Search Holiday Rentals in Santa Rosa Island

  • 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

Our top choices for Santa Rosa Island holiday rentals

Seacrest 511 is a Gulf side 2 BR on Okaloosa Island by RedAwning

Seacrest 511 is a Gulf side 2 BR on Okaloosa Island by RedAwning
2.5 star property
Okaloosa Island
10.0 out of 10, Exceptional, (1 review)
"This was a relaxing vacation. Very nice clean condo. The balcony was the best views. Nice pool. And short walk to the beach. Kitchen had everything you need."
United States
Janet
The price is 10.194.062 ₫
25.510.219 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Seacrest 511 is a Gulf side 2 BR on Okaloosa Island by RedAwning

Destin West Resort by Panhandle Getaways

Destin West Resort by Panhandle Getaways
3.5 star property
Okaloosa Island
7.2 out of 10, Good, (33 reviews)
"Good "
Mexico
Adriana
The price is 14.914.852 ₫
33.990.803 ₫ total
includes taxes & fees
19 Jun - 20 Jun
Destin West Resort by Panhandle Getaways

Chic Fort Walton Condo ~ 2 Blocks to Beach!

Chic Fort Walton Condo ~ 2 Blocks to Beach!
3.5 star property
Okaloosa Island
The price is 4.133.653 ₫
12.128.717 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Chic Fort Walton Condo ~ 2 Blocks to Beach!

1 Portofino 1005

1 Portofino 1005
3.5 star property
Pensacola Beach
7.4 out of 10, Good, (8 reviews)
"Expensive for what the place offers. WiFi doesn’t exist on this particular unit, we have to use public WiFi, when I called the front desk, I was advised to reach out to either Expedia or hosteeva since they’re the once I booked with, what a disappointment. Positive feedback, it’s complete with kitchen utensils, pots & pans, clean unit. "
United States
Dale
The price is 5.871.367 ₫
25.414.068 ₫ total
includes taxes & fees
11 Jun - 12 Jun
1 Portofino 1005

Pelican Isle 503 2 Bedroom Condo

Pelican Isle 503 2 Bedroom Condo
3.0 star property
Okaloosa Island
The price is 12.924.643 ₫
31.540.729 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Pelican Isle 503 2 Bedroom Condo

Pensacola Beach Resort Condo With Beach Access!

Pensacola Beach Resort Condo With Beach Access!
4.0 star property
Pensacola Beach
6.0 out of 10, (2 reviews)
"Despite having confirmation from both Orbitz and the property, our condo had been double booked to someone else, and we were out of luck upon arrival. Everyone pointed the finger at someone else and we were left to scramble to find somewhere else to stay. This was our first time trying a condo instead of a hotel. Not a great success!"
United States
Jessica
The price is 4.502.259 ₫
12.130.560 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Pensacola Beach Resort Condo With Beach Access!

Sea Oats 112 3 Bedroom Condo

Sea Oats 112 3 Bedroom Condo
3.0 star property
Okaloosa Island
The price is 14.396.171 ₫
37.608.422 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Sea Oats 112 3 Bedroom Condo

Swim Spa, Game Room: New Build Navarre Beach House

Swim Spa, Game Room: New Build Navarre Beach House
3.0 star property
Navarre
The price is 12.927.539 ₫
35.043.899 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Swim Spa, Game Room: New Build Navarre Beach House

Sea Oats 606 is a Gorgeous Gulf Front 3 BR - with Free Beach Service for 4 by RedAwning

Sea Oats 606 is a Gorgeous Gulf Front 3 BR - with Free Beach Service for 4 by RedAwning
3.5 star property
Okaloosa Island
The price is 20.300.712 ₫
47.816.782 ₫ total
includes taxes & fees
27 Jun - 28 Jun
Sea Oats 606 is a Gorgeous Gulf Front 3 BR - with Free Beach Service for 4 by RedAwning

Sea La Vie Condo: Pensacola Beach Access!

