
Holiday houses in Santa Rosa Island
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Top-rated holiday rentals in Santa Rosa Island
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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.

5 BR 4 BA + Private Pool + Pickleball Fun
Get ready for the ultimate beach escape with Beach Weekend! When you book our 1 Fish 2 Fish rental on beautiful Okaloosa Island, you unlock exclusive perks to make your stay even more memorable. Imagine cruising the stunning emerald waters with 10% off a pontoon rental, crab island excursion and enjoy unlimited pickleball court access in Downtown Fort Walton. Our friendly team is here to make your dream vacation seamless from start to finish as The Beach Weekend has everything you need for an i

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

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.

Pool Table, Lazy River, & HUGE Patio! Destin West!
With Gulf views out the guest bedrooms and expansive bay and resort views out the master bedroom and living room, you'll keep the entire family happy 🌊. Located on beautiful Okaloosa Island, Osprey 504 has a large balcony, TVs in every bedroom, WiFi, and even a 7' slate pool table. Your family will love all the amenities that Destin West Beach and Bay Resort is famous for. Lazy river, 7 pools, 3 hot tubs, fitness room, marina, and private beach access are yours to make memories of a lifetime!

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!

Waterfront condo with boat slip
Unpack your bags and relax. Enjoy the balcony overlooking the coastal waterway or walk across the street to the white sand beaches of Gulf of Mexico. Primary bedroom has unobstructed views of the water fitted with a comfortable king size bed. The Guest bedroom sleeps 4 with bunk beds and another full bathroom down the hall. Property is fully stocked with all your kitchen needs. In unit washer/dryer are also available for your stay. Ask about our extended stay discounts.

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.

Direct Waterfront Cabin | Sunset Views | #6
🌊 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.

Aloha Pool House- Stay Local, Live Aloha
Tropical pool house with private backyard oasis + gym. Walk to parks, dining & downtown. Close to the beach & 20 min to Destin. Perfect local getaway. Welcome to Aloha Pool House - your private tropical escape in the heart of Fort Walton Beach. Designed for laid-back luxury and local living, this is where you skip the crowds, soak up the sun, and experience the Gulf Coast the way locals actually do.

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.

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!
Popular amenities for Santa Rosa Island holiday rentals
Stay near Santa Rosa Island's top sights
Other great holiday rentals in Santa Rosa Island

Top Floor Ocean View, Beach Service - gd612

Elegant Okaloosa Island Beach Access 1BR Retreat

Okaloosa Island 2BR Bungalow Steps to Beach

Okaloosa Island Gulf Front Paradise Studio Condo

Hidden Bohemian Waterview 1BR Beach Access Retreat

The Murphy House | Container Home | Downtown

Okaloosa Island Top Floor 2BR Beach Condo

Okaloosa Island 1BR Condo w/ Direct Beach Access
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $262 NZD | $283 NZD | $363 NZD | $352 NZD | $362 NZD | $441 NZD | $474 NZD | $335 NZD | $303 NZD | $293 NZD | $262 NZD | $261 NZD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°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 $67 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
2,820 of Santa Rosa Island holiday 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
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- Destin Beach
- Crab Island
- Pensacola Beach
- Destin Harbor Boardwalk
- Aqua Resort
- Seacrest Beach
- Opal Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Village of Baytowne Wharf
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Camp Helen State Park
- Topsail Hill Preserve State Park
- Gulfarium Marine Adventure Park
- Gulf World Marine Park
- Pier Park





