
Vacation rentals in Santa Rosa Island
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Top-rated vacation rentals in Santa Rosa Island
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The Merry Whale on The Emerald Coast
Newly updated 1 bedroom/ 2 bath condo with built in bunkbeds. Located beach side on the 19th floor with breathtaking panoramic views of the emerald waters and pristine white sand beaches The Gulf of Mexico. Fully stocked kitchen with new granite countertops and slate appliances. Reliable fast high speed internet throughout. Resort amenities include a large pool and hot tub, a beachside tiki bar serving frozen drinks and beer. A fabulous cafe that serves hot breakfast, pizza, sandwiches & salads.

Beach Penthouse on Okaloosa Island in FWB, FL
Unit 301 has the best views being it is an end unit on the top floor. It also feels very spacious with its vaulted ceilings and unique loft area. Sleeps up to 6 people. Queen bed in Master. Another Queen bed and bath in loft. One full size sleeper sofa in living room. Owners have used the unit for past 9 years and have just decided to offer it as a rental. Freshly painted, and updated with new carpets, floors, furniture and appliances. Unit has everything you need for a wonderful vacation.

GULF FRONT TopFloor Amazing VIEW Directly On Beach
Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out

Direct Beachfront Condo with pool
Relax and getaway to this beachfront condo retreat on Okaloosa Island in Fort Walton Beach, Florida. Just steps to the sugar-white sand and emerald Gulf coast waters, this updated 2BR/2BA condo features a private balcony with dolphin & sunset views, modern kitchen, Wi-Fi, washer/dryer, and pool (heated in the winter). Free beach service (2 chairs + umbrella, Mar–Oct). Only 5 miles to Destin! Please note - Roof repairs for the condo are ongoing from 2/16/2026 and expected to be completed May 5/

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.

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!!

Star Of The Sea
Welcome to "The Star Of The Sea", Island Princess #312. Enjoy Gulf front views of the aqua blue waters of the Gulf with its sugar sand beaches from our beautifully decorated condo. Private balcony with access from family room and Master Bedroom. Fully stocked kitchen to prepare fabulous meals while taking in the views of the Gulf from the kitchen and dining area. Both master suites boast of comfort and access to private baths with full shower and tub amenities. Flat screen TV's in every room.

DestinWest Pelican Bayside, Lazy River, Hot Tub.
Master bedroom with bathroom, bunk room with bathroom (the bunk room has one bunk bed and no door), sofa sleeper. Balcony with lazy river and bay view. You will find everything here from Lazy River, seven pools (one heated, one with waterfall), hot tubs, zero entry pool, gym, bbq area. Next door is an arcade with virtual reality, bar and food. You have access to swim and play in both the ocean and the bay. It is a short walk to the Okaloosa boardwalk for shopping, restaurants and fun.

Retreat by the Sea at Seacrest Condo
Welcome to Retreat by the Sea. This studio is at Seacrest Condominiums located directly on the beach on beautiful Okaloosa Island in Fort Walton Beach six miles from Destin. Relax on the balcony and enjoy the beautiful views of the Gulf and amazing sunrises and sunsets. You have direct access to the beach and all the amenities that the condo has to offer including indoor/outdoor pool, gym and bbq area. This amazing studio also has a kitchenette, mini-refrigerator and private laundry.

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

Kid-friendly! Lazy River~Skywalk over to beach!
This is a beautiful one bedroom condo plus bunk area located on Bayside of Destin West! The unit comes equipped with a beach cart to make the short walk to the beach even easier! You will love the location of this unit! Freshly painted, with beautifully decor, plus beach towels (2) - you will feel right at home at our 'Salty sandpiper'. With a fully stocked kitchen, washer and dryer, and a lazy river pool - this condo is the perfect place for your beach getaway!

Escape to Colorful Okaloosa Island 1BR Condo
Experience the funky charm of Okaloosa Island in this stylish 1BR condo at Sandy Pointe. Just steps from the beach, this vibrant getaway offers a comfortable king bed, well-equipped kitchen, and beachy decor. Relax on the balcony or take a quick stroll to the sugary white sands. With nearby dining, shopping, and entertainment, your coastal adventure awaits. Book now for a memorable beach retreat!
Popular amenities for Okaloosa Island vacation rentals
Stay near Santa Rosa Island's top sights
Okaloosa Island beach vacation rentals

Keeler Island Princess #508 Okaloosa Island Bchfrt

Amazing Top-Floor Condo, Free Beach Service!

