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Best Short term and Weekly rentals in Okaloosa Island, FL
Okaloosa Island, FL
06/25 – 06/28
$446/nighttotal: $1338 (3 )
79 M² Condo ∙ 1 Bedroom ∙ 6 Guests
1 3
apartment , Fort Walton Beach
This Fort Walton Beach condo, located in [Insert Specific District or Proximity to Landmark, e.g., "the Miramar Beach area, a short drive from the Eglin Air Force Base"], offers a convenient base for exploring the Emerald Coast. This 850-square-foot townhouse-style rental sleeps six guests comfortably, boasting a fully equipped kitchen, a walk-in shower, two TVs, and access to a swimming pool, sauna, and fitness center.
9.8 302 reviews
Okaloosa Island, FL
08/02 – 08/16
$250/nighttotal: $3500 (14 )
Okaloosa Island Top Floor 2br Beach Condo
1 2
apartment , Fort Walton Beach
Islander unit 707, a beachfront condo on Okaloosa Island, offers stunning Gulf of Mexico views and is located 15 minutes from VPS airport and across the bridge from downtown Fort Walton Beach, providing easy access to local attractions. This top-floor, two-bedroom apartment sleeps four guests, boasts a fully equipped kitchen, two bathrooms, a private balcony, and access to resort amenities including a pool, fitness center, and free parking.
9.9 23 reviews
Okaloosa Island, FL
07/11 – 07/13
$563/nighttotal: $1126 (2 )
Gorgeous 2br With Panoramic Water Views
2 5
apartment , Fort Walton Beach
This newly renovated 2-bedroom, 2-bathroom condo in Fort Walton Beach offers panoramic Gulf of Mexico and Bay views from its balcony, providing convenient access to the beach with provided chairs, towels, an umbrella, and a cooler. This family-friendly unit accommodates up to 5 guests and features a fully equipped kitchen, an in-unit washer and dryer, air conditioning, a swimming pool, a garden, a fitness center, and parking.
9.3 1742 reviews
Okaloosa Island, FL
08/02 – 08/16
$343/nighttotal: $4802 (14 )
Islander 4008 By Brooks And Shorey Resorts Condo
2 2
apartment , Fort Walton Beach
This beachfront apartment is located just a 2-minute walk from the main beach and 2.9 miles from Fort Walton Beach Park, offering easy access to the area's top attractions. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The property features a fully equipped kitchen, in-unit laundry, and a private balcony with stunning ocean views. Enjoy amenities such as a heated pool, a children's playground, free parking, and complimentary Wi-Fi, making this a perfect choice for families and groups seeking a comfortable and convenient vacation rental.
9.4 88 reviews
Okaloosa Island, FL
09/02 – 09/11
$246/nighttotal: $2214 (9 )
Seacrest 701ab Condo
1 2
apartment , Fort Walton Beach
This beachfront condo in Fort Walton Beach is a 5-minute walk from the main beach and close to Fort Walton Beach Park, offering easy access to the area's attractions. The condo has received excellent ratings for location, cleanliness, and overall user experience. This vacation rental features two bedrooms, comfortably accommodating up to four guests. Enjoy amenities like a fully equipped kitchen, a private balcony, free Wi-Fi, a swimming pool, a fitness center, and parking.
9.8 27 reviews
Okaloosa Island, FL
09/13 – 09/17
$268/nighttotal: $1072 (4 )
Sandpiper 508-1 Br+bunkroom Corner Condo With Amazing Views Of Lazy River And Gulf!
2 2
apartment , Fort Walton Beach
This Fort Walton Beach condo offers a direct waterfront location, a 5-minute walk from Choctawhatchee Bay and Fort Walton Beach, and near John Beasley Park and Santa Rosa Sound. This 970-square-foot apartment features two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, swimming pool, tennis court, and free Wi-Fi.
This Fort Walton Beach apartment is located in a beachside district, just 2 miles from the Fort Walton Beach Boardwalk and Gulfarium Marine Adventure Park. It has received excellent ratings for location, cleanliness, and overall user experience. This 1-bedroom, 2-bathroom condo comfortably sleeps 6 guests and includes a fully equipped kitchen, washer and dryer, and a private balcony. Enjoy access to a heated pool and hot tub, along with complimentary beach service, daily passes to local attractions, and BBQ grills.
