Okaloosa Island holiday rentals

We found 2,825 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Okaloosa Island by choosing from 26 houses, 530 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:18 Dec - 25 Dec

Living area
Pool
Room
Interior
Wonderful
(66 reviews)

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

Fort Walton Beach

7% off
AU$1,496
for 7 nights, 1 villa
AU$214 per night
includes taxes & fees
Villas at Destin West--Oceanside, Lazy River, Resort Pool, Marina
View from Balcony
Walk-in pool
Living Area
Entryway
Exceptional
(30 reviews)

Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304

Fort Walton Beach

6% off
AU$3,519
for 7 nights, 1 apartment
AU$503 per night
includes taxes & fees
Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304
Interior
Balcony with a PERFECT view!
Hot Tube
Exterior
Exceptional
(48 reviews)

Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally

Fort Walton Beach

7% off
AU$1,768
for 7 nights, 1 apartment
AU$253 per night
includes taxes & fees
Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally
Watch the dolphins jumping in the water from the balcony view
Gorgeous ocean views
New Stainless Steel Appliances
Fitness facility
Exceptional
(99 reviews)

WHERE THE GULF MEETS YOUR LIVING ROOM!

Fort Walton Beach

7% off
AU$3,932
for 7 nights, 1 apartment
AU$562 per night
includes taxes & fees
WHERE THE GULF MEETS YOUR LIVING ROOM!
Dining
beautiful vinyl plank flooring
Outdoor dining
Pool
Exceptional
(37 reviews)

Discounted first floor 3 bed, 3 bath. Resrvd parkng & FREE beach service

Fort Walton Beach

7% off
AU$2,399
for 7 nights, 1 apartment
AU$343 per night
includes taxes & fees
Discounted first floor 3 bed, 3 bath. Resrvd parkng & FREE beach service
Property grounds
Unit 601 (circled in blue)
Interior
Pelican Isle Luxury Condominium on Okaloosa Island 📷🌹
Exceptional
(153 reviews)

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

Fort Walton Beach

7% off
AU$3,166
for 7 nights, 1 apartment
AU$452 per night
includes taxes & fees
LUXURIOUS BEACH "PENNHOUSE" PANORAMA! Why Settle For Less?
living room view.
overview of the main pool
dining area.
View from living room with view of pool area.
Exceptional
(96 reviews)

Ground Floor only Steps Away from Pools, Beach service included

Fort Walton Beach

5% off
AU$2,876
for 7 nights, 1 apartment
AU$411 per night
includes taxes & fees
Ground Floor only Steps Away from Pools, Beach service included
Pool
Our balcony view from the third floor.
Exterior
KITCHEN AREA
Exceptional
(123 reviews)

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

Fort Walton Beach

7% off
AU$1,873
for 7 nights, 1 apartment
AU$268 per night
includes taxes & fees
GULF VIEW LUXURIOUS CONDO,BEACH SERVICE,10% WEEKLY/MEMBER DISC. TENNIS/PICKLE CT
Okaloosa Island Boardwalk - Pier and Restaurants
Seating for 4 on balcony
Interior
Balcony view of our pool and beachfront
Exceptional
(125 reviews)

Beachfront Bliss - 2BR/2BA Condo with Stunning Ocean and Sunset Views.

Fort Walton Beach

7% off
AU$2,155
for 7 nights, 1 apartment
AU$308 per night
includes taxes & fees
Beachfront Bliss - 2BR/2BA Condo with Stunning Ocean and Sunset Views.
Interior
Minutes from Crab Island!
Private kitchen
Interior
Exceptional
(112 reviews)

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

Fort Walton Beach

8% off
AU$4,659
for 7 nights, 1 apartment
AU$666 per night
includes taxes & fees
Smack Dab on the Beach! Newly renovated and updated 2026! Free beach service!
Interior
Living area
Exterior
Beach
Exceptional
(70 reviews)

