Holiday Isle vacation rentals

We found 2,506 vacation rentals — enter your dates for availability
Select from 69 houses, 374 condos, and other vacation rentals to find the perfect place for your stay in Holiday Isle. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the amenities you need and want for your stay, which might include a garden and WiFi. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Holiday Isle

Showing deals for:Dec 11 - Dec 18

Living area
Pool
Dining
Property grounds
Exceptional
(82 reviews)

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

Destin

10% off
CA $747
CA $6,980 total
Free Heated Private Pool With No Steps To Climb on First Level 'Oasis'!
Full Kitchen with Bar
New Pool on the Beach at Destin Point
3rd Floor Master Bedroom
Living Room
Exceptional
(15 reviews)

Luxury Gulf View Home w/ Heated Pool, Near Beach

Destin

10% off
CA $964
CA $9,036 total
Luxury Gulf View Home w/ Heated Pool, Near Beach
Dining
Beach
Interior
Private kitchen
Exceptional
(26 reviews)

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

Destin

15% off
CA $236
CA $2,591 total
Beachfront Destin Condo – 1800 sq ft, 3BR/2BA, Sleeps 10, Perfect for Groups!
Marina
Outdoor dining
Interior
Interior
Exceptional
(6 reviews)

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

Destin

10% off
CA $454
CA $4,079 total
Holiday Isle Waterfront • Private Boat Slip • Walk To Private Beach
2,000 square feet  of spacious living.
Eat your meals on the balcony while watching the dolphins swim by.
Beautiful sunrises
Relax on the beach or poolside.
Exceptional
(224 reviews)

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

Destin

10% off
CA $311
CA $3,019 total
Gulf Front 2000sqf Condo, Large Balcony, Private Beach & Pool, Free Beach Setup
Relax together & swap stories about your beach adventures in the living room
Enjoy boating and sun at lively Crab Island."
Explore shops and sunsets on Destin's Harbor Boardwalk
Enjoy a stunning perspective of the condo right from the beach, where Gulf breezes and sparkling water create the perfect vacation backdrop.
Exceptional
(13 reviews)

Destin Corner Condo | Gulf & City Views

Destin

10% off
CA $410
CA $4,031 total
Destin Corner Condo | Gulf & City Views
Sun rising, red sky in morning , view from the balcony
Destin Beach with white sand and emerald water and empty beaches
View of the beach and boardwalk from balcony.
Dining table with couch behind
Exceptional
(149 reviews)

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

Destin

11% off
CA $369
CA $3,336 total
Best Gulf-Front Beach View in Destin! Best designed condo 2015*
Relax on our deck
Sandpiper Cove Private Beach
The Sandpiper Cove canal right on Destin Harbor
2 minute walk to our private/gated beach
Exceptional
(42 reviews)

Destin's Best Beach - Sandpiper Cove #9223 - "Beachwalk Section".

Destin

5% off
CA $262
CA $2,475 total
Destin's Best Beach - Sandpiper Cove #9223 - "Beachwalk Section".
Dining table with seating for 6
Explore shops and sunsets on Destin's Harbor Boardwalk
Welcome to Sun-Kissed Shores in Shoreline Towers!
Living area with a sectional sofa, and Smart TV
Exceptional
(16 reviews)

Pool + Beach Access | Sleeps 6 in Destin

Destin

10% off
CA $194
CA $2,287 total
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

10% off
CA $123
CA $1,244 total
Renovated Studio condo with partial view of beach dunes-Beach Service included
Feel right at home in this beautiful 3 BR condo with spectacular harbor views
Aerial view of Destin Harbor with Harbor Hideaway
Harbor Hideaway - perfect place to make special memories with family and friends
Open living with easy access to the kitchen and dining areas.
Exceptional
(29 reviews)

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

Destin

11% off
CA $237
CA $2,605 total
Unit 504 Beachfront and Harbor View -Newly renovated with available Boat Slip
Dining Area With Seating for 4
Gulf View of Sandpiper Cove
Kitchen With Large Counter Top
Rick's Beachside Has Picnic Tables For Meals With a View
Exceptional
(88 reviews)

Free Beach Service Canal Views! Pet Friendly! Sandpiper Cove 4103!

Destin

5% off
CA $104
CA $1,295 total
Free Beach Service Canal Views! Pet Friendly! Sandpiper Cove 4103!
Exterior
Beach
Dining
Living area
Exceptional
(17 reviews)

Direct Beach Access - Top Floor Unit - Gulf Views From Complex.

