Okaloosa Island vacation rentals

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Top-rated vacation rentals in Okaloosa Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Superhost

Condo in Fort Walton Beach

4.89 out of 5 average rating, 161 reviews

Amazing Top Floor Waterfront Studio B403

**NO PETS** NO PETS** All violators will be asked to vacate premises immediately. A small portion of our marina are still under repairs. This studio unit offers amazing views of the Santa Rosa Sound, marina, and swimming pool from your private balcony. Walking distance to many restaurants/eateries. We're two miles away from the beaches. Come on down, relax and watch the amazing sunsets. just minutes away from entertainments, boat and jet skis rental. Conveniently located to both military bases.

Apr 12 – 19

G$22,493 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.94 out of 5 average rating, 118 reviews

Sunshine and beach time /Okaloosa Island

Enjoy the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, (new toilet/vanity, USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand!wifi in the unit, 2 beach chairs, cooler, and table for guests. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court unit 204 ( top floor..facing the beach)

Oct 1 – 8

G$31,429 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.94 out of 5 average rating, 270 reviews

2BR Condo With in a 3 minutes walk to a beach

Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations. Beddings, towels washed with hot water Welcome to our beautiful furnish 2 bedrooms 1.5 bath condo. This 3rd floor condo is located at Okaloosa Island across the street from beautiful Gulf of Mexico beaches in just 3 minutes walk. A wonderful place to stay! Perfect location, close to everything Fort Walton Down town, Destin Harbor, Crab Island. Walking distance to restaurants

Nov 2 – 9

G$23,221 GYD per night

Popular amenities for Okaloosa Island vacation rentals

Stay near Okaloosa Island's top sights

HarborWalk Village295 locals recommend
Gulfarium Marine Adventure Park232 locals recommend
Crab Island138 locals recommend
Emerald Grande at HarborWalk Village28 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

Condo in Fort Walton Beach

4.88 out of 5 average rating, 120 reviews

Clean and Affordable Beach Condo

Dec 9 – 16

G$24,043 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.96 out of 5 average rating, 73 reviews

Retreat by the Sea at Seacrest Condo

Dec 12 – 19

G$26,693 GYD per night
Guest favorite

Vacation home in Fort Walton Beach

4.97 out of 5 average rating, 34 reviews

Beautiful 2nd floor beach condo on the gulf coast

Jan 1 – 8

G$19,991 GYD per night
Guest favorite

Condo in Fort Walton Beach

5.0 out of 5 average rating, 29 reviews

Destin West- Bay Side, Sandpiper bldg. 501

Dec 3 – 10

G$23,608 GYD per night
Guest favorite

Guesthouse in Fort Walton Beach

5.0 out of 5 average rating, 93 reviews

Backyard Bungalow

May 2 – 9

G$23,053 GYD per night
Guest favorite

Home in Fort Walton Beach

4.98 out of 5 average rating, 41 reviews

Cheerful Guest Suite w/private entrance

Dec 26 – Jan 2

G$16,143 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.97 out of 5 average rating, 31 reviews

Gulf Side Villa 503

Sep 28 – Oct 5

G$37,405 GYD per night
Guest favorite

Apartment in Fort Walton Beach

5.0 out of 5 average rating, 10 reviews

Our Happy Place

Nov 9 – 16

G$26,655 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.97 out of 5 average rating, 91 reviews

Beach front 2/2 with gulf view.

Mar 19 – 26

G$34,582 GYD per night
Superhost

Apartment in Destin

5.0 out of 5 average rating, 3 reviews

Emerald Gem 0.7 miles from beach

Dec 12 – 19

G$19,464 GYD per night
Superhost

Condo in Fort Walton Beach

5.0 out of 5 average rating, 9 reviews

Oceanfront 1BR | Hot Tub | Pool | Steps to Beach

Nov 12 – 19

G$28,593 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.95 out of 5 average rating, 58 reviews

DestinWest Resort Kid-friendly/oceanview/Lazyriver

Nov 1 – 8

G$35,481 GYD per night

Other great vacation rentals in Okaloosa Island

Guest favorite

Condo in Fort Walton Beach

4.85 out of 5 average rating, 93 reviews

NEWLY UPDATED, WALK TO THE BEACH + PRIVATE YARD!

Nov 2 – 9

G$30,469 GYD per night
Guest favorite

Apartment in Fort Walton Beach

4.95 out of 5 average rating, 43 reviews

Entire Apartment for a memorable beach vacation!

Mar 14 – 21

G$21,411 GYD per night
Guest favorite

Condo in Destin

5.0 out of 5 average rating, 14 reviews

Gulf-Front Flr-11 Pelican Beach, Amenities Galore!

Dec 1 – 8

G$29,822 GYD per night
Guest favorite

Townhouse in Fort Walton Beach

4.79 out of 5 average rating, 47 reviews

Trendy Townhouse

Dec 11 – 18

G$24,430 GYD per night
Guest favorite

Apartment in Fort Walton Beach

4.94 out of 5 average rating, 34 reviews

Anchor Ahoy at FWB Perfect For A Beach Getaway

Dec 1 – 8

G$16,026 GYD per night
Guest favorite

Villa in Fort Walton Beach

4.97 out of 5 average rating, 73 reviews

Graceland, Heated private Pool & Billiards table

Jan 19 – 26

G$27,521 GYD per night
Guest favorite

Condo in Destin

4.93 out of 5 average rating, 96 reviews

Little Peace of Paradise with Private Beach Access

Oct 21 – 28

G$30,552 GYD per night
Guest favorite

Condo in Destin

4.92 out of 5 average rating, 83 reviews

2615 Spring Special Apr 21st ~Heated Pool~Hot Tub

Nov 30 – Dec 7

G$33,595 GYD per night
Guest favorite

Apartment in Fort Walton Beach

4.95 out of 5 average rating, 41 reviews

Come Sail Away to Our Cozy Studio at Pirates Bay

Feb 6 – 13

G$27,086 GYD per night
Guest favorite

Home in Mary Esther

4.88 out of 5 average rating, 32 reviews

Price Meets Comfort

Apr 9 – 16

G$32,018 GYD per night
Superhost

Townhouse in Fort Walton Beach

4.85 out of 5 average rating, 33 reviews

Cute little beach cottage minutes from the beach.

Sep 9 – 16

G$26,208 GYD per night
Guest favorite

Condo in Fort Walton Beach

4.92 out of 5 average rating, 38 reviews

Amazing Gulf front unit, Great view, Beach Service

Nov 19 – 26

G$38,110 GYD per night

Quick stats about vacation rentals in Okaloosa Island

Total rentals

2.4K properties

Rentals with a pool

2.2K 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

45K reviews

Nightly prices starting at

G$6,283 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 6,040 vacation rentals near Gulfarium Marine Adventure Park, over 7,050 vacation rentals near McGuire''s Irish Pub of Destin, and over 7,050 vacation rentals near HarborWalk Village, 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 1,350 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 2,250 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 1,750 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Okaloosa Island have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

  • Do townhouse rentals in Okaloosa Island have air conditioning?

    Absolutely! We offer over 20 townhouse 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 hotel rentals in Okaloosa Island?

    Experience the best of Okaloosa Island with our hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in Okaloosa Island have a gym?

    Absolutely! We offer over 1,460 condo rentals with a gym in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore