Vacation rentals in Santa Rosa Island

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Top-rated vacation rentals in Santa Rosa Island

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Guest favorite
A large, inviting swimming pool features colorful floating lily pads and a rope bridge. Surrounding the pool are palm trees and lounge chairs, with poolside umbrellas providing shade. A colorful bar area is visible in the background, enhancing the resort's family-friendly atmosphere.
Condo in Fort Walton Beach
4.86 out of 5 average rating, 201 reviews

Waterpark Condo with Free Beach Setup & Aqua Pass

Welcome to Waterscape A419! This is a 1292 sqft 2 bedroom, 2 1/2 bath condo with a private bunk room that sleeps 8 people plus a baby. Waterscape is one of the newest and most luxurious direct beachfront resorts in Fort Walton Beach/Destin area. Our Unit is located on the 4th floor with partial beach/ocean views as well as the bay view. The resort has great amenities: 3 amazing swimming pools, a relaxing LAY-Z™ River, 10 gas grills, poolside Tiki Bar, fitness center, and private pristine beach.

Top guest favorite
A spacious balcony overlooks the sandy beach and shimmering Gulf waters. Two black chairs with armrests are positioned for relaxation, while a welcoming doormat adds a touch of home. The view captures the pristine shoreline and beach service setups along the coast.
Condo in Fort Walton Beach
4.98 out of 5 average rating, 120 reviews

Beachfront Bliss! Gulf Waves at The Palms #201

Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Superhost
Condo in Fort Walton Beach
4.8 out of 5 average rating, 154 reviews

Amazing Top-Floor Condo, Free Beach Service!

Decorated in soothing designer colors with a coastal feel, the unit has 2 bedrooms with comfortable king size beds, flat screen TVs and private bathrooms; two bunk beds in a hallway alcove; 2.5 bathroom, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa. The unit sleeps eight. Plus, you'll have access to all of Waterscape Resort's fabulous amenities! Complimentary beach service with 2 beach chairs and umbrella.

Top guest favorite
A serene twilight view captures the sky filled with clouds reflecting subtle shades of orange and blue. The marina lights twinkle along the water's edge, while the horizon highlights an array of colors as day transitions into night.
Condo in Fort Walton Beach
4.97 out of 5 average rating, 193 reviews

Waterfront Studio • Santa Rosa Sound • Sunsets

Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

Guest favorite
The living area features a light-colored sofa and a wooden coffee table, with a flat-screen TV on an entertainment unit. Natural light enters through sliding glass doors leading to a balcony with outdoor dining furniture, providing views of the bay.
Condo in Fort Walton Beach
4.91 out of 5 average rating, 106 reviews

Destin West, Bayside, 2 BR+ Bunk Room, sleeps 8

GREAT VIEWS!!! Sandpiper unit 502 has 2 bedrooms, two baths, and a private bunk-bedroom, so its really a 3 BR...sleeps 8. It is furnished with a new sofa sleeper and matching couch in family room. All of this is designer furnished condo accommodates up to eight people to sleep. The interior of the unit reflects a classic, high-end feeling. Walking distance to many restaurants and activities. My place is close to restaurants and dining, the beach is 5 minute away over elevated walkway, .

Guest favorite
A tranquil beach scene is captured, featuring soft white sand extending along the shoreline. Gentle waves wash onto the shore, creating a gradient of emerald green and turquoise waters. The sky above is clear with a hint of clouds in the distance.
Apartment in Fort Walton Beach
4.97 out of 5 average rating, 149 reviews

Beach condo with Gulf view, heated pool and gym!

Enjoy your time at peaceful Heron's Shore at seacrest condominiums. You will love the soft white sand beach and the warm emerald waters that are accessed via the boardwalk. The pool is heated when the weather is cool. Get you exercise on the beach or in our Gym. Use the elevator to bring your luggage to our 4th floor suite and park your vehicle in the underground parking. Dine at nearby restaurants or BBQ. Visit Crab Island & just have a wonderful time at Heron's Shore on Okaloosa Island.

Top guest favorite
A living room features a spacious white sofa and a wooden coffee table, with a decorative bowl in its center. Floor-to-ceiling sliding glass doors reveal a balcony with views of the Gulf. A large Smart TV is mounted on the opposite wall.
Condo in Miramar Beach
4.98 out of 5 average rating, 140 reviews

Majestic Sun B613*Remodeled* Gulf Views*Beach Gear

☆☆ WHAT TO LOVE ABOUT THIS HOME: ☆☆ ✹ Amazing GULF VIEWS from living room and master bedroom ✹ REMODELED - New Flooring, walk in shower ✹ Large balcony space for relaxing and dining ✹ 1 King bed + 1 Queen bed + 1 Queen sleeper sofa ✹ Pools, hot tubs, fitness center, tennis courts, golf course ✹ Numerous restaurants within walking distance (Cabana Cafe next door!) ✹ BEACH GEAR Provided - Wagon, backpack chairs, umbrella, towels, & toys ✹ Gated Community with security ✹ 65" Smart TV

