Holiday Isle holiday rentals

We found 2,506 holiday rentals — enter your dates for availability
Select from 69 houses, 374 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:11 Dec - 18 Dec

Living area
Pool
Dining
Living area
Exceptional
(82 reviews)

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

Destin

8% off
AU$7,039
for 7 nights, 1 home
AU$1,006 per night
includes taxes & fees
Free Heated Private Pool With No Steps To Climb on First Level 'Oasis'!
3rd Floor Master Bedroom
New Pool on the Beach at Destin Point
2nd Floor Master Bedroom
Living Room
Exceptional
(15 reviews)

Luxury Gulf View Home w/ Heated Pool, Near Beach

Destin

8% off
AU$9,009
for 7 nights, 1 home
AU$1,287 per night
includes taxes & fees
Luxury Gulf View Home w/ Heated Pool, Near Beach
Living area
Beach
Private kitchen
Dining
Exceptional
(26 reviews)

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

Destin

10% off
AU$2,673
for 7 nights, 1 apartment
AU$382 per night
includes taxes & fees
Beachfront Destin Condo – 1800 sq ft, 3BR/2BA, Sleeps 10, Perfect for Groups!
Interior
Outdoor dining
Marina
Interior
Exceptional
(6 reviews)

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

Destin

8% off
AU$4,065
for 7 nights, 1 home
AU$581 per night
includes taxes & fees
Holiday Isle Waterfront • Private Boat Slip • Walk To Private Beach
Wake up each morning with this view from the Master Suite!!
Eat your meals on the balcony while watching the dolphins swim by.
2,000 square feet  of spacious living.
Beautiful sunrises
Exceptional
(224 reviews)

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

Destin

7% off
AU$3,056
for 7 nights, 1 apartment
AU$437 per night
includes taxes & fees
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."
Explore shops and sunsets on Destin's Harbor Boardwalk
Relax together & swap stories about your beach adventures in the living room
Exceptional
(13 reviews)

Destin Corner Condo | Gulf & City Views

Destin

7% off
AU$4,017
for 7 nights, 1 apartment
AU$574 per night
includes taxes & fees
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
Dining table with couch behind
View from master bedroom
Exceptional
(149 reviews)

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

Destin

9% off
AU$3,334
for 7 nights, 1 apartment
AU$476 per night
includes taxes & fees
Best Gulf-Front Beach View in Destin! Best designed condo 2015*
Living area with a sectional sofa, and Smart TV
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

6% off
AU$2,393
for 7 nights, 1 apartment
AU$342 per night
includes taxes & fees
Pool + Beach Access | Sleeps 6 in Destin
Feel right at home in this beautiful 3 BR condo with spectacular harbor views
Aerial view of Destin Harbor with Harbor Hideaway
Open living with easy access to the kitchen and dining areas.
Harbor Hideaway - perfect place to make special memories with family and friends
Exceptional
(29 reviews)

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

Destin

7% off
AU$2,654
for 7 nights, 1 apartment
AU$379 per night
includes taxes & fees
Unit 504 Beachfront and Harbor View -Newly renovated with available Boat Slip
kitchen
living and bedroom area
front door and hallway
Pool
Exceptional
(104 reviews)

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

Destin

7% off
AU$1,258
for 7 nights, 1 apartment
AU$180 per night
includes taxes & fees
Renovated Studio condo with partial view of beach dunes-Beach Service included
Condo Bathroom
One of complex's 5 pools
Sunset on Beach
Condo sofa & Love seat
Excellent
(26 reviews)

Daniel's Destin studio condo

Destin

6% off
AU$1,239
for 7 nights, 1 apartment
AU$177 per night
includes taxes & fees
Daniel's Destin studio condo
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Holiday Isle

  • Pristine Beaches: Holiday Isle boasts stunning, powdery white sand beaches perfect for sunbathing and leisurely strolls along the coastline.
  • Water Activities: Visitors can indulge in a variety of water sports, including kayaking, paddleboarding, and fishing in the crystal-clear waters.
  • Scenic Outdoor Excursions: The neighbourhood features beautiful coastal paths ideal for walking or cycling, surrounded by breathtaking natural scenery.
  • Family-Friendly Vibe: Holiday Isle offers a relaxed atmosphere with friendly local spots, making it great for families seeking a memorable escape.
  • Diverse Accommodation Options: A range of holiday rentals, from condos to cottages, ensures visitors find a suitable place to stay while exploring.

Popular types of accommodation around Holiday Isle

If you are unsure what type of accommodation you can expect in Holiday Isle, we have you covered. Nestled in the heart of Destin, Florida, USA, Holiday Isle offers a range of holiday rentals including condos, private holiday homes and cottages. Enjoy a stay on Holiday Isle and explore its unique attractions, landmarks and experiences, all while benefiting from transparent information, savings and reassurance for your next holiday rental adventure.

