
Beachfront holiday rentals in Santa Rosa Island
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Santa Rosa Island

Total holiday rentals
Explore 1,280 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 28,860 verified reviews to help you choose

Family-friendly holiday rentals
890 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
1,260 properties feature pools

Rentals with dedicated workspaces
830 properties have a dedicated workspace

Wifi availability
1,260 of Santa Rosa Island holiday rentals include wifi 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 beachfront rentals in Santa Rosa Island
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Sea Oats*Beachfront View!2Bdr/2Bath, Sleeps 6
-Full beachfront view on the 4th floor with a balcony -2Bdr/2Bath: 1 king size, 2 twin size, 1 pull-out sofa-sleeps 6. 2 full bathrooms -Fully equipped kitchen -Free Wi-fi,Smart TV -Beach service (seasonal) -Outdoor swimming pool -Communal jacuzzi -Fresh linens,towels,essentials -Washer/Dryer -Grilling area -Communal workout room -Close to dining and shopping/peer -2 free parking spots -Close to Gulfarium -Close to Destin/Crab Island *By booking you agree to Short Term Property Rental Agreement

Colorful Paradise Okaloosa Island Umbrella, Chairs
“Colorful Paradise” beach condo located on the 2 mile stretch of pristine beaches located on the Emerald Coast. Be my guest at this sophisticated, calm & serene 500’ Studio ideal for small families, couples, singles & business travelers. Gulf views will inspire you to relax, enjoy all the amenities the resort offers of White Sugar Beaches, Gulf Beachside Pool, Seasonal Heated Pool, Indoor Spa Sauna & Jacuzzi, Fitness Room, Tennis & Basketball Courts, BBQ pits with picnic area and beach service

ISLANDER BEACH 5TH FLOOR GULF VIEW CONDO - 2BD/2BA
Islander Beach Resort is a 7-story structure of 114 condos on a short 2 mile stretch of Okaloosa Island and sits DIRECTLY on the BEACH. The building is painted aqua blue and gray, and all units overlook the ocean. There are 2 elevators and lots of parking. Guests can freely access the beach, HEATED pool, BBQ pits and parking area (a parking pass is needed from lobby). You will probably spend a lot of your time on our large private balcony overlooking the pool and beach, listening to the waves.

Beachfront Bliss! Gulf Waves at The Palms #201
Nestled on shimmering Gulf shores, The Palms #201 invites you to unwind with jaw-dropping oceanfront views. This 2-bed, 2-bath sanctuary is your ticket to an unforgettable coastal retreat. Steps from the water, this guest favorite blends relaxation and rejuvenation for a home-away-from-home feel. From March through October, we provide complimentary beach service with two chairs and umbrella—a $40 daily value included free! Pure paradise is at your doorstep. Book this dream coastal escape today!!

Star Of The Sea
Welcome to "The Star Of The Sea", Island Princess #312. Enjoy Gulf front views of the aqua blue waters of the Gulf with its sugar sand beaches from our beautifully decorated condo. Private balcony with access from family room and Master Bedroom. Fully stocked kitchen to prepare fabulous meals while taking in the views of the Gulf from the kitchen and dining area. Both master suites boast of comfort and access to private baths with full shower and tub amenities. Flat screen TV's in every room.

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.

Beauty & The Beach near Gulf Beaches & Bay
Relax in this calm/stylish getaway within walking distance to the gulf beaches. Our home sits next to the boardwalk only a 5 min walk to the beautiful white sands of the Gulf plus 1 min walk to the bay! Near restaurants/bars and fun family activities You’ll love the location/convenience of Okaloosa Island near beach access #1 Destin- 10 min drive Ft Walton Convention Center-5 min drive Downtown Ft Walton -10 min walk FWB Pier -10 min walk ✈️ Destin / Fort Walton Airport - 20 min drive

One Step to the Beach!
"One Step to the Beach" Highlights: - Beachfront Condo at Surf Dweller - First Floor - Pull Up to the Front Door and Unload - Free “Platinum” Beach Service: 2 Beach Chairs, Umbrella + Kayak / Paddleboard access (Mar-Oct) - Two Parking Spaces - 1 King Bed - Master Suite - 2 Queen Beds - Second Bedroom - Cable + Streaming - WiFi - Keurig and Drip Coffee Makers - Seasonal Heated Pool - Tennis/Pickleball Courts - Washer and Dryer in the Condo - Pack n' Play - Shopping / Restaurants Nearby

Waterscape 3rd Floor 1 Bedroom - on the beach -
Bright and beautifully updated 1BR/2BA condo on the 3rd floor at Waterscape Resort with new flooring and cheerful coastal décor. The master features a king bed and en-suite bath, while kids love the bunk beds with TVs. Also includes a sofa bed, stainless steel appliances, in-unit washer/dryer, and beach chairs with umbrella stored in the unit. Enjoy partial ocean and courtyard views plus top resort amenities like pools, a lazy river, and a waterfall with easy beach and garage access.

