Vacation rentals with outdoor seating in Santa Rosa Island

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Santa Rosa Island

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Guest favorite

Apartment in Gulf Breeze

4.97 out of 5 average rating, 143 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly " 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, quiet neighborhood. Join us @ Fire pit that is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Apr 11 – 18

G$29,486 GYD per night

Guest favorite

Guest suite in Gulf Breeze

4.9 out of 5 average rating, 143 reviews

East Bay Getaway

Welcome to East Bay Getaway, a private studio with modern conveniences you expect. This clean and comfortable room with private entry is attached to a home on more than an acre. It features a kitchenette, high-speed WiFi and a 32" Smart TV . Dedicated HVAC system. Plenty of outdoor space to enjoy and a bike/walk path is directly across the street. Ample parking for larger vehicles/boats. About a 20 min drive to Navarre Beach and Pensacola beach, with places to eat and shop only a few minutes.

Jan 11 – 18

G$20,181 GYD per night

Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 131 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.

Dec 29 – Jan 5

G$30,482 GYD per night

Guest favorite

Guesthouse in Pensacola

4.9 out of 5 average rating, 273 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.

Dec 26 – Jan 2

G$10,287 GYD per night

Guest favorite

Guesthouse in Milton

4.99 out of 5 average rating, 113 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.

Dec 14 – 21

G$20,919 GYD per night

Guest favorite

Condo in Pensacola

4.98 out of 5 average rating, 116 reviews

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

Jan 16 – 23

G$29,969 GYD per night

Guest favorite

Guest suite in Pensacola

4.98 out of 5 average rating, 250 reviews

The Intendencia Suite

Private guest suite with private entrance, in the heart of Historic Downtown Pensacola. 5 minute walking distance to Palafox, Ferry, bay, Ballpark, festivals, Breweries, restaurants, art, museums and shopping! Perfectly suited for a low stress weekend getaway. I strive to keep my space clean and affordable because I know how expensive travel can be. Quiet residential street close enough to enjoy the fun but far enough away to feel like home. Not suitable for pets or children under 12.

Sep 2 – 9

G$19,760 GYD per night

Guest favorite

Tiny home in Gulf Breeze

4.95 out of 5 average rating, 124 reviews

The Lemon Tree Tiny House

Welcome to The Lemon Tree Tiny House, an adventurer’s paradise! Bring your kayak or canoe! We are excited to host you at this uber cute (HGTV would be proud) abode! This cutie boasts cozy decor throughout its indoor/outdoor space, a queen sized bed in the loft, a twin bed on the ground floor, full kitchen, small fridge & large TV. The outside oasis consists of comfy seating, natural beauty & water access within a short walk to Pensacola Bay for kayak launching, or a stunning sunset viewing!

Mar 6 – 13

G$24,018 GYD per night

Superhost

Condo in Fort Walton Beach

4.93 out of 5 average rating, 155 reviews

Beautiful Emerald Beach Condo

Stay with us, be our guest! Newly remodeled beach studio condo, beautifully decorated, clean, & comfortable. Fully equipped to make your stay a wonderful experience. Ideal for small families/groups, couples, single and/or business travelers. The beachfront HOA offers several amenities. Beach is steps across the parking lot, approx a 1.5 min walk. Destin FL is approx a 15 min drive. 1st floor of Building 6 (regular charge for guests 12months old and older, no private bedroom, no beach view)

Jan 25 – Feb 1

G$20,613 GYD per night

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 408 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.

Nov 21 – 28

G$25,539 GYD per night

Superhost

Home in Milton

4.79 out of 5 average rating, 151 reviews

*Waterfront Home w/Boat Dock, & Kayaks!

Read full description before booking! 25-30 minutes to the beach depending on traffic. Bring your boat and dock it in your back yard!! Sit on the porch and enjoy coffee in the morning listening to the birds and frogs nearby. The home is nestled in the quiet community of Escambia Shores. Surrounded by tall pines this relaxing home is perfect for a family vacation or honeymoon. Great fishing in the canal or off the dock! Or Kayak into the bay to fish!

Sep 29 – Oct 6

G$20,570 GYD per night

Guest favorite

Cottage in Pensacola

4.99 out of 5 average rating, 144 reviews

Beach Vibes on Downtown’s Side

This eco-friendly cottage hosts a peaceful Gulf Coast theme on a quiet street, just blocks away from all the action. Located on the edge of downtown, you're never too far away from all Pensacola has to offer, and a quick jaunt to Pensacola or Perdido Beach. This home offers Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

Dec 28 – Jan 4

G$23,912 GYD per night