Find short term rentals in Okaloosa Island, FL at the best prices
5116 available short term rental offers
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Best Short term and Weekly rentals in Okaloosa Island, FL
9.2 96 reviews
Okaloosa Island, FL
02/09 – 11/09
$308/nighttotal: $2772 (9 )
Convenient Studio Oceanfront 3rd-floor | Balcony
1 2
apartment , Fort Walton Beach
This studio flat is situated directly on the Gulf coast in Fort Walton Beach, offering direct beach access and a 7-kilometre drive to the Destin Harbor Boardwalk, with kiteboarding rentals located 3 kilometres away. This well-appointed flat accommodates up to four guests, boasting a private balcony with gulf views, complimentary beach service, a shared gulf-front swimming pool, and on-site amenities including a community gym and free parking for two vehicles.
8.9 25 reviews
Okaloosa Island, FL
31/07 – 03/08
$568/nighttotal: $1704 (3 )
Oceanfront, 3rd-floor 2br | Hot Tub | Pool
2 6
apartment , Fort Walton Beach
This beachfront condominium in Fort Walton Beach offers direct access to Okaloosa Island's white sands and ocean views from its furnished balcony, providing an excellent location on the Gulf Coast. This two-bedroom, two-bathroom apartment sleeps up to six guests and features a fully equipped kitchen, air conditioning, complimentary WiFi, a communal swimming pool, and seasonal beach service.
9.4 40 reviews
Okaloosa Island, FL
19/09 – 27/09
$398/nighttotal: $3184 (8 )
Heron 502-bay Front Condo-upscale Interior-2 King Suites-bch Svc Included
3 9
apartment , Fort Walton Beach
This waterfront apartment is located in Fort Walton Beach, Florida, within a 1.6 kilometre walk of Choctawhatchee Bay and John Beasley Park. The 165 square metre apartment offers a comfortable space for up to 10 guests, and features a fully equipped kitchen, a terrace, and a garden, as well as access to a swimming pool, Jacuzzi, and fitness centre.
10 63 reviews
Okaloosa Island, FL
23/08 – 27/08
$276/nighttotal: $1104 (4 )
Gulfside Gem V306 (Heated Pool & Hot Tubs)
1 2
apartment , Fort Walton Beach
This one-bedroom flat is situated directly on the Gulf of Mexico within Destin West Resort, offering a prime beachfront location just steps from sugar-white sands and emerald waters, and within walking distance of local restaurants and entertainment. Guests can enjoy a private balcony with Gulf views, a full-size kitchen, complimentary Wi-Fi and parking, and access to resort amenities including multiple swimming pools, a lazy river, and a fitness centre, making it ideal for up to four guests seeking an Emerald Coast getaway.
9.4 88 reviews
Okaloosa Island, FL
23/08 – 27/08
$368/nighttotal: $1472 (4 )
Seacrest 701ab Condo
1 2
apartment , Fort Walton Beach
This beachfront flat is located just 500 metres from the town centre and 5.1 kilometres from Fort Walton Beach Park, offering a convenient base for exploring the area. It has received excellent ratings for location, cleanliness and user experience. The property features two bedrooms and two bathrooms, providing comfortable accommodation for up to four guests. Amenities include a fully equipped kitchen, private parking, a swimming pool, a terrace, a garden, a fitness centre and free Wi-Fi.
9.3 50 reviews
Okaloosa Island, FL
23/07 – 27/07
$802/nighttotal: $3208 (4 )
116 M² Apartment ∙ 2 Bedrooms ∙ 8 Guests
2 7
apartment , Fort Walton Beach
Pelican Isle condo 611, a penthouse apartment in Fort Walton Beach, Florida, boasts breathtaking Gulf of Mexico views and direct beach access via a boardwalk, close to Okaloosa Pier. This 115 square metre (1238 square foot) luxury flat sleeps eight guests in two bedrooms and two bathrooms, featuring a fully equipped kitchen, large balcony, and access to resort amenities including a heated pool (seasonal), spa, fitness centre, and barbecue area; free daily dolphin cruises and snorkelling excursions (seasonal) are also offered.
9.6 28 reviews
Okaloosa Island, FL
23/07 – 27/07
$457/nighttotal: $1828 (4 )
Family Retreat W Yard, Mins To Beach, Convention Center, Af Base. No Clean Fee !
