Santa Rosa Island holiday homes

We found 12,544 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Santa Rosa Island

Showing deals for:11 Dec - 18 Dec

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

Pensacola Beach, Private Home, 5 Bedrooms. Private Pool

Pensacola Beach

15% off
NZ$7,323
for 7 nights, 1 home
NZ$1,046 per night
includes taxes & fees
Pensacola Beach, Private Home, 5 Bedrooms. Private Pool
Living room, open to kitchen
Open living room with plenty of room for the entire family
Community pier on Santa Rosa Sound
Exterior
Exceptional
(17 reviews)

Owner Managed Pensacola beach house - steps to the beach-trolley-fishing pier

Pensacola Beach

7% off
NZ$6,815
for 7 nights, 1 home
NZ$974 per night
includes taxes & fees
Owner Managed Pensacola beach house - steps to the beach-trolley-fishing pier
Unobstructed views from our property to the beach
Marina
Private kitchen
Dock and boat slip
Exceptional
(77 reviews)

Beautifully renovated 3BR townhome with boat slip just steps from the beach!

Pensacola Beach

7% off
NZ$4,534
for 7 nights, 1 home
NZ$648 per night
includes taxes & fees
Beautifully renovated 3BR townhome with boat slip just steps from the beach!
Beach
Interior
Living area
Private kitchen
Exceptional
(49 reviews)

Beach house with gulf and sound access

Pensacola Beach

7% off
NZ$6,198
for 7 nights, 1 home
NZ$885 per night
includes taxes & fees
Beach house with gulf and sound access
Exterior
Beach
Interior
Interior
Exceptional
(131 reviews)

3 Bedroom Updated Town House Just Steps Away From The Beach

Pensacola Beach

7% off
NZ$2,586
for 7 nights, 1 home
NZ$369 per night
includes taxes & fees
3 Bedroom Updated Town House Just Steps Away From The Beach
Living area
Property grounds
View of Emerald Isle from the street
Living area
Exceptional
(251 reviews)

Gulf Front Emerald Isle Condo on 11th floor with Beach Chairs

Pensacola Beach

8% off
NZ$3,179
for 7 nights, 1 apartment
NZ$454 per night
includes taxes & fees
Gulf Front Emerald Isle Condo on 11th floor with Beach Chairs
Fully equipped kitchen
Views from the living room!
Balcony with lounging chairs plus 2 captains chairs
Dining table
Exceptional
(118 reviews)

FREE Beach Chairs, GULF FRONT, Common Pool/Hot Tub, VIEWS!, Wrap around balcony

Navarre

7% off
NZ$3,781
for 7 nights, 1 apartment
NZ$540 per night
includes taxes & fees
FREE Beach Chairs, GULF FRONT, Common Pool/Hot Tub, VIEWS!, Wrap around balcony
Property grounds
Beach
Room
Pool
Exceptional
(144 reviews)

Beautifully updated 2 BR w extra bunk room, family friendly, ocean front condo

Pensacola Beach

8% off
NZ$4,297
for 7 nights, 1 apartment
NZ$614 per night
includes taxes & fees
Beautifully updated 2 BR w extra bunk room, family friendly, ocean front condo
Exterior
Pool
Dining
Interior
Exceptional
(45 reviews)

Sea Forever-Absolut Beach

Pensacola Beach

7% off
NZ$3,141
for 7 nights, 1 apartment
NZ$449 per night
includes taxes & fees
Sea Forever-Absolut Beach
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
(148 reviews)

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

Pensacola Beach

8% off
NZ$3,866
for 7 nights, 1 apartment
NZ$552 per night
includes taxes & fees
Regency Towers 703 West Tower Large balcony- Fall into Paradise at the Beach
Room
Outdoor dining
Exterior
Pool
Exceptional
(45 reviews)

10th Floor Sweeping Views of the Gulf. Steps from Beach Access.

Pensacola Beach

8% off
NZ$3,565
for 7 nights, 1 apartment
NZ$509 per night
includes taxes & fees
10th Floor Sweeping Views of the Gulf. Steps from Beach Access.
Navarre Beach, Florida's most relaxing beach.
Living Room looking out to Roof Top and Gulf
Center building, top floor is where you will be during your stay.
Exterior
Exceptional
(42 reviews)

Top Dawg Rooftop Penthouse w/FREE Daily In Season Beach Service.

Navarre

7% off
NZ$4,440
for 7 nights, 1 apartment
NZ$634 per night
includes taxes & fees
Top Dawg Rooftop Penthouse w/FREE Daily In Season Beach Service.
Professionally decorated
No bars on this balcony!
Highend furniture and appliances throughout
Room
Exceptional
(38 reviews)

Beautiful 5 Star Condo right on the Beach! Breathtaking Views!!

