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 $57 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
4.96 out of 5 average rating, 234 reviews

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

Top 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.
Condo in Santa Rosa Island
4.93 out of 5 average rating, 282 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
Shipping container in Santa Rosa Island
4.96 out of 5 average rating, 93 reviews

Tiny Home by the Sea: Beach Lover’s Dream

Welcome to “Tiny Home by the Sea: Beach Lover’s Dream” – the perfect hideaway for those who crave the sound of the waves, the fresh ocean breeze, and the simplicity of beachside living. Located just steps from the sand, this charming tiny home offers a cozy escape that’s perfect for solo travelers or couples looking to disconnect from the everyday and reconnect with nature. Step inside this thoughtfully designed 20ft container home, where modern comforts meet coastal vibes. The space features

Top Guest favourite
A light-filled living area features a leather sleeper sofa facing large sliding glass doors that open to a private balcony with ocean views. A coffee table sits on a decorative rug, and palm trees are visible outside, enhancing the coastal ambiance.
Condo in Santa Rosa Island
5 out of 5 average rating, 119 reviews

Panoramic Gulf Views! | 3 Kings

"Panoramic Gulf" Highlights: - Beachfront Condo at Island Princess - Corner Unit, Second Floor - Gulf and Garden Patio Views - King Bed in Each Room - Custom Bunk Bed: Twin over King over Twin - Leather Sleeper Sofa with Upgraded Mattress - Free “Platinum” Beach Service: 2 Chairs, Umbrella, and Table + Kayak / Paddleboard access (Mar-Oct) - Cable + Streaming - Wifi - Seasonally Heated Pool - Washer/Dryer in the Condo - Keurig and drip coffee makers - Pack n' Play - Shopping / Restaurants Nearby

Top Guest favourite
A spacious and inviting living area showcases a large sectional sofa adorned with blue and white accents. Natural light fills the space through expansive sliding glass doors that offer a view of the Gulf. A ceiling fan provides a refreshing breeze while a coffee table and a patterned armchair complete the seating arrangement.
Condo in Santa Rosa Island
4.97 out of 5 average rating, 115 reviews

Condo With Serene Panoramic Views of the Gulf

This newly renovated 2nd floor condominium provides panoramic views in a serene atmosphere directly on the Gulf. This unit features a corner wraparound balcony with master and living room views of the emerald waters gently lapping at the white sand beach. This condo is on the quieter, more secluded end of Okaloosa Island just steps to a private beach. Two reserved beach chairs and service are included in your stay (March-October). Relax with the whole family at this peaceful place to stay.

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
4.98 out of 5 average rating, 53 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 clear view of the beach and ocean can be seen from the balcony, with lounge chairs and umbrellas set up along the shoreline. A spacious pool area, filled with sun loungers and palm trees, is visible below, complementing the scenic ocean backdrop.
Condo in Santa Rosa Island
4.94 out of 5 average rating, 129 reviews

DestinWest G405 Kid-friendly/oceanview/Lazyriver

[new patio furniture] Destin West Resort Gulfside 405 (2mins to the beach and pool) ~ 1 Bdr + 1 bunkroom with 2 full baths, Sleeps 6 ~ great ocean view ~ free beach service: 2 chairs & 1 umbrella (seasonal: 3/1 - 10/31, 9am-5pm) ~ 1 King Bdr with a private bathroom ~ 1 bunk room (2 twin beds, each with its own TV) with a private bathroom ~ 1 Q pullout sleeper ~ pack n play ~ 4 smart TVs ~ full kitchen stocked with cookware (Keurig and a traditional coffee maker). ~ washer/dryer

Top Guest favourite
Condo in Santa Rosa Island
4.96 out of 5 average rating, 187 reviews

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.

Guest favourite
A serene view of the beach features soft white sand leading to the emerald waters of the Gulf of Mexico. Beach chairs are arranged in a neat line along the shore, enhancing the tranquil atmosphere. The sky is clear, adding to the inviting coastal scene.
Condo in Santa Rosa Island
4.74 out of 5 average rating, 575 reviews

Emerald Waters & Sugar White Sand!

Enjoy all the comforts of a North American lifestyle with a modern contemporary look and stunning Gulf-front views from our high-floor corner unit. Located right on the beach with no roads to cross and close to Destin. High-speed Wi-Fi, keyless entry, smart TV, beach towels, starter amenities, a seasonally heated Gulf-front pool (March 1–April 30 & Oct 1–Dec 31, subject to change) and MORE. Have a sunny day!

Superhost
Condo in Santa Rosa Island
5 out of 5 average rating, 3 reviews

New Luxurious 1 BR/2 Ba with 2 Kings and a Queen

DO NOT RENT THIS UNIT IF YOU ARE UNDER THE AGE OF 25. When requesting to book you are agreeing to fill out the rental agreement. This will require you to provide an occupancy and ages of all guests staying, uploading your ID/Driver's License, upload a selfie, and agree to our terms and conditions. Refusal to complete this required step, will result in cancellation of your reservation.

Guest favourite
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 Santa Rosa Island
4.84 out of 5 average rating, 228 reviews

Affordable Beach Vacation, Walk To The Beach!

Welcome to your perfect beach getaway on Okaloosa Island near Destin, Florida! Nestled in paradise, this stunning 2-bedroom, 2.5-bathroom condo awaits you with open arms. This affordable unit is now available for your vacation pleasure, and we can't wait to host you! SPECIAL RENOVATION PRICING! Save now before we complete our interior updates.

Guest favourite
An open living space is presented with neutral tones and natural textures. A cozy seating area features soft cushions and a stylish area rug. A large piece of abstract art adorns the wall, while a dining area with a wooden table and chairs is visible in the background.
Home in Santa Rosa Island
4.9 out of 5 average rating, 174 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.

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

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Avg. price$224 AUD$241 AUD$310 AUD$300 AUD$309 AUD$376 AUD$405 AUD$286 AUD$259 AUD$250 AUD$224 AUD$223 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