Santa Rosa Island holiday rentals

We found 12,503 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Santa Rosa Island

Showing deals for:25 Dec - 1 Jan

Pool
Our Home
Property grounds
Great Room as seen from the Dining Area
Exceptional
(220 reviews)

Pensacola Beach, Private Home, 5 Bedrooms. Private Pool

Pensacola Beach

15% off
AU$4,298
for 7 nights, 1 home
AU$614 per night
includes taxes & fees
Pensacola Beach, Private Home, 5 Bedrooms. Private Pool
Living area
View of Gulf from back deck. 2-minute walk to the beach
downstairs queen w/ private full bath & entry to back deck
TV area with comfortable leather seating.
Exceptional
(95 reviews)

Lovely Beach Getaway ~ Steps To The Beach ~ The Perfect Family Escape!

Pensacola Beach

8% off
AU$3,859
for 7 nights, 1 home
AU$551 per night
includes taxes & fees
Lovely Beach Getaway ~ Steps To The Beach ~ The Perfect Family Escape!
Beach
Beach
Beach
Exterior
Exceptional
(50 reviews)

BEACH HOUSE including 100 DOLLAR GC with STAY.

Pensacola Beach

7% off
AU$5,385
for 7 nights, 1 home
AU$769 per night
includes taxes & fees
BEACH HOUSE including 100 DOLLAR GC with STAY.
Kitchen - Open concept from front to back.
Beach
Walk across to the Gulf
Interior
Exceptional
(76 reviews)

Easy access to Gulf, pool and pier. Looking for people who want to relax.

Pensacola Beach

8% off
AU$5,297
for 7 nights, 1 home
AU$757 per night
includes taxes & fees
Easy access to Gulf, pool and pier. Looking for people who want to relax.
Bay
Living Area
Master Bedroom
Breakfast Bar
Exceptional
(93 reviews)

Modern condo, private balconies, with elevator!

Pensacola Beach

7% off
AU$2,434
for 7 nights, 1 apartment
AU$348 per night
includes taxes & fees
Modern condo, private balconies, with elevator!
Fitness facility
Outdoor dining
Another view of the Santa Rosa Sound
Cozy Master suite with access to balcony and beautiful unobstructed views
Exceptional
(109 reviews)

After Dune Delight Posh Luxury Outstanding Gulf & Sound Views 5-Star Rated Condo

Pensacola Beach

7% off
AU$5,237
for 7 nights, 1 apartment
AU$748 per night
includes taxes & fees
After Dune Delight Posh Luxury Outstanding Gulf & Sound Views 5-Star Rated Condo
The living room next to the dining area
Enjoy coffee and cocktails from your huge balcony!
Lots of seating for the gorgeous view
Drink coffee while enjoying your view
Exceptional
(150 reviews)

Regency Towers 703 West Tower Large balcony- Fall into Paradise at the Beach

Pensacola Beach

8% off
AU$3,191
for 7 nights, 1 apartment
AU$456 per night
includes taxes & fees
Regency Towers 703 West Tower Large balcony- Fall into Paradise at the Beach
Dining
Living area
Interior
Beach
Exceptional
(18 reviews)

BEACHFRONT Beach Vacation! Eat Breakfast While You Watch Dolphins! Gulf and Bay!

Pensacola Beach

8% off
AU$5,838
for 7 nights, 1 home
AU$834 per night
includes taxes & fees
BEACHFRONT Beach Vacation! Eat Breakfast While You Watch Dolphins! Gulf and Bay!
Private kitchen
Living area
Beach
Interior
Exceptional
(71 reviews)

Nautilus, Unit 2608, Sleeps 6, Amazing views! Beach service March to October.

