Photo by Brent Hill

Holiday Isle holiday rentals

We found 2,579 holiday rentals — enter your dates for availability

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October 2025

November 2025

Select from 195 houses, 86 apartments 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:9 Jan - 16 Jan

Huge balcony nearly double the size of a typical beach balcony.

Exceptional

(100 reviews)

ON THE SAND🏖Private beach, Renovated, Full-view balcony, not crowded, so ZEN!🏖

Destin, FL

7% off

for 7 nights, 1 apartment

AU$637 per night

includes taxes & fees

Exceptional

(7 reviews)

2/2, Sleeps 6, 9 hole golf course on site, pool out your front door, 8 min.beach

Destin, FL

7% off

for 7 nights, 1 apartment

AU$290 per night

includes taxes & fees

Exceptional

(61 reviews)

Available for fall getaway! New discounted rates! Gated community!

Destin, FL

7% off

for 7 nights, 1 home

AU$888 per night

includes taxes & fees

Exceptional

(33 reviews)

716 Beautiful Gulf Views ~ 3 NT Super Savings ~ Book Oct 6th ~ Hot Tub & Pools

Destin, FL

7% off

for 7 nights, 1 apartment

AU$263 per night

includes taxes & fees

Exceptional

(169 reviews)

HIDDEN GEM 1BR/1BA BEACH PROPERTY AT JETTY EAST, DESTIN , FLORIDA

Destin, FL

7% off

for 7 nights, 1 apartment

AU$342 per night

includes taxes & fees

Exceptional

(9 reviews)

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

Destin, FL

10% off

for 7 nights, 1 apartment

AU$481 per night

includes taxes & fees

Exceptional

(90 reviews)

Boat Slip, Private Pool and Spa, Pet Friendly, Private Beach Access

Destin, FL

5% off

for 7 nights, 1 home

AU$538 per night

includes taxes & fees

Exceptional

(54 reviews)

PRIVATE BEACH, HEATED POOL, HOT TUB, GREAT FOR FAMILIES. Fully loaded kitchen!

Destin, FL

7% off

for 7 nights, 1 apartment

AU$337 per night

includes taxes & fees

Curl up in the tranquil family room with a book or enjoy a movie night at home

Exceptional

(6 reviews)

Beach Service Included! Corner Condo!

Destin, FL

7% off

for 7 nights, 1 apartment

AU$609 per night

includes taxes & fees

Incredible views of the Gulf and marine life (Dolphins, schools of fish, birds)

Wonderful

(105 reviews)

Beach Front, Corner Unit Condominium on the 6th Floor. Incredible Beach View!

Destin, FL

6% off

for 7 nights, 1 apartment

AU$335 per night

includes taxes & fees

Exceptional

(85 reviews)

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

Destin, FL

7% off

for 7 nights, 1 apartment

AU$287 per night

includes taxes & fees

Exceptional

(156 reviews)

Penthouse -3BR - Remodeled - Building is on the Beach!- Free Beach Service!!!

Destin, FL

7% off

for 7 nights, 1 apartment

AU$566 per night

includes taxes & fees

Exceptional

(189 reviews)

Wow!!! Updated Beach Front Resort 3rd Fl Condo with amazing view.

Destin, FL

7% off

for 7 nights, 1 apartment

AU$252 per night

includes taxes & fees

Exceptional

(132 reviews)

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

Destin, FL

9% off

for 7 nights, 1 apartment

AU$522 per night

includes taxes & fees

Many tons of blues and greens and sparkling sands. Welcome to condo 2123

Exceptional

(69 reviews)

Beach front - On the sand - Beautiful, renovated, clean - Sleeps 6.

Destin, FL

7% off

for 7 nights, 1 apartment

AU$306 per night

includes taxes & fees

Exceptional

(91 reviews)

604B Boat slip included in rental. Snowbirds and long-term rental discounts

Destin, FL

19% off

for 7 nights, 1 apartment

AU$399 per night

includes taxes & fees

Free beach service! 2 chairs and an umbrella

Exceptional

(93 reviews)

Duck’s Roost – Renovated Condo in Sandpiper Cove with FREE Beach Setup!

Destin, FL

7% off

for 7 nights, 1 apartment

AU$376 per night

includes taxes & fees

You won't get any closer to the beach!!!

Exceptional

(212 reviews)

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

Destin, FL

8% off

for 7 nights, 1 apartment

AU$545 per night

includes taxes & fees

Exceptional

(61 reviews)

Beach service included begins March 1st beachfront 1 bedroom 1 bath sleeps 6

Destin, FL

7% off

for 7 nights, 1 apartment

AU$323 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Holiday Isle

Classic luxury on the beach in Destin

Sleeps 8 · 3 bedrooms · 2 bathrooms

Premier Host

ON BEACH, INSANE VIEWS, OWNER MANAGED, SAVE MONEY, PRIVATE BEACH , DESTIN FL !!!

