Holiday Isle holiday lettings

We found 2,521 holiday rentals — enter your dates for availability
Select from 76 houses, 386 flats and other holiday rentals to find the perfect place for your stay in Holiday Isle. Whether you're travelling with a group or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, which might include a fireplace and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Holiday Isle

Showing deals for:23 Oct - 30 Oct

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Why visit Holiday Isle

  • Pristine Beaches: Enjoy the soft sands and stunning views along the beautiful coastline, perfect for sunbathing and relaxation.
  • Water Activities: Engage in various water sports, including jet skiing, paddleboarding, and fishing, for an adventurous seaside experience.
  • Charming Atmosphere: Experience the friendly locals and vibrant community, making it a welcoming retreat for all visitors.
  • Scenic Parks: Explore local parks that offer picturesque settings for picnics, strolls, and enjoying nature.
  • Delicious Seafood: Savor fresh seafood at local eateries, enhancing your culinary experience by the sea.

Popular types of accommodation around Holiday Isle

Welcome to Holiday Isle, a charming neighbourhood in Destin, Florida, where stunning beaches and a relaxed atmosphere await. Enjoy a variety of accommodations, including condos, houses, and cosy cottages, perfect for your stay. Explore local attractions such as picturesque parks and waterfront views, making Holiday Isle an ideal destination for unforgettable experiences and cherished memories. Discover your perfect holiday retreat in this coastal paradise.

  • Condos: The top choice for visitors to Holiday Isle, condos offer a blend of comfort and convenience, ideal for families or groups.
  • Houses: These spacious homes provide a home-away-from-home experience, perfect for larger parties seeking privacy.
  • Cottages: Quaint and charming, cottages offer a delightful retreat for those wanting a more intimate stay.
  • Apartments: A practical option, apartments are great for couples or solo travellers wanting easy access to local amenities.
  • Villas: For a touch of luxury, villas provide beautiful spaces with upscale amenities and stunning views.**

Top attractions near Holiday Isle

Holiday Isle in Destin, Florida, is a delightful destination perfect for beach and outdoor enthusiasts. Visitors can revel in stunning shoreline views, explore local parks, and enjoy a variety of water activities. This charming neighbourhood offers a blend of scenic beauty and leisure, making it ideal for families, groups, or solo travellers seeking relaxation and adventure by the sea. Experience the vibrant atmosphere and picturesque surroundings that Holiday Isle has to offer.

  • Destin Beaches: A stunning stretch of soft, white sand and crystal-clear waters, perfect for sunbathing, swimming, and beach activities. The laid-back atmosphere invites relaxation and enjoyment of beach vibes.
  • Destin Harbor Boardwalk: A lively area ideal for families, featuring shops, dining, and outdoor activities. The boardwalk offers picturesque views of the harbour, making it a great spot for leisurely strolls and enjoying local flavours.
  • Henderson Beach State Park: A beautiful natural retreat with scenic hiking trails, pristine beaches, and opportunities for outdoor adventure. Perfect for nature lovers seeking peace and breathtaking views.

Things to do recommended for couples

Seeking romance in Holiday Isle? Enjoy a sunset beach stroll along the sparkling shoreline or indulge in a candlelit dinner at a seaside restaurant. For a unique experience, take a sunset cruise to admire the Gulf’s beauty together, creating unforgettable memories under the stars.

Things to do recommended for families

Families will delight in the sandy shores of Holiday Isle, where they can build sandcastles and splash in the gentle waves. Nearby, take a dolphin cruise for an unforgettable encounter with these playful creatures, or explore the vibrant marine life while snorkelling in the crystal-clear waters.

Things to do recommended for groups

Groups visiting Holiday Isle can enjoy a delightful day at the beach, indulge in water sports such as paddleboarding and jet skiing, and savour fresh seafood at local restaurants. Don't miss a sunset cruise for stunning views of the Gulf Coast.

*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

When planning your travels, whether you're heading off with a group, family, or pets, or seeking extended stays, be sure to refine your search based on what matters most to you. Here are some helpful booking tips for using Vrbo.

