Holiday Isle vacation rentals

We found 2,514 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:Dec 11 - Dec 18

Property grounds
Pool
Living area
Living area
Exceptional
(82 reviews)

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

Destin

8% off
$669
$4,683 for 7 nights
All fees included
Free Heated Private Pool With No Steps To Climb on First Level 'Oasis'!
Living Room
New Pool on the Beach at Destin Point
2nd Floor Master Bedroom
3rd Floor Master Bedroom
Exceptional
(15 reviews)

Luxury Gulf View Home w/ Heated Pool, Near Beach

Destin

9% off
$816
$5,711 for 7 nights
All fees included
Luxury Gulf View Home w/ Heated Pool, Near Beach
Dining
Beach
Private kitchen
Interior
Exceptional
(26 reviews)

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

Destin

11% off
$243
$1,702 for 7 nights
All fees included
Beachfront Destin Condo – 1800 sq ft, 3BR/2BA, Sleeps 10, Perfect for Groups!
Marina
Outdoor dining
Interior
Private kitchen
Exceptional
(6 reviews)

Holiday Isle Waterfront • Private Boat Slip • Walk To Private Beach

Destin

9% off
$386
$2,703 for 7 nights
All fees included
Holiday Isle Waterfront • Private Boat Slip • Walk To Private Beach
Relax on the beach or poolside.
Eat your meals on the balcony while watching the dolphins swim by.
Beautiful sunrises
2,000 square feet  of spacious living.
Exceptional
(224 reviews)

Gulf Front 2000sqf Condo, Large Balcony, Private Beach & Pool, Free Beach Setup

Destin

8% off
$286
$1,999 for 7 nights
All fees included
Gulf Front 2000sqf Condo, Large Balcony, Private Beach & Pool, Free Beach Setup
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!
Explore shops and sunsets on Destin's Harbor Boardwalk
Exceptional
(13 reviews)

Destin Corner Condo | Gulf & City Views

Destin

8% off
$382
$2,672 for 7 nights
All fees included
Destin Corner Condo | Gulf & City Views
View of the beach and boardwalk from balcony.
Destin Beach with white sand and emerald water and empty beaches
Dining table with couch behind
Sun rising, red sky in morning , view from the balcony
Exceptional
(149 reviews)

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

Destin

9% off
$325
$2,277 for 7 nights
All fees included
Best Gulf-Front Beach View in Destin! Best designed condo 2015*
Exterior
Explore shops and sunsets on Destin's Harbor Boardwalk
Welcome to Sun-Kissed Shores in Shoreline Towers!
Dining table with seating for 6
Exceptional
(16 reviews)

Pool + Beach Access | Sleeps 6 in Destin

Destin

7% off
$218
$1,525 for 7 nights
All fees included
Pool + Beach Access | Sleeps 6 in Destin
front door and hallway
living and bedroom area
kitchen
Pool
Exceptional
(104 reviews)

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

Destin

8% off
$119
$834 for 7 nights
All fees included
Renovated Studio condo with partial view of beach dunes-Beach Service included
Open living with easy access to the kitchen and dining areas.
Aerial view of Destin Harbor with Harbor Hideaway
Harbor Hideaway - perfect place to make special memories with family and friends
Feel right at home in this beautiful 3 BR condo with spectacular harbor views
Exceptional
(29 reviews)

