
Holiday rentals with outdoor seating in Santa Rosa Island
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Santa Rosa Island
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

Waterfront Studio • Santa Rosa Sound • Sunsets
Enjoy breathtaking views of the Santa Rosa Sound and marina from your private top-floor balcony in this waterfront studio. Whether you're sipping coffee at sunrise or watching vibrant sunsets each evening, this spot delivers unforgettable costal charm in a quiet, peaceful setting. Perfect for couples or solo travelers, the studio features a full bath with tile shower, well-equipped kitchenette and sparkling pool. Gulf beaches are a just a short drive away. Free parking and easy self check-in.

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.

Sugar Sand Cottage at Destin Pointe
This beautiful four bedroom beach cottage is located in the exclusive gated community of Destin Pointe. The home offers a tranquil setting and unsurpassed amenities that include a private lakefront pool for relaxation and entertainment-perfect for sipping your evening cocktails while overlooking the lake, direct lake views for the multiple levels of decks, private beach access to the sugar sands of Destin, and three community pools (one with a hot tub and splash pad) for guests use.

Stunning updated 4 bedroom home. 8 mins from beach
Escape with family or friends to this stunning, fully renovated coastal home. Only a short drive from the Gulf Coast's pristine beaches, this cozy home offers all the comforts of home and conveniently located near downtown FWB. Walk up the street for public water access to view the bay. Ample parking in the driveway for your boat, trailer or RV. Enjoy the large fenced-in backyard, perfect for outdoor entertaining. Book now and experience the best of Florida's Emerald Coast.

Renovated Beachfront Condo with Sensational Views!
RENOVATED! Our family vacation condo is at the 17th floor of Pelican Beach Resort, a sought after resort in Destin, FL with its central location and amenities. Pools, hot tub, gym, sauna, Tiki bar, tennis courts. You can enjoy the amazing views of emerald ocean and endless beaches of Destin while having your favorite drinks at its private balcony. Our condo is freshly painted and has upgraded furniture, new sleeper sofa, dining set, bar stools, all mattresses replaced.

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.

Pelican 16th floor 1 bedroom Condo on the beach
Spacious 16th-floor condo at Pelican Beach Resort with panoramic Gulf views and a bright open-concept layout. Features an upgraded kitchen, king bedroom with en-suite bath, a second full bathroom, and hallway bunk beds with individual TVs. Enjoy stunning sunsets and dolphin sightings from the balcony. Includes high-speed Wi-Fi, Netflix on every TV, and beach chairs with umbrella stored in the unit. A perfect high-floor coastal escape!

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).

Beautiful Beachfront condo! 2 Bdrm, 2 Bath
The Veranda has unbeatable views of the stunning shoreline. Enjoy the view while relaxing on our private, covered balcony or while unwinding in the spacious living room. Our beachfront condo offers a fully-equipped kitchen, free WiFi and a washer/dryer. *Beach service for 2 included in rental March - October*
Popular amenities for outdoor seating rentals in Santa Rosa Island
House rentals with outdoor seating

Private POOL- Gated beach access-grill-backyard

Private Beach, Water Views, Lazy River | VIP Perks

The Oasis! Charming 3BR Near All The Best Beaches!

Saltwater Pool Firepit & BBQ Pet-Friendly Near 30A

#1 4BR HUGE PET Friendly Home Away from Snow!

Pet-Friendly-Pvt Heated Pool-Hot Tub-Fire Pit-6min

Relaxing Pool Retreat Near Beaches & Destin!

The Charleston Experience-Free PoolHeat N GolfCart
Apartment rentals with outdoor seating

Pirates Point of View Top Floor!

1BR Apt. w/ KING Bed on 30A! - .4 mi to Beach

Seaside getaway !

Sylvia's Suite Dreams-kayak & paddleboard free

Beach condo with Gulf view, heated pool and gym!

The Sand Dollar Beach at FWB - Unit 4

B210 Pirates Plunder

Surf Bunny (Sleeps 6) in Frangista Beach
Apartment rentals with outdoor seating

Keeler Island Princess #508 Okaloosa Island Bchfrt

Clean & Luxurious Beachfront ~ 7 Pools+HotTubs+Gym

🏝 Penthouse Ocean View • Private Beach Access 🏝

Spacious, elegant, beachfront, w/office

El Matador 622 – Sugar Dunes | Gulf Views

Beachfront-Top Floor-West Corner-Free Bch Bch+ Gym

Updated, Gulf front family-friendly condo!

Big Penthouse-Private Hot Tub-Lazy River-Views !
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 | $192 SGD | $229 SGD | $281 SGD | $284 SGD | $295 SGD | $387 SGD | $424 SGD | $290 SGD | $253 SGD | $229 SGD | $215 SGD | $206 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 |
Quick stats about holiday rentals with outdoor seating in Santa Rosa Island

Total holiday rentals
Explore 1,320 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 36,920 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
1,260 properties feature pools

Rentals with dedicated workspaces
980 properties have a dedicated workspace

Wifi availability
1,320 of Santa Rosa Island holiday rentals include wifi access

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

4.8 Average rating
Santa Rosa Island stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Santa Rosa Island’s top spots include Destin Harbor Boardwalk, Gulfarium Marine Adventure Park and Crab Island
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- Rentals with outdoor seating Okaloosa County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating 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





