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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 house rentals

Guest favorite
A spacious dining area features a large wooden table flanked by black chairs, accommodating multiple guests. Bright blue stools are positioned at the kitchen counter. Nautical-themed artwork adorns the walls, enhancing the beach house ambiance.
Home in Miramar Beach
4.98 out of 5 average rating, 134 reviews

Family-Friendly Beach House Steps to the Sand15

Superhost
A serene beach scene is captured, showcasing soft white sand meeting gentle blue waves. People are seen enjoying the beach, with some lounging on the sand while others stroll along the shore. The clear sky adds to the tranquil atmosphere of the coastal setting.
Home in Destin
4.82 out of 5 average rating, 137 reviews

Charming Beach Cottage with Private Beach Gate

Guest favorite
A bright living area is furnished with a green leather sofa and matching armchair, surrounded by large windows that allow natural light. A wooden dining table complements the space, which features light-colored walls and a light-toned floor. Ceiling fans are present for comfort.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 118 reviews

3 Bd, 3 Bth, Serene Location

Guest favorite
A large lagoon-style pool is surrounded by palm trees and beautiful rock features. The clear blue water sparkles under the sun, creating a refreshing atmosphere. The image also includes a glimpse of the property, showcasing its charming exterior with well-manicured landscaping.
Home in Destin
4.89 out of 5 average rating, 105 reviews

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

Superhost
A spacious living room is present, featuring a comfortable sofa and a coffee table. The wall behind the sofa is decorated with a scenic beach mural, depicting a shoreline with palm trees and soft waves. A flat-screen TV is mounted on the opposite wall.
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
A three-story house is shown surrounded by lush greenery and palm trees. A set of wide stairs leads to the entrance, framed by well-kept plants. The exterior features light green siding and multiple balconies, creating a welcoming and vibrant coastal aesthetic.
Home in Santa Rosa Beach
4.8 out of 5 average rating, 106 reviews

Above the Palms, spacious, walk to beach, sleeps 8

Guest favorite
A well-lit living area features a comfortable gray sofa with decorative pillows and a tan couch. A large piece of wall art depicting a serene landscape hangs above a dark ottoman. The open layout connects to the dining area, visible in the background.
Home in Santa Rosa Beach
4.96 out of 5 average rating, 121 reviews

Sunny beaches on 30a

Guest favorite
The outdoor area features a non-heated swimming pool surrounded by a concrete patio. A small table with chairs is positioned nearby, offering a space for relaxation. Lush greenery provides shade, and a seating area with chairs is visible on the lawn.
Home in Fort Walton Beach
4.9 out of 5 average rating, 244 reviews

#1 4BR huge PET Friendly Home away from SNOW!

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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
A spacious living area features light-colored walls and warm wood flooring. A comfortable blue sofa is placed opposite two beige armchairs, with a small side table beside each. Large windows are adorned with sheer curtains, allowing natural light to fill the room.
Condo in Fort Walton Beach
4.83 out of 5 average rating, 184 reviews

Affordable Beach Vacation for Renovation Pricing

Superhost
The exterior of a two-story cottage is depicted, showcasing light blue siding under a clear sky. The structure features multiple windows, a decorated entrance with a white staircase, and a tower section that adds architectural interest. Surrounding landscaping includes low shrubs and walkways.
Home in Santa Rosa Beach
4.9 out of 5 average rating, 196 reviews

Gone To The Beach - Fabulous Beach House on 30A

Superhost
A private balcony offers two adirondack chairs alongside a compact dining table. A grill is positioned on the edge, with a view of the sandy beach and the Gulf waters just beyond. The horizon features soft waves breaking against the shore.
Guest suite in Miramar Beach
4.77 out of 5 average rating, 110 reviews

Sticks In The Sand Unit #7B Studio w-Private Beach

Superhost
Home in Destin
5 out of 5 average rating, 4 reviews

Dolphin Daze -Walk to Beach! Unit B

Guest favorite
An aerial view captures the vibrant landscape, highlighting the turquoise waters of the Gulf coast and the sandy beach. The layout includes several buildings, parking areas, a heated pool, and private beach access, demonstrating convenient proximity to recreational facilities.
Condo in Miramar Beach
4.85 out of 5 average rating, 151 reviews

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

Guest favorite
A wooden outdoor bar with four high-backed stools overlooks the beach. The turquoise waters of the Gulf stretch across the horizon, with soft, white sand in the foreground. A clear blue sky and gentle wave patterns create a serene coastal view.
Townhouse in Miramar Beach
4.91 out of 5 average rating, 101 reviews

