Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Guest favourite
A cozy studio is showcased with an orange accent wall, complemented by modern furnishings. A spacious bed is positioned with decorative pillows. The kitchenette is visible in the background, featuring a refrigerator and sink. A small table and chair provide a work area, enhancing functionality.
Flat in Fort Walton Beach
5 out of 5 average rating, 11 reviews

Coral Reef Coast Close 2 BCH - Unit 1

Welcome to the Seaside Escape! This great location is just a 7-minute drive to the beach and is within walking distance of dozens of awesome restaurants in the area. Enjoy a day by the ocean or explore some of the best attractions that Fort Walton Beach has to offer! The beautifully decorated unit comes prepped with: - Outdoor Space for Hanging Out - Fast, reliable WiFi - Smart Locks for Easy, Smooth Check-In - Fully Stocked Kitchenette - Smart TVs for all of your streaming desires - Eglin AFB

Guest favourite
Apartment in Fort Walton Beach
4.87 out of 5 average rating, 61 reviews

Beach Side 1/1 Condo Paradise

Nestled on beautiful Okaloosa Island, this freshly remodeled 1-bedroom condo at Tropical Isle offers a peaceful and stylish beachside escape. Highlights: 2025 New Cleaning Crew! Rent a spotless and clean unit. Luxury Amenities: Two flat-screens, ceiling fans, well-stocked kitchen, onsite laundry. Prime Location: Steps from the Emerald Coast's sugar-white sands and emerald waters, in a quiet, beachside complex. Enjoy the Gulf's beauty and convenience next door, ensuring a tranquil vacation.

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.
Apartment in Fort Walton Beach
4.96 out of 5 average rating, 46 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

Guest favourite
A light-filled studio features a spacious bed with soft linens and decorative pillows. A comfortable sofa is positioned nearby, and sliding glass doors lead to an outdoor area with views. Light tile flooring complements the warm yellow walls, adding to the inviting ambiance.
Apartment in Fort Walton Beach
4.89 out of 5 average rating, 166 reviews

Ground floor! Waterfront condo at Pirates Bay!

Clean, updated waterfront condo at Pirates Bay in FWB! Excellent ground floor, walkout unit. We have smart locks, allowing for easy self check-in. The patio sits just off the resort pool and just steps to the marina and BBQ grills. Pirates Bay is a wonderful waterfront resort community and the west facing unit allows beautiful sunset views over looking the Santa Rosa Sound. Perfect location for everything in Ft Walton Beach and Destin! Public beach access on Okaloosa Island is a short drive!

Guest favourite
A light green cottage features a spacious porch with white railings and two outdoor chairs, surrounded by palm trees and well-maintained gardens. The design harmonizes with the bright blue sky and nearby structures, creating an inviting beach atmosphere.
Cottage in Destin
4.97 out of 5 average rating, 147 reviews

One Block to Crystal Beach + Pool + King Bed + Convenient Location

- One block from the Crystal Beach area of Destin - 0.6 miles to Destin Commons w/ Whole Foods and shopping - 1.0 mile to Publix - This is the UPSTAIRS UNIT (downstairs rents separately through same host.) Each unit is fully separate. The Destin Doublemint, a bright and airy one-bedroom cottage, is the perfect spot for your beach vacation. It's less than a 2-minute walk to the sand, making it easy to pop back for a dip in the pool or a movie in the AC before walking back over for sunset.

Top guest favourite
The landscaped grounds feature a grassy area bordered by palm trees, leading to a mickey-shaped pool. The backdrop includes a waterfront view with boats visible, along with the multistory building where the studio units are located.
Apartment in Fort Walton Beach
4.88 out of 5 average rating, 569 reviews

Cozy Soundside Condo - WataView2!

Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

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.
Apartment in Fort Walton Beach
4.92 out of 5 average rating, 257 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, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Guest favourite
A houseboat is docked on a covered pier, surrounded by calm water. White chairs are positioned on the deck, offering a relaxing view of the bayou. Lush greenery frames the setting, while the dock's wooden surface provides easy access.
Houseboat in Fort Walton Beach
4.95 out of 5 average rating, 113 reviews

Unique water front stay Houseboat Destin/FWB

Seas the Day, center on Ft. Walton Beach,quiet bayou connected to bay and gulf on private 1 acre residence. We are 1 of only 3 HB for 50 miles in area. Paddle boards, kayaks , fishing poles and outdoor fire pit. Car needed to get to white sand beaches (4 miles). Shopping close by. A comfy futon in for a second bed. Boat has AC and heat. Unit is to stay docked.Recently renovated inside and out . Larger deck area with loungers . New lighting and ceiling this past spring! Rare find

Guest favourite
A bright living area showcases a comfortable sofa adorned with patterned cushions, accompanied by two accent chairs. A wooden TV stand holds a television, and a round coffee table sits on a geometric rug. Large sliding doors provide natural light and a view of the outdoors.
Apartment in Destin
4.94 out of 5 average rating, 140 reviews

Bohème at the Beach Destin 5 Min. walk to Beach

Bohème at the Beach is located 5 MIN. walk from O'Steen Beach in laid back Holiday Isle. Our location offers a Private Beach access to Emerald Beach (11 minute walk) with crashing waves of the ocean or the O'steen Public Beach access of calm harbor waters of the jetties, where the locals scuba dive and snorkel- also perfect for sunset watching! Walk to the marina and the local boat taxi will take you to Harbor Walk Village for dining and entertainment. Not suitable for infants.

Guest favourite
A modern living area is featured, showcasing a plush sectional sofa with decorative pillows. A wooden coffee table sits in front of the sofa, accompanied by a round ottoman. A fully equipped kitchen is visible, with stainless steel appliances and a stacked washer/dryer unit in the corner.
Apartment in Fort Walton Beach
4.9 out of 5 average rating, 106 reviews

Stylish Okaloosa Island 1BR Condo: Easy Beach Walk

Welcome to Sandy Pointe 212, a cozy one-bedroom, one-bathroom condo just steps away from the beautiful beaches of Okaloosa Island. Enjoy direct beach access and all the amenities needed for a comfortable stay, including a fully equipped kitchen with a stove, microwave, refrigerator, and dishwasher. Guests have access to the beach and can also take advantage of the shared outdoor grill area. Assigned covered parking is available for one vehicle in the carport under the building.

Guest favourite
The image captures a sprawling resort pool area lined with palm trees, inviting lounge chairs, and winding waterways. A mix of tranquil pools is observed, with gentle steps leading into the water and vibrant blue shades reflecting the clear skies.
Apartment in Fort Walton Beach
4.87 out of 5 average rating, 120 reviews

Waterscape 5th Flr -Closest 1 Bedroom to the beach

Enjoy the best courtyard and ocean views from this 5th-floor 1BR condo, the closest 1-bedroom unit to the beach at Waterscape Resort. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, in-unit washer/dryer, and beach chairs with umbrella stored in the unit. Guests return year after year for the views, comfort, and resort amenities like pools, waterfall, and lazy river.

Top guest favourite
Apartment in Sandestin
4.97 out of 5 average rating, 265 reviews

Sleek & Sexy @ Sandestin Golf & Beach Resort

Newly remodeled pool & hot tub are now open!! TOP RATED 6th floor oceanfront studio at Sandestin Golf & Beach Resort's Beachside Two complex. Guests can enjoy dining, retail, entertainment, golf, tennis and other activities without leaving the gates of this 2400 acre resort on Florida's Emerald Coast. Sandestin Tram pass included. This property is highly ranked amongst Airbnb's Top 10% of homes based on ratings, reviews, and reliability.

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£110£115£155£159£164£200£215£152£137£137£114£111
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 2,760 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 65,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,950 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    2,550 properties feature pools

  • Rentals with dedicated workspaces

    1,760 properties have a dedicated workspace

  • Wifi availability

    2,740 of Santa Rosa Island holiday rentals include wifi 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, Crab Island and Gulfarium Marine Adventure Park

Destinations to explore