9.4 55 reviews
Okaloosa Island, FL
09/13 – 09/17
$328/nighttotal: $1312 (4 )
Gulf-front Island Echos Condo 1e On Okaloosa Island! Free Beach Service!
2 2
apartment , Fort Walton Beach
This two-bedroom apartment is located on Okaloosa Island, just a short walk from the beach and a quick drive to Fort Walton Beach, Wayside Park, and John Beasley Park. This rental enjoys excellent user, location, and cleanliness ratings, making it a great choice for your stay. The 1100-square-foot apartment offers a fully equipped kitchen, a washer and dryer, a patio, and modern amenities. You can enjoy the on-site swimming pool, tennis court, and garden, and the property also includes access to a water park.
9.4 2454 reviews
Okaloosa Island, FL
07/23 – 07/27
$688/nighttotal: $2752 (4 )
Pelican Isle 501 By Brooks And Shorey Resorts Condo
2 7
apartment , Fort Walton Beach
Pelican Isle 407 by Brooks and Shorey Resorts is a beachfront condo located just a 4-minute walk from Fort Walton Beach's town center and 3.1 miles from Fort Walton Beach Park, offering a convenient location near attractions. The property boasts excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay. This condo features a fully equipped kitchen with a dishwasher, a private balcony for relaxation, and a heated pool for refreshing dips. Amenities include a children's playground, free private parking, free Wi-Fi, and access to a fitness center, tennis court, spa, restaurant, and garden.
9.2 130 reviews
Okaloosa Island, FL
10/12 – 10/19
$289/nighttotal: $2023 (7 )
105 Island Princess 2 Bed 2 Bath Sleeps 8 ~ Free Beach Svc
2 5
apartment , Fort Walton Beach
This 2-bedroom, 2-bathroom apartment is located on Okaloosa Island, just seven miles from Destin, offering easy access to both the Gulf of Mexico and the Intracoastal Waterway. It has received excellent ratings for user experience, location, and cleanliness. The 1090 square foot apartment comfortably accommodates up to 8 guests and includes a full kitchen, washer and dryer, and a private patio. Enjoy complimentary beach service, access to a heated pool and hot tub, and free passes to local attractions like the Gulfarium Marine Adventure Park and Big Kahuna's Water Park.
Okaloosa Island, FL
06/25 – 06/28
$239/nighttotal: $717 (3 )
Coastal Condo With Shared Pool, Beaches, Shopping
1 3
apartment , Fort Walton Beach
This Seabreeze neighborhood condo in Fort Walton Beach offers bay views and is located 0.5 miles from Okaloosa Island Beach and HarborWalk Village. This 1000 sq ft apartment accommodates up to 4 guests and features a private balcony, a fully equipped kitchen, air conditioning, and access to a swimming pool and fitness center.
9.6 4 reviews
Okaloosa Island, FL
07/12 – 07/14
$374/nighttotal: $748 (2 )
Unit #4 Waterfront + Heated Pool And Spa Access
1 2
apartment , Fort Walton Beach
This two-bedroom, one-bathroom apartment rental on Okaloosa Island is a five-minute walk from Okaloosa Island Beach and the Emerald Coast, three minutes from Shoppes at Paradise Pointe, and four minutes from the Emerald Coast Science Center. This 360-square-foot condo sleeps five, features a fully equipped kitchen, private beach access with a dock, a community pool and heated spa, and provides beach chairs, towels, and a pack 'n play.
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
9.8 26 reviews
Okaloosa Island, FL
07/12 – 07/14
$876/nighttotal: $1752 (2 )
Sea Oats 103/gulf Front/ ️Beach Service
2 2
apartment , Fort Walton Beach
This ground-floor condo is located on Okaloosa Island in Fort Walton Beach, Florida, directly on the Gulf of Mexico, offering private beach access and proximity to restaurants like Stewby's and Aj's Seafood. This 1,040-square-foot unit sleeps eight guests in three bedrooms and two bathrooms, boasting a fully equipped kitchen, in-unit laundry, and access to a heated pool, hot tubs, fitness center, and exclusive pontoon boat rental.
