
Holiday rentals with outdoor seating in Santa Rosa Island
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Santa Rosa Island

Total holiday rentals
Explore 1,340 holiday rentals in Santa Rosa Island

Nightly prices starting at
Santa Rosa Island holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 41,500 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Holiday rentals with a pool
1,270 properties feature pools

Rentals with dedicated workspaces
980 properties have a dedicated workspace

Wifi availability
1,330 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
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!!

Penthouse-Huge Roof Top Patio w/ Hot Tub-LazyRiver
Our spacious Penthouse has amazing views on top of the world! Come enjoy our lovely condo with a roof top patio & private hot tub to see all of Okaloosa Island beach & bay for miles. Or have a romantic evening on the roof top patio with a huge hot tub that overlooks beautiful Choctawhatchee Bay. Located on Okaloosa Island at Destin West Beach and Bay Resort, this island connects Destin to Fort Walton Beach. We are on the bayside. We now offer 1 FREE set-up of beach service March 1-Oct.31st.

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.

Lovely beach-front condo with free beach setup.
As soon as you enter our 3rd floor beachfront condo, you will leave all your cares behind and unwind while enjoying a direct view of the Gulf of Mexico. You can walk to the beach straight out of the building, no need to cross any roads. Many updates done in March 2021: brand new queen size sleeper sofa bed, brand new stainless steel refrigerator, range, dishwasher and microwave, brand new furniture, new paint, new flooring, and brand new TV's. We have Netflix and high speed WiFi.

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.

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.

Ocean view condo, Lazy River & Beach, Destin West
From your unit on the Gulf side of the resort, enjoy the spectacular ocean view, award winning lazy river, and many pools in this family friendly Destin West Beach and Bay Resort with private beach. Your unit is a couple blocks from Gulfarium Marine Adventure park, where you can swimming with dolphins. Enjoy the Broadwalk Okaloosa Island with seaside shops, eats, and entertainment within a block. Okaloosa Island fishing pier is within 2 blocks for fishing enthusiasts.

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

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).

Keeler Island Princess #508 Okaloosa Island Bchfrt
Escape the average life at the Majestic Island Princess. Reserve your time today at the Keeler Island Princess #508. Every angle in the living area provides a view so irresistible, you won't be able to take your eyes away from the enticing waters. The diamond sand sparkles with the sun's continuous movement in the sky. Each day, you will discover a new focal point and anticipate its return.

3 Br Waterfront Florida Classic on the Bayou
Enjoy the comfort and beauty of classic old Florida at this beautiful waterfront home. Moments away from white sand beaches and downtown, you are in an oasis of relaxation here at the Florida Classic on the Bayou. This home was thoughtfully designed and cherished by a prominent local family and features rich Florida history and details. It is our pleasure to share this oasis with you.
Popular amenities for outdoor seating rentals in Santa Rosa Island
House rentals with outdoor seating

Jade East 1250 Corner Condo, Spectacular View~Deal

Sugar Sand Cottage at Destin Pointe

House 5 min to Beach, Fire Pit, Deck, Pickleball

Your Vacation House-TV in rooms Free Wi-Fi & Grill

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

Luxurious BeachHouse Pickeball+HeatedPool

Relaxing Pool Retreat Near Beaches & Destin!

Serenity on the Water-Dock/Water -No cleaning Fee
Apartment rentals with outdoor seating

Pirates Point of View Top Floor!

Cozy Condo. Sunrise and Sunset

Sylvia's Suite Dreams-kayak & paddleboard free

Guest Favorite & Top Rated at Sandpiper Cove!

B210 Pirates Plunder

The Sand Dollar Stay!

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN

*Perfect location | Charming beach retreat*
Apartment rentals with outdoor seating

Waterfront Studio • Santa Rosa Sound • Sunsets

Beach front Condo with Beach service!

Gorgeous Gulf Front condo with amazing views!

Free Chair Service-Beachfront 6th Floor

GULF FRONT TopFloor Amazing VIEW Directly On Beach

Waterfront end unit: VIEW! pool, pier, and beaches

Destin West Villa #V502 Beach Vacation Awaits

Emerald Waters & Sugar White Sand!
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 | £112 | £134 | £164 | £166 | £172 | £226 | £248 | £169 | £148 | £134 | £125 | £120 |
| 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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- Apartment rentals Santa Rosa Island
- Rentals with a firepit Santa Rosa Island
- Flat rentals Santa Rosa Island
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- Fitness-friendly rentals Santa Rosa Island
- Family-friendly rentals Santa Rosa Island
- Rentals with beach access Santa Rosa Island
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- Beach house rentals Santa Rosa Island
- Rentals with an accessible-height bed Santa Rosa Island
- Rentals with a patio Santa Rosa Island
- Pet-friendly rentals Santa Rosa Island
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- Hotel rooms Santa Rosa Island
- Rentals with an EV charger Santa Rosa Island
- Waterfront rentals Santa Rosa Island
- Cottage rentals Santa Rosa Island
- Rentals with a kayak Santa Rosa Island
- Beach apartment rentals Santa Rosa Island
- Rentals with an accessible-height toilet Santa Rosa Island
- Villa rentals Santa Rosa Island
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- Rentals with pools Santa Rosa Island
- Townhouse rentals Santa Rosa Island
- Rentals with a hot tub Santa Rosa Island
- Rentals with a fireplace Santa Rosa Island
- Rentals with a washing machine and dryer Santa Rosa Island
- Rentals with a sauna Santa Rosa Island
- Rentals with outdoor seating Okaloosa County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- Henderson Beach State Park
- Frank Brown Park
- Seacrest Beach
- Village of Baytowne Wharf
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Blue Mountain Beach
- Aqua Resort
- Grayton Beach State Park
- HarborWalk Village
- Gulf Breeze Zoo
- Topsail Hill Preserve State Park
- Pier Park
- Fort Walton Beach Landing
- Jade East Towers
- Shipwreck Island Waterpark
- The Boardwalk on Okaloosa Island
- Camp Helen State Park
- Gulf World Marine Park
- Gulfarium Marine Adventure Park





