Santa Rosa Island Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Santa Rosa Island

Waterscape Condominiums

3.5 star property
Okaloosa Island
9.2 out of 10, Wonderful, (242)
"Great place to stay for a family beach trip. "
United States
Patricia
The price is HK$1,750
HK$2,412 total
includes taxes & fees
2 Dec - 3 Dec
Waterscape Condominiums

$99* Pensacola Beach Portofino 20th floor 2 Bedroom Breathtaking gulf ocean view

Pensacola Beach
9.4 out of 10, Exceptional, (280)
"My family and I had such a wonderful stay! It was the perfect spot for our beach vacation. The condo was very clean and well kept; you can tell the owners take good care of it. There was a little normal wear on some of the furniture. Being on the 20th floor was such a treat. We had the most beautiful views of both the ocean and the sound! Every morning and evening, we just sat out on the balcony taking it all in. Overall, it was such a peaceful and relaxing stay, and we would absolutely come...
United States
Karen
$99* Pensacola Beach Portofino 20th floor 2 Bedroom Breathtaking gulf ocean view

Beach Club Resort Residence and Spa

4.5 star property
Villa Primera
8.2 out of 10, Very good, (118)
"Very well cleaned a very nice location within walking distance to many things. "
United States
Philip
Beach Club Resort Residence and Spa

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

Gulf Breeze
10.0 out of 10, Exceptional, (159)
"We loved it. So close to the beach. The house is beautiful and spacious. The owner of the house is very friendly and informative. We hope to come back. "
United States
Julie W.
4BR/4BA, gulf View, private pool, 75 yd to beach, pool table, 10 beds, sleeps 18

Portofino Island Resort

4.0 star property
Pensacola Beach
8.8 out of 10, Excellent, (470)
"Beautiful view "
United States
Myron
Portofino Island Resort

Gulf Island by SVR

3.5 star property
Navarre
9.0 out of 10, Wonderful, (22)
"Easy access to the beach, restaurants, markets and entertainment."
United States
Marisol
Gulf Island by SVR

The Pearl of Navarre by Southern Vacation Rentals

4.0 star property
Navarre
9.4 out of 10, Exceptional, (21)
"The place was clean, had a great view and good set of amenities. "
United States
Bob
The Pearl of Navarre by Southern Vacation Rentals

Here At Last! Visit Navarre!

Navarre Beach
9.6 out of 10, Exceptional, (17)
"Great house. We had a wonderful time."
United States
Gail A.
Here At Last! Visit Navarre!

Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

Pensacola Beach
9.8 out of 10, Exceptional, (51)
"Great stay! Location, pools, beach all wonderful."
United States
John
The price is HK$1,232
HK$3,263 total
includes taxes & fees
1 Dec - 2 Dec
Stunning beachfront 2/2 condo - Breathtaking views / Private pools!

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

Villa Segunda
9.8 out of 10, Exceptional, (161)
"Great location. Just a short walk to the beach and right next to a trolley stop."
United States
Rodney S.
Ultimate Family Home! Game Porch / No Stairs / Pets / Pool / Tesla Charger

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

Toilla Segunda
9.0 out of 10, Wonderful, (98)
"The property was great! Plenty of room for the 9 of us that stayed. The pool was fantastic! Quiet location with a very quiet beach which was great. We all had a great time"
United States
Cheryl B.
Gumbo Bungalow: Private Heated Pool w/ Swim-up Bar, Volleyball, Ping Pong

Check Fall/ Snowbird Rates! Lovely Condo, Lazy Rivr, Patio, Free Bch Servc, Wifi

Okaloosa Island
9.8 out of 10, Exceptional, (228)
"It was perfect. Want to live there. Thank you "
United States
Paulette M.
Check Fall/ Snowbird Rates! Lovely Condo, Lazy Rivr, Patio, Free Bch Servc, Wifi

Private Home 5 Bedrooms. Private Pool

Toilla Segunda
10.0 out of 10, Exceptional, (207)
"Great home for large groups!! Great location!! "
United States
Beth C.
Private Home 5 Bedrooms. Private Pool

Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Pensacola Beach
9.8 out of 10, Exceptional, (72)
"Check in was easy. Expectations were clear. Location to the pool And to beach access was great. We had a great view from the room and had everything we needed. Would stay again, great value for the price. "
United States
Lory S.
The price is HK$583
HK$2,124 total
includes taxes & fees
1 Dec - 2 Dec
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Emerald Isle by Southern Vacation Rentals

4.0 star property
Pensacola Beach
8.6 out of 10, Excellent, (21)
"It was easy to get to. "
United States
Carol
Emerald Isle by Southern Vacation Rentals

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

Villa Primera
10.0 out of 10, Exceptional, (233)
"Perfect for several families to stay comfortably. Great location-able to walk to bars and restaurants with beach access across the street. Property owner responds quickly and is happy to accommodate special requests. "
United States
Becky E.
Beachside Haven: Spacious 6-Bedroom Retreat Just Steps from the Sand

Most Private Oasis On The Island-Heated Pool, Huge Backyard,Grilling,TV,Firepit.

Navarre
10.0 out of 10, Exceptional, (44)
"Stayed here for a weekend getaway. The property was better than advertised. It was clean and I’m a convenient quiet location. We will definitely return to this property. "
United States
Senica T.
The price is HK$2,838
HK$8,000 total
includes taxes & fees
1 Dec - 2 Dec
Most Private Oasis On The Island-Heated Pool, Huge Backyard,Grilling,TV,Firepit.

Belle Mer 1104 ~ Navarre Luxury Retreat - 4BR/4BA Corner Condo with Gulf & Sound Views

Navarre
9.8 out of 10, Exceptional, (86)
"This is a lovely condo with amazing views. Nice bonus that umbrella service for four is included. Would definitely stay here again."
United States
Charise G.
Belle Mer 1104 ~ Navarre Luxury Retreat - 4BR/4BA Corner Condo with Gulf & Sound Views

Paradise On The Beach With Crystal Clear Water & Gulf Front Complex--2 BR Suites

Sugar Beach
9.8 out of 10, Exceptional, (192)
"Great place to stay had everything we needed and the host were very welcoming and helpful throughout our stay "
United States
Ellis S.
Paradise On The Beach With Crystal Clear Water & Gulf Front Complex--2 BR Suites

Dog-friendly, beachfront dream w/ a wet bar & two furnished balconies

White Sands
9.4 out of 10, Exceptional, (101)
"Beautiful Property"
United States
Jason S.
Dog-friendly, beachfront dream w/ a wet bar & two furnished balconies
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Santa Rosa Island Hotel Reviews

Find out more about Santa Rosa Island

Search for holiday rentals in Santa Rosa Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Santa Rosa Island using one of the methods below:

  • View our selection of featured holiday rentals in Santa Rosa Island
  • Use the map to find apartments and other holiday homes in the Santa Rosa Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Santa Rosa Island while they last

Look no further and take a look at our great range of rental properties in Santa Rosa Island!