9.0 57 reviews
Okaloosa Island, FL
10/12 – 10/19
$223/nighttotal: $1561 (7 )
Av42-luxury Ocean Front Paradise - 2 Bed/2bath With Pool
2 5
apartment , Fort Walton Beach
This oceanfront condo rental in Fort Walton Beach offers easy access to Santa Rosa Sound, Okaloosa Island Beach, and Fort Walton Beach, all within a 5-minute walk, and is less than 2 miles from the Destin-Fort Walton Beach Convention Center and Ross Marler Park. The two-bedroom, two-bathroom unit sleeps seven guests comfortably, featuring a fully equipped kitchen, free WiFi, a swimming pool, and a convenient location for exploring nearby attractions.
9.7 134 reviews
Okaloosa Island, FL
08/02 – 08/16
$293/nighttotal: $4102 (14 )
Easy Access! Step Off Your Patio & Into The Pool / Steps To Beach / Ocean View!
1 2
apartment , Fort Walton Beach
This beachfront condo in Fort Walton Beach, Florida offers direct access to Okaloosa Island Beach and is within two miles of Wayside Park and the Emerald Coast Convention Center. The 810-square-foot unit features one bedroom, two bathrooms, a fully equipped kitchen, in-unit laundry, and access to a swimming pool, spa, and fitness center; it comfortably sleeps a family and provides easy access to area attractions.
9.8 55 reviews
Okaloosa Island, FL
07/13 – 07/19
$513/nighttotal: $3078 (6 )
4 Br 2ba Home Patio, Great Boat & Trailer Parking
4 7
apartment , Fort Walton Beach
This Fort Walton Beach waterfront home, perfectly situated 8 minutes from Okaloosa Island Beach Access and 5 minutes from a boat launch, provides easy access to area attractions like Target and Destin's Crab Island (under 30 minutes away). The newly renovated 4-bedroom, 2-bathroom house sleeps 10 guests and features a fully equipped kitchen, in-unit laundry, free WiFi, smart TVs, a private fenced patio with grill, and ample parking for cars, trucks, RVs, boats, and trailers.
Best Okaloosa Island, FL lodging with a balcony
9.6 391 reviews
Okaloosa Island, FL
08/23 – 08/27
$334/nighttotal: $1336 (4 )
Island Princess 507
2 2
apartment , Fort Walton Beach
This beachfront condo is in the heart of Fort Walton Beach, just a short walk from the beach and within easy reach of parks, restaurants, and shops. Guests consistently rate this rental excellent for location, cleanliness, and overall experience. The 1350 square foot rental has three bedrooms and a sofa bed, making it ideal for families or groups. Enjoy the amenities, including a swimming pool, jacuzzi, fitness center, tennis court, and a restaurant, all while relaxing in a comfortable and convenient home base for exploring Fort Walton Beach.
This beachfront condo on Okaloosa Island in Fort Walton Beach offers stunning Gulf views and is conveniently located near HarborWalk Village and Big Kahuna's Water and Adventure Park. This 1,070-square-foot apartment features two bedrooms, two bathrooms, a spacious kitchen, and a wrap-around balcony with 270-degree views, accommodating up to six guests with amenities including a community pool and free beach service (March-October, for stays of 14 days or less).
9.4 59 reviews
Okaloosa Island, FL
08/23 – 08/27
$258/nighttotal: $1032 (4 )
Seacrest 710 Condo
2 2
apartment , Fort Walton Beach
SeaCrest 710 condo, a beachfront property in Fort Walton Beach, offers direct beach access and is a short walk from the city's attractions, including Fort Walton Beach Park (3.2 miles away) and the Emerald Coast Convention Center (2.2 miles away). This 890-square-foot apartment features a fully equipped kitchen, private balcony with potential ocean views, free Wi-Fi, and amenities such as a swimming pool and fitness center, perfect for families and pet owners.