Destin

5% off
CA $288
CA $2,647 total
Direct Beach Access - Top Floor Unit - Gulf Views From Complex.
Master Bedroom Direct Beach View
Beach
View of Ocean from Kitchen and Living Area. Built in Oven with Glass Cooktop
Pool
Exceptional
(114 reviews)

Amazing Beachfront Destin Condo With Ocean Views from All Rooms

Destin

5% off
CA $427
CA $4,227 total
Amazing Beachfront Destin Condo With Ocean Views from All Rooms
Sunset on Beach
One of complex's 5 pools
Condo sofa & Love seat
Room
Excellent
(26 reviews)

Daniel's Destin studio condo

Destin

8% off
CA $126
CA $1,210 total
Daniel's Destin studio condo
Balcony Access From The Living Room
Breathtaking Sunsets From The Deck
Pool Overview
Seating For Two At The Bar
Exceptional
(54 reviews)

Beach Service Included-Pet-friendly, Walk to Beach! Sandpiper Cove 1025!

Destin

5% off
CA $104
CA $1,295 total
Beach Service Included-Pet-friendly, Walk to Beach! Sandpiper Cove 1025!
Bird eye view of Sandpiper Cove
Beach
Sandpiper cove canal
Walkway to the beach
Excellent
(76 reviews)

Beach Access! Pet Friendly! Sandpiper Cove 2077!

Destin

5% off
CA $116
CA $1,443 total
Beach Access! Pet Friendly! Sandpiper Cove 2077!
Club House
Pool
Master Bedroom with Ocean View
Master Bedroom
Exceptional
(42 reviews)

Spacious Destin Condo with Beautiful Ocean Views, Free Seasonal Beach Setup

Destin

5% off
CA $137
CA $1,553 total
Spacious Destin Condo with Beautiful Ocean Views, Free Seasonal Beach Setup
King Bed in Primary Bedroom
Overview Of Resort Condo is Across The Street
Plenty of Seating For Everyone To Stretch Out
Enjoy Any of the 5 Pools Through Out The Resort
Exceptional
(103 reviews)

Beach Service Included, Sandpiper Cove 3100!

Destin

5% off
CA $138
CA $1,634 total
Beach Service Included, Sandpiper Cove 3100!

Find out more about Holiday Isle

Why visit Holiday Isle

  • Stunning Beaches: Holiday Isle boasts beautiful sandy shores, perfect for sunbathing and beach activities.
  • Outdoor Adventures: Explore scenic national parks and enjoy various outdoor excursions for all ages.
  • Charming Destin Harbor: Experience the welcoming atmosphere of Destin Harbor, filled with local charm.
  • Family-Friendly Atmosphere: The area is ideal for families, offering a myriad of fun activities for everyone.
  • Diverse Accommodation Options: Choose from a range of condos, holiday homes, and quaint cottages for a memorable stay.

Popular types of accommodation around Holiday Isle

Planning a getaway to Holiday Isle? The excitement begins with selecting the perfect place to stay. Discover the most sought-after accommodations, including condos, private holiday homes, and charming cottages. Each option offers a unique experience, complete with stunning photos to help you envision your stay. Plus, don’t forget your beach chairs to fully enjoy the beautiful coastal scenery. Dive into your Holiday Isle adventure with confidence and comfort.

  • Condos: These modern accommodations are the top choice for visitors, offering a blend of comfort and convenience with stunning views and access to amenities.
  • Private Holiday Homes: Ideal for families or groups, these spacious homes provide a home-away-from-home experience, perfect for relaxation and privacy.
  • Cottages: For a quaint and charming getaway, cottages offer a cozy atmosphere and a touch of rustic charm amidst beautiful surroundings.
  • Apartments: A practical option for solo travellers or couples, apartments offer essential amenities in a compact space, close to local attractions.
  • Villas: Luxurious and expansive, villas are perfect for those seeking an upscale experience with plenty of room for entertaining.**

Top attractions near Holiday Isle

Holiday Isle offers a delightful blend of beach and outdoor experiences, making it an ideal spot for a relaxed getaway. Visitors can enjoy beautiful beaches, explore scenic national parks, and visit local tourist precincts that highlight the area's charm. Whether you're looking to soak up the sun or take in stunning views, Holiday Isle has something for everyone to enjoy during their holiday.