3 7
apartment , Fort Walton Beach
This three-bedroom Fort Walton Beach holiday home enjoys a prime seafront location, less than 3.2km from Liza Jackson Park, Fort Walton Beach, and Towncrest Shopping Centre. Sleeping seven guests, this property boasts a private fenced garden, swimming pool, jacuzzi, and free Wi-Fi, alongside a fully equipped kitchen and convenient proximity to the Emerald Coast Science Centre and Santa Rosa Mall (both within 4.8km).
9.8 169 reviews
Okaloosa Island, FL
02/08 – 16/08
$480/nighttotal: $6720 (14 )
Beautiful Okaloosa Island 2br Beach House Retreat
2 2
apartment , Fort Walton Beach
This two-bedroom beach house is located on Okaloosa Island, a short walk from the white sands of the Gulf of Mexico and situated in a peaceful residential area. The 93 square metre property features a fully equipped kitchen, a comfortable living room with a 65-inch smart TV, and a backyard leading to a boardwalk, offering a serene space to enjoy the island air and watch the Wednesday night fireworks display.
9.3 3 reviews
Okaloosa Island, FL
13/07 – 19/07
$818/nighttotal: $4908 (6 )
Surf Dweller 412 By Alicia Hollis Rental Free Adve
2 7
apartment , Fort Walton Beach
This two-bedroom condominium offers a prime location on the Panhandle's most desirable beach in Fort Walton Beach, situated within 500 metres of several dining establishments, a liquor store, and a convenience store. This spacious fourth-floor end unit boasts a 30-foot private balcony with Gulf of Mexico views, accommodates up to eight guests, and features a fully equipped kitchen, an in-unit laundry, air conditioning, a swimming pool, a garden, and a fitness centre.
9.8 96 reviews
Okaloosa Island, FL
13/09 – 17/09
$208/nighttotal: $832 (4 )
West Destin -Sandy Suns 2 Br So Cute-pets Allowed
1 2
apartment , Fort Walton Beach
This Fort Walton Beach condo is situated a short walk from the beach, a short drive from the town centre, and 8 km from Crab Island. The two-bedroom, one-bathroom apartment sleeps six, features a fully equipped kitchen, free Wi-Fi, and access to building grounds offering sound-side sunset views; parking is also available.
This coastal studio apartment in Fort Walton Beach is located on Okaloosa Island, offering direct access to white sandy beaches and emerald waters, situated a short drive from Destin's HarborWalk Village and attractions such as Big Kahuna's Water and Adventure Park. The 45-square-meter flat accommodates up to four guests and features a fully equipped kitchen, a private balcony with Gulf views, and access to resort amenities including swimming pools, fitness centre, and sports courts, with on-site parking for two vehicles.
10 18 reviews
Okaloosa Island, FL
19/07 – 25/07
$547/nighttotal: $3282 (6 )
Beach Getaway: Custom Remodel! Updated Pricing!
1 4
apartment , Fort Walton Beach
This beachfront flat in Fort Walton Beach boasts direct bay access with a private dock, offering stunning dolphin views and easy beach access via a private walkway. The two-bedroom, two-bathroom property sleeps six, includes a fully equipped kitchen, swimming pool, Jacuzzi, and parking, and is ideally located for exploring the area's attractions and watersports such as kayaking.
Best family friendly Okaloosa Island, FL Short term rentals
Among the 5116 accommodations in Okaloosa Island, FL, here are the 4 best family friendly rentals
This beachfront Fort Walton Beach condo is situated a short 1.6km walk from Wayside Park, the Okaloosa Island Boardwalk, and Fort Walton Beach, with John Beasley Park and Santa Rosa Sound also within easy reach. This 90 square metre apartment boasts one bedroom, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and access to a swimming pool, Jacuzzi, and fitness centre.
9.2 565 reviews
Okaloosa Island, FL
19/09 – 27/09
$466/nighttotal: $3728 (8 )
Destin West Bayside Heron 507- A Wave From It All
3 9
aparthotel , Fort Walton Beach
Osprey 505 is conveniently located just 1.1km from Fort Walton Beach, within walking distance of the Emerald Coast Convention Centre and Fort Walton Beach Park. Guests have consistently rated this apartment highly for its location, cleanliness, and overall experience. The apartment has three bedrooms, making it ideal for families or groups of friends. It offers a range of amenities, including a fully equipped kitchen, a private balcony, free Wi-Fi, a swimming pool, a jacuzzi, and a fitness centre.
