
Vacation rentals in Santa Rosa Island
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Top-rated vacation rentals in Santa Rosa Island
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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.

Beachside-Top Floor-Pools-Free Bch Svc & Gym
Named as one of the top 10 “Best beaches in the US”. Come to Okaloosa Island for a great relaxing vacation! Surrounded by crystal clear emerald waters and sugar white beaches, this top floor (6) condominium offers spectacular views of the gulf and the night lights of Okaloosa Island with breathtaking sunrises and sunsets over the gulf. This is it...your Best Beach Retreat! Imagine your "toes in the sand" all within a stones throw from your front door. Come, See and Experience it for yourself!

Amazing Top-Floor Condo, Free Beach Service!
Decorated in soothing designer colors with a coastal feel, the unit has 2 bedrooms with comfortable king size beds, flat screen TVs and private bathrooms; two bunk beds in a hallway alcove; 2.5 bathroom, and open concept full size kitchen with all new full size stainless steel appliances, dining area and living room with a sleeper sofa. The unit sleeps eight. Plus, you'll have access to all of Waterscape Resort's fabulous amenities! Complimentary beach service with 2 beach chairs and umbrella.

308 Gulf Views • SUPER Spring Savings Book Mar 13
Nestled in the ultra-exclusive neighborhood of Destin Pointe, on the beaches of Holiday Isle, this private gated community and 5 Star Resort have ultra luxury when it comes to amenities. Private and exclusive beach front access, Heated outdoor pool, and secondary gulf side pool with showers and bathrooms for the beach! Watch Amazing sunsets and fireworks from Harbor Walk from your private balcony. This Honeymoon Suite has been completely renovated and gorgeous, located in the ultimate location!

Waterscape 4th Flr 1 Bedroom w Bunks on the beach
Relax in this beautifully decorated 1BR/2BA condo at Waterscape Resort with 4th-floor views of the courtyard, heated pool, and partial beach/ocean views. 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, new flooring, in-unit washer/dryer, and beach chairs with an umbrella. Many repeat guests return for the bunk beds and resort amenities, including three pools, a waterfall, and a lazy river.

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

Beachfront Panoramic Views Balcony Heated Pool
Beachfront Corner Condo in Destin - Panoramic Gulf Views Summer dates just released! Experience luxury in our Destin beachfront condo! This 3-bedroom, 2-bath unit offers panoramic Gulf views from the living area, kitchen, and master bedroom. Enjoy a renovated balcony, heated pool, tennis, basketball, pickleball, gym, and sauna. Beach chairs and umbrella included March-October. Convenient elevator and steps access. Book your Destin vacation rental now for an unforgettable beach getaway!

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.

Spacious, elegant, beachfront, w/office
* Huge oceanfront lanai * Free beach service April 1-Oct 31 *Adult/Kiddie pool; tennis *Private office space in the condo *High chair/pack-n-play *Huge 1453 sq ft *Fully stocked kitchen incl. air fryer *Near Destin but WAY less crowded *South facing for sunrise & sunset (seasonal) & sometimes dolphins! *Open the door to your private lanai for REAL white noise of the ocean waves

Beachfront-Top Floor-West Corner-Free Bch Bch+ Gym
If you’re wanting a vacation where you can sit on your private balcony and enjoy colorful sunsets, sweeping views of the gulf, dolphins playing in emerald green water, seagulls floating by on warm tropical breezes, you need look no further! Welcome to the best of Destin West Gulf Front! This top floor, direct gulf-front condo corner condo offers the perfect vacation spot for that special vacation time. FREE BEACH SERVICE and FITNESS ROOM PROVIDED!

Veranda 102 - Direct Beachfront - Gulf Side Pool
Small quaint 9 unit complex. Direct BEACHFRONT on the white sand of Okaloosa Island, FL. Completely remodeled! Breathtaking views of the emerald green waters of the Gulf of Mexico (and dolphins) right from the private patio! Gulf side pool (not heated). Contactless check-in. Walk 1 mile to the Pier & Boardwalk and restaurants. 15 minutes to Ft. Walton Airport. 2 person beach service (1 umbrella & 2 chairs) available 3/1 - 10/31

"The Golden Sun" condo
"The Golden Sun." A luxury and calm stay in a 4th-floor condo only steps from the beach. Enjoy golden sunsets from the balcony that oversees the beach! Fast wifi with Alex integration(not offered by most condos). This features 1 bed and 1 sofa bed for a 4 person stay. 2 full bathrooms. A nice small kitchen so you can cook! Two TVs with Rokus for streaming. Small community grills for BBQ and a beautiful pool!
Popular amenities for Okaloosa Island vacation rentals
Stay near Santa Rosa Island's top sights
Okaloosa Island beach vacation rentals

Beach-front: Sea Dunes Condo on Okaloosa Island

The Merry Whale on The Emerald Coast

Retreat by the Sea at Seacrest Condo

Gorgeous Gulf Front condo with amazing views!

Beachfront! Newly remodeled! Right on the beach!

Luxurious Beachfront Suite

Serene Panoramic Views of the Gulf

Light& Airy ON Beach, Golfcart* Hot Tub, SanDestin
Okaloosa Island home rentals

Sugar Sand Cottage at Destin Pointe

Walk to Beach · Private Heated Pool · Fenced Yard

Heated Pool & HotTub+ Golf Cart+Beach Service

Private Pool - Golf Cart - Block to Beach - Destin

Vacation House-TV in rooms Free Wi-Fi & Grill

Cheerful Guest Suite w/private entrance

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

Clancy's Celtic Clouds
Beach home rentals in Okaloosa Island

Across From Beach Access-Golf Cart-Sleeps 16

Destin - Beach and Gulf View - 5A

1 House Off Beach! Private Pool, LSV, Gulf Views!

Resort home with Private Beach and Private Gate

Waterview Villa-Steps to the Sand-Pool-King Bed

Gulf Bliss: 5MinWalkToBeach,Pool, Yard, Close All

Breeze! New. 2 blocks to beach - Sleeps 26 - Pool!

SUNDESTIN BEACH RESORT 912, BEACHFRONT
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 | G$30,104 GYD | G$31,568 GYD | G$42,439 GYD | G$43,693 GYD | G$44,948 GYD | G$54,773 GYD | G$58,955 GYD | G$41,603 GYD | G$37,631 GYD | G$36,376 GYD | G$32,613 GYD | G$32,404 GYD |
| 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 2,830 vacation rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island vacation rentals start at G$6,272 GYD per night before taxes and fees

Verified guest reviews
Over 65,950 verified reviews to help you choose

Family-friendly vacation rentals
2,010 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 190 rentals that welcome pets

Vacation rentals with a pool
2,620 properties feature pools

Rentals with dedicated workspaces
1,640 properties have a dedicated workspace

Wi-Fi availability
2,810 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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- 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
- Henderson Beach State Park
- Village of Baytowne Wharf
- The Boardwalk on Okaloosa Island
- Johnson Beach
- Pensacola Beach Boardwalk
- MB Miller County Pier
- Pensacola Bay Center
- Destiny East




