for its beautiful beaches and proximity to local attractions, offers a variety of accommodations suitable for families. Many of these homes feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces great for children to enjoy.Visitors can also find amenities like private pools, game rooms, and easy access to the beach, making it an ideal destination for family gatherings. Nearby, attractions such as parks, water sports, and restaurants enhance the experience, ensuring that families have plenty to explore and enjoy during their stay.
Can I rent a vacation home with a pool or hot tub in Holiday Isle?
In Holiday Isle, Florida, there are plenty of vacation homes available for rent that feature both pools and hot tubs, with around 1,670 options for homes with pools and 996 options for those with hot tubs. This picturesque area, located on a barrier island near Destin, offers a variety of properties across its beautiful waterfront neighborhoods.Travelers can expect a range of amenities in these rentals, including private pools, inviting hot tubs, spacious outdoor decks, and fully equipped kitchens ideal for gatherings. Many homes also provide additional features such as outdoor grilling areas, direct beach access, and stunning views of the Gulf of Mexico.
Are there any Holiday Isle vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Holiday Isle with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Holiday Isle?
Yes, you can book pet-friendly vacation rentals in Holiday Isle, Florida. This area is known for its beautiful beaches and relaxed atmosphere, making it a great destination for travelers with pets. With 248 pet-friendly options available, visitors can choose from a variety of accommodations that often include amenities such as private balconies, full kitchens, and outdoor spaces where pets can enjoy the fresh air. Many rentals are conveniently located near pet-friendly parks and beaches, allowing for easy access to outdoor activities with your furry friends.
Can I find long-stay vacation rentals in Holiday Isle?
A long-stay vacation rental in Holiday Isle is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any remote work vacation rentals in Holiday Isle?
In Holiday Isle, Florida, there are numerous options for remote work vacation rentals, with around 1,734 available. This vibrant area, known for its stunning beaches and lively option, offers a variety of accommodations that cater to remote workers. Many properties come equipped with essential amenities such as free Wi-Fi and internet access, both in rooms and common areas, ensuring that guests can stay connected while enjoying their stay.Travelers can find vacation rentals ranging from beachfront condos to cozy cottages, often featuring spacious workspaces, comfortable seating, and serene environments conducive to productivity. Additionally, many rentals provide outdoor spaces where guests can unwind after a day of work, taking advantage of the beautiful Florida weather. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Holiday Isle vacation rental?
Book your Holiday Isle vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Holiday Isle, Florida, United States of America?
In Holiday Isle, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The beach is a primary draw, where travelers can relax on the sandy shores or indulge in water activities like snorkeling and paddleboarding. The nearby Destin Harbor provides a vibrant setting with a selection of restaurants, shops, and entertainment options, superb for those looking to experience local culture and cuisine.Additionally, the area is known for its proximity to the stunning Emerald Coast, offering opportunities for fishing, boating, and dolphin watching. For those interested in outdoor adventures, the nearby Henderson Beach State Park features nature trails, picnic areas, and beautiful coastal scenery.
Can I change or cancel my Holiday Isle home rental booking on Vrbo?
To find Holiday Isle vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Holiday Isle vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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