Okaloosa Island, FL
12/07 – 14/07
$552/nighttotal: $1104 (2 )
103 M² Apartment ∙ 2 Bedrooms ∙ 8 Guests
2 2
apartment , Fort Walton Beach
This beachfront condominium is located on Okaloosa Island, Fort Walton Beach, offering direct access to the Gulf of Mexico and proximity to The Boardwalk and Okaloosa Island Pier. This 103 square metre apartment accommodates up to 8 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, complimentary beach service, and exclusive guest benefits including discounts on boat rentals and pickleball court access.
9.2 100 reviews
Okaloosa Island, FL
25/06 – 28/06
$716/nighttotal: $2148 (3 )
83 M² Apartment ∙ 1 Bedroom ∙ 6 Guests
1 3
apartment , Fort Walton Beach
Emerald Towers West 1004 is a beachfront ground-floor condo in Fort Walton Beach, Florida, offering direct access to the boardwalk. This 83 square metre (893 square feet) apartment boasts a spacious open-plan layout sleeping up to six guests, complete with a fully equipped kitchen, private balcony, and access to free amenities including parking, Wi-Fi, beach service, daily golf, dolphin cruises, and snorkeling excursions (seasonal).
Best Okaloosa Island, FL lodging with a balcony
9.8 30 reviews
Okaloosa Island, FL
23/07 – 27/07
$1119/nighttotal: $4476 (4 )
Sea Oats 605/gulf Front/ ️Beach Service
2 7
apartment , Fort Walton Beach
This beachfront Fort Walton Beach condo, a five-minute walk from Okaloosa Island Beach and Fort Walton Beach, offers direct beach access and is within 1.6km of Santa Rosa Sound and Ross Marler Park. The 95 square metre apartment sleeps eight guests in three bedrooms and two bathrooms, boasting a fully equipped kitchen, free Wi-Fi, a swimming pool, jacuzzi, and tennis court, alongside other amenities.
9.6 54 reviews
Okaloosa Island, FL
23/07 – 27/07
$1078/nighttotal: $4312 (4 )
Book Me Baby! How About A Slice Of Keylime Pie? ~ Waterscape A521
2 7
apartment , Fort Walton Beach
This Fort Walton Beach apartment, a short 0.8km stroll from Okaloosa Island Beach and Fort Walton Beach, offers easy access to Ross Marler Park and Santa Rosa Sound within 1.6km. The two-bedroom, 8-guest property features a fully equipped kitchen, 2.5 bathrooms, a washing machine, fitness centre access, and parking, ensuring a comfortable stay near the beach.
This beachfront Fort Walton Beach condo, steps from Okaloosa Island Beach and within a 2.4km radius of Santa Rosa Sound and Ross Marler Park, offers direct beach access and proximity to local attractions. The 71 square metre apartment features one bedroom, a sofa bed sleeping up to six guests, a fully equipped kitchen including a dishwasher, 1.5 bathrooms, and a balcony; on-site amenities include a swimming pool, spa, fitness centre, and tennis court.
8.5 42 reviews
Okaloosa Island, FL
20/07 – 24/07
$523/nighttotal: $2092 (4 )
Island Princess #600
1 2
apartment , Fort Walton Beach
This apartment is located on Okaloosa Island, just a short walk from the beach and within easy reach of Wayside Park and John Beasley Park. The apartment has received very good user ratings for its location and overall quality, with a good rating for cleanliness. The apartment has two bedrooms and a sofa bed, making it suitable for families or groups of friends. Guests can enjoy a private pool, a Jacuzzi, a terrace, and a garden, as well as access to a fitness centre and spa.
Frequently Asked Questions about short term rentals in Okaloosa Island, FL
What attractions should you visit during a week-long stay on Okaloosa Island, Florida?
A week on Okaloosa Island offers plenty! Spend a day at the beach, of course – Okaloosa Island boasts some of the most beautiful beaches in Florida. Visit the Gulfarium Marine Adventure Park for dolphin shows and sea lion encounters. Explore the shops and restaurants at the Boardwalk on Okaloosa Island. Consider a day trip to Destin, just a short drive away, for more shopping and dining options. For a relaxing afternoon, try kayaking or paddleboarding in the calm waters of the Gulf. Don't miss a sunset stroll along the beach – it's truly spectacular.
