Vacation rentals with outdoor seating in Santa Rosa County

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Santa Rosa County

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Guest favorite

Condo in Pensacola Beach

4.98 out of 5 average rating, 105 reviews

Romantic Fall Getaway ~Stunning Views!

Stunning Beachfront View~Beautiful Interior Design~Beach Equipment~Chef's Kitchen~Ice Machine~Pool Experience the breathtaking beauty of Pensacola Beach with "Idle Wave," where you'll be enchanted by the stunning vistas of sugar-white dunes and the crystal-clear emerald waters of the Gulf. This inviting, family-friendly condo spans three floors, offering the ultimate escape for your upcoming vacation. Nestled on the serene side of the island, "Idle Wave" provides a peaceful oasis. With conveni

Guest favorite

Rental unit in Gulf Breeze

4.95 out of 5 average rating, 176 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Guest favorite

Farm stay in Milton

4.95 out of 5 average rating, 153 reviews

Farm Cottage - 24 mi to beach - Horse Encounter

You won’t soon forget the Peaceful Surroundings of this Rustic Destination. The Farm Cottage at Eagles Landing offers a Country Setting & Modern Conveniences. Upstairs has 2 Open Lofts with 3 beds. Nestled within working Horse Farm, property offers a Full Kitchen, Bath and High Speed Wi-Fi. Enjoy breathtaking sunsets while relaxing by the Fire Pit. Hike nearby trails to the creek. Approx 35 min to Navarre Beach, Pensacola Beach & Milton. 7 miles to I-10. Adventures & Memories await, book today.

Guest favorite

Condo in Pensacola

4.95 out of 5 average rating, 222 reviews

Cozy Bayou Cottage - just steps from the water

Are you looking for a comfortable, clean place to relax in an established and desirable area of town while visiting beautiful Pensacola? Then look no further! The Cozy Bayou Cottage is located just steps from the water along Bayou Texar and only minutes from the downtown entertainment district and our pristine beaches. Enjoy a morning walk along the waters edge under the oak trees, check out the neighborhood beach or let this location serve as your hub while enjoying all Pensacola has to offer!

Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 151 reviews

The Flamingo Flat @ Villas on the Gulf

🦩Welcome to the Flamingo Flat! PLEASE READ FULL LISTING. This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach. For great shopping, dining and entertainment you can drive ( less than 3 miles West) to the main hub of P’Cola Beach. Trolley service available during summer months. The beautiful Portofino Island Resort is just 1 mile to the East. MUST BE 25 TO RENT. NO CHILDREN UNDER 12. NO PETS. EARLY CHECK IN MAY BE AVAILABLE FOR AN ADDITIONAL $50.

Guest favorite

Home in Pace

4.92 out of 5 average rating, 167 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

Guest favorite

Condo in Pensacola Beach

4.96 out of 5 average rating, 119 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

Guest favorite

Guesthouse in Milton

4.99 out of 5 average rating, 128 reviews

Charming Bayou Bungalow - walk to downtown Milton!

Enjoy visiting historic Milton while staying in our comfortable cottage, which is close to everything making it easy to plan your visit. Walk to downtown Milton for live music, festivals, breweries, restaurants. Ride on site bikes on Blackwater Heritage Trail. Explore Marquis Bayou and Blackwater River in on site kayaks. Pick blueberries in season. 40 mins to Navarre Beach. 30 mins to Pensacola. Kitchen w/fridge/micro/toaster oven/dbl burner cooktop New Queen bed with comfy Serta mattress.

Guest favorite

Condo in Pensacola Beach

4.98 out of 5 average rating, 172 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 455 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Guest favorite

Home in Milton

4.99 out of 5 average rating, 115 reviews

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

Guest favorite

Rental unit in Pensacola

4.99 out of 5 average rating, 109 reviews

Serenity on the Bay-Waterfront attached studio

If you're looking for a quiet get-away directly on the water, and convenient to everything, this is your place! Enjoy beautiful sunrises and gorgeous evening colors in this lovely waterfront studio. You will have a private hot tub steps from your room looking out over the bay. Direct access to a private dock along with two fishing poles and paddle boards upon request. Minutes to historic downtown and 20 minutes to the Gulf of Mexico and Pensacola NAS.