Fort Walton Beach

8% off
AU$3,118
for 7 nights, 1 apartment
AU$445 per night
includes taxes & fees
Nautilus, Unit 2608, Sleeps 6, Amazing views! Beach service March to October.
Interior
Pool
Room
Interior
Wonderful
(67 reviews)

Villas at Destin West--Oceanside, Lazy River, Resort Pool, Marina

Fort Walton Beach

7% off
AU$1,503
for 7 nights, 1 villa
AU$215 per night
includes taxes & fees
Villas at Destin West--Oceanside, Lazy River, Resort Pool, Marina
Living Area
Walk-in pool
View from Balcony
Living Area
Exceptional
(31 reviews)

Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304

Fort Walton Beach

6% off
AU$3,534
for 7 nights, 1 apartment
AU$505 per night
includes taxes & fees
Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304
Spacious view from Kitchen
Sunset view from balcony
Other: January sunshine & 64 degrees at the swimming pool
THIRD Bedroom also has a King-sized Bed
Exceptional
(85 reviews)

Luxury at it's finest! Penthouse unit overlooking the beautiful Gulf of Mexico!

Fort Walton Beach

8% off
AU$4,765
for 7 nights, 1 apartment
AU$681 per night
includes taxes & fees
Luxury at it's finest! Penthouse unit overlooking the beautiful Gulf of Mexico!
Enjoy meals while bathed in natural light from the balcony.
Comfortable living room with plenty of seating.
Room
Fully furnished kitchen. All that's missing is the food!
Exceptional
(107 reviews)

Villas on the Gulf. Pool view and Only 3 Min Walk To The Beach

Pensacola Beach

19% off
AU$1,745
for 7 nights, 1 apartment
AU$249 per night
includes taxes & fees
Villas on the Gulf. Pool view and Only 3 Min Walk To The Beach
Pool
Private kitchen
Interior
Property grounds
Wonderful
(115 reviews)

Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong

Pensacola Beach

15% off
AU$5,409
for 7 nights, 1 home
AU$773 per night
includes taxes & fees
Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong
Interior
Property grounds
Living area
Private kitchen
Exceptional
(128 reviews)

ONE BR Condo ON THE BEACH! SNOWBIRD DISCOUNTS! FREE BEACH SERVICE till Oct 31st

Fort Walton Beach

8% off
AU$2,770
for 7 nights, 1 apartment
AU$396 per night
includes taxes & fees
ONE BR Condo ON THE BEACH! SNOWBIRD DISCOUNTS! FREE BEACH SERVICE till Oct 31st
Exterior
Balcony with a PERFECT view!
Interior
Hot Tube
Exceptional
(48 reviews)

Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally

Fort Walton Beach

7% off
AU$2,056
for 7 nights, 1 apartment
AU$294 per night
includes taxes & fees
Stunning view @ Pelican Isle includes: Covered Parking, Beach Service Seasonally
dining area.
overview of the main pool
large fitness room
View from living room with view of pool area.
Exceptional
(96 reviews)

Ground Floor only Steps Away from Pools, Beach service included

Fort Walton Beach

5% off
AU$2,888
for 7 nights, 1 apartment
AU$413 per night
includes taxes & fees
Ground Floor only Steps Away from Pools, Beach service included
Pool
Beach
Interior
Room
Exceptional
(261 reviews)

Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court

Navarre

7% off
AU$1,967
for 7 nights, 1 apartment
AU$281 per night
includes taxes & fees
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
View of the kitchen from the living room
Tall Pollywood chairs and table with gorgeous view of the ocean!
Rear view
Lobby
Exceptional
(41 reviews)

Gulf Dunes 607: Top Floor, Direct Ocean View, Beachfront Condo, Sleeps 6!

Fort Walton Beach

7% off
AU$1,836
for 7 nights, 1 apartment
AU$262 per night
includes taxes & fees
Gulf Dunes 607: Top Floor, Direct Ocean View, Beachfront Condo, Sleeps 6!
Interior
Beach
Living area
Living area
Exceptional
(78 reviews)

Beautiful 4th floor, 2 bed, 2 bath. Ready for your beach vacation!