  • Destin Beaches: Just 483m from Holiday Isle, Destin Beaches offers stunning sand and surf, perfect for relaxation or beach activities. Enjoy the vibrant beach vibes and soak up the sun.
  • Destin Harbor Boardwalk: Located 1km away, this bustling boardwalk is ideal for families seeking outdoor fun. Explore shops, restaurants, and scenic waterfront views while enjoying the lively atmosphere.
  • Henderson Beach State Park: About 5km from Holiday Isle, this national park boasts beautiful scenery and adventure opportunities. Hike along nature trails or relax on pristine beaches surrounded by nature.

Things to do recommended for couples

Searching for a romantic getaway in Destin? Enjoy a sunset stroll along the pristine beaches of Holiday Isle, followed by a cozy dinner at a waterfront restaurant. Consider taking a scenic dolphin cruise for an unforgettable experience together, creating lasting memories amidst the stunning Gulf views.

Things to do recommended for families

Families visiting Holiday Isle can enjoy a day at the beautiful beaches, explore the vibrant marine life at the Gulfarium Marine Adventure Park, and take a thrilling dolphin cruise. Don't miss the fun at Big Kahuna's Water and Adventure Park for a splashing good time.

Things to do recommended for groups

Explore the stunning beaches of Holiday Isle, indulge in fresh seafood at local eateries, and enjoy water sports like paddleboarding and kayaking with your group. Don't miss a sunset cruise along the coastline for breathtaking views and memorable moments together.

*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 planning a trip with friends, family, pets, or seeking extended stays, be sure to refine your search based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Holiday Isle with a group: Think about how many bedrooms you'll require, as well as additional features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Holiday Isle with young kids: Traveling with little ones can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Holiday Isle: For many families, a getaway isn’t truly special without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Holiday Isle: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. With the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near Holiday Isle

Holiday Isle in Destin, Florida, offers a perfect blend of relaxation and adventure. With its stunning beaches and family-friendly atmosphere, you’ll find plenty of opportunities for outdoor fun and excursions. Explore the charming Destin Harbor, where friendly locals create a welcoming vibe. Whether you're basking in the sun or strolling along the beautiful coastlines, the area promises unforgettable memories amidst the serene surroundings of Holiday Isle.

  • Fort Walton Beach: Located 10km from Holiday Isle, Fort Walton Beach is a vibrant city that offers a perfect blend of beach relaxation and urban excitement. Visitors flock to the area for its stunning shoreline, bustling shopping centres, and inviting boardwalk. Explore family-friendly attractions and enjoy a leisurely stroll along the beach, where you can soak in the sun or partake in various water activities. Whether shopping at local boutiques or dining at seaside restaurants, Fort Walton Beach serves as an ideal spot for both adventure and leisure.
  • Emerald Coast: Just 2km away from Holiday Isle, the Emerald Coast is renowned for its picturesque beaches and outdoor activities. This stunning area features a range of recreational options, from beautiful coastal walks to engaging arcade adventures. Families will appreciate its welcoming atmosphere and the many entertainment venues available. The Emerald Coast is a true gem, offering visitors opportunities to relax on sandy shores while enjoying vibrant local culture and community events.
  • Kell-Aire Gardens: Situated 3km from Holiday Isle, Kell-Aire Gardens is a charming neighbourhood that embodies the spirit of coastal living. Known for its easy access to the beach, this area invites visitors to enjoy outdoor activities and explore local shopping centres and boardwalks. With its family-friendly environment and proximity to beautiful beaches, Kell-Aire Gardens makes for a delightful stop for those looking to immerse themselves in the local lifestyle and natural beauty of the region.

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 a breeze

Are you hoping to save some money on your upcoming adventure? It might be beneficial to keep your travel dates flexible, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform to help you plan new adventures, resume your previous arrangements, or organize your travel plans effortlessly. You'll discover your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a vacation home in Vacation Isle?
Prices for vacation rentals in Vacation 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 travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Vacation Isle to more spacious homes.
Are there any discounts for Vacation Isle vacation house rentals?
You can find great discounts on house rentals in Vacation 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 Vacation Isle vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Vacation 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 vacation rentals in Vacation Isle?
A long-stay vacation rental in Vacation 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 Vacation Isle for a vacation rental?
The best time to visit Vacation Isle for a vacation 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 Vacation 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 Vacation 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 Vacation Isle vacation rental?
Book your Vacation 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 Vacation Isle, Florida, United States of America?
In Vacation 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 Vacation Isle home rental booking on Vrbo?
To find Vacation 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 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 Vacation 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. 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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