
Waterfront holiday rentals in Santa Rosa Island
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Santa Rosa Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Relaxing Gulf Front Couple's Retreat*Beach Service
Welcome to Okaloosa island! Come experience gorgeous Direct Beachfront unobstructed views! This studio has everything you need for a fabulous beach getaway! Private balcony. Just seconds to beautiful beach & Gulf. 2 Chairs & Umbrella have been purchased for you w/ full beach service$50/day value (Mar-Oct)for a beautiful beachy day! 4 min drive to dining. Lg pool. LVP flooring*2022*Couch*2022*Premium foam mattress*2022 Spotless w/Low Cleaning Fee! Must be 22 years old to book w/ proof of ID

Waterscape 4th Flr 1 Bedroom w Bunks on the beach
Relax in this beautifully decorated 1BR/2BA condo at Waterscape Resort with 4th-floor views of the courtyard, heated pool, and partial beach/ocean views. The master bedroom features a king bed and en-suite bath. Kids love the bunk beds with TVs. The unit also includes a sofa bed, stainless steel appliances, new flooring, in-unit washer/dryer, and beach chairs with an umbrella. Many repeat guests return for the bunk beds and resort amenities, including three pools, a waterfall, and a lazy river.

Oceanfront 3BR/3BA Condo | Steps to 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 queen 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

Free Chair Service-Beachfront 6th Floor
Beautiful sixth-floor balcony views of beachfront, barrier island chain, and sound area! Exceptionally convenient white-sands beach access and gorgeous emerald waters! Enjoy the indoor/outdoor pool and on-site gym. This beach condo is not only fantastically located on the quieter end of Okaloosa Island, but also comes with modern, coastal-themed furnishings. Access the Destin and Fort Walton Beach attractions only a few miles down the street. Includes free chairs and umbrella on the beach!

Cozy Soundside Condo - WataView2!
Vacation or work at our comfortable waterfront kitchenette studio in the heart of Fort Walton Beach. The sugar white sand beaches are just a short drive away, and adventure awaits right at your doorstep on Santa Rosa Sound. Includes pool and marina! Boat slip (28 Ft) available! The unit has a queen bed and futon that lays down to a full size bed. It's very comfortable for small groups. We are real owner-hosts and strive to keep our unit spotless and well supplied for our cherished guests.

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, pool, BBQ pits and parking area (a parking pass is needed), but you will probably spend the majority of your time on our large private balcony overlooking the pool and beach, listening to the waves.

305 | Sublime Luxe Retreat + Heated Pool + Sunsets
Winter at Beachology – Gulf Dunes 305 Unwind at Beachology, your stylish Gulf-front escape with breathtaking views 🌅. This one-bedroom + bunks + king sofa sleeper condo is the perfect cozy retreat for winter beach days. Stroll the quiet shoreline, enjoy hot chocolate on the Gulf front balcony☕, or snuggle up under extra blankets after dinner at your favorite local restaurant 🍽️. With shopping nearby and sunsets that steal the show, its pure seaside comfort all season long.

Perfect View on Santa Rosa Sound with 2 Pools!
Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures. Marina slip is not available for rent at this time.

Sleek & Sexy @ Sandestin Golf & Beach Resort
Newly remodeled pool & hot tub are now open!! TOP RATED 6th floor oceanfront studio at Sandestin Golf & Beach Resort's Beachside Two complex. Guests can enjoy dining, retail, entertainment, golf, tennis and other activities without leaving the gates of this 2400 acre resort on Florida's Emerald Coast. Sandestin Tram pass included. This property is highly ranked amongst Airbnb's Top 10% of homes based on ratings, reviews, and reliability.

Island Princess 618 | Gulf Views & Beach Service
Experience the ultimate beach getaway at our renovated condo on stunning Okaloosa Island. This beachfront retreat features two spacious bedrooms, two modern bathrooms, and a rare oversized balcony perfect for soaking in the breathtaking views. Relax on the sugar-white sands and take in the emerald-green waters of the Gulf with complimentary beach service, including two chairs and an umbrella, provided from March 1st to October 31st.

