Book Holiday Homes in Santa Rosa Island

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Featured Holiday Homes in Santa Rosa Island

Ultimate Family Home!   Game Porch / No Stairs / Pets / Pool / Tesla Charger

Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger

Pensacola Beach
With a stay at this vacation home in Pensacola Beach (Villa Segunda), you'll be a 1-minute drive from Pensacola Beach Beaches and 7 minutes from Pensacola Beach ...
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger
Room for everybody! Gulf Front w/ GameRoom!

Room for everybody! Gulf Front w/ GameRoom!

Pensacola Beach
Located in Pensacola Beach (Villa Primera), this vacation home is steps from Pensacola Beach Beaches and a 4-minute drive from Pensacola Beach Gulf Pier.
Room for everybody! Gulf Front w/ GameRoom!
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
With a stay at this vacation home in Pensacola Beach (Villa Segunda), you'll be a 2-minute drive from Pensacola Beach Beaches and 6 minutes from Pensacola Beach ...
Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly
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The Palms by Scenic Stays-Beautiful home residing in the heart of Navarre FL

The Palms by Scenic Stays-Beautiful home residing in the heart of Navarre FL

Navarre
When you stay at this vacation home in Navarre, you'll be on the beach, a 1-minute drive from Navarre Beach and 8 minutes from Pensacola Beach Beaches.
The Palms by Scenic Stays-Beautiful home residing in the heart of Navarre FL
6 bedroom 5 bathroom Home with Private Pool

6 bedroom 5 bathroom Home with Private Pool

Pensacola Beach
Located in Pensacola Beach (Toilla Segunda), this vacation home is steps from Pensacola Beach Beaches and a 4-minute drive from Pensacola Beach Gulf Pier.
6 bedroom 5 bathroom Home with Private Pool
Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly

Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly

Gulf Breeze
With a stay at this vacation home in Pensacola Beach (Villa Segunda), you'll be a 2-minute drive from Pensacola Beach Beaches and 6 minutes from Pensacola Beach ...
Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly
Amazing Gulf Side Home with Gulf Views- Port Side Villas 1

Amazing Gulf Side Home with Gulf Views- Port Side Villas 1

PENSACOLA BEACH
With a stay at this vacation home in Pensacola Beach, you'll be on the beach, steps from Pensacola Beach Beaches and a 5-minute drive from Pensacola Beach Gulf ...
Amazing Gulf Side Home with Gulf Views- Port Side Villas 1
Cute and Cozy by the Beach, Perfect for a Beach Getaway!

Cute and Cozy by the Beach, Perfect for a Beach Getaway!

Pensacola Beach
With a stay at this vacation home in Pensacola Beach (Toilla Segunda), you'll be a 2-minute drive from Pensacola Beach Beaches and 6 minutes from Pensacola Beach ...
Cute and Cozy by the Beach, Perfect for a Beach Getaway!
👑Dixie Queen👑 Iconic Beachfront Retreat with Gulf Views + Swim Spa + Elevator

👑Dixie Queen👑 Iconic Beachfront Retreat with Gulf Views + Swim Spa + Elevator

Pensacola Beach
Located in Pensacola Beach (Villa Segunda), this vacation home is steps from Pensacola Beach Beaches and a 5-minute drive from Pensacola Beach Gulf Pier.
👑Dixie Queen👑 Iconic Beachfront Retreat with Gulf Views + Swim Spa + Elevator
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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
525 Holiday Homes
Lowest Price
AU$249
Highest Price
AU$358
Popular accommodation
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger, Room for everybody! Gulf Front w/ GameRoom!, Beach Home - Game Room - Private Pool - 5 min walk to beaches - Pet friendly, The Palms by Scenic Stays-Beautiful home residing in the heart of Navarre FL, 6 bedroom 5 bathroom Home with Private Pool, Sunshine Beach House - Private Pool - 5 minute walk to beaches - Pet friendly, Amazing Gulf Side Home with Gulf Views- Port Side Villas 1, Cute and Cozy by the Beach, Perfect for a Beach Getaway!, 👑Dixie Queen👑 Iconic Beachfront Retreat with Gulf Views + Swim Spa + Elevator

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$312 per night from 24 Aug to 25 Aug
AU$312
24 Aug - 25 Aug
includes taxes & fees
When you stay at The Island Resort at Fort Walton Beach in Fort Walton Beach, you'll be on the beach, a 2-minute drive from Okaloosa Island Beach and 7 minutes ...
The Island Resort at Fort Walton Beach
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
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.
Surf & Sand Hotel
 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$358 per night from 18 Aug to 19 Aug
AU$358
18 Aug - 19 Aug
includes taxes & fees
With a stay at The Pensacola Beach Resort in Pensacola Beach (Villa Sabine), you'll be a 3-minute walk from Pensacola Beach Beaches and 11 minutes by foot from ...
The Pensacola Beach Resort
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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$249 per night from 14 Sept to 15 Sept
AU$249
14 Sept - 15 Sept
includes taxes & fees
When you stay at Wyndham Garden Fort Walton Beach Destin in Fort Walton Beach, you'll be on the beach, a 1-minute drive from Okaloosa Island Beach and 10 minutes ...
Wyndham Garden Fort Walton Beach Destin
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.