šŸ¦©Beach Please šŸ– Waterfront šŸŒ“Private Beach šŸ

Guest favorite
Home in Fort Walton Beach
5 out of 5 average rating, 11 reviews

Vacation Dream-Pool&Beach Access

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Okaloosa Island cottage rentals

Guest favorite
A staircase with wooden railing leads to an upper level, complemented by a vibrant plant mural on the wall. The kitchen area features modern appliances, including a stove and refrigerator, with light cabinets and a tiled backsplash. Natural light brightens the open space.
Cottage in Destin
4.95 out of 5 average rating, 270 reviews

Two blocks to the beach! Bikes included!

Guest favorite
The exterior of the cottage is surrounded by lush greenery and colorful flowers, providing a welcoming atmosphere. A gravel pathway leads to the entrance, which features a screened porch and a vibrant blue facade. Trees offer shade and enhance the tranquil setting.
Cottage in Miramar Beach
4.96 out of 5 average rating, 139 reviews

PaPa Cantina Beach Cottage Old Florida style home

Guest favorite
A two-story house with a classic design features a welcoming front porch with multiple white railings. Lush greenery surrounds the property, with palm trees visible. A brick pathway leads to the front door, while a white picket fence encloses the yard.
Cottage in Santa Rosa Beach
4.97 out of 5 average rating, 199 reviews

Beach Cottage South of 30a -Steps to Beach & More!

Superhost
A modern cottage is framed by well-maintained landscaping, featuring a gravel driveway leading to the entrance. The structure includes a sleek metal roof and is surrounded by trees and shrubs, providing a natural setting while maintaining a contemporary design.
Cottage in Fort Walton Beach
4.9 out of 5 average rating, 139 reviews

Sleep 10 bring boat Family | |Corporate 2mi beach

Superhost
A charming entrance to the cottage is framed by a white picket fence and a welcoming archway. A paved pathway leads to the front door, flanked by potted plants. A small outdoor seating area is visible, providing a cozy spot for relaxation.
Cottage in Fort Walton Beach
4.8 out of 5 average rating, 219 reviews

The Little Yellow Cottage

Superhost
The cottage features a grey metal roof and a welcoming front entrance. Lush green hedges and a white picket fence frame the property, while a palm tree adds a tropical touch. A clear blue sky provides a bright backdrop.
Cottage in Destin
4.81 out of 5 average rating, 115 reviews

Charming Beach Cottage with beach service

Guest favorite
A welcoming entrance features a covered porch adorned with vibrant pink flowers and a birdhouse. Two white chairs are positioned beside a small table, inviting guests to enjoy the serene setting. A decorative wind chime adds a touch of charm to the doorway.
Cottage in Mary Esther
4.86 out of 5 average rating, 133 reviews

Nature's Nest Cottage on the Sound - Pets Welcome!

Guest favorite
A charming beach cottage is featured, showcasing a light-colored exterior with a metal roof and a welcoming front porch. Lush greenery and colorful plants surround the property, while palm trees add a tropical touch. The driveway leads to the entrance, enhancing the inviting atmosphere.
Cottage in Santa Rosa Beach
4.96 out of 5 average rating, 167 reviews

Itā€™s Just Darling

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Quick stats about vacation rentals in Okaloosa Island

  • Total rentals

    2.6K properties

  • Nightly prices starting at

    ā‚¬Ā 29 before taxes and fees

  • Total number of reviews

    55K 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 youā€™re visiting Okaloosa Island, donā€™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 Floridaā€™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 ā€” much of the island is protected land ā€” thereā€™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 areaā€™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

Itā€™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 ā€” 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 doesnā€™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. Thereā€™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 6,590 vacation rentals near Gulfarium Marine Adventure Park, over 8,130 vacation rentals near HarborWalk Village, and over 8,130 vacation rentals near McGuire''s Irish Pub of Destin, 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 2,210 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 Okaloosa Island house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Okaloosa Island, available on Airbnb. Make a splash and soak up the sun in style!

  • 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 family-friendly house rentals in Okaloosa Island?

    Okaloosa Island has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Okaloosa Island with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Absolutely! We offer over 30 house rentals with a bbq area in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Okaloosa Island have free parking?

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

  • Do house rentals in Okaloosa Island have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

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  3. Florida
  4. Okaloosa County
  5. Okaloosa Island