Okaloosa Island vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

1 of 3 pages
1 of 3 pages

Popular amenities for Okaloosa Island vacation rentals

Stay near Okaloosa Island's top sights

HarborWalk Village295 locals recommend
Gulfarium Marine Adventure Park232 locals recommend
Emerald Grande at HarborWalk Village28 locals recommend
Crab Island138 locals recommend
McGuire's Irish Pub of Destin318 locals recommend
Gulf Islands National Seashore32 locals recommend

Other great vacation rentals in Okaloosa Island

Guest favorite

Home in Fort Walton Beach

4.96 out of 5 average rating, 164 reviews

Clancy's Celtic Clouds

Aug 12 – 19

G$33,610 GYD per night
Guest favorite

Home in Fort Walton Beach

4.91 out of 5 average rating, 258 reviews

Touch of Madagascar-Whole House/winter heated pool

Apr 16 – 23

G$33,782 GYD per night
Guest favorite

Home in Fort Walton Beach

4.9 out of 5 average rating, 189 reviews

Beautiful 4BR Pet Friendly Home (spacious!)

Dec 18 – 25

G$49,404 GYD per night
Superhost

Home in Fort Walton Beach

4.81 out of 5 average rating, 140 reviews

Sea Hideaway 2 Minutes from the Beach!

Dec 23 – 30

G$34,388 GYD per night
Guest favorite

Home in Miramar Beach

4.96 out of 5 average rating, 116 reviews

5 Min Walk to Beach, Sparkling Pool, Mins to Shops &outlet! 13

Nov 4 – 11

G$30,700 GYD per night
Guest favorite

Home in Destin

4.94 out of 5 average rating, 104 reviews

FREE GOLF CART/Private Pool/walk2beach/Sleeps 10!

Nov 13 – 20

G$104,709 GYD per night
Guest favorite

Home in Fort Walton Beach

4.98 out of 5 average rating, 43 reviews

Cheerful Guest Suite w/private entrance

Apr 15 – 22

G$21,789 GYD per night
Guest favorite

Home in Fort Walton Beach

4.89 out of 5 average rating, 70 reviews

1 BR Comfortable Central Location Emerald Elm

Jan 20 – 27

G$27,928 GYD per night

Okaloosa Island beach vacation rentals

Guest favorite

Condo in Fort Walton Beach

4.98 out of 5 average rating, 120 reviews

The new 40 Steps to the Beach! Gulf front

Sep 8 – 15

G$62,041 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.9 out of 5 average rating, 124 reviews

Ground floor! Waterfront condo at Pirates Bay!

Oct 2 – 9

G$28,329 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.85 out of 5 average rating, 186 reviews

Beautiful remodeled condo STEPS TO THE BEACH 102

May 7 – 14

G$30,023 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.9 out of 5 average rating, 351 reviews

Relaxing Soundside Condo - WataView!

Jun 8 – 15

G$33,555 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.94 out of 5 average rating, 128 reviews

Waterscape/View/Free BCH SVC/Lazy River/2Kings

Dec 7 – 14

G$37,886 GYD per night
Guest favorite

Cottage in Fort Walton Beach

4.95 out of 5 average rating, 227 reviews

"Quirky Cottage"

Aug 12 – 19

G$25,388 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.93 out of 5 average rating, 191 reviews

Close to beach with pool!

Sep 21 – 28

G$36,002 GYD per night
Superhost

Condo in Miramar Beach

4.84 out of 5 average rating, 231 reviews

LUAU - Sandestin Beachside. TRAM/Wifi/beach gear..

Jan 2 – 9

G$20,660 GYD per night

Okaloosa Island condo rentals

Guest favorite

Condo in Miramar Beach

4.9 out of 5 average rating, 229 reviews

Miramar Beach retreat - steps from beach + NETFLIX

Nov 4 – 11

G$27,112 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.94 out of 5 average rating, 134 reviews

Ground Floor unit - ON THE BEACH!

Aug 21 – 28

G$53,952 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.89 out of 5 average rating, 109 reviews

Condo in Fort Walton Beach Near White Sand Beach

Aug 23 – 30

G$38,262 GYD per night
Guest favorite

Condo in Destin

4.97 out of 5 average rating, 163 reviews

Gorgeous 3 bed 2 bath condo with pool near beach

Jan 7 – 14

G$24,612 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.92 out of 5 average rating, 125 reviews

Beautiful Beachfront condo! 2 Bdrm, 2 Bath

Dec 2 – 9

G$51,545 GYD per night
Superhost

Condo in Destin

4.87 out of 5 average rating, 126 reviews

17th Floor Beachfront at Pelican, Stunning Views

Dec 5 – 12

G$28,322 GYD per night
Superhost

Condo in Fort Walton Beach

4.91 out of 5 average rating, 182 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Sep 5 – 12

G$71,663 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.98 out of 5 average rating, 41 reviews

Modern beach condo with view at Gulf Dunes 105

Jan 15 – 22

G$23,240 GYD per night

Quick stats about vacation rentals in Okaloosa Island

  • Total rentals

    2.5K properties

  • Rentals with a pool

    2.3K properties have a pool

  • Pet-friendly rentals

    140 properties allow pets

  • Family-friendly rentals

    1.8K properties are a good fit for families

  • Total number of reviews

    46K reviews

  • Nightly prices starting at

    G$6,255 GYD before taxes and fees

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 7,440 vacation rentals near McGuire''s Irish Pub of Destin, over 7,440 vacation rentals near HarborWalk Village, and over 6,420 vacation rentals near Gulfarium Marine Adventure Park, and so much more! Experience the best of Okaloosa Island right on your doorstep.

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

    Yes! Work meets play with ease at over 1,510 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 140 vacation rentals for guests traveling with pets.

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

    Yes! Dive into the perfect getaway at one of over 2,330 vacation homes with pools in Okaloosa Island, available on Airbnb. Make a splash and soak up the sun in style!

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

    Okaloosa Island has more than 1,850 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Okaloosa Island have wifi?

    Absolutely! We offer over 160 apartment rentals with wifi in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Okaloosa Island have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 740 condo rentals with a bbq area in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

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

    Experience the best of Okaloosa Island with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do resort rentals in Okaloosa Island have a gym?

    Absolutely! We offer over 20 resort rentals with a gym in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore