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Holiday houses in Santa Rosa Island

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Quick stats about holiday rentals in Santa Rosa Island

  • Total holiday rentals

    Explore 2,880 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 69,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,090 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    2,700 properties feature pools

  • Rentals with dedicated workspaces

    1,660 properties have a dedicated workspace

  • Wi-Fi availability

    2,850 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

  • 4.8 Average rating

    Santa Rosa Island stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

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

Top-rated holiday rentals in Santa Rosa Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A bright and airy room features large glass sliding doors that open to a private balcony with an ocean view. The space includes a spacious bed adorned with a patterned blue coverlet and a cozy loveseat, with a TV mounted on the wall.
Condo in Fort Walton Beach

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

FamilyLocationCondition

4.96 out of 5 average rating, 238 reviews
Guest favourite
The living area features a leather couch and a recliner, complemented by a coffee table and a dining table with six chairs. A 55-inch TV is positioned nearby, with views of the bay accessible through sliding glass doors leading to the balcony, enhancing the space's openness.
Condo in Santa Rosa Island

Destin West: Luxurious BAY View BEACH Access CONDO

Enjoy this luxurious 3bd/2ba 1,777 sq ft family friendly condo with a luxury master suite with Jacuzzi; & large balcony overlooking Choctawhatchee Bay. Walk to the dock & eat or sign up for a fishing charter, or rent your own jet skis or pontoon boat and make your way to Destin's Crab Island! Downstairs is the Lazy River, Waterfall pool, 2 heated pools, and 2 heated jet spas. Wristbands are required for this area. Guests can use the sky-bridge to access the beach, restaurants, and entertainment.

ValueFamilyIndoor spaces

4.94 out of 5 average rating, 143 reviews
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 Santa Rosa Island

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.

LocationFamilyQuiet

4.95 out of 5 average rating, 56 reviews
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 Santa Rosa Island

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.

FamilyValueCheckout

4.98 out of 5 average rating, 59 reviews
Top Guest favourite
Condo in Santa Rosa Island

Ground Floor unit - ON THE BEACH!

Impeccably furnished GROUND FLOOR one bedroom unit DIRECTLY ON THE BEACH with PRIVATE ACCESS to the sugar white sand beaches and emerald waters of The Gulf of Mexico. The unit is located on Okaloosa Island, walking distance to restaurants and attractions, about 6 miles to Destin and 16 miles to Miramar Beach. 3 adult limit. Sorry, no pets. Please note that the building exterior is currently being re-sided (Jan, '26), so the building will be "Zen blue" in a month or so.

ValueFamilyCondition

4.96 out of 5 average rating, 201 reviews
Top Guest favourite
Apartment in Santa Rosa Island

Vitamin Sea

YOU FOUND THE BEACH!!!! Walk to the beach in just a few steps! Watch the ocean waves while you sip coffee in the morning from the front balcony! This is the perfect studio where you can spend your vacation! Features a full size fridge, cooktop, (no oven), queen bed, tv, cable, WiFi, beach chairs and towels. This little spot will not disappoint. Many restaurants, Okaloosa Boardwalk, and the pier all very close. Tom Thumb next door. Laundry on site

LocationValueAccuracy

4.93 out of 5 average rating, 42 reviews
Top Guest favourite
A view from the balcony captures the surrounding landscape, featuring buildings in the distance and palm trees along the street. The clear blue sky and sunlight enhance the open atmosphere, while the nearby sandy beach is visible, inviting outdoor relaxation.
Condo in Santa Rosa Island

Sandy Cheeks/Okaloosa Island

WELCOME TO THE BEACH!! Get your SUMMER VACATION booked! The beach is just steps from the condo! Inside is a king bed in the bedroom, queen pullout sofa in the living room. The condo comfortably sleeps 4, and kitchen is equipped with all you need for your stay. Check wave conditions at the front window or enjoy a beverage and watch dolphins while relaxing on the balcony. Pool and barbecue grill on site, convenience store next door as well.

FamilyLocationAir conditioning

4.97 out of 5 average rating, 69 reviews
Guest favourite
A light-filled living space showcases a soft, neutral sofa paired with a blue accent chair. The coastal theme is highlighted by a large area rug and a round coffee table. The kitchen features a sleek counter with bar seating beneath modern pendant lights.
Apartment in Santa Rosa Island

Unit #4 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. 🌅

LocationFamilyKitchen

4.95 out of 5 average rating, 86 reviews
Top Guest favourite
Condo in Fort Walton Beach

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

LocationFamilyDecor

4.97 out of 5 average rating, 116 reviews
Guest favourite
Shipping container in Santa Rosa Island

Tiny Beach Boardwalk Bungalow D | Rooftop Retreat

Escape to Beach Boardwalk Bungalow D | Rooftop Retreat, a one of a kind container home on Okaloosa Island. Walk to the Gulf in just 3 minutes, then return to a cozy queen bed, modern comforts, and your private rooftop deck with elevated island views. With Stewby’s Seafood and Santa Rosa Sound nearby, this tiny retreat is perfect for couples, solo travelers, sunset lovers, and anyone ready to slow down by the coast.

LocationValueNearby

4.88 out of 5 average rating, 94 reviews
Top Guest favourite
A classic waterfront home is shown from the outside, featuring a large front porch with white railings. Colorful kayaks and paddleboards are displayed on a wooden rack beside a grassy yard, surrounded by lush greenery. Ceiling fans hang above, providing comfort.
Home in Fort Walton Beach

3 Br Waterfront Florida Classic on the Bayou

Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.

ValueFamilyCondition

4.96 out of 5 average rating, 113 reviews
Superhost
A scenic view of the beach showcases the expansive coastline and tranquil blue waters of the Gulf. Adjacent to the inviting sands, a parking area is visible, bordered by lush palm trees. A clear sky enhances the serene atmosphere of this coastal setting.
Condo in Santa Rosa Island

Sandy Toes Studio: Your Beachfront Getaway Awaits

Discover the charm of Bayou Dweller Cabana Colony, a unique collection of ground-level studio beach bungalows situated right on the unspoiled beaches of Okaloosa Island. Here, the soft, white sands and captivating azure waters of the Emerald Coast Gulf are merely moments away, providing a serene haven for those who love the beach and cherish the sun.

ValueLocationDecor

4.78 out of 5 average rating, 101 reviews

Popular amenities for Santa Rosa Island holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Santa Rosa Island's top sights

Destin Harbor Boardwalk

440 locals recommend

Crab Island

376 locals recommend

Emerald Grande at HarborWalk Village

42 locals recommend

McGuire's Irish Pub and Brewery Destin

580 locals recommend

Gulfarium Marine Adventure Park

578 locals recommend

HarborWalk Village

570 locals recommend

Other great holiday rentals in Santa Rosa Island

Superhost
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.
Condo in Santa Rosa Island

Waterfront condo with boat slip

ValueLocationLayout

4.94 out of 5 average rating, 64 reviews
Top Guest favourite
Holiday home in Santa Rosa Island

Beautiful 2nd floor beach condo on the gulf coast!

ValueLocationBeach

4.97 out of 5 average rating, 89 reviews
Guest favourite
Apartment in Fort Walton Beach

Aloft at Pirates Bay

FamilyLocationNearby

4.92 out of 5 average rating, 25 reviews
Top Guest favourite
Condo in Fort Walton Beach

Waterfront 1-Bdr Private Balcony

LocationValueSleep quality

5.0 out of 5 average rating, 45 reviews
Top Guest favourite
A bright living area is illuminated by natural light, featuring a comfortable sofa, a coffee table with glass top, and a desk with chair. Two large glass doors lead to a private balcony with a view of the beach. A fan is installed on the ceiling, and a TV is mounted on the wall.
Condo in Santa Rosa Island

Million Dollar Gulfview

LocationFamilyKitchen

4.95 out of 5 average rating, 132 reviews
Guest favourite
Condo in Santa Rosa Island

2BR | Wifi | Rooftop Pool

LocationValueWalkability

5.0 out of 5 average rating, 20 reviews
Top Guest favourite
Condo in Santa Rosa Island

Sea Oats Serenity 611 | Ocean View 2BR/2BA

LocationFamilyAmenities

5.0 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Santa Rosa Island

Steps to Sea! Okaloosa Island Gem w/ Outdoor Oasis

FamilyLocationNearby

5.0 out of 5 average rating, 26 reviews

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$219 AUD$236 AUD$303 AUD$306 AUD$361 AUD$506 AUD$396 AUD$279 AUD$253 AUD$244 AUD$219 AUD$218 AUD
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.

Destinations to explore