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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
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.
Condo in Santa Rosa Island
4.89 out of 5 average rating, 123 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
The multi-level home features a light-colored exterior with a rooftop and covered porches. Bright red doors create a striking contrast against the white facade. A private heated pool is visible beneath the home, surrounded by palm trees and outdoor seating on the porch.
Home in Santa Rosa Island
4.94 out of 5 average rating, 49 reviews

5 BR 4 BA + Private Pool + Pickleball Fun

Get ready for the ultimate beach escape with Beach Weekend! When you book our 1 Fish 2 Fish rental on beautiful Okaloosa Island, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited pickleball court access in Downtown Fort Walton. Our friendly team is here to make your dream vacation seamless from start to finish as The Beach Weekend has everything you need for an i

Top Guest favourite
Condo in Santa Rosa Island
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 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, 203 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.

Top Guest favourite
Apartment in Fort Walton Beach
4.98 out of 5 average rating, 41 reviews

New remodel beach front corner unit

- Beautiful View - (3) balconies - Custom Fireplace - Large dining table w/bar stools - (3) Smart TV's - Waterfall Granite kitchen - New stainless appliances - Hand held shower heads - Bidet in Main Bedroom - Oversize walk in shower - Built in reading lamps next to Main Bed and both bunk beds - Tablet mounts at foot of bunk beds - Motion lights at patio doors - Rocking/Swiveling/Gliding balcony seats - Beach Service includes (2) beach chairs and (1) umbrella for daily use from March-October

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
4.97 out of 5 average rating, 39 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.

Superhost
Condo in Santa Rosa Island
4.64 out of 5 average rating, 22 reviews

A Sound Escape - Short Walk to the Beach

Sunshine Sea Breezes and Sparkling Emerald Waters all come with this Beautifully updated condominium. Come see one of the nicest 2 bedroom at island Palms condos located on Bluefish drive on Okaloosa Island. We are a short 5 minute walk to beach access. Our Sound Escape Condo is located on the second floor which is a 2 bedroom and 1.5 bathrooms. Comes with a fully furnished Kitchen, washer/dryer, free wifi, pool and much more to relax and enjoy your stay!

Guest favourite
Cabin in Mary Esther
5 out of 5 average rating, 25 reviews

Direct Waterfront Cabin | Sunset Views | #5

🌊 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 Santa Rosa Island
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
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, 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
A private balcony offers unobstructed views of the sandy beach and the vibrant turquoise waters of the Gulf. The shoreline stretches along the bottom of the image, while distant figures can be seen enjoying the beach.
Condo in Santa Rosa Island
4.94 out of 5 average rating, 164 reviews

Beautiful Beachfront condo! 2 Bdrm, 2 Bath

The Veranda has unbeatable views of the stunning shoreline. Enjoy the view while relaxing on our private, covered balcony or while unwinding in the spacious living room. Our beachfront condo offers a fully-equipped kitchen, free WiFi and a washer/dryer. *Beach service for 2 included in rental March - October*

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 Santa Rosa Island
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!

Popular amenities for Santa Rosa Island holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Santa Rosa Island's top sights

Destin Harbor Boardwalk

432 locals recommend

Emerald Grande at HarborWalk Village

42 locals recommend

McGuire's Irish Pub and Brewery Destin

566 locals recommend

HarborWalk Village

560 locals recommend

Gulfarium Marine Adventure Park

568 locals recommend

Crab Island

357 locals recommend

Other great holiday rentals in Santa Rosa Island

Superhost
A bright living area showcases a cozy couch and armchair, accompanied by a wooden coffee table. A kitchen bar with high stools and open shelving is visible in the background, featuring decorative items. Soft light is provided by a nearby lamp, contributing to a relaxed atmosphere.
Condo in Santa Rosa Island
4.79 out of 5 average rating, 154 reviews

Escape to Okaloosa Island 1BR Condo by Gulf

Guest favourite
A light-filled living area features two comfortable chairs adorned with yellow pillows, accompanied by a wooden coffee table. A sliding glass door opens to a balcony, revealing expansive views of the sandy beach and turquoise waters beyond. Coastal decor enhances the inviting ambiance.
Condo in Santa Rosa Island
4.88 out of 5 average rating, 292 reviews

Okaloosa Island Gulf Front Paradise Studio Condo

Guest favourite
A cozy living area features a comfortable sofa and decorative chairs, complemented by warm lighting. A ceiling fan adds to the ambiance, while a large television displays a beach scene. Dual doors open to a private outdoor space, enhancing the inviting atmosphere.
Townhouse in Santa Rosa Island
4.89 out of 5 average rating, 168 reviews

Hidden Bohemian Waterview 1BR Beach Access Retreat

Top Guest favourite
The exterior of The Murphy House is showcased at twilight, featuring dark wooden siding and soft lighting. A small patio area with two chairs and string lights offers a cozy outdoor space. Lush greenery and gravel pathways enhance the inviting appearance.
Tiny home in Fort Walton Beach
5 out of 5 average rating, 53 reviews

The Murphy House | Container Home | Downtown

Top Guest favourite
A sweeping view overlooking the beach showcases soft white sand and the Gulf of Mexico's gentle waves. Blue beach umbrellas are set up along the shore, with a designated swimming area visible. In the foreground, a swimming pool is bordered by palm trees and lounge chairs.
Condo in Santa Rosa Island
4.92 out of 5 average rating, 298 reviews

Okaloosa Island Top Floor 2BR Beach Condo

Superhost
The living area features a blue sofa, two wooden stools, and a coffee table with a decorative bowl. The kitchenette is visible in the background, equipped with essential appliances. Soft natural light fills the space, complemented by light blue walls and coastal-themed artwork.
Condo in Santa Rosa Island
4.81 out of 5 average rating, 152 reviews

Okaloosa Island 1BR Condo w/ Direct Beach Access

Guest favourite
A modern bedroom features a spacious bed adorned with fresh linens and neatly arranged towels. A ceiling fan circulates air in the room, which is complemented by a coastal view through the sliding glass door that opens to a private balcony. Artful decor adorns the walls.
Apartment in Santa Rosa Island
4.78 out of 5 average rating, 82 reviews

High Tide Hideaway Chic Top Floor 1BR CoastalCondo

Hotel room in Santa Rosa Island
4.58 out of 5 average rating, 43 reviews

Direct Beachfront Stay + Restaurant. Bar. Pools.

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$267 NZD$288 NZD$370 NZD$358 NZD$369 NZD$449 NZD$483 NZD$341 NZD$309 NZD$298 NZD$267 NZD$266 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 $69 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