Sea Shell at Sunset Cottages - Beach Service Inc
Sea Shell condo is located in the 19 unit Sunset Cottages complex on Okaloosa Island in Fort Walton Beach, FL. “Gulf Side”, just over 200 steps from the sand, no roads to cross, relaxing on the beach in minutes! The Sea Shell has 2nd floor partial gulf views from the dining room window, and both balconies. Inside is a spacious 750 sq.ft. to lounge and relax including; large great room, large bedroom and bath, condo built in 2000.

"The Golden Sun" condo
"The Golden Sun." A luxury and calm stay in a 4th-floor condo only steps from the beach. Enjoy golden sunsets from the balcony that oversees the beach! Fast wifi with Alex integration(not offered by most condos). This features 1 bed and 1 sofa bed for a 4 person stay. 2 full bathrooms. A nice small kitchen so you can cook! Two TVs with Rokus for streaming. Small community grills for BBQ and a beautiful pool!
Popular amenities for waterfront rentals in Santa Rosa Island
Waterfront apartment rentals

Beachfront Condo, Ocean View 2BR/2BA, Majestic Sun

Vitamin Sea Studio on Okaloosa

9th floor OCEAN VIEW studio @Sandestin resort

Sylvia's Suite Dreams-kayak & paddleboard free

Beach condo with Gulf view, pool and gym!

B210 Pirates Plunder

Waterfront two bedrooms apartment

Come SEA us! Lake front condo+3 pools+tennis.
Waterfront house rentals

1 House Off Beach! Private Pool, LSV, Gulf Views!

Book Holiday! Private Beach, Heated Pool, 2 Kings!

Waterview Villa-Steps to the Sand-Pool-King Bed

Waterfront & Private, Sealife by Day/Starry Nights

Harbor Central Penthouse

Waterfront Home-Dock, Pool, Kayaks, Dogs Welcome!

SUNDESTIN BEACH RESORT 912, BEACHFRONT

Resort! Discount 4NT+GolfCart 2 Beach-Heated Pool
Waterfront apartment rentals

Veranda 102 - Direct Beachfront - Gulf Side Pool

"SeaGlass" - Oceanfront with expansive balcony.

Sea Oats*Beachfront View!2Bdr/2Bath, Sleeps 6

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

Destin West V506 - Free Beach Service & Lazy River

GULF FRONT TopFloor Amazing VIEW Directly On Beach

BeachCorner XL Frig. Amazing beachwindow view

Beachfront Renovated Condo, Spectacular Gulf Views
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 | £110 | £116 | £164 | £166 | £169 | £222 | £236 | £161 | £141 | £138 | £112 | £111 |
| 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 |
Quick stats about waterfront rentals in Santa Rosa Island

Total holiday rentals
Explore 1,790 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 42,160 verified reviews to help you choose

Family-friendly holiday rentals
1,330 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
1,730 properties feature pools

Rentals with dedicated workspaces
1,170 properties have a dedicated workspace

Wifi availability
1,790 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, Crab Island and Gulfarium Marine Adventure Park
Destinations to explore
- Seminole Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Jacksonville Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Clearwater Holiday rentals
- Santa Rosa Island Holiday rentals
- House rentals Santa Rosa Island
- Rentals with outdoor seating Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Rentals with beach access Santa Rosa Island
- Beach house rentals Santa Rosa Island
- Apartment rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Rentals with an accessible-height bed Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Beach apartment rentals Santa Rosa Island
- Rentals with an accessible-height toilet Santa Rosa Island
- Villa rentals Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Hotel rooms Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Fitness-friendly rentals Santa Rosa Island
- Rentals with pools Santa Rosa Island
- Flat rentals Santa Rosa Island
- Beachfront rentals Santa Rosa Island
- Waterfront rentals Okaloosa County
- Waterfront rentals Florida
- Waterfront rentals United States
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Princess Beach
- Frank Brown Park
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Grayton Beach State Park
- Tiger Point Golf Club
- Pensacola Beach Crosswalk
- Raven Golf Club
- Eglin Beach Park
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Walton Dunes Beach Access
- Camp Helen State Park
- The Track - Destin
- Pensacola Dog Beach West
- Fred Gannon Rocky Bayou State Park
- Shipwreck Island Waterpark
- Seacrest Beach
- Gulf World Marine Park