  • Condos: The most sought-after option in Holiday Isle, these stylish condos offer well-appointed spaces for a comfortable seaside retreat.
  • Private Holiday Homes: Second in popularity, these private holiday homes provide a cosy and exclusive accommodation experience.
  • Cottages: Ranking third, these charming cottages deliver a quaint and homely atmosphere for a relaxed stay.
  • Apartments: Fourth in line, these apartments combine practicality with a touch of comfort for a delightful visit.
  • Villas: Fifth most popular, these villas present spacious and elegant settings for a memorable holiday.**

Top attractions near Holiday Isle

Holiday Isle in Destin, Florida, offers an idyllic getaway with its stunning beaches and vibrant outdoor experiences. Visitors can enjoy the scenic beauty of the coastline, partake in various water activities, and explore the nearby state parks. This charming neighbourhood caters to beach lovers and adventure seekers alike, making it an ideal destination for tourists seeking relaxation and outdoor fun in a picturesque setting.

  • Destin Beaches: Enjoy the sun and relax on the sandy shores with an inviting beach vibe, located a mere 483m away from Holiday Isle.
  • Destin Harbor Boardwalk: Revel in the family-friendly and outdoor ambience of this vibrant precinct, situated 1km from Holiday Isle.
  • Henderson Beach State Park: Immerse yourself in the outdoor, scenic and adventurous spirit of this national state park, found 5km from Holiday Isle.

Things to do recommended for couples

Discover the charm of Holiday Isle with sunset beach walks and candlelit dinners at waterfront restaurants. Enjoy a couples' massage at a local spa or take a scenic boat ride along the coastline, soaking in the stunning views and creating unforgettable memories together.

Things to do recommended for families

Families visiting Holiday Isle can enjoy a delightful day at the local water park and explore the interactive exhibits at the science centre, while spending quality time at the sandy beaches, a perfect retreat for children and parents alike.

Things to do recommended for groups

Groups visiting Holiday Isle can enjoy a relaxing day at the beautiful beaches, partake in thrilling water sports, or embark on a dolphin cruise to witness these magnificent creatures in their natural habitat while soaking up the sun and local culture.

*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

Whether you're journeying with a group, as a family, with your pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking pointers for you.

  • Traveling to Holiday Isle with a group: Consider how many bedrooms you'll require, as well as facilities like a fully-equipped kitchen or an outdoor area for group social gatherings. Fortunately, you can refine your search for all of these features – and more – on Stayz.
  • Traveling to Holiday Isle with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with offering age-appropriate facilities, such as 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, a family holiday isn’t complete without their four-legged companion in tow. If this resonates with you, then take a look at Stayz properties that welcome pets. The majority of these pet-friendly accommodations provide feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Holiday Isle: If you’re seeking holiday lets with offers for stays of a month or more, you’ve come to the right place. With the appropriate filter, you can effortlessly locate and save on monthly lets. You might also want to include features such as allocated parking, a well-equipped kitchen or a private pool in your search.

Where to stay near Holiday Isle

Holiday Isle in Destin, Florida offers a delightful retreat with its pristine beaches and relaxed city vibe. Explore its inviting coastal paths and friendly local spots, perfect for a family-friendly escape. Enjoy the thrill of holiday surf and scenic outdoor excursions, all in a neighbourhood that epitomises the charm of a well-rounded holiday experience.

  • Destin: Nestled along the scenic coastline, Destin is renowned for its sun-kissed beaches and vibrant city atmosphere. Holiday Isle is situated within this bustling city, offering travellers an enticing blend of outdoor activities and urban charm. Enjoy exploring the local shopping centre, boardwalk, and mall centre, or take a leisurely stroll through the nearby town neighbourhood. Destin's attractions, including its family-friendly beaches, provide an ideal setting for a memorable seaside holiday.
  • Fort Walton Beach: Located 10km away from Holiday Isle, Fort Walton Beach presents a delightful fusion of coastal beauty and city life. Visitors are drawn to its pristine beaches and lively shopping centres, along with a charming boardwalk and mall centre. The area is perfect for those seeking an outdoor adventure combined with urban excitement, with its town neighbourhood and family beach offering a scenic backdrop for relaxation and exploration.
  • Emerald Coast: A mere 2km from Holiday Isle, the Emerald Coast captivates with its stunning beachfront and dynamic urban vibe. This destination offers a variety of activities, including visits to the local shopping centre, recreational area and arcade adventure zone. The nearby family beach and town neighbourhood create a picturesque setting that seamlessly blends outdoor allure with a city-themed experience, making it a must-visit locale for any holiday itinerary.

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 Stayz is simple

Looking to save on your next journey? Flexibility with your travel dates can be beneficial, as prices often fluctuate. You may also enjoy considerable savings by opting for a longer stay. To find a Stayz property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's Trip Board offers a user-friendly platform to help you plan new journeys, resume previous ones, or review and arrange your travel plans. Here, you'll find the properties you've saved or booked neatly organised into categories: Potential, Upcoming, or Current Trips. To begin exploring the benefits of Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

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.
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.
Are all fees included in the Holiday Isle holiday homes prices shown on Stayz?
Stayz 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.
Are there any Holiday Isle holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Holiday Isle holiday homes?
You can find great discounts on holiday homes in Holiday Isle on Stayz, 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.
Can I change or cancel my Holiday Isle holiday home booking on Stayz?
To find Holiday Isle holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Holiday Isle?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Holiday Isle holiday home?
Book your Holiday Isle holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Holiday Isle?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Holiday Isle to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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