Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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Top guest favourite
Apartment in Santa Rosa Island
5 out of 5 average rating, 89 reviews

Clean & Luxurious Beachfront ~ 7 Pools+HotTubs+Gym

Destin Resort Vacations is proud to present this newly renovated, luxury 5th floor beachfront condo unit at Destin West Resort! Sleeps 4 comfortably with a queen size bed and a queen size pull out sofa sleeper. Walk in luxury tile shower, two large tv's each with cable tv & Roku streaming. Enjoy unique beautiful Gulf & bay views from your balcony. Convenient access to the parking garage and all Destin West Resort amenities which include direct beach access, 7 pools, 3 hot tubs & 700’ lazy river.

Top 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 Santa Rosa Island
4.93 out of 5 average rating, 275 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, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Top guest favourite
Apartment in Santa Rosa Island
4.98 out of 5 average rating, 124 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!!

Guest favourite
Shipping container in Santa Rosa Island
4.95 out of 5 average rating, 83 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 fully equipped kitchen features modern stainless steel appliances, including an oven and dishwasher. White cabinetry contrasts with a light blue wall. A spacious island with seating is visible, while sunlight filters into the open living space, showcasing a panoramic Gulf view through large windows.
Apartment in Santa Rosa Island
4.97 out of 5 average rating, 104 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.

Superhost
A lazy river meanders through lush landscaping, featuring two yellow inflatable tubes floating on the water. Colorful umbrellas provide shade for nearby seating areas. The view reveals the condo buildings in the background, surrounded by palm trees and greenery.
Apartment in Santa Rosa Island
4.78 out of 5 average rating, 165 reviews

Destin West Resort, Lazy River & Free Beach setup

This is a 3-bedroom, 2-bath condo that sleeps 8 people plus a baby. Destin West Resort offers great amenities: 700-foot long Lazy River, 7 Pools (some heated seasonally), 4 Hot tubs, State-of-the-art-Fitness Center and beautiful beach! You also have access to a Marina(bring your boat), picnic areas, water sports/boating rental (next door). The skybridge gives you easy access to both sides of the resort. Walking distance to Adventure Zone, the Gulfarium, the Boardwalk and fishing pier.

Guest favourite
A spacious living area features a sectional couch complemented by a round coffee table. Warm wood accents are highlighted by overhead pendant lighting. The adjoining kitchen showcases a large island with bar seating, while a dining area in the background is arranged with a large table.
Home in Fort Walton Beach
4.98 out of 5 average rating, 126 reviews

Stunning updated 4 bedroom home. 8 mins from beach

Escape with family or friends to this stunning, fully renovated coastal home. Only a short drive from the Gulf Coast's pristine beaches, this cozy home offers all the comforts of home and conveniently located near downtown FWB. Walk up the street for public water access to view the bay. Ample parking in the driveway for your boat, trailer or RV. Enjoy the large fenced-in backyard, perfect for outdoor entertaining. Book now and experience the best of Florida's Emerald Coast.

Superhost
Apartment in Destin
5 out of 5 average rating, 4 reviews

Beachfront Destin Condo|Beach access|Pool & HotTub

Discover El Secreto Azul, a fully renovated luxury beachfront condo in Destin offering private beach access, stunning Gulf views, and the privacy of an exclusive low-density building. Sleeps up to 6 adults and 2 kids with a king suite, custom bunk beds, and 2 queen sleeper sofas. Enjoy a heated pool, hot tub, beachfront grills, elevator access, and 2 covered parking spaces — all minutes from Destin’s top dining, shopping, and attractions.

Guest favourite
Cabin in Mary Esther
5 out of 5 average rating, 24 reviews

Direct Waterfront Cabin | Sunset Views | #2

🌊 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.

Top guest favourite
Apartment in Santa Rosa Island
4.96 out of 5 average rating, 111 reviews

Beachfront condo with views

Gulf Dunes 105 – Gulf‑Front & Beachfront Feel the island vibes in this updated 1‑bed, 1.5‑bath condo on Okaloosa Island! Sleeps 6 with king bed, hallway bunks, and sleeper sofa. Enjoy a private balcony with Gulf views, direct beach access, pool, and free beach service (Mar–Oct). Walk to the Boardwalk for food and fun. Perfect for couples and small families. Heated pool 84–85 degrees (Nov–Mar).

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

DW Sandpiper PH-08 ~ Lazy River ~ Penthouse!

Proudly hosted by Coastal Vibe Vacations, Sandpiper PH-08 is the end unit penthouse at Destin West Beach & Bay Resort — a private rooftop terrace with a gas BBQ grill and 360-degree Gulf and Bay views, a bonus balcony off the master bedroom, a private bunkroom with TV and privacy door, and a short walk to toes in the Emerald Coast sand just minutes from Destin.

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.

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

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Avg. price$199 SGD$215 SGD$276 SGD$267 SGD$275 SGD$335 SGD$360 SGD$254 SGD$230 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 2,840 holiday rentals in Santa Rosa Island

  • Nightly prices starting at

    Santa Rosa Island holiday rentals start at $51 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    2,820 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