
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.

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

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.

1203 Oceanfront Pelican Beach: Pools/HTubs Fab Loc
NO PETS PERMITTED. PRIMARY GUEST MUST BE 25+ TO BOOK. Indulge in a refined coastal escape at Pelican Beach Resort 1203—an elegantly renovated 1‑bedroom, 2‑bath BEACHFRONT retreat offering breathtaking Gulf of Mexico views and DIRECT, effortless access to Destin’s sugar‑white sands. Perched on the 12th floor, this beautifully appointed residence blends contemporary comfort with resort‑level amenities for UP TO 6 GUESTS, creating an elevated experience for both families & discerning travelers.

Beach Side- 2Br 2Ba 3bed | POOLS- GEM-BEACH!
Walk to the Beach at Sunset or Sunrise Every Day! 2 pools, indoor pool & outdoor pool next to the White Sand Beach Access, BBQ Area, elevator & fitness room amenity. Come and enjoy Fun & Sun at our condo by the beach! Gorgeous 2 Br 2 Ba condo is an amazingly nice & quiet like open air community on 2nd floor/elevator, balcony view looks over the neighboring county beach access and down the shoreline PERFECT for those summer fun & sunsets! Morning /Afternoon Walk on the 2 miles Santa Rosa Blvd.

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.

Destin West V409 Cozy Beach Getaway 7Amazing Pools
Newly updated modern beach-side unit. Luxurious renovated bathroom. This Gulfside unit is steps away from the white sandy beach, 7 different pools, and many restaurants. Located on the 4th-floor with one of the best views in the Florida panhandle. A 180-degree view of the emerald waters of the Gulf of Mexico, Choctawhatchee Bay, the Okaloosa Island sand dunes, and the Destin city-scape. Relax in the lazy river pool, sunbathe at the beach, or spend your day being adventurous.

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.

Island Princess 618 | Beach Service Included
Relax and unwind in our beautifully renovated beachfront condo on Okaloosa Island. Unit 618 offers breathtaking Gulf views, an oversized private balcony, comfortable beds, a fully equipped kitchen, and a spacious living area perfect for families and couples. Enjoy direct beach access, sugar-white sands, emerald waters, and complimentary beach service (2 chairs + umbrella) March–October. Conveniently located near Fort Walton Beach and 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).

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.

Gorgeous Gulf Front condo with amazing views!
Your romantic Gulf-front getaway begins here and is a top-rated destination for couples...This recently updated condo offers new furnishings and is tastefully decorated in warm blue-grey and emerald tones - perfect for a seaside vacation. The Gulf views from your private top floor balcony are unparalleled and promise amazing sunsets.
Popular amenities for outdoor seating rentals in Santa Rosa Island
House rentals with outdoor seating

Sugar Sand Cottage at Destin Pointe

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

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

Clancy's Celtic Clouds-home near Destin, FL

#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!

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

Cozy Condo. Sunrise and Sunset

Sylvia's Suite Dreams-kayak & paddleboard free

Beach condo with Gulf view, heated pool and gym!

B210 Pirates Plunder

The Sand Dollar Stay!

Luxury Pool/SPA/BEACH, 1BR w/Dol Views, Full KITCN
Apartment rentals with outdoor seating

Waterfront Studio • Santa Rosa Sound • Sunsets

"SeaGlass" - Oceanfront with expansive balcony.

Beach front Condo with Beach service!

Stars & Sea•Overlooking Pool & Sound•Sleeps 4

Penthouse-Huge Roof Top Patio w/ Hot Tub-LazyRiver

Beachfront Condo | Gulf Views | Okaloosa Island

Emerald Waters & Sugar White Sand!

Free Chair Service-Beachfront 4th Floor
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 | £133 | £164 | £165 | £172 | £226 | £247 | £169 | £147 | £133 | £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
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- Family-friendly rentals Santa Rosa Island
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- Rentals with beach access Santa Rosa Island
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- 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
- Village of Baytowne Wharf
- Seacrest Beach
- 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





