
Holiday rentals in Santa Rosa Island
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Top-rated holiday 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.

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

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!!

Vitamin Sea Studio on Okaloosa
Escape to our tranquil studio, nestled in the heart of Okaloosa Island. Designed for relaxation, with easy access to the island's top attractions. What You'll Love: Peaceful Ambiance: A calm, private space perfect for unwinding after a day of exploration. Central Location: Just minutes from pristine beaches, local dining, and attractions Whether you're here to relax or adventure, our studio provides the perfect setting. Book your stay and experience the charm of Okaloosa Island.

Amazing Condo Steps to White Sand Beaches!
Stylishly 1 Bedroom Condo on Okaloosa Island! A Little Gem of a place! Enjoy a stylish experience at this centrally located place. A short walk to the Beach Restaurant, Bars, Entertainments. Super cute and comfy, 1 bedroom 1 Bath, across street, behind the condo, to the white sandy beaches of Santa Rosa Blvd beach (access 1), near everything you’d need to have fun. This space will definitely give you all the feels during your relaxing vacay! Don’t miss out on this beautiful gem.

Pets Welcome/Work Remotely/Fenced Yard
Your family and friends will be close to everything when staying at this centrally-located townhouse. This property is loaded with amenities. This townhouse is loaded with quartz counter tops, new appliances, washer/dryer, dedicated workspace and bbq area, a coffee bar, 3 smart TVs and even a PACMAN arcade game! Walk to Publix, Beach liquors, the beach, and downtown Fort Walton Beach and explore the many restaurants, bars, and shops.

Stars & Sea•Overlooking Pool & Sound•Sleeps 4
Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin

Okaloosa Island condo *free beach service
*Per guidelines, please do not book until 25 years old.* This 1 bedroom, 1 bath boasts a spacious living and kitchen area, king bed, queen couch pull out, and ottoman/twin convertor. 120 steps to our beach access, and take advantage of our included professional beach service during the spring/summer season. Only a few minutes to FWB, Destin, or Navarre, and a great place for families, military and snowbirds.

Gorgeous Gulf Front condo with amazing views!
Your romantic Gulf-front getaway begins here and is a top-rated destination for couples...This recently updated condo offers new furnishings and is tastefully decorated in warm blue-grey and emerald tones - perfect for a seaside vacation. The Gulf views from your private top floor balcony are unparalleled and promise amazing sunsets.

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.

*Fully Renovated * Beach front Condo 2bd/2bath
*****Fully renovated 2bd/ 2bath, beach front, Steps to the sand and Gulf Mexico. Gulf front, covered parking, small complex, pool, shared common areas to BBQ and play cornhole, reserved beach chairs and umbrella, (during season) centrally located to all attractions. Destin Harbor 7miles away.

Tiny Home on the Boardwalk Walk to the Beach
Escape to the “Beach Boardwalk Bungalow” on Okaloosa Island—a unique container home just steps from the beach. Enjoy modern comforts, a queen bed, smart TV, rooftop deck views, and direct boardwalk access. Perfect for beach lovers and eco-conscious travelers. Your seaside retreat awaits!
Popular amenities for Santa Rosa Island holiday rentals
Stay near Santa Rosa Island's top sights
Other great holiday rentals in Santa Rosa Island

Sublime Luxe Retreat + Free Beach Service

Ground Floor unit - ON THE BEACH!

Venus by the Sea – Unit #103

Blue Bayou Water Front Boathouse and Dock

The new 40 Steps to the Beach Gulf front

Amazing Gulf views! Large Beachfront Penthouse

The Palms 401 - Dreamy island escape with beach ac

Beachfront Fort Walton Beach Condo w/ Pool Access!
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 | £109 | £114 | £153 | £158 | £162 | £198 | £213 | £150 | £136 | £131 | £118 | £117 |
| 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 £23 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
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- 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
- Gulf Breeze Zoo
- Village of Baytowne Wharf
- Henderson Beach State Park
- Camp Helen State Park
- Shipwreck Island Waterpark
- Gulfarium Marine Adventure Park
- The Track - Destin
- HarborWalk Village
- Gulf World Marine Park
- Topsail Hill Preserve State Park
- Aqua Resort
- The Boardwalk on Okaloosa Island
- Destiny East
- Johnson Beach




