
Holiday rentals in Santa Rosa Island
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Santa Rosa Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Destin West Penthouse Bay, Roof Top terrace
This fresh looking/newly remodeled Sandpiper PENTHOUSE Condo offers the best of two worlds. It offers breath taking, direct-shot views of the pristine Choctawhatchee Bay , Lazy River and Zero entry & seasonally heated Water Fall pool. The Hot tubs, New Marina and BBQ pits are right below your two balconies. This is a 1 Bedroom with Bunk Room and 2 baths Penthouse condo on the Bay side of Destin West. The views from the roof-top floor blow away the condos on the lower floors. On site Marina!

*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.

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.

Destin West Villa #V502 Beach Vacation Awaits
Newly updated beach-side 5th floor unit. Renovated bathroom with a large walk in shower. It has one of the best views in the Florida panhandle. A 180 degree view of the emerald waters of the Gulf of Mexico, the Okaloosa Island sand dunes, Destin and Choctawhatchee Bay. Your unit is Gulfside. You are steps away from the white sandy beach, 7 different pools and many restaurants and fun activities to walk to. Relax in the lazy river pool, sunbathe at the beach or spend your day being adventurous.

Beauty & The Beach near Gulf Beaches & Bay
Relax in this calm/stylish getaway within walking distance to the gulf beaches. Our home sits next to the boardwalk only a 5 min walk to the beautiful white sands of the Gulf plus 1 min walk to the bay! Near restaurants/bars and fun family activities You’ll love the location/convenience of Okaloosa Island near beach access #1 Destin- 10 min drive Ft Walton Convention Center-5 min drive Downtown Ft Walton -10 min walk FWB Pier -10 min walk ✈️ Destin / Fort Walton Airport - 20 min drive

Beach condo with Gulf view, heated pool and gym!
Enjoy your time at peaceful Heron's Shore at seacrest condominiums. You will love the soft white sand beach and the warm emerald waters that are accessed via the boardwalk. The pool is heated when the weather is cool. Get you exercise on the beach or in our Gym. Use the elevator to bring your luggage to our 4th floor suite and park your vehicle in the underground parking. Dine at nearby restaurants or BBQ. Visit Crab Island & just have a wonderful time at Heron's Shore on Okaloosa Island.

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

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.

Waterscape 5th Flr -Closest 1 Bedroom to the beach
Enjoy the best courtyard and ocean views from this 5th-floor 1BR condo, the closest 1-bedroom unit to the beach at Waterscape Resort. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, in-unit washer/dryer, and beach chairs with umbrella stored in the unit. Guests return year after year for the views, comfort, and resort amenities like pools, waterfall, and lazy river.

3 Min Walk to the Beach, Beach Svc, Sandpiper Cove
***Beach service at our private beach for 2 included**** A beautifully decorated studio condo that sleeps 4 comfortably. It includes a queen size bed and queen size sleeper sofa with a memory foam mattress. Not to mention a breakfast bar and 55” TV with surround sound. You can stand on the back deck and see views of the sugary white sand beaches that are right across the street from our place. Beach service at our private beach for 2 included from March-October.

Ocean Views at Waterscape Resort!
Experience everything the stunning Emerald Coast has to offer while staying in our beautifully updated condo, with expansive ocean views including everything you need for a comfortable stay! Enjoy the Waterscapes resort amenities including direct beachfront access, beach chairs & umbrella, lazy river, zero entry pool, kids water play area, a separate heated pool for the cooler months, hot tubs, propane grills, a full gym, on site tiki bar, and free gated parking.

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

Elegant Okaloosa Island Beach Access 1BR Retreat

DW Sandpiper PH-08 ~ Lazy River ~ Penthouse!

"SeaGlass" - Oceanfront with expansive balcony.

314 Island Princess - Beach, Pool, Spa, Balcony!

Beachside Bliss Haven ~ Corner unit

Pink Flamingo Okaloosa Island

Top Floor Waterfront View Studio

AV36-Gulf Front 2-Bedroom Condo with Pool& Balcony
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $182 SGD | $191 SGD | $257 SGD | $265 SGD | $272 SGD | $332 SGD | $357 SGD | $252 SGD | $228 SGD | $220 SGD | $198 SGD | $196 SGD |
| 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 2,830 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
- Seminole Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Jacksonville Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Clearwater Holiday rentals
- Santa Rosa Island, Florida Holiday rentals
- Hotel rooms Santa Rosa Island
- Rentals with outdoor seating Santa Rosa Island
- Rentals with an accessible-height bed Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Villa rentals Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Apartment rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Flat rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Beach apartment rentals Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Resort rentals Santa Rosa Island
- Rentals with an accessible-height toilet Santa Rosa Island
- Rentals with pools Santa Rosa Island
- House rentals Santa Rosa Island
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Frank Brown Park
- Pensacola Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Village of Baytowne Wharf
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Pensacola Beach Boardwalk
- Point Washington State Forest
- Topsail Hill Preserve State Park
- MB Miller County Pier
- Johnson Beach




