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Vacation rentals in Santa Rosa Island

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Top-rated vacation rentals in Santa Rosa Island

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

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Top guest favorite
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, 227 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

Guest favorite
The living area features a navy blue sleeper sofa adorned with teal accent pillows. A small white dining table with two chairs sits nearby, while a vibrant piece of wall art adds a pop of color. Natural light enters through the window, enhancing the space.
Apartment in Fort Walton Beach
4.88 out of 5 average rating, 171 reviews

*Perfect location | Charming beach retreat*

Located a short three minute drive to the beautiful white sand beaches of the emerald coast, and only two minutes from downtown. This bright and well kept condo is the perfect escape that you've been waiting for! Fully stocked with extra towels, beach chairs, and all the standard cookware for your family beach getaway. Our condo was created for your relaxation, enjoyment, and affordability being our highest priorities. Extended stay guests are welcome with huge weekly discounts. No pets policy.

Guest favorite
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.
Condo in Fort Walton Beach
4.89 out of 5 average rating, 176 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!

Top guest favorite
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, 206 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.

Superhost
Condo in Fort Walton Beach
4.81 out of 5 average rating, 113 reviews

DestinWest Pelican Bayside, Lazy River, Hot Tub.

Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun.

Top guest favorite
A balcony features a dining table set with two glasses and a bottle, overlooking the beach. Lounge chairs and umbrellas are visible on the sandy shore, with the Gulf of Mexico's turquoise waters in the background, highlighting direct beach access.
Condo in Santa Rosa Island
4.95 out of 5 average rating, 159 reviews

Lovely beach-front condo with free beach setup.

As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

Guest favorite
The living area features soft blue walls and large windows providing natural light. A comfortable sofa is complemented by decorative pillows, while a wooden coffee table creates a focal point. A flat-screen TV and light blue curtains enhance the serene atmosphere.
Condo in Santa Rosa Island
4.95 out of 5 average rating, 183 reviews

Waterscape A207/Free BCH SVC/2 Kings/75' TV

Waterscape Resort A207 (just steps to the beach & pools) ~ Ocean view from kitchen/Master BRs/living room/patio ~ FREE beach service (2 CHRs+umbrella) during 3/1-10/31 ~ 2 King BRs with their own en suite + 1 half bath in the living area ~ One bunk room with a DOOR for privacy (two twin beds) ~ Q pullout sleeper ~ Pack 'n Play ~ Highchair ~ 4 smart TVs (1x75’’, 2x50’’, and 1x32’’) ~ Upgraded appliances & quartzite countertops ~ Tiles throughout ~ Washer/dryer in unit

Guest favorite
A bright and airy living area features a spacious light blue sofa and a decorative armchair, positioned near expansive glass doors offering views of the ocean. A round coffee table sits in the center, surrounded by a dining table for four, with soft hues enhancing the coastal ambiance.
Condo in Destin
4.9 out of 5 average rating, 266 reviews

Fully Remodeled Beach Condo with Amazing Views

Welcome to your premium vacation rental at the Pelican Beach Resort!!! This 16th-floor condo is decorated in a beach theme, serving both modern and traditional coastal styles. Located directly on the white sands of Destin, it offers unobstructed and boundless views of the beach and the ocean. The initial remodeling process has been completed in 2020, and lots of new upgrades have been completed by the end of 2022. It is a perfectly refreshing getaway for your family!

Guest favorite
An aerial view showcases the proximity of the condo to the Gulf of Mexico. The coastline is clearly visible with turquoise waters, alongside a mix of residential and commercial buildings. The image captures the area's layout with the canal visible in the foreground, emphasizing easy access to the beach.
Condo in Santa Rosa Island
4.89 out of 5 average rating, 147 reviews

*WALK TO BEACH* 2 bedroom!* LOTS OF ROOM *

Walk from the front door and have your feet in the sand in under 2 minutes. The location is great! The Unit has an updated kitchen, open dining/living room and half bath on the first floor. There is a washer and dryer in the unit. There is a small balcony off the living room. Both bedrooms are upstairs with their own private full bath. convention center. 1 mile Gulfarium. 1 mile Okaloosa island Boardwalk and pier. 1.2 miles Wild Willy's Adventure Zone. 1.2 miles

Superhost
Condo in Santa Rosa Island
4.78 out of 5 average rating, 129 reviews

Kid-friendly! Lazy River~Skywalk over to beach!