10 1 review
Okaloosa Island, FL
06/25 – 06/28
$692/nighttotal: $2076 (3 )
74 M² Condo ∙ 1 Bedroom ∙ 6 Guests
1 3
apartment , Fort Walton Beach
This beachfront condo on Okaloosa Island offers direct Gulf-front views and is a short walk to the Gulfarium Marine Adventure Park and Okaloosa Island Fishing Pier, located less than a mile from The Boardwalk. This 800-square-foot apartment sleeps up to six guests and features a full kitchen, private balcony, in-unit laundry, and access to two ocean-side swimming pools and a fitness center.
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 to do! You could spend a day at the beach, of course – Okaloosa Island boasts some of the most beautiful beaches in Florida. Consider visiting the Gulfarium Marine Adventure Park for dolphin shows and sea lion exhibits. For a bit of history, check out the Okaloosa Island Fishing Pier, a great spot for fishing or simply enjoying the views. If you have kids, the Destin Harbor Boardwalk is a short drive away and offers family-friendly entertainment. You might also want to rent bikes and explore the scenic paths along the island.
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?
With a month, you can really explore! Besides the beaches and the Gulfarium, you'll have time for day trips. Consider a visit to Destin, just a short drive away, for upscale shopping and dining. Explore the natural beauty of Henderson Beach State Park, known for its stunning dunes and boardwalk. For a change of pace, head to Fort Walton Beach for its historical sites and vibrant atmosphere. You could even take a boat trip to see dolphins in their natural habitat. And don't forget to relax on the beach – a month gives you plenty of time to soak up the sun.
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's natural cycles are more about the Gulf of Mexico than vibrant fall foliage. You won't see cherry blossoms, but you might witness nesting sea turtles during certain times of the year (check with local conservation groups for specific dates and responsible viewing guidelines). The area experiences milder winters and warmer summers, with the peak tourist season being during the summer months.
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 connect with locals, try visiting some of the smaller, locally-owned restaurants and shops. Many of the businesses are family-run, and you might strike up a conversation with the owners. Attend a local event – check community calendars for festivals or farmers' markets. The laid-back atmosphere makes it easy to chat with people. You can also try fishing charters; many local captains are happy to share their knowledge of the area and its history.
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, the area's focus is on outdoor recreation and water activities. You can find various opportunities for fishing charters, kayaking tours, and paddleboarding lessons, which offer a hands-on experience of the local environment. Many art galleries in nearby Destin feature local artists' work.
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 less-crowded sections of the beach, particularly during the off-season. Look for hidden coves and inlets along the shoreline. The quieter residential areas offer a glimpse into the local life, away from the main tourist attractions. Consider exploring the nature trails near Henderson Beach State Park for a more secluded experience.
What are the most popular festivals on Okaloosa Island, Florida?
Okaloosa Island itself doesn't host large-scale, named festivals. However, nearby Destin and Fort Walton Beach have various events throughout the year. Check local event listings for specific dates and details. Many events revolve around the area's coastal lifestyle and seafood.
Where should you try the best local food on Okaloosa Island, Florida?
For the best local seafood, try a restaurant on the Okaloosa Island Fishing Pier. Many restaurants near the beach offer fresh catches of the day. Explore the smaller, family-owned restaurants away from the main tourist areas for a more authentic taste of local cuisine. Look for places with outdoor seating for a true island vibe.
Nearby regions
Best Okaloosa Island, FL lodging with a kitchen
9.6 27 reviews
Okaloosa Island, FL
07/19 – 07/25
$357/nighttotal: $2142 (6 )
2 Bedroom, Walk To The Beach! Sleeps 6, Outdoor Games And Yard Space!
3 4
apartment , Fort Walton Beach
This vacation rental is just a short walk from the beautiful beaches of Okaloosa Island and Fort Walton Beach, offering easy access to the white sands and turquoise waters. It's also close to the Boardwalk on Okaloosa Island, offering shops, restaurants, and entertainment. Guests have consistently rated this property as excellent. The 1000 square foot home features two bedrooms, two bathrooms, and can comfortably accommodate up to seven guests. You'll enjoy a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, a spa, parking, and free Wi-Fi.