What are the best short term rentals in Okaloosa Island, FL?
What attractions should you visit when you spend a month on Okaloosa Island, Florida?
A month gives you time for everything! In addition to the week-long suggestions, explore Fort Walton Beach, which offers a different vibe and has the Air Force Armament Museum for aviation enthusiasts. Rent bikes and explore the scenic paths along the coast. Take a fishing charter for a day of deep-sea fishing. Visit the Henderson Beach State Park in Destin for a change of scenery. Spend some time exploring the local art galleries and boutiques. Consider a day trip to Navarre Beach for a quieter beach experience. With a month, you can really get to know the area at your own pace.
What are the best short term rentals with a pool in Okaloosa Island, FL?
Can visitors to Okaloosa Island, Florida witness any unique natural cycles, like cherry blossom season or autumn colors?
Okaloosa Island doesn't experience the vibrant autumn colors of the northern states or the cherry blossoms of Japan. The area's natural beauty lies in its consistently warm climate, beautiful beaches, and the abundant wildlife of the Gulf of Mexico. You'll see plenty of coastal birds and possibly even dolphins playing in the waves.
What are the best short term rentals with a jacuzzi in Okaloosa Island, FL?
What are the most meaningful ways to engage with locals and discover the culture on Okaloosa Island, Florida?
To engage with locals, try visiting some of the smaller, family-owned restaurants and shops. Chat with the staff – they often have great recommendations and insights into the area. Attend a local event or festival if one is happening during your visit. The atmosphere at events like the annual Fourth of July fireworks show is a great way to experience the local community spirit. Simply striking up conversations with people you meet on the beach or in local businesses can also lead to interesting interactions and cultural discoveries.
What are the best short term rentals for families and kids in Okaloosa Island, FL?
Are there any distinctive cultural activities or hands-on workshops on Okaloosa Island, Florida?
Okaloosa Island doesn't have a large number of dedicated cultural workshops. However, many local art galleries may offer classes or demonstrations. Check local listings for events and festivals; these sometimes include craft demonstrations or hands-on activities. The area's focus is mainly on outdoor recreation and beach activities.
What are some secret spots or hidden treasures to visit on Okaloosa Island, Florida?
While Okaloosa Island is relatively well-known, some quieter spots exist. Explore the quieter parts of the beach away from the main crowds. Look for small, unassuming local restaurants away from the main tourist areas for authentic seafood. The natural dunes and undeveloped areas along the coast can offer a sense of seclusion if you explore responsibly and respectfully of the environment. Always be mindful of private property and environmental protection regulations.
What should not be left out of your suitcase if you are going to Okaloosa Island, Florida?
Pack plenty of sunscreen, sunglasses, and a hat for sun protection. Bring swimwear, beach towels, and comfortable walking shoes. Don't forget insect repellent, especially if you plan on spending time outdoors in the evenings. A reusable water bottle is essential, given the warm climate. Remember light clothing suitable for warm weather.
What are the most popular festivals on Okaloosa Island, Florida?
Okaloosa Island's main events often revolve around the Fourth of July with a large fireworks display. The area also hosts smaller, local events throughout the year, but these are not always consistent. It's best to check local event listings closer to your travel dates for the most up-to-date information on specific festivals and events.
Where should you try the best local food on Okaloosa Island, Florida?
For the best local seafood, explore the restaurants along the Okaloosa Island Boardwalk. Many offer fresh catches of the day. Look for smaller, family-owned restaurants away from the main tourist areas; these often have more authentic and less expensive options. Don't be afraid to ask locals for their favorite spots – they're usually happy to share their recommendations.
Nearby regions
Best Okaloosa Island, FL lodging with a kitchen
9.1 62 reviews
Okaloosa Island, FL
13/09 – 17/09
$297/nighttotal: $1188 (4 )
Chic Fort Walton Condo ~ 2 Blocks To Beach!
2 2
house , Fort Walton Beach
This Fort Walton Beach condo is situated just 0.3km from the shoreline and a 6-minute walk from the main beach area, also within 2.4km of the Emerald Coast Science Center and 4.8km from Okaloosa Island. The 107-square-metre apartment sleeps four, offering two bedrooms, a fully equipped kitchen with dishwasher, in-unit laundry, air conditioning, a private balcony, free Wi-Fi, and cable TV.