Navarre

10% off
NZ$3,742
for 7 nights, 1 apartment
NZ$535 per night
includes taxes & fees
Beautiful 5 Star Condo right on the Beach! Breathtaking Views!!
Interior
Room
Dining
Private kitchen
Exceptional
(22 reviews)

Sunset Harbor Ground Floor 1-108

Navarre

8% off
NZ$1,988
for 7 nights, 1 apartment
NZ$284 per night
includes taxes & fees
Sunset Harbor Ground Floor 1-108
Pool
Beach
Room
Interior
Exceptional
(260 reviews)

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

Navarre

7% off
NZ$2,336
for 7 nights, 1 apartment
NZ$334 per night
includes taxes & fees
Beachview Complex - Steps from the beach, Swimming pool, and Tennis Court
Entryway
Walk-in pool
Living Area
View from Balcony
Exceptional
(30 reviews)

Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304

Fort Walton Beach

6% off
NZ$4,282
for 7 nights, 1 apartment
NZ$612 per night
includes taxes & fees
Waterscape Resort 2 Bedroom 2 Bunk Area 2 Bath C304
Updated Building
Gulfarium
Looking Southwest!
The Crab Trap & Boardwalk
Exceptional
(222 reviews)

ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B

Fort Walton Beach

8% off
NZ$3,451
for 7 nights, 1 apartment
NZ$493 per night
includes taxes & fees
ETW 1001: Renovated 1st Floor Convenience with a Perfect Gulf View! 2BR/2B
Private kitchen
Minutes from Crab Island!
Interior
Interior
Exceptional
(112 reviews)

Smack Dab on the Beach! Newly renovated and updated 2026! Free beach service!

Fort Walton Beach

8% off
NZ$5,772
for 7 nights, 1 apartment
NZ$825 per night
includes taxes & fees
Smack Dab on the Beach! Newly renovated and updated 2026! Free beach service!
Interior
Unit 601 (circled in blue)
Property grounds
Interior
Exceptional
(152 reviews)

LUXURIOUS BEACH "PENNHOUSE" PANORAMA! Why Settle For Less?

Fort Walton Beach

7% off
NZ$3,853
for 7 nights, 1 apartment
NZ$550 per night
includes taxes & fees
LUXURIOUS BEACH "PENNHOUSE" PANORAMA! Why Settle For Less?
dining area.
overview of the main pool
View from living room with view of pool area.
large fitness room
Exceptional
(96 reviews)

Ground Floor only Steps Away from Pools, Beach service included

Fort Walton Beach

5% off
NZ$3,476
for 7 nights, 1 apartment
NZ$497 per night
includes taxes & fees
Ground Floor only Steps Away from Pools, Beach service included
Sofa sleeper with upgraded memory foam mattress
Pool
Living area
Living area
Exceptional
(190 reviews)

Guests Rate Us Exceptional: Beach chairs & umbrellas available for rent.

Pensacola Beach

7% off
NZ$4,574
for 7 nights, 1 apartment
NZ$653 per night
includes taxes & fees
Guests Rate Us Exceptional: Beach chairs & umbrellas available for rent.
Exterior
Property grounds
Beach
Property grounds
Exceptional
(10 reviews)

"Heaven on Top" – 15th-Floor Gulf Views, Pool & Hot Tub , Steps to Beach

Pensacola Beach

7% off
NZ$3,250
for 7 nights, 1 apartment
NZ$464 per night
includes taxes & fees
"Heaven on Top" – 15th-Floor Gulf Views, Pool & Hot Tub , Steps to Beach
Unit is located by the green arrow-It’s a quick couple minute walk to the beach!
Beach
Living area
Community Pool
Exceptional
(70 reviews)

2 BR Gulf Front Complex - Heated Pool - Ask about SNOWBIRD DISCOUNTS!

Navarre

7% off
NZ$2,294
for 7 nights, 1 home
NZ$328 per night
includes taxes & fees
2 BR Gulf Front Complex - Heated Pool - Ask about SNOWBIRD DISCOUNTS!
Dining
Living area
Beach
Living area
Exceptional
(237 reviews)

Gulf Front Condo with Luxury Furnishings and Beach Chairs

Pensacola Beach

8% off
NZ$2,920
for 7 nights, 1 apartment
NZ$417 per night
includes taxes & fees
Gulf Front Condo with Luxury Furnishings and Beach Chairs
  • 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? Bookabach 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 Bookabach. 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, Bookabach 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 Bookabach.
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 Bookabach, 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 Bookabach. 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.

More holiday ideas