Top guest favorite
A spacious rooftop patio is showcased, featuring a large hot tub surrounded by tile flooring. Two lounge chairs are positioned nearby. Expansive views of the horizon can be seen in the background, emphasizing the open sky and serene atmosphere.
Condo in Fort Walton Beach
4.95 out of 5 average rating, 132 reviews

Penthouse-Private Hot Tub-Lazy River-Amazing Views

Our spacious Penthouse has amazing views on top of the world! Come enjoy our relaxing condo with 2 porches to see all of Okaloosa Island, sailboats, & kite-boarders for miles. Or have a romantic evening on the roof top patio with a huge hot tub that overlooks beautiful Choctawhatchee Bay. We are located on Okaloosa Island. This island connects Destin to Fort Walton Beach. We are on the bayside. We now offer 1 set-up FREE beach service March 1-Oct.31st. Must be 25 or older to stay.

Top guest favorite
A spacious living area features a sectional couch complemented by a round coffee table. Warm wood accents are highlighted by overhead pendant lighting. The adjoining kitchen showcases a large island with bar seating, while a dining area in the background is arranged with a large table.
Home in Ferry Park
4.99 out of 5 average rating, 115 reviews

Stunning updated 4 bedroom home. 8 mins from beach

Escape with family or friends to this stunning, fully renovated coastal home. Only a short drive from the Gulf Coast's pristine beaches, this cozy home offers all the comforts of home and conveniently located near downtown FWB. Walk up the street for public water access to view the bay. Ample parking in the driveway for your boat, trailer or RV. Enjoy the large fenced-in backyard, perfect for outdoor entertaining. Book now and experience the best of Florida's Emerald Coast.

Top guest favorite
A well-appointed studio condo features a modern kitchen with a stainless steel refrigerator and ample counter space. A round dining table with four chairs sits beside a cozy sitting area that includes a sleeper sofa and a colorful quilted bed, all bathed in soft, natural light.
Condo in Destin
4.93 out of 5 average rating, 263 reviews

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove

***Beach service at our private beach for 2 included**** A beautifully decorated studio condo that sleeps 4 comfortably. It includes a queen size bed and queen size sleeper sofa with a memory foam mattress. Not to mention a breakfast bar and 55” TV with surround sound. You can stand on the back deck and see views of the sugary white sand beaches that are right across the street from our place. Beach service at our private beach for 2 included from March-October.

Guest favorite
A bright living area features coastal-themed decor, including a soft beige sofa and armchair. Large glass doors open to a balcony with ocean views. Light cream walls are complemented by a colorful piece of art. A coffee table sits center stage, accompanied by a soft area rug.
Condo in Fort Walton Beach
4.91 out of 5 average rating, 139 reviews

Ocean Views at Waterscape Resort!

Experience everything the stunning Emerald Coast has to offer while staying in our beautifully updated condo, with expansive ocean views including everything you need for a comfortable stay! Enjoy the Waterscapes resort amenities including direct beachfront access, beach chairs & umbrella, lazy river, zero entry pool, kids water play area, a separate heated pool for the cooler months, hot tubs, propane grills, a full gym, on site tiki bar, and free gated parking.

Top guest favorite
A round glass table is surrounded by four comfortable chairs on a private balcony. The beach extends below, with soft white sand meeting the calm turquoise water. A pier can be seen in the distance under a clear blue sky.
Condo in Fort Walton Beach
4.96 out of 5 average rating, 120 reviews

Beachfront-Top Floor-West Corner-Free Bch Bch+ Gym

If you’re wanting a vacation where you can sit on your private balcony and enjoy colorful sunsets, sweeping views of the gulf, dolphins playing in emerald green water, seagulls floating by on warm tropical breezes, you need look no further! Welcome to the best of Destin West Gulf Front! This top floor, direct gulf-front condo corner condo offers the perfect vacation spot for that special vacation time. FREE BEACH SERVICE and FITNESS ROOM PROVIDED!

Popular amenities for Okaloosa Island vacation rentals

When is the best time to visit Santa Rosa Island?

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Avg. priceﺩ.ﺇ529ﺩ.ﺇ555ﺩ.ﺇ746ﺩ.ﺇ768ﺩ.ﺇ790ﺩ.ﺇ962ﺩ.ﺇ1,036ﺩ.ﺇ731ﺩ.ﺇ661ﺩ.ﺇ639ﺩ.ﺇ573ﺩ.ﺇ569
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Frequently Asked Questions

  • What are the best places to stay in Okaloosa Island?

    Okaloosa Island has a range of beachfront rentals, family homes, and cozy condos for travelers. Many stays sit near beaches, local parks, and dining, creating easy access to outdoor activities and Gulf Coast sunsets.

  • What are the best things to do in Okaloosa Island with kids?

