Book Holiday Homes in Santa Rosa Island

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Featured Holiday Homes in Santa Rosa Island

Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand

Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand

Pensacola Beach FL
With a stay at this vacation home in Pensacola Beach (Villa Primera), you'll be steps from Pensacola Beach Beaches and 5 minutes by foot from Santa Rosa ...
Opens in a new windowBeachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand
4BR/4BA, gulf View, private pool, 75 yd to beach, pool table, 10 beds, sleeps 18

4BR/4BA, gulf View, private pool, 75 yd to beach, pool table, 10 beds, sleeps 18

Gulf Breeze FL
When you stay at this vacation home in Pensacola Beach, you'll be by the sea, within a 10-minute walk of Pensacola Beach Beaches and Santa Rosa Sound.
Opens in a new window4BR/4BA, gulf View, private pool, 75 yd to beach, pool table, 10 beds, sleeps 18
3 Bedroom Updated Town House Just Steps Away From The Beach

3 Bedroom Updated Town House Just Steps Away From The Beach

Pensacola Beach FL
When you stay at this vacation home in Pensacola Beach, you'll be on the beach, just steps from Pensacola Beach Beaches and 4 minutes by foot from Santa Rosa ...
Opens in a new window3 Bedroom Updated Town House Just Steps Away From The Beach
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Luxury Beachfront Home, Elevator/Arcade/Pool Table -Sleeps 10

Luxury Beachfront Home, Elevator/Arcade/Pool Table -Sleeps 10

Navarre FL
When you stay at this vacation home in Navarre, you'll be on the beach, a 1-minute drive from Navarre Beach and 6 minutes from Pensacola Beach Beaches.
Opens in a new windowLuxury Beachfront Home, Elevator/Arcade/Pool Table -Sleeps 10
Sound side Water views, privacy and  just steps from Gulf

Sound side Water views, privacy and just steps from Gulf

Navarre FL
When you stay at this vacation home in Navarre, you'll be on the beach, a 1-minute drive from Navarre Beach and 9 minutes from Pensacola Beach Beaches.
Opens in a new windowSound side Water views, privacy and just steps from Gulf
Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly

Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly

Pensacola Beach FL
With a stay at this vacation home in Pensacola Beach (Villa Segunda), you'll be within a 10-minute walk of Pensacola Beach Beaches and Santa Rosa Sound.
Opens in a new windowBeach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly
"Surf and Sound" New Listing! Luxury Home! Elevator, Pool, Kayak/Paddleboard

"Surf and Sound" New Listing! Luxury Home! Elevator, Pool, Kayak/Paddleboard

Navarre FL
When you stay at this vacation home in Navarre, you'll be near the beach, a 1-minute drive from Navarre Beach and 9 minutes from Pensacola Beach Beaches.
Opens in a new window"Surf and Sound" New Listing! Luxury Home! Elevator, Pool, Kayak/Paddleboard
🌴Seaside Serenity | Coastal Charm w/ Private Pool, Walk to Beach, Pets Welcome

🌴Seaside Serenity | Coastal Charm w/ Private Pool, Walk to Beach, Pets Welcome

Pensacola Beach FL
With a stay at this vacation home in Pensacola Beach (Toilla Segunda), you'll be within a 5-minute walk of Pensacola Beach Beaches and Opal Beach.
Opens in a new window🌴Seaside Serenity | Coastal Charm w/ Private Pool, Walk to Beach, Pets Welcome
Spacious new build 6-bedroom 6.5 bath house in gorgeous Navarre Beach

Spacious new build 6-bedroom 6.5 bath house in gorgeous Navarre Beach

Navarre FL
When you stay at this vacation home in Navarre, you'll be near the beach, a 1-minute drive from Navarre Beach and 7 minutes from Pensacola Beach Beaches.
Opens in a new windowSpacious new build 6-bedroom 6.5 bath house in gorgeous Navarre Beach
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Santa Rosa Island Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Santa Rosa Island vacation homes are the perfect way for you to wing it.

Holiday houses in Santa Rosa Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Santa Rosa Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Santa Rosa Island adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Santa Rosa Island with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Santa Rosa Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Santa Rosa Island Holiday Homes essential information

Accommodation
565 Holiday Homes
Lowest Price
AU$120
Highest Price
AU$232
Popular accommodation
Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand, 4BR/4BA, gulf View, private pool, 75 yd to beach, pool table, 10 beds, sleeps 18, 3 Bedroom Updated Town House Just Steps Away From The Beach, Luxury Beachfront Home, Elevator/Arcade/Pool Table -Sleeps 10, Sound side Water views, privacy and just steps from Gulf, Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly, "Surf and Sound" New Listing! Luxury Home! Elevator, Pool, Kayak/Paddleboard, 🌴Seaside Serenity | Coastal Charm w/ Private Pool, Walk to Beach, Pets Welcome, Spacious new build 6-bedroom 6.5 bath house in gorgeous Navarre Beach

Top trending hotels in Santa Rosa Island

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$212 per night from 23 Dec to 24 Dec
AU$212
23 Dec - 24 Dec
includes taxes & fees
With a stay at The Island Resort at Fort Walton Beach in Fort Walton Beach (Okaloosa Island), you'll be a 2-minute drive from Okaloosa Island Beach and 7 minutes ...
Opens in a new windowThe Island Resort at Fort Walton Beach
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 23 Dec to 24 Dec
AU$140
23 Dec - 24 Dec
includes taxes & fees
With a stay at Wyndham Garden Fort Walton Beach Destin in Fort Walton Beach (Okaloosa Island), you'll be a 1-minute drive from Okaloosa Island Beach and 10 minutes ...
Opens in a new windowWyndham Garden Fort Walton Beach Destin
 The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 23 Dec to 24 Dec
AU$232
23 Dec - 24 Dec
includes taxes & fees
With a stay at The Pensacola Beach Resort in Pensacola Beach (Villa Sabine), you'll be within a 15-minute drive of Pensacola Beach Beaches and Fort Pickens.
Opens in a new window The Pensacola Beach Resort
Save an average of 15% on thousands of hotels when you're signed in
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 4 Jan to 5 Jan
AU$120
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Surf & Sand Hotel in Pensacola Beach, you'll be 0.5 mi (0.8 km) from Pensacola Beach Gulf Pier and 6.7 mi (10.7 km) from Fort Pickens.
Opens in a new windowSurf & Sand Hotel
Don't see what you're looking for?
See all available properties in Santa Rosa Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.