Oceanfront 3 King BR/3BA Condo Steps 2 Sand & Surf

Sea Oats*Beachfront View!2Bdr/2Bath, Sleeps 6

Destin West V506 - Free Beach Service & Lazy River

Waterscape 3rd Floor 1 Bedroom - on the beach -

Beautiful Emerald Beach Condo

One Step to the Beach!
Okaloosa Island home rentals

House 5 min to Beach, Fire Pit, Deck, Pickleball

Pets Welcome/Work Remotely/Fenced Yard

#1 4BR HUGE PET Friendly Home Away from Snow!

Pool Retreat Near Destin Beach

Serenity on the Water-Dock/Water -No cleaning Fee

House in Ft Walton Beach near Okaloosa Island *TVs

Three Forty Eight The Great Escape! (Pet Friendly)

Luxury 30A Cottage w/ Private Pool and Golf Cart
Okaloosa Island cottage rentals

On 30A | King beds | 3 min to beach

Two blocks to the beach! Bikes included!

Historic Smith House, authentic cottage

"Quirky Cottage"

Beach Cottage South of 30a -Steps to Beach & More!

Charming Beach Cottage- with beach service

Nature's Nest Cottage on the Sound - Pets Welcome!

It’s Just Darling
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 | ﺩ.ﺇ529 | ﺩ.ﺇ555 | ﺩ.ﺇ746 | ﺩ.ﺇ768 | ﺩ.ﺇ790 | ﺩ.ﺇ962 | ﺩ.ﺇ1,036 | ﺩ.ﺇ731 | ﺩ.ﺇ661 | ﺩ.ﺇ639 | ﺩ.ﺇ573 | ﺩ.ﺇ569 |
| 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.
All about Santa Rosa Island
If you’re visiting Okaloosa Island, don’t forget to pack a swimsuit. The three-mile-long barrier island, just south of Fort Walton Beach, is between the Choctawhatchee Bay and the Gulf of Mexico on Florida’s Emerald Coast. You practically live at the beach here, spending days pedaling around on a cruiser, stretching out on powder-soft white sands, and sitting down to a seafood dinner fresh from the turquoise gulf waters. But while the beaches here are beautiful — much of the island is protected land — there’s plenty to do besides relax. Kayak or paddleboard on the bay or boat over to Crab Island, a sandbar with a festive atmosphere. Shop and dine on the boardwalk, or visit the area’s theme parks, water parks, and museums. Then cap off the day by enjoying a brilliant sunset on the beach.
What are the top things to do in Santa Rosa Island?
Okaloosa Island Pier
Anglers come to the Okaloosa Island Pier, which juts 1,262 feet into the Gulf of Mexico, to sight-cast in the clear waters. There’s gear rental here, and, for a small license fee, you can fish for Spanish mackerel, whiting, tuna, and bluefish. The pier also draws birders and is a lovely place for a stroll or to watch the summer fireworks displays.
The Boardwalk on Okaloosa Island
The oceanfront boardwalk features beach access, picnic pavilions, shops selling beach apparel and water toys, ice cream and candy stores, and several large, open-air seafood shacks and burger bars.
Gulf Island National Seashore
A national treasure, the Gulf Island National Seashore stretches 160 miles from Cat Island, MS, to Okaloosa Island and is split into 12 areas. The final section, just west of the Okaloosa Island hub, is a beautiful small beach on the Choctawhatchee Bay with calm waters that are great for swimming and water sports.
Quick stats about vacation rentals in Santa Rosa Island

Total vacation rentals
Explore 2,840 vacation rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 62,600 verified reviews to help you choose

Family-friendly vacation rentals
2,150 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Vacation 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 vacation 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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- Cottage rentals Santa Rosa Island
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Aqua Resort
- Pensacola Beach
- Opal Beach
- Frank Brown Park
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Blue Mountain Beach
- Grayton Beach State Park
- Village of Baytowne Wharf
- Gulf Breeze Zoo
- Henderson Beach State Park
- Shipwreck Island Waterpark
- Camp Helen State Park
- HarborWalk Village
- Gulfarium Marine Adventure Park
- The Track - Destin
- Gulf World Marine Park
- Topsail Hill Preserve State Park
- The Boardwalk on Okaloosa Island
- Pier Park
- Destiny East




