
Condo vacation rentals in Santa Rosa Island
Find and book unique condos on Airbnb
Quick stats about condo rentals in Santa Rosa Island

Total vacation rentals
Explore 2,300 vacation rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island vacation rentals start at $40 per night before taxes and fees

Verified guest reviews
Over 56,490 verified reviews to help you choose

Family-friendly vacation rentals
1,660 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Vacation rentals with a pool
2,240 properties feature pools

Rentals with dedicated workspaces
1,340 properties have a dedicated workspace

Wi-Fi availability
2,280 of Santa Rosa Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Santa Rosa Island rentals

4.7 Average rating
Santa Rosa Island stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Santa Rosa Island's top spots, include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park, and Crab Island
Top-rated condo rentals in Santa Rosa Island
Guests agree: these condos are highly rated for location, cleanliness, and more.

Beach Penthouse on Okaloosa Island in FWB, FL
Unit 301 has the best views being it is an end unit on the top floor. It also feels very spacious with its vaulted ceilings and unique loft area. Sleeps up to 6 people. Queen bed in Master. Another Queen bed and bath in loft. One full size sleeper sofa in living room. Owners have used the unit for past 9 years and have just decided to offer it as a rental. Freshly painted, and updated with new carpets, floors, furniture and appliances. Unit has everything you need for a wonderful vacation.
ValueLocationCondition

GULF FRONT TopFloor Amazing VIEW Directly On Beach
Cozy oasis with a view that takes your breath away! You'll enjoy relaxing on the private balcony overlooking the ocean. King bed and twin pullout loveseat. Beautifully renovated kitchen and bath. Fully stocked kitchenette with granite countertops. The full sized refrigerator is a special perk in this Luxury Honeymoon suite. Charming coastal accents throughout. Special attention has been given to this unit to ensure everything is top notch with professional upgrades. Waves roll in, cares roll out
ValueFamilyParking

Relaxing Gulf Front Couple's Retreat*Beach Service
🌊 Beachfront Bliss on Okaloosa Island – Balcony + Free 2 Chairs & Umbrella Welcome to a perfect escape on Okaloosa Island! Wake up to direct Gulf-front views & private balcony w/ emerald waters & sugar-white sand Beautifully updated studio is designed for a relaxing, stress-free beach getaway—to unwind or work remotely with a view We HIGHLY suggest that you purchase Tavel Insurance as we cannot be responsible for travel interruptions, weather or sickness. We adhere to our cancellation policy.
ValueLocationView

Condo With Serene Panoramic Views of the Gulf
This newly renovated 2nd floor condominium provides panoramic views in a serene atmosphere directly on the Gulf. This unit features a corner wraparound balcony with master and living room views of the emerald waters gently lapping at the white sand beach. This condo is on the quieter, more secluded end of Okaloosa Island just steps to a private beach. Two reserved beach chairs and service are included in your stay (March-October). Relax with the whole family at this peaceful place to stay.
LocationValueAmenities

Oceanfront 3 King BR/3BA Condo Steps 2 Sand & Surf
Experience the Gulf in a Newly Remodeled Condo! This family-friendly ground-floor unit offers ultimate convenience. The master bedroom has ocean views, a king bed with a pullout trundle. The second bedroom has a king bed with a trundle, and the third has a King bed. The living room includes a queen sofa bed. Each bedroom has a private bath and TV. Enjoy free beach service March–Oct with two chairs & an umbrella. Step onto the sand, relax, and unwind! Guests 27+ only. No smoking. No parties
FamilyValueKitchen

115+ Five-Star Reviews | Renovated Gulf View Condo
Relax and unwind in our beautifully renovated Island Princess condo on Okaloosa Island. With 10 years of hosting experience and 115+ five-star reviews, we provide a clean, comfortable vacation home guests return to year after year. Enjoy beautiful Gulf and bay views from our oversized private balcony, comfortable beds, fully equipped kitchen, spacious living area, direct beach access, and complimentary beach service (2 chairs + umbrella) Mar–Oct. Located in Fort Walton Beach, near Destin.
ValueFamilyGetting around

DestinWest G405 Kid-friendly/oceanview/Lazyriver
[new patio furniture] Destin West Resort Gulfside 405 (2mins to the beach and pool) ~ 1 Bdr + 1 bunkroom with 2 full baths, Sleeps 6 ~ great ocean view ~ free beach service: 2 chairs & 1 umbrella (seasonal: 3/1 - 10/31, 9am-5pm) ~ 1 King Bdr with a private bathroom ~ 1 bunk room (2 twin beds, each with its own TV) with a private bathroom ~ 1 Q pullout sleeper ~ pack n play ~ 4 smart TVs ~ full kitchen stocked with cookware (Keurig and a traditional coffee maker). ~ washer/dryer
LocationFamilyRiver

Ground Floor unit - ON THE BEACH!
Impeccably furnished GROUND FLOOR one bedroom unit DIRECTLY ON THE BEACH with PRIVATE ACCESS to the sugar white sand beaches and emerald waters of The Gulf of Mexico. The unit is located on Okaloosa Island, walking distance to restaurants and attractions, about 6 miles to Destin and 16 miles to Miramar Beach. 3 adult limit. Sorry, no pets. Please note that the building exterior is currently being re-sided (Jan, '26), so the building will be "Zen blue" in a month or so.
LocationFamilyWifi