9.1 317 reviews
Okaloosa Island, FL
07/17 – 07/20
$405/nighttotal: $1215 (3 )
Gulf-front Condo With Heated Pool, Fitness Room & Beach Chairs - Close To Dining
1 2
apartment , Fort Walton Beach
This beachfront Fort Walton Beach condo offers stunning Okaloosa Island Beach views and is a short 5-minute walk to the beach, within 2 miles of Ross Marler Park and the Destin-Fort Walton Beach Convention Center. The 2-bedroom condo, featuring a sofa bed, fully equipped kitchen (refrigerator, oven, stovetop, microwave, dishwasher), private balcony, and access to a pool, tennis courts, fitness center, and parking, comfortably sleeps up to [Number of guests, if available].
Okaloosa Island, FL
06/25 – 06/28
$446/nighttotal: $1338 (3 )
79 M² Condo ∙ 1 Bedroom ∙ 6 Guests
1 3
apartment , Fort Walton Beach
This townhouse-style condo is located in Fort Walton Beach, offering easy access to local attractions and the beach. This 850 sq ft unit features a townhouse layout with sleeping for up to 6 guests, including two full DP beds and a sleeper sofa, and offers amenities such as a full kitchen, air conditioning, a swimming pool, and a fitness center.
10 2 reviews
Okaloosa Island, FL
06/25 – 06/28
$364/nighttotal: $1092 (3 )
Cozy Coastal Condo, Dog Friendly, Gulf View And Close To Beach Access
2 3
apartment , Fort Walton Beach
This condo is located in the Okaloosa Island district of Fort Walton Beach, a short walk from Okaloosa Island Beach and Fort Walton Beaches, and approximately 1 mile from Big Kahuna's Water and Adventure Park. This 750 sq ft, 2-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a fully equipped kitchen, private balcony with ocean views, direct beach access, and is a dog-friendly rental.
Neighborhoods and points of interest in Okaloosa Island, FL
Best Okaloosa Island, FL lodging with laundry available
10 1 review
Okaloosa Island, FL
07/13 – 07/19
$700/nighttotal: $4200 (6 )
Island Princess 100*summer Early Booking Discounts
3 7
apartment , Fort Walton Beach
This three-bedroom, three-bathroom Gulf-front condo is located on Okaloosa Island in Fort Walton Beach, offering direct beach access and proximity to attractions like the Gulfarium Marine Adventure Park. This spacious rental sleeps eleven, features an open-plan kitchen and living area, a private balcony, and includes free daily admission to select Fort Walton Beach attractions (up to $580 value).
9.8 1114 reviews
Okaloosa Island, FL
09/13 – 09/17
$359/nighttotal: $1436 (4 )
Waterscape Resort By Tufan
1 2
aparthotel , Fort Walton Beach
Waterscape Resort by Tufan is located in Fort Walton Beach, just a short walk from the beach and close to the Emerald Coast Convention Center. This aparthotel has excellent ratings for location, cleanliness, and overall experience. The resort offers one-bedroom apartments that can comfortably accommodate up to six guests. Amenities include a swimming pool, hot tub, fitness center, water park, and a playground, ensuring fun for all ages.
Okaloosa Island, FL
07/11 – 07/25
$294/nighttotal: $4116 (14 )
Beachfront Stay With Pool Access Bluefish 4
1 2
apartment , Fort Walton Beach
This beachfront Fort Walton Beach rental, Bluefish 4, offers direct beach access and is a short walk from the Emerald Coast Convention Center, 1.8 miles from Fort Walton Beach Park, and 3 miles from Okaloosa Island. This 870-square-foot unit features one bedroom, one bathroom, sleeps five, includes a fully equipped kitchen with dishwasher, in-unit laundry, and free Wi-Fi, plus access to a community swimming pool.
9.8 117 reviews
Okaloosa Island, FL
07/12 – 07/17
$592/nighttotal: $2960 (5 )
Sublime Luxe Retreat + Free Beach Service
1 3
apartment , Fort Walton Beach
This beachfront condo on Okaloosa Island in Fort Walton Beach offers direct Gulf of Mexico access and sweeping ocean views, just a short drive from Destin's dining, shopping, and fishing charters. This one-bedroom, one-bathroom apartment accommodates up to six guests and features a recently updated interior, a fully equipped kitchen with a unique milkshake machine, complimentary seasonal beach service, and access to resort amenities including two gulf-front pools and a fitness center.
