Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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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.
Apartment in Santa Rosa Island
4.96 out of 5 average rating, 106 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.

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.
Apartment in Fort Walton Beach
4.95 out of 5 average rating, 213 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
Apartment in Fort Walton Beach
5 out of 5 average rating, 123 reviews

Waterfront cozy condo with king bed & resort pool

Welcome to The Salty Pirate, your waterfront vacation paradise! Kick back & relax in our calm, stylish condo featuring a king size bed, luxury bathroom & kitchenette. Relax in bed, enjoy the boats cruise by or watch the 65 inch TV. The waterfront balcony entices you to read & relax. Enjoy the resort style pool or reserve the 2-seater kayak (when available) provided for you to explore the waterway. Downtown restaurants & bars are walking distance & the white sugar sand beaches are 2 miles away!

Top guest favourite
Apartment in Santa Rosa Island
4.98 out of 5 average rating, 121 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 bright living area is filled with natural light, featuring coastal decor and a comfortable sofa. Large windows offer unobstructed views of the Gulf of Mexico, while access to the private balcony is visible. The space is accented with a fan and a coffee table.
Apartment in Santa Rosa Island
4.95 out of 5 average rating, 78 reviews

Beachfront 2 Bedroom, 2 story with Loft

2-bed, 2-bath, 2 story, top floor condo in a private 9-unit complex right on the beach of Gulf of Mexico. Enjoy coastal luxury and convenience while indulging in the breathtaking views and refreshing sea breeze from your own private balcony. You'll have exclusive access to a beachfront pool, perfect for a refreshing dip after beach. This condo comes with deeded beach access, the Gulf of Mexico is your private backyard where you can enjoy direct and convenient entry to the pristine shoreline.

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.
Flat in Santa Rosa Island
5 out of 5 average rating, 34 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.
Apartment in Santa Rosa Island
4.95 out of 5 average rating, 117 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

Guest favourite
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.
Apartment in Santa Rosa Island
4.89 out of 5 average rating, 142 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

Top guest favourite
A well-lit bedroom features a spacious bed with a decorative blue throw blanket. Artwork depicting aquatic scenes adorns the walls, complementing the neutral color scheme. A ceiling fan circulates air, while natural light filters in through the window, providing a serene view of the outdoors.
Home in Fort Walton Beach
4.98 out of 5 average rating, 100 reviews

Pets Welcome/Work Remotely/Fenced Yard

Your family and friends will be close to everything when staying at this centrally-located townhouse. This property is loaded with amenities. This townhouse is loaded with quartz counter tops, new appliances, washer/dryer, dedicated workspace and bbq area, a coffee bar, 3 smart TVs and even a PACMAN arcade game! Walk to Publix, Beach liquors, the beach, and downtown Fort Walton Beach and explore the many restaurants, bars, and shops.

Top guest favourite
A spacious bedroom features a king bed with a light-colored quilt, flanked by two side tables with lamps. Natural light fills the room through a large window, highlighting the neutral wall tones and a piece of wall art above the bed.
Apartment in Santa Rosa Island
4.92 out of 5 average rating, 87 reviews

Okaloosa Island condo *free beach service

*Per guidelines, please do not book until 25 years old.* This 1 bedroom, 1 bath boasts a spacious living and kitchen area, king bed, queen couch pull out, and ottoman/twin convertor. 120 steps to our beach access, and take advantage of our included professional beach service during the spring/summer season. Only a few minutes to FWB, Destin, or Navarre, and a great place for families, military and snowbirds.

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.
Apartment in Santa Rosa Island
4.8 out of 5 average rating, 151 reviews

Escape to Okaloosa Island 1BR Condo by Gulf

Discover a coastal paradise at this charming 1-bedroom condo in Sandy Pointe, nestled on Okaloosa Island. Enjoy serene beach vibes and breathtaking sunsets just steps away. This cozy retreat offers a comfortable bedroom, a well-equipped kitchen, and a cozy living area. With its prime location and beachfront access, this condo is perfect for a romantic getaway or a small family beach vacation.

Top guest favourite
A spacious studio unit features a comfortable bed with light bedding and decorative striped accents. A seating area includes a grey sofa and a small table set, overlooking large glass doors that open to stunning ocean views. A neutral color palette enhances the coastal ambiance.
Apartment in Santa Rosa Island
4.97 out of 5 average rating, 103 reviews

Gorgeous Gulf Front condo with amazing views!

Your romantic Gulf-front getaway begins here and is a top-rated destination for couples...This recently updated condo offers new furnishings and is tastefully decorated in warm blue-grey and emerald tones - perfect for a seaside vacation. The Gulf views from your private top floor balcony are unparalleled and promise amazing sunsets.

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$184 SGD$192 SGD$259 SGD$266 SGD$274 SGD$334 SGD$359 SGD$254 SGD$229 SGD$222 SGD$199 SGD$198 SGD
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 2,830 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 65,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    2,010 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Holiday rentals with a pool

    2,620 properties feature pools

  • Rentals with dedicated workspaces

    1,640 properties have a dedicated workspace

  • Wifi availability

    2,810 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, Gulfarium Marine Adventure Park and Crab Island

Destinations to explore