    Families often explore the beaches, watch sea life at Gulfarium Marine Adventure Park, or play in waterfront parks. Interactive exhibits and open spaces around the island invite curious kids to learn and have fun.

  • What are some of the best things to do in Okaloosa Island?

    Swim or relax on the soft Gulf beaches, discover marine life at Gulfarium Marine Adventure Park, and stroll along Okaloosa Island Boardwalk for dining and shops. Outdoor enthusiasts frequently enjoy fishing, kayaking, and paddleboarding nearby.

  • How is the weather in Okaloosa Island?

    Okaloosa Island has mild winters around 44–63°F (7–17°C) and warm, humid summers reaching 75–92°F (24–33°C), with frequent rainfall in summer months. Lightweight clothes, sun protection, and rain gear work well for a visit.

  • What are the best places to visit in Okaloosa Island?

    Explore Okaloosa Island Boardwalk for dining and shops, walk sandy stretches along public beaches, and discover marine life at Gulfarium Marine Adventure Park. Locally rooted festivals sometimes highlight arts and Gulf Coast traditions.

  • What are some hiking trails in Okaloosa Island?

    Okaloosa Island has nature paths winding through local parks and beachside areas, where visitors enjoy birdwatching and coastal walks. Nearby reserves and waterfront boardwalks often feature gentle trails suitable for many activity levels.

  • What are some family activities we can do in Okaloosa Island?

    Pack a picnic for the beach, explore interactive exhibits at Gulfarium Marine Adventure Park, or try mini-golf near the Boardwalk. Families often enjoy paddleboarding and beach games on stretches of open sand.

  • What are some of the best day trip ideas from Okaloosa Island?

    Explore nearby nature reserves for hiking or birdwatching, visit vibrant markets in local coastal towns, or enjoy art galleries and seafood restaurants just outside the island. Beach parks and water activities are frequently suggested in the region.

  • Are there any pet friendly accommodations available in Okaloosa Island?

    Many places to stay on Okaloosa Island welcome pets. You can explore stays around local parks and neighborhoods that prioritize pet-friendly policies; be sure to check individual property guidelines for details.

  • What are some local tips for visiting Okaloosa Island?

    Bring reef-safe sunscreen, light layers, and comfortable shoes for beach walks and boardwalk exploring. Many visitors pack reusable water bottles and plan indoor activities in case of rain during humid months.

  • What is Okaloosa Island known for?

    Okaloosa Island is known for its white sand beaches, locally rooted marine wildlife experiences, and casual waterfront dining. Visitors frequently enjoy its family-friendly atmosphere, scenic boardwalk, and access to Gulf Coast nature.

  • What are the best hidden gems to explore in Okaloosa Island?

    Seek out quiet stretches of beach, local art installations around the Boardwalk, and smaller parks where pelicans and local birds can be spotted. Some visitors explore seasonal pop-up markets for regional crafts and flavors.

  • What are the best foods to try in Okaloosa Island?

    Fresh Gulf seafood is frequently suggested, including shrimp, oysters, and grouper. Locally inspired treats such as key lime pie and classic po' boy sandwiches are popular meal options at beachfront eateries.

  • What should I bring for a trip to Okaloosa Island?

    Pack lightweight clothing, swimsuits, reef-safe sunscreen, and a hat for sun protection. Beach towels, water shoes, and rain jackets are useful, especially in summer months when showers are frequent.

  • What is the nightlife in Okaloosa Island like?

    Okaloosa Island has laid-back nightlife, with casual bars, waterside restaurants, and seasonal events near the Boardwalk. Live music and relaxed patios often attract both locals and visitors for evening gatherings.

  • What are the most popular events or festivals in Okaloosa Island?

    Seasonal festivals around Okaloosa Island Boardwalk often feature local music, seafood, and art, while summer beach events bring communities together. Late spring and holiday weekends are common anchors for gatherings and entertainment.

  • Are there family friendly vacation rentals in Okaloosa Island?

    Many homes and condos on Okaloosa Island are set up for families, with easy access to beaches, parks, and local attractions. Features such as full kitchens and outdoor spaces are frequently available for group stays.

  • When is the best time to visit Okaloosa Island?

    Spring and early fall are often recommended for pleasant temperatures and slightly fewer crowds. Summers are popular for beach days, though humidity and rainfall increase, while winters are cooler but still inviting for outdoor walks.

All about Santa Rosa Island

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.

What are the top things to do in Santa Rosa 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.

Quick stats about vacation rentals in Santa Rosa Island

  • Total vacation rentals

    Explore 2,830 vacation rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 65,950 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,010 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    2,620 properties feature pools

  • Rentals with dedicated workspaces

    1,640 properties have a dedicated workspace

  • Wi-Fi availability

    2,810 of Santa Rosa Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Free parking on premises, Beachfront, and Self check-in across Santa Rosa Island rentals

  • 4.7 Average rating

    Santa Rosa Island stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Santa Rosa Island's top spots, include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park, and Crab Island

Destinations to explore