Sleeps 8 · 2 bedrooms · 2 bathrooms

Welcome to Marlin Haven! One block from the beach. Private pool

Premier Host

Marlin Haven @ Holiday Isle | Luxury Home | Private Pool & Spa | Walk to Beach | 6BR Coastal Gem

Sleeps 16 · 6 bedrooms · 5+ bathrooms

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

Frequently asked questions

What is the most popular type of holiday home accommodation in Holiday Isle?

Condos are the most popular type of holiday home in Holiday Isle, according to our data. Even if you have a different idea in mind, Stayz has properties in many shapes and sizes. Look through our options to find your perfect fit.

How much does it cost to rent a holiday home in Holiday Isle?

Length of stay, property type and season are some of the conditions that can influence the price of a holiday home. Simply click on your dates of travel to find your dream escape. From comfy cabins to expansive luxury villas, all Stayz holiday homes provide amazing value.

How much does it cost to rent a beach house in Holiday Isle?

When you travel and the size and style of the property will influence the cost of your beachside stay. Enter your Holiday Isle travel dates to see all your options on Stayz. Did someone just say "private pool"? Use the filters to choose the features and amenities you need.

Are there pet-friendly holiday homes in Holiday Isle?

With 1 ,264 holiday homes that host pets, your happy hound can join in on your Holiday Isle holiday. Use the filter tool to browse our pet-friendly holiday homes and find the pawfect pad on Stayz.

Can I rent a house with a pool in Holiday Isle?

Grab your swimsuit and inflatable flamingo, because there are 1 ,116 houses with a private pool in Holiday Isle. Book one of these popular holiday homes and every day can be a pool day. Simply enter your travel dates into Stayz, then use the "pool" filter to find the perfect place to make a splash!

What are popular home amenities in Holiday Isle?

A firepit, a lake view and a sauna are rated the most popular home amenities in Holiday Isle. Whether you're heading away alone, with a partner or a group of family members, Stayz can help you find a holiday home that fits your style with all the conveniences you're looking for.

Are there large group holiday homes in Holiday Isle?

You'll find 93 properties in Holiday Isle that can accommodate 10 or more guests. Whether you're organising a family trip or a celebration like a birthday, there's ample space to get your loved ones together under one roof.

Are there holiday homes in Holiday Isle that welcome kids?

Bring the entire family together for a memorable adventure in Holiday Isle at one of our 1 ,264 family-friendly holiday properties. Many of these stays provide amenities that are ideal for trips with the kids, like full kitchens, multiple bedrooms and entertainment areas. Simply check the "Properties good for families" filter box and choose your favourite.

What are the top attractions for families in Holiday Isle?

Keeping the kids occupied during your Holiday Isle holiday is easy with these exciting family-friendly attractions:

Destin Harbour Boardwalk
Big Kahunas Water and Adventure Park
Miramar Beach

Are there one-bedroom holiday homes in Holiday Isle?

There are 249 one-bedroom properties in Holiday Isle to select from. A one-bedroom holiday home is a great option if it's just two of you or if you're travelling solo. Toss in more convenience, privacy and space than a hotel, and you've got yourself a getaway to remember.

Can I find two-bedroom holiday homes in Holiday Isle?

Holiday Isle has 681 two-bedroom holiday properties for you to pick from. Go for a holiday home with all the privacy and comfort you want at a fantastic price on Stayz.

Are there holiday homes with WiFi in Holiday Isle?

Holiday Isle has 425 holiday homes with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming Hollywood blockbusters to writing and sending emails, these Stayz homes make it a breeze to get online.

How can I find holiday homes with air conditioning in Holiday Isle?

Holiday Isle has 1 ,259 holiday homes where you'll be able to kick back in air-conditioned comfort. To locate a property on Stayz with this perk, enter your travel dates and use the filter tool to select the "air conditioning" box.

How old do you have to be to rent a holiday home in Holiday Isle?

The minimum age requirements can differ across properties on Stayz, so double-check the rules of the holiday home in Holiday Isle you're considering. But usually, it's 16, 18 or 21.

How long can I rent a holiday home in Holiday Isle for?

It's down to the Holiday Isle property. To see all available options offering extended stays, simply enter your dates and number of people into Stayz. Look forward to having the whole place to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and a backyard where your little ones can play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.