Okaloosa Island holiday rentals

We found 2,803 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Okaloosa Island by choosing from 26 houses, 537 flats and other holiday rentals. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Okaloosa Island

Showing deals for:20 Nov - 27 Nov

Gorgeous remodeled kitchen
Living area
Living area
Pool and hot tub area
Exceptional
(63 reviews)

Stay on the beach at Island Princess! Ready for your vacation!

Fort Walton Beach

7% off
AU$2,268
for 7 nights, 1 apartment
AU$324 per night
includes taxes & fees
Stay on the beach at Island Princess! Ready for your vacation!
Living Area
Destin West Bayside Lazy River
Walk over to our dedicated beach by our sister property Destin West Beach & Bay Gulf side
Kitchen cleaning tray with starter set up and a view
Exceptional
(36 reviews)

Beach time! at Destin West Pelican 303 Lazy River, Pools, and Hot tubs too!

Fort Walton Beach

7% off
AU$2,912
for 7 nights, 1 apartment
AU$416 per night
includes taxes & fees
Beach time! at Destin West Pelican 303 Lazy River, Pools, and Hot tubs too!
Room
Pool
Interior
Living area
Wonderful
(63 reviews)

Villas at Destin West--Oceanside, Lazy River, Resort Pool, Marina

Fort Walton Beach

7% off
AU$1,489
for 7 nights, 1 villa
AU$213 per night
includes taxes & fees
Villas at Destin West--Oceanside, Lazy River, Resort Pool, Marina
Crab Island - short drive away!
Gulfarium
The Crab Trap & Boardwalk
Updated Building
Exceptional
(222 reviews)

ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B

Fort Walton Beach

8% off
AU$2,841
for 7 nights, 1 apartment
AU$406 per night
includes taxes & fees
ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B
Exterior
Our balcony view from the third floor.
DINING AREA
KITCHEN AREA
Exceptional
(122 reviews)

GULF VIEW LUXURIOUS CONDO,BEACH SERVICE,10% WEEKLY/MEMBER DISC. TENNIS/PICKLE CT

Fort Walton Beach

7% off
AU$1,863
for 7 nights, 1 apartment
AU$266 per night
includes taxes & fees
GULF VIEW LUXURIOUS CONDO,BEACH SERVICE,10% WEEKLY/MEMBER DISC. TENNIS/PICKLE CT
Watch the dolphins jumping in the water from the balcony view
Gorgeous ocean views
Fitness facility
Open Concept
Exceptional
(97 reviews)

WHERE THE GULF MEETS YOUR LIVING ROOM!

Fort Walton Beach

8% off
AU$4,961
for 7 nights, 1 apartment
AU$709 per night
includes taxes & fees
WHERE THE GULF MEETS YOUR LIVING ROOM!
Property grounds
Pool
Marina
Exterior
Exceptional
(47 reviews)

𝚁𝙴𝙵𝚄𝚁𝙱𝙸𝚂𝙷𝙴𝙳 ᴄᴏɴᴅᴏ-𝟽𝟶𝟶’ 𝙻𝚊𝚣𝚢 𝚁𝚒𝚟𝚎𝚛 & 𝙰𝚖𝚊𝚣𝚒𝚗𝚐 ᴠɪᴇᴡs

Fort Walton Beach

7% off
AU$2,322
for 7 nights, 1 apartment
AU$332 per night
includes taxes & fees
𝚁𝙴𝙵𝚄𝚁𝙱𝙸𝚂𝙷𝙴𝙳 ᴄᴏɴᴅᴏ-𝟽𝟶𝟶’ 𝙻𝚊𝚣𝚢 𝚁𝚒𝚟𝚎𝚛 & 𝙰𝚖𝚊𝚣𝚒𝚗𝚐 ᴠɪᴇᴡs
Balcony with great views of the beach!
LAZY RIVER on the bay side of resort (across the street-use walk-over bridge)
Kitchen
Huge fitness center
Exceptional
(123 reviews)

Remodeled Beachfront 🐠🦀 Destin West's Best 😎😎 Beach Service Inc ⛱️⛱️NEW EVERYTHING

Fort Walton Beach

7% off
AU$2,453
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Remodeled Beachfront 🐠🦀 Destin West's Best 😎😎 Beach Service Inc ⛱️⛱️NEW EVERYTHING
Interior
Unit 601 (circled in blue)
Pelican Isle Luxury Condominium on Okaloosa Island 📷🌹
Interior
Exceptional
(151 reviews)

LUXURIOUS BEACH "PENNHOUSE" PANORAMA! Why Settle For Less?

