Under $250 stays in Okaloosa Island
12 under $250 a night rentals in Okaloosa Island, FL, from $120 a night.
Rates are each listing's own "from" price on 4 August 2026; the booking page shows live prices and dates. Looking for the houses we would book ourselves? The curated Destin list.
Showing 1 to 12 of 12. Best rated first, then price.
Breathtaking Gulf Views and Community Pool - Luxurious Beachfront Getaway
Beachfront
Condo
3 bed
2 bath
sleeps 9
Okaloosa Island, FLrated 5.0
Community Pool and Pickleball Court - Gorgeous Beachfront Retreat
Beachfront
Condo
2 bed
2 bath
sleeps 6
Okaloosa Island, FLrated 4.9
Direct Oceanfront Access and Panoramic Views - Stunning Coastal Haven
Oceanfront
Condo
3 bed
2 bath
sleeps 8
Okaloosa Island, FLrated 4.9
Expansive Balcony and Two Gulf-Front Pools - Exquisite Beachfront Haven
Beachfront
Condo
3 bed
2 bath
sleeps 9
Okaloosa Island, FLrated 4.9
Beachfront Condo with Heated Pool and Hot Tub - Stunning Coastal Retreat
Beachfront
Condo
2 bed
2 bath
sleeps 7
Okaloosa Island, FLrated 4.8
Private Balcony and Beach Service Included - Stunning Gulf Front Retreat
Gulf front
Condo
3 bed
2 bath
sleeps 10
Okaloosa Island, FLrated 4.8
Expansive Balcony and Two Pools - Elegant Coastal Haven
Gulf front
Condo
4 bed
3 bath
sleeps 9
Okaloosa Island, FLrated 4.8
Gulf Front Access and Premium Amenities - Stunning Coastal Retreat
Gulf front
Condo
3 bed
3 bath
sleeps 8
Okaloosa Island, FLrated 4.8
Steps to Pool, Hot Tub and White Sand - Gorgeous Beachfront Oasis
Beachfront
Condo
4 bed
3 bath
sleeps 9
Okaloosa Island, FLrated 4.8
Large Balcony and Two Outdoor Pools - Charming Coastal Retreat
Gulf front
Condo
3 bed
2 bath
sleeps 10
Okaloosa Island, FLrated 4.6
Beachfront Access and Poolside Relaxation - Spacious Coastal Haven
Beachfront
Condo
4 bed
3 bath
sleeps 9
Okaloosa Island, FLrated 4.6
Gulf Access and Resort Amenities - Charming Waterfront Retreat
Waterfront
Condo
3 bed
2 bath
sleeps 6
Okaloosa Island, FLrated 4.5
Compare before you book
See Okaloosa Island on Vrbo, with dates and live prices.
Search Vrbo → Booking.com → Affiliate links.The curated list
Destin the way we would book it: a short list of houses we checked for real water access.
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