Sea La Vie Condo: Pensacola Beach Access!
4.0 star property
Villa Sabine
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for a girls trip!"
United States
Wendy
The price is 4.291.627 ₫
9.176.183 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Sea La Vie Condo: Pensacola Beach Access!

Islander Beach Resort 504 Condo

Islander Beach Resort 504 Condo
3.0 star property
Okaloosa Island
The price is 10.226.973 ₫
22.768.966 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Islander Beach Resort 504 Condo

Seacrest 504 is a Gulf Front 2 BR on Okaloosa Island by RedAwning

Seacrest 504 is a Gulf Front 2 BR on Okaloosa Island by RedAwning
3.5 star property
Okaloosa Island
The price is 9.896.018 ₫
24.994.932 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Seacrest 504 is a Gulf Front 2 BR on Okaloosa Island by RedAwning

Seacrest 301AB is a 3 BR Gulf front on Okaloosa Island by RedAwning

Seacrest 301AB is a 3 BR Gulf front on Okaloosa Island by RedAwning
3.5 star property
Okaloosa Island
The price is 17.429.798 ₫
42.141.000 ₫ total
includes taxes & fees
11 Jun - 12 Jun
Seacrest 301AB is a 3 BR Gulf front on Okaloosa Island by RedAwning

Venus 119 1 Bedroom Condo

Venus 119 1 Bedroom Condo
3.0 star property
Okaloosa Island
The price is 10.675.883 ₫
22.941.899 ₫ total
includes taxes & fees
19 Jun - 20 Jun
Venus 119 1 Bedroom Condo

Gulf Dunes 102 3 Bedroom Condo by RedAwning

Gulf Dunes 102 3 Bedroom Condo by RedAwning
3.0 star property
Okaloosa Island
The price is 18.099.081 ₫
45.282.270 ₫ total
includes taxes & fees
26 Jun - 27 Jun
Gulf Dunes 102 3 Bedroom Condo by RedAwning

Surf Dweller 610 is a Stunning Gulf Front 2 BR - sleep 6 by RedAwning

Surf Dweller 610 is a Stunning Gulf Front 2 BR - sleep 6 by RedAwning
4.0 star property
Okaloosa Island
The price is 17.421.373 ₫
40.007.336 ₫ total
includes taxes & fees
13 Jun - 14 Jun
Surf Dweller 610 is a Stunning Gulf Front 2 BR - sleep 6 by RedAwning

Seacrest 601ab 3 Bedroom Condo

Seacrest 601ab 3 Bedroom Condo
3.0 star property
Okaloosa Island
The price is 18.791.271 ₫
44.494.852 ₫ total
includes taxes & fees
18 Jun - 19 Jun
Seacrest 601ab 3 Bedroom Condo

Islander Beach Resort 705 Condo

Islander Beach Resort 705 Condo
3.0 star property
Okaloosa Island
The price is 12.625.545 ₫
26.915.857 ₫ total
includes taxes & fees
24 Jun - 25 Jun
Islander Beach Resort 705 Condo

Hermitage 309 2 Bedroom Condo by RedAwning

Hermitage 309 2 Bedroom Condo by RedAwning
3.0 star property
Okaloosa Island
The price is 8.151.985 ₫
22.185.883 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Hermitage 309 2 Bedroom Condo by RedAwning

Seacrest 703 is a 2 BR Gulf Front on Okaloosa Island by RedAwning

Seacrest 703 is a 2 BR Gulf Front on Okaloosa Island by RedAwning
3.5 star property
Okaloosa Island
10.0 out of 10, Exceptional, (1 review)
"Excelente ubicación muy tranquilo, el lugar limpio y confortable, definitivamente regreso muy pronto "
United States
Alejandro
The price is 12.359.359 ₫
29.253.802 ₫ total
includes taxes & fees
25 Jun - 26 Jun
Seacrest 703 is a 2 BR Gulf Front on Okaloosa Island by RedAwning
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Santa Rosa Island Hotel Reviews