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Okaloosa Island vacation rentals

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Okaloosa Island vacation rentals

Free parking on premises
Beachfront
Self check-in
Gym
BBQ grill

Stay near Okaloosa Island's top sights

Destin Harbor Boardwalk138 locals recommend
Emerald Grande at HarborWalk Village28 locals recommend
McGuire's Irish Pub of Destin318 locals recommend
HarborWalk Village295 locals recommend
Boshamps Seafood and Oyster House243 locals recommend
Gulfarium Marine Adventure Park232 locals recommend

Okaloosa Island condo rentals

Guest favorite

Condo in Miramar Beach

4.93 out of 5 average rating, 111 reviews

Walk to the Beach & Gulf View Sleeps 6

Guest favorite

Condo in Fort Walton Beach

4.96 out of 5 average rating, 161 reviews

**Lovely Condo 3 minutes to Beach!!**

Superhost

Condo in Fort Walton Beach

4.83 out of 5 average rating, 184 reviews

Affordable Beach Vacation for Renovation Pricing

Guest favorite

Condo in Destin

4.84 out of 5 average rating, 102 reviews

Gulf Front Condo - with heated Pool

Guest favorite

Condo in Destin

4.93 out of 5 average rating, 80 reviews

Palm Paradise*Destin Harbor Condo*

Superhost

Condo in Destin

4.79 out of 5 average rating, 33 reviews

SummerSpell Snowbirds Welcome - Ground Floor Unit

Superhost

Condo in Destin

4.76 out of 5 average rating, 29 reviews

Condo-B, steps to beach, pool, sleeps 4+, king bed

Guest favorite

Condo in Miramar Beach

4.97 out of 5 average rating, 125 reviews

Lakefront Golf Villa -Steps to beach

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Okaloosa Island house rentals

Guest favorite

Home in Miramar Beach

4.98 out of 5 average rating, 134 reviews

Family-Friendly Beach House Steps to the Sand15

Superhost

Home in Destin

4.82 out of 5 average rating, 137 reviews

Charming Beach Cottage with Private Beach Gate

Guest favorite

Home in Destin

4.89 out of 5 average rating, 105 reviews

Luna Del Mar * * Pool / Hot Tub / Grill! * *

Superhost

Home in Destin

4.76 out of 5 average rating, 139 reviews

Two bedroom townhome next to pool

Superhost

Home in Fort Walton Beach

4.79 out of 5 average rating, 105 reviews

FWB Vacation House-TV in rooms Free Wi-Fi & Grill!

Guest favorite

Home in Santa Rosa Beach

4.8 out of 5 average rating, 106 reviews

Above the Palms, 30A, walk to beach, sleeps 8

Guest favorite

Home in Santa Rosa Beach

4.96 out of 5 average rating, 121 reviews

Sunny beaches on 30a

Guest favorite

Home in Santa Rosa Beach

4.91 out of 5 average rating, 132 reviews

Cottage House 4bd/3bath off 30A

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Okaloosa Island beach vacation rentals

Superhost

Condo in Miramar Beach

5 out of 5 average rating, 4 reviews

Beach Retreat 407 Gulf Front, Dog friendly, Beach

Superhost

Home in Santa Rosa Beach

4.9 out of 5 average rating, 196 reviews

Gone To The Beach - Fabulous Beach House on 30A

Superhost

Home in Destin

5 out of 5 average rating, 4 reviews

Dolphin Daze -Walk to Beach! Unit B

Guest favorite

Condo in Miramar Beach

4.85 out of 5 average rating, 151 reviews

110 1st Floor Steps From Beach- Destin - Sleeps 6

Superhost

Condo in Miramar Beach

4.85 out of 5 average rating, 65 reviews

B604 | Beachfront with Beach Service, Pool, & WiFi

Guest favorite

Home in Fort Walton Beach

4.97 out of 5 average rating, 30 reviews

Beach Dreams!

Guest favorite

Home in Fort Walton Beach

5 out of 5 average rating, 11 reviews

Vacation Dream-Pool&Beach Access

Guest favorite

Condo in Destin

4.99 out of 5 average rating, 186 reviews

Beachfront! Newly remodeled! Right on the beach!