Fort Walton Beach

7% off
AU$3,150
for 7 nights, 1 apartment
AU$450 per night
includes taxes & fees
LUXURIOUS BEACH "PENNHOUSE" PANORAMA! Why Settle For Less?
Master Bedroom 1 - King bed
Bonus Room
Kitchen - fully equipped
Dining area
Exceptional
(100 reviews)

Beautiful 3 BR condo on Okaloosa Island near Destin FL

Fort Walton Beach

8% off
AU$4,304
for 7 nights, 1 apartment
AU$615 per night
includes taxes & fees
Beautiful 3 BR condo on Okaloosa Island near Destin FL
Beach
Living area
Exterior
Interior
Exceptional
(69 reviews)

Nautilus, Unit 2608, Sleeps 6, Amazing views! Beach service March to October.

Fort Walton Beach

7% off
AU$1,988
for 7 nights, 1 apartment
AU$284 per night
includes taxes & fees
Nautilus, Unit 2608, Sleeps 6, Amazing views! Beach service March to October.
Private kitchen
Property grounds
Interior
Room
Exceptional
(125 reviews)

ONE BR Condo ON THE BEACH! SNOWBIRD DISCOUNTS! FREE BEACH SERVICE till Oct 31st

Fort Walton Beach

8% off
AU$2,743
for 7 nights, 1 apartment
AU$392 per night
includes taxes & fees
ONE BR Condo ON THE BEACH! SNOWBIRD DISCOUNTS! FREE BEACH SERVICE till Oct 31st
Private kitchen
Minutes from Crab Island!
Interior
Interior
Exceptional
(110 reviews)

Smack Dab on the Beach! Newly renovated and updated 2026! Free beach service!

Fort Walton Beach

8% off
AU$4,635
for 7 nights, 1 apartment
AU$662 per night
includes taxes & fees
Smack Dab on the Beach! Newly renovated and updated 2026! Free beach service!
Living area
View from picnic & grilling area
Interior
KEYLESS ENTRY
Exceptional
(156 reviews)

Okaloosa Island, Less than 100 Steps to the beach, 1 bedroom, 1 bath, sleeps 4

Fort Walton Beach

8% off
AU$1,797
for 7 nights, 1 apartment
AU$257 per night
includes taxes & fees
Okaloosa Island, Less than 100 Steps to the beach, 1 bedroom, 1 bath, sleeps 4
Interior
Pool
Interior
Living area
Exceptional
(30 reviews)

Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

Fort Walton Beach

7% off
AU$1,508
for 7 nights, 1 apartment
AU$215 per night
includes taxes & fees
Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Captivating Okaloosa Island will entice you

Enjoy the entertainment and other features of Okaloosa Island. Well known for its beaches, island views and seaside, this relaxing city won't disappoint. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Okaloosa Island

Are you hoping to find attractions to see during your stay? You'll be sure to enjoy Okaloosa Island for its dolphin viewing and fishing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Okaloosa Island a one-of-a-kind holiday spot. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Big Kahuna's Water and Adventure Park (7.5 mi / 12.1 km)
  • Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links (16 mi / 25.7 km)
  • The Track Family Recreation Center (8 mi / 12.9 km)
  • Kelly Plantation Golf Club (9.5 mi / 15.2 km)
  • Regatta Bay Golf and Country Club (10.7 mi / 17.2 km)
  • Bluewater Bay Golf Course (11.4 mi / 18.4 km)