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

Fort Walton Beach

7% off
AU$1,772
for 7 nights, 1 apartment
AU$253 per night
includes taxes & fees
Nautilus, Unit 2608, Sleeps 6, Amazing views! Beach service March to October.
Exterior
Beach
Interior
Living area
Exceptional
(10 reviews)

La Tortuga/steps from the beach/sleeps 5/pool/patio

Fort Walton Beach

13% off
AU$2,231
for 7 nights, 1 apartment
AU$319 per night
includes taxes & fees
La Tortuga/steps from the beach/sleeps 5/pool/patio
View of the kitchen from the living room
Tall Pollywood chairs and table with gorgeous view of the ocean!
Rear view
Kitchen
Exceptional
(40 reviews)

Gulf Dunes 607: Top Floor, Direct Ocean View, Beachfront Condo, Sleeps 6!

Fort Walton Beach

7% off
AU$1,828
for 7 nights, 1 apartment
AU$261 per night
includes taxes & fees
Gulf Dunes 607: Top Floor, Direct Ocean View, Beachfront Condo, Sleeps 6!
Entrance to Waterscape
Cave for the kids to have fun playing in!
Overview of Waterscape and it's beautiful white sand beach!
So many fun things for the kids to do!
Exceptional
(104 reviews)

Waterscape A135, Ground Floor, Family Fun!, Great Resort!

Fort Walton Beach

6% off
AU$2,040
for 7 nights, 1 apartment
AU$291 per night
includes taxes & fees
Waterscape A135, Ground Floor, Family Fun!, Great Resort!
Living area
Pool
Dining
Interior
Exceptional
(30 reviews)

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

Fort Walton Beach

7% off
AU$1,516
for 7 nights, 1 apartment
AU$217 per night
includes taxes & fees
Sunny Happy Place by the Beach, Sleeps 6. Beach service March 1 to October 30.

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    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

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

When is the best time to visit Okaloosa Island for a holiday rental?
The best time to visit Okaloosa Island for a holiday rental is during the peak season from May to July, with June being the most popular month. This time of year draws families and beachgoers eager to enjoy the sun-drenched shores and vibrant setting. Visitors can indulge in a variety of outdoor activities such as swimming, paddleboarding, and beach volleyball, all while basking in warm temperatures typically ranging from 25 to 32 degrees Celsius.June offers a lively environment, making it an ideal choice for those who thrive on socializings and festive beach vibes. You'll find plenty of opportunities to explore local attractions, dine on fresh seafood, and relax on the pristine, sugar-white sands that Okaloosa Island is famous for.For those seeking a more budget-friendly experience, November is a wonderful option. This month sees fewer crowds, allowing visitors to enjoy the island's charm in a more tranquil setting. With pleasant temperatures still hovering around the low 20s Celsius, it's great for leisurely walks along the beach or exploring the nearby nature trails.Ultimately, your choice will depend on whether you prefer the bustling energy of summer or the peaceful serenity found in the off-peak months.
What are the top attractions in Okaloosa Island, Florida, United States of America?
Okaloosa Island is known for its stunning beaches and natural beauty. One of the top attractions is the pristine white sands of the Island's beaches, great for sunbathing and water sports. The Gulfarium Marine Adventure Park provides an engaging experience for families, where visitors can learn about marine life and even interact with dolphins.Additionally, the Okaloosa Island Fishing Pier offers a great spot for fishing and enjoying scenic views of the coastline. For those interested in outdoor activities, the nearby Fort Walton Beach offers opportunities for hiking and exploring nature trails.
Are all fees included in the Okaloosa Island 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 Okaloosa Island holiday homes with parking?
Stayz offers a wide selection of holiday homes in Okaloosa Island 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 Okaloosa Island holiday homes?
You can find great discounts on holiday homes in Okaloosa Island 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 Okaloosa Island holiday home booking on Stayz?
To find Okaloosa Island 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 Okaloosa Island?
A long-stay holiday home in Okaloosa Island 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 Okaloosa Island holiday home?
Book your Okaloosa Island 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 Okaloosa Island?
Prices for holiday homes in Okaloosa Island 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 Okaloosa Island 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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