Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Guest favourite
The living room features soft leather sofas and a glass-top table, with large sliding doors that open to a balcony offering expansive ocean views. Natural light fills the space, accentuated by light-colored walls and a ceiling fan. A potted plant adds a touch of greenery.
Apartment in Santa Rosa Island
4.9 out of 5 average rating, 106 reviews

Amazing View Beach Front Condo

2-bedroom, 2-bath unit is located on 4th floor of Island Princess condominium with amazing unobstructed views of ocean from living room and bedroom balcony. Free parking (Assigned covered parking) You can enjoy FREE BEACH SERVICE (2 chairs & 1 umbrella set up for you on the beach). Beach Service runs from Mar 1, through Oct 31st • 2 Queen beds, 1 Queen sleeper sofa, 1 Bunk (Total occupancy 7) . Fully equipped kitchen • Washer and Dryer • FREE Wi-Fi & Cable TV • Pool & Hot tub • Fitness center

Guest favourite
A generous balcony features a round table surrounded by four striped chairs, offering ocean views. Two blue lounge chairs are positioned beside the table. The expansive space allows for comfortable relaxation while overlooking the beach and turquoise waters.
Apartment in Santa Rosa Island
4.92 out of 5 average rating, 266 reviews

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA

Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the BEACH. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Top guest favourite
Apartment in Santa Rosa Island
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!!

Top guest favourite
A private balcony offers stunning views of the Gulf, featuring two turquoise chairs and a table with two cocktails. The tranquil beach and rolling waves can be seen beyond the white railing, with umbrellas lined up along the shoreline.
Apartment in Santa Rosa Island
4.96 out of 5 average rating, 135 reviews

Star Of The Sea

Welcome to "The Star Of The Sea", Island Princess #312. Enjoy Gulf front views of the aqua blue waters of the Gulf with its sugar sand beaches from our beautifully decorated condo. Private balcony with access from family room and Master Bedroom. Fully stocked kitchen to prepare fabulous meals while taking in the views of the Gulf from the kitchen and dining area. Both master suites boast of comfort and access to private baths with full shower and tub amenities. Flat screen TV's in every room.

Guest favourite
A spacious living area features a large sofa and a mounted television, along with soft blue lighting that creates a calming atmosphere. The decor includes a decorative wall unit and stylish accents, contributing to a welcoming environment for relaxation.
Apartment in Santa Rosa Island
4.96 out of 5 average rating, 105 reviews

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach

Newly renovated! - Welcome to The Oasis, a luxury beach studio at El Matador Condos on Okaloosa Island, Fort Walton Beach, FL. Be our guest at this beautifully decorated, clean, comfortable studio, ideal for small families, small groups, couples, singles, & business travelers. You'll have direct access to the private beach & all the amenities including a seasonally heated outdoor pool, Gulf view pool, hot tub, sauna, gym, tennis/pickleball & basketball court, BBQ areas, & a laundry room.

Guest favourite
A spacious living area is highlighted by a light-colored sectional sofa and a modern coffee table on a patterned rug. A flat-screen TV is mounted on the textured blue wall, and natural light filters through sheer curtains, enhancing the inviting ambiance.
Apartment in Santa Rosa Island
4.96 out of 5 average rating, 129 reviews

2 min walk to Beach/Free Beach Service/Pool

Elevate your vacation experience with a stay at the Beach Hive! Conveniently located less than 2 minutes from the shores of the Gulf. Complimentary beach service (2 beach chairs and 1 umbrella) is available from 3/1-10/31. Escape the crowd & enjoy time at the Beach, lay by the pool or visit all that Okaloosa Island & the Emerald Coast have to offer. Then, return to this modern beach cottage to wind down and relax in style and comfort after a long day.

Guest favourite
A view from a private balcony overlooking the ocean showcases vibrant blue waters meeting a sandy beach. Lounge chairs are arranged around a pool area, with palm trees framing the scene. A clear sky allows sunlight to illuminate the space.
Apartment in Santa Rosa Island
4.97 out of 5 average rating, 39 reviews

507 Destin West Gulfside ~ Free Beach Service!

Welcome to Destin West Gulfside #507! I'm Frank, your host for this great vacation property. This very nice beach condo is a 1 bedroom + 1 bunk room and 2 full bath. With the sleeper ottomans in living room the property sleeps up to 6 guests. The Resort includes direct beach access, many pools, and a lazy river. Additionally, the beach service is included for free (2 chairs/ 1 umbrella)! (*Please review entire 'House Rules' section before booking.)