  • Traveling to Holiday Isle with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily apply filters for all these preferences and more on Vrbo.
  • Traveling to Holiday Isle with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Holiday Isle: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Holiday Isle: If you’re seeking holiday rentals with special offers 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 amenities such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Holiday Isle

Holiday Isle, nestled in Destin, Florida, offers a delightful blend of pristine beaches and a vibrant coastal atmosphere. Here, you can unwind on soft sands, indulge in water sports, or explore the charming Destin Harbour. The neighbourhood is perfect for families and those seeking relaxation, with its friendly locals and inviting excursions. Whether you're enjoying a sunset stroll or sampling fresh seafood, Holiday Isle promises a memorable seaside escape.

  • Destin: Destin is a vibrant city renowned for its stunning beaches and outdoor activities. Nestled on the Gulf of Mexico, Holiday Isle is part of this picturesque locale, which attracts visitors seeking both relaxation and adventure. Explore the bustling boardwalk and indulge in shopping at local centres. The area boasts family-friendly beaches, perfect for soaking up the sun or engaging in water sports. With its charming town neighbourhoods and a plethora of dining options, Destin offers a delightful blend of city life and coastal beauty.
  • Fort Walton Beach: Just 10km from Holiday Isle, Fort Walton Beach is a welcoming city that shares Destin's allure with its beautiful sandy shores and outdoor experiences. Visitors can enjoy a range of activities, from leisurely strolls along the beach to vibrant shopping centres and local eateries. The town is ideal for families, featuring safe, clean beaches and numerous recreational opportunities. Fort Walton Beach provides a relaxed atmosphere, making it a perfect spot for unwinding while still being close to the excitement of nearby Destin.
  • Emerald Coast: Located a mere mile from Holiday Isle, the Emerald Coast is a stunning stretch of coastline famed for its emerald-green waters and inviting beaches. This area is perfect for those looking for a blend of outdoor activities and urban experiences. With shopping centres, recreational areas, and an arcade adventure zone, there’s something for everyone. The Emerald Coast’s family-friendly beaches and local neighbourhoods create a warm and welcoming vibe, making it an excellent choice for both relaxation and adventure during your stay.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to get the best value for your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider the benefits of booking a longer stay, which can lead to considerable savings. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's innovative Trip Board offers you a convenient way to plan new journeys, pick up right where you left off, and manage your travel arrangements. You can easily access the properties you've saved or booked, now organised under Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Holiday Isle?
Prices for holiday 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 holiday 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.
Are there any Holiday Isle holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Holiday Isle with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Holiday Isle?
A long-stay holiday rental in Holiday Isle is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Holiday Isle for a holiday rental?
The best time to visit Holiday Isle for a holiday rental is during the peak season from May to July, with June being particularly popular among travellers. This vibrant period is superb for those seeking sun-soaked days on the beach, water sports, and a lively option filled with activities and events. The warm temperatures typically range from 22 to 32 degrees Celsius, making it ideal for outdoor adventures like swimming, fishing, and exploring the stunning coastline.

June offers a fantastic blend of pleasant weather and abundant local festivities, ensuring that visitors can fully embrace the laid-back beach lifestyle that Holiday Isle is known for. With plenty of opportunities for relaxation or adventure, it's no wonder that this month attracts so many holidaymakers.

If you're looking for a more budget-friendly option, consider visiting in November. During this month, you can enjoy the beauty of Holiday Isle with fewer crowds and still pleasant weather, superb for leisurely strolls along the beach or enjoying the local dining scene.
How early should I book a Holiday Isle holiday rental?
Book your Holiday Isle holiday 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 holiday 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, Florida, visitors can enjoy a mix of beach and water activities, making it a delightful destination. The area's prime attraction is its beautiful beaches, particularly those along the Gulf of Mexico, where you can relax, swim, and partake in water sports. Nearby, the Destin Harbor offers a vibrant setting with opportunities for fishing, boating, and dining at waterfront restaurants.

For those interested in outdoor adventures, the region is close to the Henderson Beach State Park, which features nature trails, picnic areas, and pristine shoreline. The park is ideal for hiking and enjoying the natural beauty of the Florida coastline. Additionally, the nearby Destin Commons provides a range of shopping and dining options, ensuring visitors have plenty to explore beyond the beach.
Can I change or cancel my Holiday Isle home rental booking on Vrbo?
To find Holiday Isle holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, 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 organising 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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