This is a beautiful one bedroom condo plus bunk area located on Bayside of Destin West! The unit comes equipped with a beach cart to make the short walk to the beach even easier! You will love the location of this unit! Freshly painted, with beautifully decor, plus beach towels (2) - you will feel right at home at our 'Salty sandpiper'. With a fully stocked kitchen, washer and dryer, and a lazy river pool - this condo is the perfect place for your beach getaway!

Top guest favorite
A panoramic view of the beach showcases soft white sands meeting the tranquil turquoise waters of the Gulf. Beach umbrellas and chairs line the shore, with a clear blue sky above enhancing the serene coastal landscape.
Condo in Santa Rosa Island
4.98 out of 5 average rating, 115 reviews

Island Princess 618 | Beach Service Included

Experience the perfect beach escape in our beautifully renovated beachfront condo on stunning Okaloosa Island. This inviting retreat offers two spacious bedrooms, two modern bathrooms, and a rare oversized balcony—ideal for relaxing while taking in breathtaking Gulf views. Step onto the sugar-white sands and enjoy the emerald-green waters with complimentary beach service, including two chairs and an umbrella, provided from March 1 through October 31.

Guest favorite
A scenic view of the beach at sunset, with the sun dipping below the horizon. Gentle waves lap against the shore, while silhouettes of people can be seen strolling along the sandy beach. The sky is tinted with soft orange and yellow hues, enhancing the tranquil atmosphere.
Condo in Santa Rosa Island
4.82 out of 5 average rating, 153 reviews

Keeler Island Princess #508 Okaloosa Island Bchfrt

Escape the average life at the Majestic Island Princess. Reserve your time today at the Keeler Island Princess #508. Every angle in the living area provides a view so irresistible, you won't be able to take your eyes away from the enticing waters. The diamond sand sparkles with the sun's continuous movement in the sky. Each day, you will discover a new focal point and anticipate its return.

Popular amenities for Okaloosa Island vacation rentals

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,626 GYDG$35,135 GYDG$45,174 GYDG$43,710 GYDG$44,965 GYDG$54,794 GYDG$58,977 GYDG$41,619 GYDG$37,645 GYDG$36,390 GYDG$32,626 GYDG$32,416 GYD
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.

All about Santa Rosa Island

If you’re visiting Okaloosa Island, don’t forget to pack a swimsuit. The three-mile-long barrier island, just south of Fort Walton Beach, is between the Choctawhatchee Bay and the Gulf of Mexico on Florida’s Emerald Coast. You practically live at the beach here, spending days pedaling around on a cruiser, stretching out on powder-soft white sands, and sitting down to a seafood dinner fresh from the turquoise gulf waters. But while the beaches here are beautiful — much of the island is protected land — there’s plenty to do besides relax. Kayak or paddleboard on the bay or boat over to Crab Island, a sandbar with a festive atmosphere. Shop and dine on the boardwalk, or visit the area’s theme parks, water parks, and museums. Then cap off the day by enjoying a brilliant sunset on the beach.

What are the top things to do in Santa Rosa Island?

Okaloosa Island Pier

Anglers come to the Okaloosa Island Pier, which juts 1,262 feet into the Gulf of Mexico, to sight-cast in the clear waters. There’s gear rental here, and, for a small license fee, you can fish for Spanish mackerel, whiting, tuna, and bluefish. The pier also draws birders and is a lovely place for a stroll or to watch the summer fireworks displays.

The Boardwalk on Okaloosa Island

The oceanfront boardwalk features beach access, picnic pavilions, shops selling beach apparel and water toys, ice cream and candy stores, and several large, open-air seafood shacks and burger bars.

Gulf Island National Seashore

A national treasure, the Gulf Island National Seashore stretches 160 miles from Cat Island, MS, to Okaloosa Island and is split into 12 areas. The final section, just west of the Okaloosa Island hub, is a beautiful small beach on the Choctawhatchee Bay with calm waters that are great for swimming and water sports.

Quick stats about vacation rentals in Santa Rosa Island

  • Total vacation rentals

    Explore 2,840 vacation rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island vacation rentals start at G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 62,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    2,150 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Vacation 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 vacation 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