9.4 38 reviews
Okaloosa Island, FL
11/07 – 13/07
$469/nighttotal: $938 (2 )
The Blue Bungalow
1 5
apartment , Fort Walton Beach
This two-bedroom, two-bathroom flat in Destin offers a central base, situated within 500 metres of local eateries and shops, and a short drive to the public beaches and coastal excursions of Fort Walton Beach. This pet-friendly apartment accommodates up to six guests and includes a fully fenced garden, air conditioning, internet, and parking with space for boats, making it ideal for families and small groups seeking a relaxing beach holiday.
Okaloosa Island, FL
23/07 – 27/07
$566/nighttotal: $2264 (4 )
Cozy Coastal Condo With Shared Pool, Wifi And Beach Access
2 7
apartment , Fort Walton Beach
This flat is situated in the Okaloosa Island district of Fort Walton Beach, providing direct access to the beach and being approximately 1.5 kilometres from Big Kahuna's Water and Adventure Park. This 91 square metre apartment accommodates up to eight guests with two bedrooms, one bathroom, a fully equipped kitchen, a living area featuring a sofa bed, and a balcony, with an outdoor swimming pool and basketball court available for use.
8.8 100 reviews
Okaloosa Island, FL
16/07 – 19/07
$588/nighttotal: $1764 (3 )
Cozy Beachfront Condo With Beach Setup - Near Shopping
1 1
apartment , Fort Walton Beach
This beachfront Fort Walton Beach apartment, a five-minute walk from Okaloosa Island Beach and within 3.2 kilometres of Santa Rosa Sound and Ross Marler Park, offers direct beach access and proximity to local attractions. The 73-square-metre flat sleeps four, boasting a fully equipped kitchen, swimming pool, fitness centre, tennis court, parking, and a terrace; a washing machine and sofa bed add to its convenience.
Best Okaloosa Island, FL lodging with laundry available
9.7 109 reviews
Okaloosa Island, FL
02/08 – 16/08
$248/nighttotal: $3472 (14 )
Across St White Sandy Beach- Eatery & Goofy Golf
2 2
apartment , Fort Walton Beach
This beachfront apartment in Fort Walton Beach, Florida, enjoys a central location, steps from the beach and within walking distance of numerous restaurants and bars. The 2-bedroom, 1-bathroom flat sleeps 5 guests and features a semi-private patio, free Wi-Fi, a small washer/dryer combo, and a shared fenced backyard; a Smart TV with access to streaming services (user accounts required) is also provided.
This three-bedroom apartment is situated on Okaloosa Island, just a 2.4 kilometre walk from the Okaloosa Island Beach and Boardwalk and a 15-minute drive from Fort Walton Beach. The property boasts a range of amenities including a swimming pool, a Jacuzzi, a terrace, a garden, a fitness centre, a tennis court, and parking, making it an ideal choice for families or groups of up to 10 guests looking for a comfortable and convenient base for exploring the area.
9.3 237 reviews
Okaloosa Island, FL
12/10 – 19/10
$512/nighttotal: $3584 (7 )
Islander 3004 By Brooks And Shorey Resorts Condo
2 5
apartment , Fort Walton Beach
This beachfront flat is located in Fort Walton Beach, just 4.7 kilometres from Fort Walton Beach Park and a short walk from the main beach. It has received excellent reviews from previous guests. The accommodation features a fully equipped kitchen with a dishwasher and oven, a washing machine and dryer, and a private patio. Guests can enjoy a range of amenities including a heated swimming pool, a fitness room, and a playground, as well as free Wi-Fi and parking.
10 2 reviews
Okaloosa Island, FL
25/06 – 28/06
$509/nighttotal: $1527 (3 )
Cozy Coastal Condo, Dog Friendly, Gulf View And Close To Beach Access
2 3
apartment , Fort Walton Beach
This two-bedroom flat in the Okaloosa Island district of Fort Walton Beach offers direct access to the beach, with Okaloosa Island Beach and Fort Walton Beaches within walking distance and Big Kahuna's Water and Adventure Park just 1.6 kilometres away. This 70 square metre apartment accommodates up to four guests and includes a fully equipped kitchen, air conditioning, and a balcony with gulf views, with provided towels, linens, and beach gear complementing the outdoor shower for post-beach convenience.