Spacious, elegant, beachfront, w/office
* Huge oceanfront lanai * Free beach service April 1-Oct 31 *Adult/Kiddie pool; tennis *Private office space in the condo *High chair/pack-n-play *Huge 1453 sq ft *Fully stocked kitchen incl. air fryer *Near Destin but WAY less crowded *South facing for sunrise & sunset (seasonal) & sometimes dolphins! *Open the door to your private lanai for REAL white noise of the ocean waves

Island Princess 618 | Beach Service Included
Experience the perfect beach escape in our beautifully renovated beachfront condo on stunning Okaloosa Island. This inviting retreat offers two spacious bedrooms, two modern bathrooms, and a rare oversized balcony—ideal for relaxing while taking in breathtaking Gulf views. Step onto the sugar-white sands and enjoy the emerald-green waters with complimentary beach service, including two chairs and an umbrella, provided from March 1 through October 31.

Beachfront condo with views
Gulf Dunes 105 – Gulf‑Front & Beachfront Feel the island vibes in this updated 1‑bed, 1.5‑bath condo on Okaloosa Island! Sleeps 6 with king bed, hallway bunks, and sleeper sofa. Enjoy a private balcony with Gulf views, direct beach access, pool, and free beach service (Mar–Oct). Walk to the Boardwalk for food and fun. Perfect for couples and small families. Heated pool 84–85 degrees (Nov–Mar).
Popular amenities for beachfront rentals in Santa Rosa Island
Pet-friendly beachfront home rentals

Waterfront~Retreat ~Pool & Deep Dock~Boats welcome

Resort Home with Private Beach and Private Gate

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

Gulf Walk * Beach House wh Pool and Golf Cart

Great Place w/Pool,Pet Friendly|5MIN WALK TO BEACH

Waterfront Paradise•2.5 Miles from Beach•Boat Slip

Gulf Side 602 Pet friendly gulf front condo

Private Guest House on the Water | Boat Docks!
Beachfront home rentals with a pool

Clean & Luxurious Beachfront ~ 7 Pools+HotTubs+Gym

"SeaGlass" - Oceanfront with expansive balcony.

Okaloosa Oasis, Condo On the BEACH! Veteran owned!

Direct Beach FRONT-Amazing Views-Lazy River-Beach

Sunshine and beach time /Okaloosa Island

Gulfside 401 - Sunny Side Up

*Oceanfront* Luxury High-Rise. Pool, Private Beach

3BR ~ Beachfront ~ Huge Balcony ~ 2 Pools ~ Luxury
Private beachfront home rentals

The new 40 Steps to the Beach Gulf front

Beachfront Bliss: Gulf Views and Relaxing Stay

Charming 9 Unit Building, Private Path to Beach

Beachfront, Water Views, Beach Gear Included, Pool

Amazing Gulf front unit, Great view, Beach Service

Luxury Beach Front Condo! 3bd/3ba-Waterscape(A301)

It's a Shore Thing - Gulf Front - On The Water!

605 Destin West Resort - Gulfside Penthouse View!
When is the best time to visit Santa Rosa Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $215 SGD | $239 SGD | $299 SGD | $289 SGD | $300 SGD | $408 SGD | $429 SGD | $295 SGD | $253 SGD | $239 SGD | $225 SGD | $211 SGD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
Destinations to explore
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- Beachfront rentals Okaloosa County
- Beachfront rentals Florida
- Beachfront rentals United States
- Destin Beach
- Crab Island
- Pensacola Beach
- Destin Harbor Boardwalk
- Aqua Resort
- Seacrest Beach
- Opal Beach
- Frank Brown Park
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Village of Baytowne Wharf
- Blue Mountain Beach
- Grayton Beach State Park
- Gulf Breeze Zoo
- HarborWalk Village
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Shipwreck Island Waterpark
- Camp Helen State Park
- Topsail Hill Preserve State Park
- Gulfarium Marine Adventure Park
- Gulf World Marine Park
- Pier Park





