
Vacation rentals in Santa Rosa Island
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Top-rated vacation rentals in Santa Rosa Island
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Popular amenities for Okaloosa Island vacation rentals
Okaloosa Island house rentals

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

The Oasis Getaway in Fort Walton

VR, Arcade, Minutes to Everything!

Vet-Owned 3BR Home Near Beach & Base|Pet-Friendly!

#1 4BR HUGE PET Friendly Home w/ your own pool!

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

Luxury 30A Cottage w/ Private Pool and Golf Cart

5 star Location Pets Ok Fenced yard New Home
Okaloosa Island cottage rentals

Cheeks On The Beach-30% Discount for August stays!

Two blocks to the beach! Bikes included!

PaPa Cantina Beach Cottage Old Florida style home

"Quirky Cottage"

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

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

It’s Just Darling

Grayton Beach!-Best beach access, bikes, dune lake
Okaloosa Island beach vacation rentals

The Merry Whale on The Emerald Coast

Wow! Beachfront 1-min walk to Beach-Aqua Villa 106

It's a Shore Thing - Gulf Front - Pets Allowed!

Gulf Front #2002 ETW 3King /3Bath Renovated

*Fully Renovated * Beach front Condo 2bd/2bath

Gorgeous Gulf Front condo with amazing views!

2nd floor beachfront with amazing views

Star Of The Sea
Quick stats about vacation rentals in Santa Rosa Island
Total rentals
2.7K properties
Nightly prices starting at
G$8,359 GYD before taxes and fees
Total number of reviews
60K reviews
Family-friendly rentals
2K properties are a good fit for families
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
2.5K properties have a pool
Your guide to Santa Rosa Island
Introduction
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.
The best time to stay in a vacation rental in Santa Rosa Island
It’s almost always beach weather on Okaloosa Island. Summer is hot, humid, and the most popular time to book one of the condos here, with daytime temperatures around 90 degrees Fahrenheit and nights only slightly cooler. But repeat visitors tend to agree that spring and fall are the best times to visit, when the crowds are thinner and temperatures are in the mid-70s and upper 80s — you may even want to pack a light jacket for evenings. Expect an isolated thunderstorm or two, especially during hurricane season, which starts in June and lasts through late October or November. Winter is sunny but cooler, with temperatures in the mid-60s. However, it doesn’t last long, and the 70-degree days usually return in the middle of March.
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.
Frequently Asked Questions
Are there vacation rentals near Okaloosa Island's top attractions?
You're in luck! Stay at the heart of it all with our vacation rentals near Okaloosa Island's top attractions. We offer over 8,540 vacation rentals near McGuire''s Irish Pub of Destin, over 6,890 vacation rentals near Gulfarium Marine Adventure Park, and over 8,540 vacation rentals near HarborWalk Village, and so much more! Experience the best of Okaloosa Island right on your doorstep.
Are there vacation rentals with a dedicated workspace in Okaloosa Island?
Yes! Work meets play with ease at over 1,740 vacation rentals in Okaloosa Island featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Okaloosa Island?
Four-legged friends are welcome in Okaloosa Island. Choose from more than 170 vacation rentals for guests traveling with pets.
Are there Okaloosa Island house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 house rentals with pools in Okaloosa Island, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Okaloosa Island?
Experience the best of Okaloosa Island with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Okaloosa Island?
Okaloosa Island has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Okaloosa Island have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Okaloosa Island have free parking?
Absolutely! We offer over 60 house rentals with free parking in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Okaloosa Island have a gym?
Absolutely! We offer over 10 house rentals with a gym in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Okaloosa Island have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Okaloosa Island. Enjoy a tailored experience with all the comforts you desire.
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- Osceola Municipal Golf Course
- Johnson's Beach, Gulf Islands National Seashore
- Tarkiln Bayou Preserve State Park
- Mustin Beach
- San Carlos Beach
- Marcus Pointe Golf Club
- Langdon Beach
- Pensacola Museum of Art
- Tiger Point Golf Club
- Gulf Breeze Zoo
- Pensacola Dog Beach West
- Pensacola Dog Beach
- Pensacola Beach Crosswalk
- Navarre Beach Fishing Pier
- Fort Walton Beach Golf Course
- Gulfarium Marine Adventure Park
- Wayside Park, Okaloosa Island
- Eglin Matterhorn Beach Access Point
- Gulf World Marine Park
- Shipwreck Island Waterpark
- Frank Brown Park
- Camp Helen State Park
- James Lee Beach
- Raven Golf Club