Unit 504 Beachfront and Harbor View -Newly renovated with available Boat Slip

Destin

8% off
$246
$1,725 for 7 nights
All fees included
Unit 504 Beachfront and Harbor View -Newly renovated with available Boat Slip
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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 accommodation in Holiday Isle?
Condos are the most popular kind of vacation rental in Holiday Isle, according to our data. Even if you've got a different vision in mind, Vrbo has vacation homes in all sizes and shapes. Browse our options to find your perfect match.
How much does it cost to rent a vacation rental in Holiday Isle?
The average price for a vacation home in Holiday Isle depends on a number of factors, like time of year, length of stay and property type. Whether you're looking for a sprawling villa with lots of space or a comfy cabin perfect for just you and the kids, just add your travel dates to view stays with exceptional value.
How much does it cost to rent a beach house in Holiday Isle?
The average price for a vacation rental near the beach in Holiday Isle depends on when you're going and the style and size of property you're looking for. You can find prices easily and quickly on Vrbo by entering your travel dates. Then use the filters to choose the number of bedrooms and amenities essential to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly vacation rentals in Holiday Isle?
Good news! Yes. You'll have your pick of 1,340 vacation rentals that cater to pets in Holiday Isle. Many of our pet-friendly vacation rentals even come with an outdoor space for your furry pal to run around in, complimentary treats, doggie beds and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
Can I rent a house with a pool in Holiday Isle?
Dig out your swimsuit and inflatable lounger, because there are 1,168 houses with a private pool in Holiday Isle. Book a stay at one of these popular vacation homes and enjoy a pool day every day. Simply enter your dates into Vrbo, then check the "pool" filter to find a place to make a splash!
What are popular rental amenities in Holiday Isle?
A sauna, tennis and a chef are rated the most popular rental amenities in Holiday Isle. Whether you're taking a trip alone, with your better half or a group of friends, Vrbo can help you find a vacation home that matches your tastes with all the features you need.
Are there large group vacation rentals in Holiday Isle?
Holiday Isle has 130 vacation homes that can fit 10 or more people. These stays come with the space you need to share good times with loved ones.
Are there vacation rentals in Holiday Isle that welcome kids?
Bring the entire group together for a fun-packed adventure in Holiday Isle at one of our 1,333 family-friendly vacation rentals. Lots of these stays offer amenities that are suitable for trips with the little ones, including full kitchens, bunk beds and entertainment units. Just click on the "Properties good for families" filter and pick your favorite option.
Are there one-bedroom vacation rentals in Holiday Isle?
Yes, Holiday Isle has 266 one-bedroom rentals on offer. Typically located in popular spots thanks to their compact size, a one-bedroom rental is perfect if you're traveling with your partner or a pal. And with plenty of home comforts like kitchens and more privacy than a standard hotel, you'll be able to kick back while exploring this awesome destination.
Can I find two-bedroom vacation rentals in Holiday Isle?
Pick from 705 two-bedroom vacation properties in Holiday Isle. Give the kids the second room or fill it with a couple of your nearest and dearest friends. There's a spot for whoever's lucky enough to be coming along for the ride.
Are there vacation rentals with WiFi in Holiday Isle?
Holiday Isle has 571 vacation rentals with WiFi, so you'll be able to stay connected during your vacation. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming Hollywood blockbusters to scrolling social media, these Vrbo homes make it easy to go online.
How can I find vacation rentals with air conditioning in Holiday Isle?
Holiday Isle has 1,318 vacation rentals where you can wind down in air-conditioned comfort. To locate a property on Vrbo that has this amenity, enter your travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Holiday Isle?
The minimum age is usually 16, 18 or 21. It can change from property to property on Vrbo, so check the rules of your chosen Holiday Isle vacation home before you book.
How long can I rent a vacation rental in Holiday Isle for?
The amount of time you can book a Holiday Isle vacation home for differs depending on the property. Just enter your dates of travel to see options that offer long-term stays. They include all you require to make your extended break more enjoyable and comfortable, such as air conditioning and kitchens. Some vacation homes might also offer weekly or monthly discounted prices, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Holiday Isle?
Weekend adventure or extended vacation, Vrbo has some exclusive deals and discounted options in Holiday Isle that'll suit your style and budget. Browse our weekly and monthly discounts on vacation rentals, or see what's recently been added with one of our newly listed homes. Whatever it is you're after, you'll find the perfect place to stay — without breaking the bank.

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