Sleeps 8+ stays in Okaloosa Island
11 sleeps eight or more rentals in Okaloosa Island, FL, from $164 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 11 of 11. 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
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
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
Gulf-Front Views and Spacious Layout - Exquisite Beachfront Haven
Beachfront
Condo
3 bed
3 bath
sleeps 10
Okaloosa Island, FLrated 4.8
Beachfront Condo with Premium Amenities - Stunning Coastal Retreat
Beachfront
Vacation Rental
3 bed
3 bath
sleeps 8
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
The curated list
Destin the way we would book it: a short list of houses we checked for real water access.
Open the Destin guide →Affiliate disclosure: Sleep By The Beach earns a commission when you book through Whimstay, Vrbo or Booking.com links on this page, at no extra cost to you. Listing details and photos come from the Whimstay feed and belong to the hosts. How we work.