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 $67 NZD 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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Guest favourite
An aerial view of a beachfront pool area is presented, showing a rectangular pool surrounded by white lounge chairs and shaded areas. The sandy beach is visible just beyond the pool, with a wooden boardwalk leading to the shore.
Condo in Santa Rosa Island
4.97 out of 5 average rating, 116 reviews

Beach Penthouse on Okaloosa Island in FWB, FL

Unit 301 has the best views being it is an end unit on the top floor. It also feels very spacious with its vaulted ceilings and unique loft area. Sleeps up to 6 people. Queen bed in Master. Another Queen bed and bath in loft. One full size sleeper sofa in living room. Owners have used the unit for past 9 years and have just decided to offer it as a rental. Freshly painted, and updated with new carpets, floors, furniture and appliances. Unit has everything you need for a wonderful vacation.

Guest favourite
Shipping container in Santa Rosa Island
4.95 out of 5 average rating, 97 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 bright living area features a comfortable sectional sofa and a rustic wooden coffee table. Large windows offer ocean views, with light-colored curtains framing the scene. A small dining table is positioned near the sliding glass doors, leading to a balcony with additional seating.
Condo in Santa Rosa Island
4.98 out of 5 average rating, 82 reviews

Gulf-Front Escape on Okaloosa Island (Veranda 203)

Welcome to your slice of paradise! This bright, beachy Gulf-front condo sits in a small, quiet complex where you can truly unwind. Soak up stunning views of emerald-green waters and sugar white sand - all just steps from your door. Enjoy your morning coffee with a sea breeze or unwind in the evening as the sun melts into the horizon. Come experience the charm of Okaloosa Island-where the pace is slower, the beaches are quieter, and every day feels like a getaway. SEASONAL BEACH SERVICE INCLUDED

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, 118 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
Apartment in Santa Rosa Island
5 out of 5 average rating, 20 reviews

Newly Remodeled Beachfront w/ Amazing View Destin

Welcome to your beachfront getaway, located along the beautiful Emerald Coast between Fort Walton Beach and Destin. This remodeled 3-bedroom, 3-bathroom condo comfortably sleeps up to 6 guests and offers breathtaking ocean views right from your private 4th-floor balcony. This newly renovated condo has everything you need to feel right at home. You will never want to leave! Walk right downstairs to swim in pool/hot tub, walk right out to beach or enjoy an amazing view from your patio.

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, 56 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.

Top Guest favourite
Condo in Santa Rosa Island
4.95 out of 5 average rating, 193 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.

Superhost
The living area features a light blue accent wall and modern furnishings, including a white couch with brown and blue throw pillows. A circular coffee table is set on a patterned area rug. A kitchen bar with four stools is visible, illuminated by pendant lighting.
Apartment in Santa Rosa Island
4.93 out of 5 average rating, 60 reviews

Unit #2 Waterfront + Heated Pool and Spa Access

Newly Renovated 1BR Apt w/ Waterfront Views! Welcome to our stunning one-bedroom, one-bath apartment, located on beautiful Okaloosa Island. Enjoy breathtaking views of the Inter-coastal waterway and direct access to the sugar-white beaches of the Emerald Coast, all while savoring the comforts of a newly renovated space. Enjoy easy access to the beach, only 5 mins walk , for family beach days, sunset strolls and more. Bluefish Landing is the perfect location to unwind!

Guest favourite
A spacious pool area is visible, surrounded by palm trees and lounge chairs. The sparkling water reflects sunlight under a clear blue sky, leading to the ocean in the background. The resort buildings are seen on either side of the pool, enhancing the inviting atmosphere.
Condo in Santa Rosa Island
4.9 out of 5 average rating, 142 reviews

Ocean view condo, Lazy River & Beach, Destin West

From your unit on the Gulf side of the resort, enjoy the spectacular ocean view, award winning lazy river, and many pools in this family friendly Destin West Beach and Bay Resort with private beach. Your unit is a couple blocks from Gulfarium Marine Adventure park, where you can swimming with dolphins. Enjoy the Broadwalk Okaloosa Island with seaside shops, eats, and entertainment within a block. Okaloosa Island fishing pier is within 2 blocks for fishing enthusiasts.

Guest favourite
Home in Santa Rosa Island
4.91 out of 5 average rating, 65 reviews

Red Fish Blue Fish, Private Pool Home, Dogs OK

Modern 5-bedroom/4-bath beach home in Fort Walton Beach, FL, ideally located just across the street from the beach. Enjoy effortless coastal living with a private pool, spacious open-concept living areas, and a fully equipped kitchen perfect for group gatherings. Thoughtfully designed for comfort and relaxation, this home is ideal for families or large groups seeking a premier beach getaway with easy beach access and private outdoor amenities.

Guest favourite
Condo in Santa Rosa Island
4.93 out of 5 average rating, 104 reviews

216 | Free Beach Svc + Beach Towels +Luxe Interior

SOLA VITA Welcome to Sola Vita, where beach days are easy, views are dreamy, and the little extras make your stay unforgettable. Enjoy free seasonal beach service, a huge private balcony with Gulf views, luxe coastal interiors, and a fun milkshake machine we know you'll love. Thoughtfully curated and filled with sunshine, this is a bright, refined space where comfort, style, and unforgettable Gulf views come together.

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
4.95 out of 5 average rating, 109 reviews

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.

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$261 NZD$281 NZD$361 NZD$365 NZD$430 NZD$602 NZD$472 NZD$333 NZD$301 NZD$291 NZD$261 NZD$259 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.

Destinations to explore