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

Destin West, Bayside, 2 BR+ Bunk Room, sleeps 8
GREAT VIEWS!!! Sandpiper unit 502 has 2 bedrooms, two baths, and a private bunk-bedroom, so its really a 3 BR...sleeps 8. It is furnished with a new sofa sleeper and matching couch in family room. All of this is designer furnished condo accommodates up to eight people to sleep. The interior of the unit reflects a classic, high-end feeling. Walking distance to many restaurants and activities. My place is close to restaurants and dining, the beach is 5 minute away over elevated walkway, .

Beachfront! Newly remodeled! Right on the beach!
Beachfront top floor unit, on a private beach, in two story building gives unobstructed sunset/ocean views. Located on soft white sand with on-site free parking. Perks of choosing this unit include gated resort with pools, beach service included (Mar.-Oct.), tennis courts, pickle ball, and par 3 golf course (included). Unit has fully functional kitchen and wifi included. Master bedroom beach/sunset views! Sleeps 4 adults with use of sofa bed in living area and additional cot-sized bunkbeds.

Oceanfront 3BR/3BA Condo | Steps to Sand & Surf!
Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a queen bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties

Free Chair Service-Beachfront 6th Floor
Beautiful sixth-floor balcony views of beachfront, barrier island chain, and sound area! Exceptionally convenient white-sands beach access and gorgeous emerald waters! Enjoy the indoor/outdoor pool and on-site gym. This beach condo is not only fantastically located on the quieter end of Okaloosa Island, but also comes with modern, coastal-themed furnishings. Access the Destin and Fort Walton Beach attractions only a few miles down the street. Includes free chairs and umbrella on the beach!

Cozy Soundside Condo - WataView2!
Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

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, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Perfect View on Santa Rosa Sound with 2 Pools!
Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures. Marina slip is not available for rent at this time.

Sunshine and beach time /Okaloosa Island
CHRISTMAS at the BEACH! Steps to the sand, Ocean view , top floor unit, sleeps 5,(queen bed, single day bed, and queen sofa sleeper). Fully furnished, ( USB port outlets, no carpet, stainless appliances, and keyless entry). A one minute walk to the white sand, wifi in the unit, 2 beach chairs, cooler, beach towels, and beach umbrella. Laundry onsite, Tom Thumb next door for items you might need. Everything for a great beach vacation! 683 Nautilus court

Gulf View Studio condo Fort Walton Beach
Islander 705 Studio condo with a beautiful Gulf view on Okaloosa Island. This 7th floor unit sleeps 2 and includes - 1 King bed - 1 sofa sleeper - 1 Full bathroom (glass shower) - Keurig Mini - 1 full kitchen with stove, refrigerator, microwave, dish washer Complimentary beach service 2 chairs and 1 umbrella included March - October! Enjoy amazing views of the Gulf & white sand beaches with the perfect sunset view from the balcony!

Island Princess 618 | Gulf Views & Beach Service
Experience the ultimate beach getaway at our renovated condo on stunning Okaloosa Island. This beachfront retreat features two spacious bedrooms, two modern bathrooms, and a rare oversized balcony perfect for soaking in the breathtaking views. Relax on the sugar-white sands and take in the emerald-green waters of the Gulf with complimentary beach service, including two chairs and an umbrella, provided from March 1st to October 31st.

Sea Shell at Sunset Cottages - Beach Service Inc
Sea Shell condo is located in the 19 unit Sunset Cottages complex on Okaloosa Island in Fort Walton Beach, FL. “Gulf Side”, just over 200 steps from the sand, no roads to cross, relaxing on the beach in minutes! The Sea Shell has 2nd floor partial gulf views from the dining room window, and both balconies. Inside is a spacious 750 sq.ft. to lounge and relax including; large great room, large bedroom and bath, condo built in 2000.
Popular amenities for Santa Rosa Island holiday rentals
Stay near Santa Rosa Island's top sights
Other great holiday rentals in Santa Rosa Island

A129 Waterscape 1st floor,beach chairs& Lazy River

Tiny Home by the Sea: Beach Lover’s Dream

Vitamin Sea Studio on Okaloosa

Pool Table, Lazy River & AmazingViews! Destin West

Tropical Isle 215 - Steps to the Beach!

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

"SeaGlass" - Oceanfront with expansive balcony.

The Sand Dollar Beach at FWB - Unit 4
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 | $188 SGD | $197 SGD | $265 SGD | $273 SGD | $281 SGD | $342 SGD | $368 SGD | $260 SGD | $235 SGD | $235 SGD | $196 SGD | $191 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 2,760 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 65,420 verified reviews to help you choose

Family-friendly holiday rentals
1,950 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
2,550 properties feature pools

Rentals with dedicated workspaces
1,760 properties have a dedicated workspace

Wifi availability
2,740 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, Crab Island and Gulfarium Marine Adventure Park
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- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Eglin Beach Park
- Pensacola Beach Crosswalk
- Fort Walton Beach Golf Course
- Gulfarium Marine Adventure Park
- Raven Golf Club
- Walton Dunes Beach Access
- Camp Helen State Park
- Fred Gannon Rocky Bayou State Park
- The Track - Destin
- Pensacola Dog Beach West
- Wayside Park, Okaloosa Island
- Seacrest Beach
- Shipwreck Island Waterpark