Stars & Sea•Overlooking Pool & Sound•Sleeps 4
Kick back & relax in this calm, newly renovated ground-level condo on the Sound in Ft Walton Beach! ✨ Highlights: • 🌴 Waterfront views & stunning sunsets • 💦 Large resort-style pool • 🏖️ Minutes to beach access • 🍽️ Walk to local restaurants • 🚗 Easy parking & quiet community 🛏️ Queen bed w/Purple® mattress + Queen memory-foam sofa bed ☕ Kitchenette: Fridge • Air fryer/toaster • Microwave • Keurig •7.5 Miles to Destin
LocationFamilyView

Emerald Waters & Sugar White Sand!
Enjoy all the comforts of a North American lifestyle with a modern contemporary look and stunning Gulf-front views from our high-floor corner unit. Located right on the beach with no roads to cross and close to Destin. High-speed Wi-Fi, keyless entry, smart TV, beach towels, starter amenities, a seasonally heated Gulf-front pool (March 1–April 30 & Oct 1–Dec 31, subject to change) and MORE. Have a sunny day!
LocationFamilyGetting around

Mermaid Hideaway at El Matador 621!
This is a wonderful Studio apartment at the El Matador complex on Okaloosa Island with a beautiful balcony view, close walk to the beautiful private beach, close to tennis courts, seasonally heated pool, gym, and hot tub. The unit is well equipped and cozy, kitchen fully furnished, with one King bed and a queen sofa sleeper. This is a unique and tranquil hideaway at the El Matador!!
LocationFamilyAccuracy

Okaloosa Island Top Floor 2BR Beach Condo
Welcome to the Islander unit 707, a cozy beachfront condo located on the seventh (top) floor of the Islander Beach Resort on Okaloosa Island. This charming two-beds, two-bathroom unit has everything you need for a comfortable and relaxing stay. Enjoy stunning views of the Gulf of Mexico from the private balcony or take a short stroll to the white sandy beach just steps away.
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Popular amenities for Santa Rosa Island condo rentals
Condo rentals with a pool

Keeler Island Princess #508 Okaloosa Island Bchfrt
LocationFamilyCleanliness

Okaloosa Island Condo. (13 ).Small pet/pool/grill
LocationValueSleep quality

Waterfront Studio • Santa Rosa Sound • Sunsets
LocationFamilyTV

Destin West V409 Cozy Beach Getaway 7Amazing Pools
FamilyLocationAccess

2nd floor beachfront with amazing views
LocationValueNearby

Beachfront Condo | Gulf Views | Okaloosa Island
FamilyValueAccuracy

Condo across the street from the gulf
LocationValueGetting around

Luxury 1-bdrm Studio. 2 Pools/Sauna/Hot Tub/Beach
ValueLocationLong stay
Weekly condo rentals

3BR ~ Beachfront ~ Huge Balcony ~ 2 Pools ~ Luxury
FamilyLocationAccuracy

Panoramic Gulf Views! | 3 Kings
ValueFamilyGetting around

Gulf Front Corner Penthouse w/ Panoramic Views
ValueFamilyWalkability

Pool Table, Lazy River, & HUGE Patio! Destin West!
ValueFamilyBeach

"SeaGlass" - Oceanfront with expansive balcony.
ValueFamilyHospitality

Beach Oasis - 1 block from white sand!
LocationFamilyBeach

WaterScape Guest Favorite | Beachfront | Resort
FamilyLocationBeach

Gulf Side Villa 503
FamilyValueHot tub
Pet-friendly condo rentals

Ground floor! Waterfront condo at Pirates Bay!
FamilyValueOutdoor spaces

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool
ValueLocationLong stay

Private Beach access POOL pets Yes No Stairs
LocationValueLong stay

5-Star/Beachfront 1-min walk to Sand-AV106-Updated
LocationValueWalkability

Amazing View & Right on The Water!
LocationValueIndoor spaces

The Centre of Destin
FamilyValueGetting around

Waterfront Paradise•2.5 Miles from Beach•Boat Slip
LocationValueIndoor spaces

1st floor on Intercoastal Waterway close 2 beaches
ValueFamilyCheckout
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 | $168 | $221 | $220 | $265 | $375 | $299 | $205 | $184 | $177 | $159 | $157 |
| Avg. temp | 53°F | 57°F | 62°F | 68°F | 76°F | 82°F | 83°F | 83°F | 80°F | 71°F | 61°F | 55°F |
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- Condo rentals Okaloosa County
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Pier Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- Seacrest Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Aqua Resort
- Johnson's Beach, Gulf Islands National Seashore
- HarborWalk Village
- Topsail Hill Preserve State Park
- Grayton Beach State Park
- Gulf Breeze Zoo
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Morrison Springs
- Pensacola Bay Center
- Destiny East
- Camp Helen State Park
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