Holiday rentals with outdoor seating in Santa Rosa County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Santa Rosa County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
A peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.
Apartment in Gulf Breeze
4.95 out of 5 average rating, 217 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.

Top Guest favourite
A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.
Home in Navarre
4.97 out of 5 average rating, 169 reviews

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills!

Guest favourite
A cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.
Guesthouse in Pensacola
4.9 out of 5 average rating, 329 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Guest favourite
Home in Pace
4.94 out of 5 average rating, 207 reviews

THE PINE HOUSE *October Specials*

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!

Top Guest favourite
A front porch is framed by white columns, providing a welcoming approach to the cottage. Neatly landscaped gardens with various plants and shrubs create a lush atmosphere, while a wooden porch adorned with a small table and chairs invites relaxation and enjoyment of the outdoor setting.
Guesthouse in Milton
4.99 out of 5 average rating, 150 reviews

Charming Bayou Bungalow near downtown Milton!

Visit historic Milton while staying in our comfortable bungalow, which is close to everything making it easy to plan your visit. Nearby downtown boasts music, festivals, breweries, restaurants and farmers markets. 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. Queen bed with comfy Serta mattress.

Guest favourite
Home in Gulf Breeze
4.94 out of 5 average rating, 122 reviews

Family Beach Retreat! Game Rm, Big Porch, Sleep 11

Perfect family holiday getaway! Cute and cozy 3 bedroom 2 bath bungalow for large families in a peaceful and quiet neighborhood, just one walkable block from the Santa Rosa Sound waterfront and Boat Ramp, conveniently located between Pensacola and Navarre Beaches. Come enjoy the nearby white sugar sand and crystal clear emerald gulf coast waters a few miles by car, the spectacular year-round fishing, the Gulf Breeze Zoo (5 minute drive!) and endless other entertainment options in the area

Top Guest favourite
A spacious living area features a comfortable couch, two armchairs, and a coffee table with a chess set. Large sliding doors offer natural light and a view of the outdoor space. A television is positioned opposite the seating, with decorative elements to enhance the ambiance.
Home in Navarre
4.97 out of 5 average rating, 117 reviews

2.5 miles to Beach, fenced yard, NO PET FEES

REST YOUR PAWS in this beach cozy 3 bedroom 2 bathroom home, 1/2 mile to the bay & 2.5 miles to the beach W/ large fenced yard full of mature shade trees. Free high speed internet, old school video games, board games and books all await you in a quite neighborhood located close to restaurants, nightlife and pet spa's. It's the perfect place with a forest retreat feeling to unwind with quick & easy access to the beach & downtown. Stocked kitchen with spices for your use.

Top Guest favourite
The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.
Home in Milton
4.96 out of 5 average rating, 201 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.

Top Guest favourite
The image captures the nighttime view of a screened-in pool area, illuminated by blue lights. The architectural structure showcases a modern design, with clear visibility of the surrounding landscape featuring trees and grassy grounds. Soft lighting enhances the atmosphere, suggesting a serene outdoor space.
Tiny home in Pensacola
4.97 out of 5 average rating, 157 reviews

Tiny Home Pool View 25 Mins to Beachb

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking located in the backyard just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Guest favourite
The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.
Cabin in Gulf Breeze
4.91 out of 5 average rating, 545 reviews

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

Guest favourite
The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.
Guesthouse in Pensacola
4.87 out of 5 average rating, 247 reviews

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

Top Guest favourite
The entrance to a newly constructed room is shown, featuring a white door with a single number '1' displayed. Flanking windows provide natural light, while decorative plants and stones enhance the outdoor area. A covered porch offers shelter, complementing the brick façade.
Apartment in Navarre
4.86 out of 5 average rating, 102 reviews

Navarre Hide-a-Way #1

Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don’t forget Pensacola Beach is about 30 mins to the west! This room is setup just like a hotel room with 2 queen beds, bathroom, microwave, small refrigerator and 43” smart tv! This listing is strictly Transient Occupant!

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