Exploring the beaches and other natural features in Okaloosa Island

Travellers enjoy Okaloosa Island for its island views, seaside and sunsets. Whether you're looking for adventure or just want to spend some time taking in the scenery, Okaloosa Island is a great spot to appreciate mother nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Navarre Beach (15.8 mi / 25.5 km)
  • Okaloosa Island Beach (0.8 mi / 1.3 km)
  • Fort Walton Beach Park (1.2 mi / 1.9 km)
  • Crab Island (4.6 mi / 7.3 km)
  • Destin Harbor (5.4 mi / 8.6 km)
  • Morgan Sports Center (8.4 mi / 13.5 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Okaloosa Island?
Condos are the most popular kind of holiday home in Okaloosa Island, according to our data. Even if you have something else in mind, Stayz has holiday homes in all sizes and shapes. Explore our options to find your perfect Okaloosa Island pad.
How much does it cost to rent a holiday home in Okaloosa Island?
Property type, length of stay and season are some of the conditions that can determine the price of a holiday home. Simply add your dates of travel to find the ultimate escape. From cosy cabins to plush villas, all Stayz holiday homes offer terrific value.
How much does it cost to rent a beach house in Okaloosa Island?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Enter your Okaloosa Island travel dates to see all your options on Stayz. Did someone just say "hot tub"? Use our filters to choose the amenities and features you want in your home.
Are there pet-friendly holiday homes in Okaloosa Island?
Yes. There are. You'll have your pick of 2 ,090 holiday homes that cater to pets in Okaloosa Island. Lots of our pet-friendly holiday homes come with a garden for your fur baby to have fun in, doggie beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Stayz that's pawfect.
Can I rent a house with a pool in Okaloosa Island?
Add a new level of fun to your getaway by booking your family into one of the 1 ,956 houses with a private pool in Okaloosa Island. Use our search filter to find properties with pools on Stayz, then spend carefree days splish-splashing around in a swimming pool that's exclusively for you.
What are popular home amenities in Okaloosa Island?
When it comes to home amenities that guests are looking for in Okaloosa Island, tennis, an ocean view and a nearby waterfront are the most popular. With Stayz holiday homes, you'll discover options to fit your style and taste, whether you're travelling with friends, family or even pets.
Are there large group holiday homes in Okaloosa Island?
Take your pick of 195 properties in Okaloosa Island that can accommodate 10 or more people. Whether you're planning a trip with the family or a celebration like a birthday, there's ample space to get your loved ones together under the same roof.
Are there holiday homes in Okaloosa Island that welcome kids?
Okaloosa Island has 2 ,090 family-friendly holiday homes to choose from. And tracking down a stay that welcomes kiddos is simple with Stayz's "Properties good for families" filter. As well as having the entire place to yourselves, you'll also get perks and conveniences like bunk beds, yards and private pools.
What are the top attractions for families in Okaloosa Island?
Keeping the kids amused during your Okaloosa Island holiday is a breeze with these awesome family-friendly attractions:
  • Destin Beaches
  • Destin Harbour Boardwalk
  • Big Kahunas Water and Adventure Park
Are there one-bedroom holiday homes in Okaloosa Island?
There are 516 one-bedroom properties in Okaloosa Island to select from. A one-bedroom holiday home is a wonderful option if it's only you and your partner or if you're travelling on your own. Toss in more convenience, space and privacy compared to a standard hotel, and you've got the makings of a trip to remember.
Can I find two-bedroom holiday homes in Okaloosa Island?
Okaloosa Island has 956 two-bedroom holiday homes that you can choose from. Discover a holiday home with all the privacy and comfort you want at a price you'll love on Stayz.
Are there holiday homes with WiFi in Okaloosa Island?
Okaloosa Island has 518 holiday homes with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to checking emails, these Stayz homes make it a breeze to go online.
How can I find holiday homes with air conditioning in Okaloosa Island?
You can pick from 2 ,069 Stayz holiday homes with air conditioning in Okaloosa Island providing that cool, cool breeze and extra bit of comfort. Enter your travel dates and then take advantage of our filter tool to find properties with air conditioning.
How old do you have to be to rent a holiday home in Okaloosa Island?
It's advisable to check with the Okaloosa Island holiday home you'd like on Stayz as the minimum age varies. However, typically it's 16, 18 or 21.
How long can I rent a holiday home in Okaloosa Island for?
The amount of time you can book an Okaloosa Island holiday home for is down to each property. Just tap in your dates of travel to find options offering longer term stays. They include everything you need to make your extended getaway more comfortable and convenient, such as kitchens and air conditioning. Some properties might also offer weekly or monthly discounted prices, so you can stay longer for less money.

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