Holiday rentals in Santa Rosa Island

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Top-rated holiday rentals in Santa Rosa Island

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

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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 Fort Walton Beach
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 Fort Walton Beach
4.98 out of 5 average rating, 125 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
A bright living area features a light grey wall with natural lighting from large windows. Two cozy sofas, one in dark grey and the other in a mixed pattern, offer seating. A white coffee table sits in the center, complemented by a decorative rug and a fan overhead.
Apartment in Fort Walton Beach
4.91 out of 5 average rating, 125 reviews

Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!

Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

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.
Apartment in Fort Walton Beach
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.

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 Fort Walton Beach
4.94 out of 5 average rating, 122 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

Top guest favourite
A spacious living area features a light-colored sectional sofa, accompanied by a round coffee table. Large glass doors provide access to a balcony with water views, while a television is mounted on the wall. Soft blue walls add a serene touch to the space.
Flat in Fort Walton Beach
4.99 out of 5 average rating, 82 reviews

Penthouse Views & Coastal Ease: 2 BR w/ King Beds

Penthouse Views & Coastal Ease Experience stunning soundfront sunrises and sunsets from this elegant 6th-floor retreat. This pedestrian-friendly gem is just a 5-minute stroll along the boardwalk to the beach, dining, and shops. Resort Living: Shared pool and hot tub access, Gated Access. Top Comfort: Two King beds, Smart TVs, and high-speed WiFi. Ultimate Convenience: Full kitchen, coffee station, in-unit laundry, and elevator access. Your perfect waterfront escape starts here!

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 Fort Walton Beach
5 out of 5 average rating, 25 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 Fort Walton Beach
4.96 out of 5 average rating, 112 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
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 Fort Walton Beach
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.

Guest favourite
A bright living area is highlighted by a large television and comfortable leather furniture, arranged around a vibrant leaf-patterned rug. Sheer curtains allow natural light to filter in, complemented by potted plants that add a touch of greenery to the space.
Apartment in Fort Walton Beach
4.88 out of 5 average rating, 160 reviews

Modern Island Condo: Walk to Beach, Private Yard!

Welcome to your perfect beach getaway on Okaloosa Island near Destin, Florida! Discover a beautifully remodeled 2-bedroom, 2-bathroom condo that offers all the comforts of home and more. This stunning unit is now available for your vacation pleasure, and we can't wait to host you!

Guest favourite
A spacious balcony offers a stunning view of the ocean and sandy beach. Outdoor seating is provided, featuring a lounge chair and decorative cushions. The horizon displays soft waves, and people can be seen enjoying the beach along the shoreline.
Apartment in Fort Walton Beach
4.95 out of 5 average rating, 87 reviews

"SeaGlass" - Oceanfront with expansive balcony.

**Oceanfront Condo with an EXPANSIVE balcony to enjoy the picturesque view. Private beach access to the SUGAR WHITE sands. The condo has all the comforts of HOME with two bedrooms, two full baths, and a fully equipped kitchen. Enjoy OCEANFRONT VIEWS from the king bedroom.

Popular amenities for Santa Rosa Island holiday rentals

When is the best time to visit Santa Rosa Island?

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Avg. price£116£125£161£155£160£195£210£148£134£129£116£115
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 £30 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