Top guest favourite
A wide expanse of pristine white sand stretches along the tranquil shoreline of Okaloosa Island. The sun reflects off the calm waters, creating a gentle shimmer. Soft clouds drift across the sky, adding a serene backdrop to the beachside scene.
Apartment in Santa Rosa Island
4.91 out of 5 average rating, 230 reviews

Sunny Happy Place by the Beach, Pool, Ocean View

A few feet from the beautiful beaches of Okaloosa Island! 1 Bedroom condo, sleeps 6, Ocean View from the front balcony. Heated pool. Private access to the beach. 2 chairs and 1 umbrella reserved at the beach, plus 4 chairs in the condo. Beach service offers kayak, paddleboard and chair rentals (March 1 to Oct 31). Close to Conference center, Ft Walton Bch and Destin. Special rates offered to military on TDY (must show orders), and snowbirds.

Guest favourite
A bright living area features a navy blue sofa adorned with a teal throw blanket, complemented by a round coffee table in natural wood. Light wooden floors reflect natural light from a large window, while two stylish bar stools provide seating at the nearby kitchen island.
Flat in Santa Rosa Island
4.9 out of 5 average rating, 52 reviews

Unit #5 Waterfront + Heated Pool and Spa Access

🌴 Newly Renovated 1BR Apt w/ Waterfront Views! 🌊 Welcome to your perfect getaway on beautiful Okaloosa Island! This charming one-bedroom, one-bath apartment offers breathtaking views of the Inter-coastal Waterway and direct access to the beaches of the Emerald Coast. Only a 5-minute walk to public beach access, it’s the ideal spot for family beach days, sunset strolls, or simply relaxing in a peaceful, newly renovated space. 🌅

Superhost
A cozy living area features a soft grey sofa with decorative pillows, centered around a round wooden coffee table. Floor-to-ceiling glass doors offer views of the outdoor space, while light gray curtains provide privacy. A flat-screen TV is positioned on a wooden console.
Apartment in Santa Rosa Island
4.83 out of 5 average rating, 58 reviews

DW Pelican PH03 ~ Private Rooftop and Grill

Coastal Vibe Vacations proudly presents Pelican PH-03 at Destin West Beach & Bay Resort on Okaloosa Island. This beautifully decorated penthouse condo features a spiral staircase leading to your own private rooftop terrace, where you can enjoy 360 panoramic views of the island, Choctawhatchee Bay, and the Gulf of Mexico.

Superhost
The living area features a comfortable seating arrangement with a sofa and armchairs, accompanied by a coffee table. Natural light pours in through the windows, illuminating the room. A TV displaying a beach scene is positioned on a modern media console, with decorative shelves on the side.
Home in Santa Rosa Island
4.82 out of 5 average rating, 224 reviews

Okaloosa Island 2BR Beach Bungalow on Beach Access

Welcome to our cozy beach bungalow on Okaloosa Island! Our recently updated two-bedroom, one-bathroom unit is located just a short walk away from the sugar-white sand and emerald-green waters of the Gulf of Mexico. Enjoy your morning coffee next to the sand and listen closely to hear the waves of the Gulf

Guest favourite
A spacious balcony offers a stunning view of the ocean and sandy beach. Outdoor seating is provided, featuring a lounge chair and decorative cushions. The horizon displays soft waves, and people can be seen enjoying the beach along the shoreline.
Apartment in Santa Rosa Island
4.95 out of 5 average rating, 82 reviews

"SeaGlass" - Oceanfront with expansive balcony.

**Oceanfront Condo with an EXPANSIVE balcony to enjoy the picturesque view. Private beach access to the SUGAR WHITE sands. The condo has all the comforts of HOME with two bedrooms, two full baths, and a fully equipped kitchen. Enjoy OCEANFRONT VIEWS from the king bedroom.

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

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Avg. price£107£113£151£156£160£195£210£148£134£130£116£116
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

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.

Quick stats about holiday rentals in Santa Rosa Island

  • Total holiday rentals

    Explore 2,830 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 65,950 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    2,620 properties feature pools

  • Rentals with dedicated workspaces

    1,640 properties have a dedicated workspace

  • Wifi availability

    2,810 of Santa Rosa Island holiday rentals include wifi 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