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Quick stats about vacation rentals in Okaloosa Island

  • Total rentals

    2.6K properties

  • Nightly prices starting at

    R549 ZAR before taxes and fees

  • Total number of reviews

    54K reviews

  • Family-friendly rentals

    1.9K properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with a pool

    2.4K properties have a pool

Your guide to Okaloosa Island

Introduction

If you’re visiting Okaloosa Island, don’t forget to pack a swimsuit. The three-mile-long barrier island, just south of Fort Walton Beach, is between the Choctawhatchee Bay and the Gulf of Mexico on Florida’s Emerald Coast. You practically live at the beach here, spending days pedaling around on a cruiser, stretching out on powder-soft white sands, and sitting down to a seafood dinner fresh from the turquoise gulf waters. But while the beaches here are beautiful — much of the island is protected land — there’s plenty to do besides relax. Kayak or paddleboard on the bay or boat over to Crab Island, a sandbar with a festive atmosphere. Shop and dine on the boardwalk, or visit the area’s theme parks, water parks, and museums. Then cap off the day by enjoying a brilliant sunset on the beach.

The best time to stay in a vacation rental in Okaloosa Island

It’s almost always beach weather on Okaloosa Island. Summer is hot, humid, and the most popular time to book one of the condos here, with daytime temperatures around 90 degrees Fahrenheit and nights only slightly cooler. But repeat visitors tend to agree that spring and fall are the best times to visit, when the crowds are thinner and temperatures are in the mid-70s and upper 80s — you may even want to pack a light jacket for evenings. Expect an isolated thunderstorm or two, especially during hurricane season, which starts in June and lasts through late October or November. Winter is sunny but cooler, with temperatures in the mid-60s. However, it doesn’t last long, and the 70-degree days usually return in the middle of March.

Top things to do in Okaloosa Island

Okaloosa Island Pier

Anglers come to the Okaloosa Island Pier, which juts 1,262 feet into the Gulf of Mexico, to sight-cast in the clear waters. There’s gear rental here, and, for a small license fee, you can fish for Spanish mackerel, whiting, tuna, and bluefish. The pier also draws birders and is a lovely place for a stroll or to watch the summer fireworks displays.

The Boardwalk on Okaloosa Island

The oceanfront boardwalk features beach access, picnic pavilions, shops selling beach apparel and water toys, ice cream and candy stores, and several large, open-air seafood shacks and burger bars.

Gulf Island National Seashore

A national treasure, the Gulf Island National Seashore stretches 160 miles from Cat Island, MS, to Okaloosa Island and is split into 12 areas. The final section, just west of the Okaloosa Island hub, is a beautiful small beach on the Choctawhatchee Bay with calm waters that are great for swimming and water sports.

Frequently Asked Questions

  • Are there vacation rentals near Okaloosa Island's top attractions?

    You're in luck! Stay at the heart of it all with our vacation rentals near Okaloosa Island's top attractions. We offer over 6,610 vacation rentals near Gulfarium Marine Adventure Park, over 8,060 vacation rentals near McGuire''s Irish Pub of Destin, and over 8,060 vacation rentals near HarborWalk Village, and so much more! Experience the best of Okaloosa Island right on your doorstep.

  • What types of vacation rentals are available in Okaloosa Island?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Okaloosa Island. From over 2,220 condo rentals to over 60 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Okaloosa Island?

    Yes! Work meets play with ease at over 1,680 vacation rentals in Okaloosa Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Okaloosa Island?

    Four-legged friends are welcome in Okaloosa Island. Choose from more than 160 vacation rentals for guests traveling with pets.

  • Are there Okaloosa Island condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 2,100 condo rentals with pools in Okaloosa Island, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in condo rentals in Okaloosa Island?

    Experience the best of Okaloosa Island with our condo rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly condo rentals in Okaloosa Island?

    Okaloosa Island has more than 1,640 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Okaloosa Island have a bbq area?

    Absolutely! We offer over 690 condo rentals with a bbq area in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Okaloosa Island have free parking?

    Absolutely! We offer over 2,070 condo rentals with free parking in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Okaloosa Island have a gym?

    Absolutely! We offer over 1,580 condo rentals with a gym in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

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