Okaloosa Island holiday rentals

We found 2,822 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Okaloosa Island by choosing from 26 houses, 526 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:1 Jan - 8 Jan

Spacious view from Kitchen
Sunset view from balcony
Other: January sunshine & 64 degrees at the swimming pool
Hang out at this bar while Mom cooks
Exceptional
(85 reviews)

Luxury at it's finest! Penthouse unit overlooking the beautiful Gulf of Mexico!

Fort Walton Beach

8% off
AU$4,879
for 7 nights, 1 apartment
AU$697 per night
includes taxes & fees
Luxury at it's finest! Penthouse unit overlooking the beautiful Gulf of Mexico!
Interior
Minutes from Crab Island!
Private kitchen
Room
Exceptional
(112 reviews)

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

Fort Walton Beach

7% off
AU$3,455
for 7 nights, 1 apartment
AU$494 per night
includes taxes & fees
Smack Dab on the Beach! Newly renovated and updated 2026! Free beach service!
We love to pamper our guests! Photo of bottom queen bunkbed (no private bedroom)
Beach access #2
Pool #1. Beachside/Gulf pool (largest pool located near the beach)
Whirlpools/HotTubs/Showers (located on the 1st floor of the Recreation Building)
Exceptional
(47 reviews)

Beautiful Emerald Beach Condo

Fort Walton Beach

5% off
AU$1,162
for 7 nights, 1 apartment
AU$166 per night
includes taxes & fees
Beautiful Emerald Beach Condo
The Crab Trap & Boardwalk
Gulfarium
Looking Southwest!
Crab Island - short drive away!
Exceptional
(222 reviews)

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

Fort Walton Beach

8% off
AU$2,935
for 7 nights, 1 apartment
AU$419 per night
includes taxes & fees
ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B
So many fun things for the kids to do!
Cave for the kids to have fun playing in!
Overview of Waterscape and it's beautiful white sand beach!
Interior
Exceptional
(106 reviews)

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

Fort Walton Beach

6% off
AU$1,668
for 7 nights, 1 apartment
AU$238 per night
includes taxes & fees
Waterscape A135, Ground Floor, Family Fun!, Great Resort!
Exterior
Living area
Interior
Private kitchen
Exceptional
(71 reviews)

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

Fort Walton Beach

7% off
AU$2,133
for 7 nights, 1 apartment
AU$305 per night
includes taxes & fees
Nautilus, Unit 2608, Sleeps 6, Amazing views! Beach service March to October.
Pool
View from picnic & grilling area
KEYLESS ENTRY
Living area
Exceptional
(160 reviews)

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

Fort Walton Beach

7% off
AU$1,581
for 7 nights, 1 apartment
AU$226 per night
includes taxes & fees
Okaloosa Island, Less than 100 Steps to the beach, 1 bedroom, 1 bath, sleeps 4
Pool and hot tub area
Living area
Living area
Dining area with extra seating at bar.
Exceptional
(63 reviews)

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

Fort Walton Beach

7% off
AU$2,778
for 7 nights, 1 apartment
AU$397 per night
includes taxes & fees
Stay on the beach at Island Princess! Ready for your vacation!
View from living room with view of pool area.
overview of the main pool
large fitness room
living room view.
Exceptional
(97 reviews)

Ground Floor only Steps Away from Pools, Beach service included

Fort Walton Beach

5% off
AU$2,957
for 7 nights, 1 apartment
AU$422 per night
includes taxes & fees
Ground Floor only Steps Away from Pools, Beach service included
Interior
Property grounds
Living area
Private kitchen
Exceptional
(134 reviews)

ON THE BEACH! FALL & SNOWBIRD DISCOUNTS! FREE BEACH SERVICE till Oct 31st

Fort Walton Beach

8% off
AU$2,836
for 7 nights, 1 apartment
AU$405 per night
includes taxes & fees
ON THE BEACH! FALL & SNOWBIRD DISCOUNTS! FREE BEACH SERVICE till Oct 31st
Exterior
Our balcony view from the third floor.
Pool
DINING AREA
Exceptional
(123 reviews)

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

Fort Walton Beach

7% off
AU$1,924
for 7 nights, 1 apartment
AU$275 per night
includes taxes & fees
GULF VIEW LUXURIOUS CONDO,BEACH SERVICE,10% WEEKLY/MEMBER DISC. TENNIS/PICKLE CT
Exterior
Beach
Interior
Private kitchen
Exceptional
(10 reviews)

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

Fort Walton Beach

9% off
AU$1,441
for 7 nights, 1 apartment
AU$206 per night
includes taxes & fees
La Tortuga/steps from the beach/sleeps 5/pool/patio
Living Area
Walk-in pool
Living Area
View from Balcony
Exceptional
(31 reviews)

Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304

Fort Walton Beach

6% off
AU$3,618
for 7 nights, 1 apartment
AU$517 per night
includes taxes & fees
Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304
Living area
Beach
Private kitchen
Living area
Exceptional
(78 reviews)

Beautiful 4th floor, 2 bed, 2 bath. Ready for your beach vacation!

Fort Walton Beach

7% off
AU$2,198
for 7 nights, 1 apartment
AU$314 per night
includes taxes & fees
Beautiful 4th floor, 2 bed, 2 bath. Ready for your beach vacation!

  • 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

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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