Photo by Brent Hill

Holiday Isle holiday lettings

We found 2,568 holiday rentals — enter your dates for availability

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September 2025

October 2025

Select from 199 houses, 55 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:5 Dec - 12 Dec

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

Exceptional

(99 reviews)

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

Destin, FL

6% off

for 7 nights, 1 apartment

£321 per night

includes taxes & fees

Exceptional

(58 reviews)

Available 20th August till 30th! New discounted rates! Gated community!

Destin, FL

7% off

for 7 nights, 1 home

£449 per night

includes taxes & fees

Taken June 30th. Keep in mind the time of year depends on position of the sun

Exceptional

(268 reviews)

7 night discount!! Free Beach Service!! Free WIFI on the Beach!!

Destin, FL

6% off

for 7 nights, 1 apartment

£137 per night

includes taxes & fees

Exceptional

(31 reviews)

716 Stunning Gulf Views ~ 3 NT Super Savings ~ Book Sept 13th ~ Hot Tub & Pools

Destin, FL

7% off

for 7 nights, 1 apartment

£138 per night

includes taxes & fees

Exceptional

(89 reviews)

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

Destin, FL

5% off

for 7 nights, 1 home

£244 per night

includes taxes & fees

Exceptional

(166 reviews)

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

Destin, FL

7% off

for 7 nights, 1 apartment

£169 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

£166 per night

includes taxes & fees

Our NEW private oasis pool with a beautiful custom mural!

Exceptional

(30 reviews)

Summer Beach Getaway! Private HEATED pool, walk to beach! 2 king BR!

Destin, FL

6% off

for 7 nights, 1 home

£343 per night

includes taxes & fees

Exceptional

(77 reviews)

GORGEOUS GULF FRONT VIEW, Unit 205, 3rd Floor, Private Beach, FREE Beach Setups

Destin, FL

7% off

for 7 nights, 1 apartment

£349 per night

includes taxes & fees

Exceptional

(186 reviews)

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

Destin, FL

7% off

for 7 nights, 1 apartment

£176 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

7% off

for 7 nights, 1 apartment

£287 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

£204 per night

includes taxes & fees

Exceptional

(57 reviews)

Shoreline Towers 3103: Steps to the Beach. 🏖Free Beach Setup!!🏖

Destin, FL

6% off

for 7 nights, 1 apartment

£144 per night

includes taxes & fees

Exceptional

(27 reviews)

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

Destin, FL

6% off

for 7 nights, 1 apartment

£129 per night

includes taxes & fees

Exceptional

(58 reviews)

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

Destin, FL

7% off

for 7 nights, 1 apartment

£140 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Holiday Isle

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

Marlin Haven @ Holiday Isle | Heated Pool & Spa | Beach | Close to Crab Island

Sleeps 16 · 6 bedrooms · 5+ bathrooms

New Specials! Gulf Front, Private Beach, Free Beach Srvc & Jaw-dropping Views

Sleeps 12 · 4 bedrooms · 3+ bathrooms

"Pipe Dream" Epic Destin Pointe Beachfront Home, Com Pool on Holiday Isle

Sleeps 12 · 5 bedrooms · 5 bathrooms

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

Sleeps 8 · 2 bedrooms · 2 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, 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 rental accommodation in Holiday Isle?

Condos are the most popular type of holiday rental in Holiday Isle, according to our data. Even if you have a different idea in mind, Vrbo 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 rental 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 Vrbo holiday rentals 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 Vrbo. Did someone just say "private pool"? Use the filters to choose the features and amenities you need.

Are there pet-friendly holiday rentals in Holiday Isle?

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

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 Vrbo, then use the "pool" filter to find the perfect place to make a splash!

What are popular rental amenities in Holiday Isle?

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

Are there large group holiday rentals 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 rentals 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 rentals 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 rentals 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 Vrbo.

Are there holiday rentals with WiFi in Holiday Isle?

Holiday Isle has 425 holiday rentals 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 Vrbo homes make it a breeze to get online.

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

Holiday Isle has 1,259 holiday rentals where you'll be able to kick back in air-conditioned comfort. To locate a property on Vrbo 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 rental in Holiday Isle?

The minimum age requirements can differ across properties on Vrbo, 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 rental 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 Vrbo. 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.