Fort Walton Beach

7% off
AU$2,146
for 7 nights, 1 apartment
AU$307 per night
includes taxes & fees
Beautiful 4th floor, 2 bed, 2 bath. Ready for your beach vacation!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Relaxing Santa Rosa Island will entice you

Enjoy the entertainment and other features of Santa Rosa Island. Well known for its beaches, seaside and island views, this relaxing city won't disappoint. Navarre Beach and Destin Beaches are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Santa Rosa Island

Are you hoping to find attractions to visit while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Santa Rosa Island a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Gulf Breeze Zoo (15.1 mi / 24.4 km)
  • Big Kahuna's Water and Adventure Park (15.3 mi / 24.6 km)
  • Golf Course At Seascape Resort (21.6 mi / 34.8 km)
  • Sandestin Golf Resort - Raven, Burnt Pine, Baytowne, The Links (23.8 mi / 38.3 km)
  • Fort Walton Beach Golf Club (8 mi / 12.9 km)
  • Hidden Creek Golf Club (12 mi / 19.3 km)

Exploring the beaches and other natural features in Santa Rosa Island

Travellers enjoy Santa Rosa Island for its seaside, island views and sunsets. Whether you're an outdoor enthusiast or just want to appreciate the scenery, Santa Rosa Island is a great place to get out in nature. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Navarre Beach (8.1 mi / 13 km)
  • Destin Beaches (14.4 mi / 23.2 km)
  • Fort Walton Beaches (0.2 mi / 0.3 km)
  • Okaloosa Island Beach (7 mi / 11.3 km)
  • John Beasley Park (8.6 mi / 13.9 km)
  • Princess Beach (11.3 mi / 18.2 km)

Frequently asked questions

What is the best area to stay in Santa Rosa Island when booking a holiday home?
Pensacola Beach is one of the most preferred areas to find a holiday home in Santa Rosa Island. Looking for some awesome things to do here? Check out Pensacola Beach Beaches and Fort Pickens.
What is the most popular type of holiday home accommodation in Santa Rosa Island?
The most popular types of holiday homes in Santa Rosa Island are condos. Hoping for something different? Stayz has many options to match our guests' requirements, so you'll see properties in all sizes and shapes. The perfect fit is waiting for you — discover yours today.
How much does it cost to rent a holiday home in Santa Rosa Island?
A range of factors influence what you'll pay for your holiday home in Santa Rosa Island, including the time of year, property type and length of stay. Still, all our holiday homes have one thing in common — exceptional value. Simply enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Santa Rosa Island?
When you travel and the style and size of the property will influence how much you'll pay for your beachside stay. Type in your Santa Rosa Island travel dates to see all your options on Stayz. Did someone just say "hot tub"? Use the filters to select the amenities and features you want in your home.
What are popular home amenities in Santa Rosa Island?
The most popular home amenities people look for in Santa Rosa Island are ski-in/ski-out facilities, a lake view and a firepit. Whether you're on the road with family, friends or even pets, Stayz holiday properties feature the best amenities for making new memories with the people you love.
Can I find two-bedroom holiday homes in Santa Rosa Island?
Gather your loved ones and enjoy a relaxing escape in one of the 2 ,001 two-bedroom holiday homes Santa Rosa Island has to offer.
Are there holiday homes with WiFi in Santa Rosa Island?
You'll find 1 ,348 holiday homes with WiFi in Santa Rosa Island. If you want to disconnect from daily life while on holiday, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Stayz.
How old do you have to be to rent a holiday home in Santa Rosa Island?
The minimum age allowed can differ between properties on Stayz, so check the rules of the holiday home in Santa Rosa Island you want to book. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Santa Rosa Island for?
It really depends on the Santa Rosa Island property. To view all available options offering extended stays, simply type your travel dates and number of guests into Stayz. You can look forward to having the property to yourself, as well as amenities such as air conditioning, a fully-equipped kitchen and a yard to run around in. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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