Holiday houses in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Top Guest favourite
Condo in Fort Walton Beach
4.98 out of 5 average rating, 123 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 is presented with a table and two cushioned chairs, overlooking the sandy beach and tranquil waters of the Gulf of Mexico. A clear blue sky complements the serene beach setting, providing a picturesque environment for relaxation.
Condo in Fort Walton Beach
4.96 out of 5 average rating, 49 reviews

314 Island Princess - Beach, Pool, Spa, Balcony!

This wonderful condo is your ticket to the beautiful beach vacation. Enjoy the view from the balcony overlooking the Emerald Green waters on the Gulf of Mexico. Unit comes fully furnished. Complex includes pool, spa, fitness center, covered parking, and other amenities. Close to restaurants other fun entertaining activities within a short distance of this condo. Island Princess is one of Okaloosa Island most popular vacation properties. Overnight security. Beautifully landscaped premises.

Top Guest favourite
The living space features a comfortable gray sofa accompanied by a blue armchair. Light blue walls complement the decor, while a dining area with a white table and four chairs is visible in the background. Natural light filters through sheer curtains, creating a bright atmosphere.
Apartment in Okaloosa Island
4.97 out of 5 average rating, 38 reviews

Vitamin Sea Studio on Okaloosa

Escape to our tranquil studio, nestled in the heart of Okaloosa Island. Designed for relaxation, with easy access to the island's top attractions. What You'll Love: Peaceful Ambiance: A calm, private space perfect for unwinding after a day of exploration. Central Location: Just minutes from pristine beaches, local dining, and attractions Whether you're here to relax or adventure, our studio provides the perfect setting. Book your stay and experience the charm of Okaloosa Island.

Guest favourite
A spacious balcony features a wooden dining table with four chairs. The view showcases the turquoise waters of the Gulf, framed by a clear blue sky. The surrounding area includes the resort's well-maintained grounds and a glimpse of nearby buildings.
Condo in Fort Walton Beach
4.86 out of 5 average rating, 44 reviews

Destin West Villa PH01 ~ Penthouse w/ Hot Tub

Proudly hosted by Coastal Vibe Vacations, Gulfside Villa PH-01 is a beautifully renovated penthouse condo at Destin West Beach & Bay Resort with something most Okaloosa Island rentals can't offer — a private rooftop terrace, your own hot tub, and simultaneous views of both the Emerald Coast beach and the bay. Sleeping 6 with full access to one of the Florida Panhandle's best resort amenity packages, this one is hard to beat for a smaller group that wants something special.

Guest favourite
A wooden dock stretches out towards the waterway, surrounded by grass and wooden posts. A bench is positioned along the dock, providing a place to sit and enjoy the view of boats and the horizon. Soft clouds can be seen in the blue sky.
Apartment in Fort Walton Beach
4.98 out of 5 average rating, 50 reviews

Waterfront condo with boat slip

Unpack your bags and relax. Enjoy the balcony overlooking the coastal waterway or walk across the street to the white sand beaches of Gulf of Mexico. Primary bedroom has unobstructed views of the water fitted with a comfortable king size bed. The Guest bedroom sleeps 4 with bunk beds and another full bathroom down the hall. Property is fully stocked with all your kitchen needs. In unit washer/dryer are also available for your stay. Ask about our extended stay discounts.

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.
Condo in Fort Walton Beach
4.96 out of 5 average rating, 137 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
Cabin in Fort Walton Beach
5 out of 5 average rating, 17 reviews

Direct Waterfront Cabin | Sunset Views | #6

🌊 Luxury Waterfront RV Park Retreat with Modern Cabins & Coastal Views Welcome to a one-of-a-kind luxury waterfront RV park offering a relaxed yet elevated coastal escape with modern cabin accommodations and beautiful water views. Thoughtfully designed with upscale finishes and perfectly positioned along the shoreline, this property blends comfort, style, and scenic surroundings to create a truly memorable stay.

Guest favourite
Condo in Fort Walton Beach
4.91 out of 5 average rating, 54 reviews

1BR Condo Steps to Gulf | Summer Escape

Plan your May and Summer getaway at this cozy 1BR condo just 350 yards from the Gulf. Features a king bed, sleeper sofa, Smart TV, and a fully stocked kitchen. Beach chairs and umbrella included, plus private covered parking. Walk to cafés, shops, and local spots from a peaceful, central location. Perfect for couples or small families seeking an easy, relaxing beach escape.

Guest favourite
Home in Fort Walton Beach
4.9 out of 5 average rating, 168 reviews

Beautiful Okaloosa Island 2BR Beach House Retreat

Welcome to our charming and cozy beach house on Okaloosa Island! This lovely 2-bedroom, 1-bathroom unit is perfect for couples or small families looking for a relaxing beach vacation. The house is just a short 2-3 minute walk to the beautiful white sand beach, and is located in a quiet residential area on the island.

Top Guest favourite
Condo in Okaloosa Island
4.97 out of 5 average rating, 61 reviews

Dog-Friendly Coastal Getaway • Walk to Beach!

Welcome to Treasure by The Sea! A stylishly decorated condo, perfectly situated in the heart of beautiful Fort Walton Beach. Nestled just minutes away from the pristine beaches, this coastal haven offers a superb blend of comfort and style, providing an idyllic retreat for your beachside vacation.

Guest favourite
A bright, open space features a kitchenette equipped with a coffee maker, microwave, and compact refrigerator. On the opposite side, a cozy queen bed is visible, with a glass sliding door leading to the outdoor area. Light wood accents enhance the inviting ambiance.
Shipping container in Fort Walton Beach
4.95 out of 5 average rating, 66 reviews

Tiny Home on the Boardwalk Walk to the Beach

Escape to the “Beach Boardwalk Bungalow” on Okaloosa Island—a unique container home just steps from the beach. Enjoy modern comforts, a queen bed, smart TV, rooftop deck views, and direct boardwalk access. Perfect for beach lovers and eco-conscious travelers. Your seaside retreat awaits!

Guest favourite
A bright living area is highlighted by a large television and comfortable leather furniture, arranged around a vibrant leaf-patterned rug. Sheer curtains allow natural light to filter in, complemented by potted plants that add a touch of greenery to the space.
Condo in Fort Walton Beach
4.87 out of 5 average rating, 159 reviews

Modern Island Condo: Walk to Beach, Private Yard!

Welcome to your perfect beach getaway on Okaloosa Island near Destin, Florida! Discover a beautifully remodeled 2-bedroom, 2-bathroom condo that offers all the comforts of home and more. This stunning unit is now available for your vacation pleasure, and we can't wait to host you!

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$266 NZD$286 NZD$368 NZD$356 NZD$366 NZD$446 NZD$480 NZD$339 NZD$306 NZD$296 NZD$266 NZD$264 NZD
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 2,840 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 62,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    2,670 properties feature pools

  • Rentals with dedicated workspaces

    1,630 properties have a dedicated workspace

  • Wi-Fi availability

    2,820 of Santa Rosa Island holiday 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