Holiday rentals with outdoor seating in Pensacola

Flat in Downtown Pensacola

A modern living area features a brown leather sofa adorned with decorative pillows. A wooden dresser and a television are positioned against the wall, while a small table offers additional storage. Natural light enters through several windows with light-colored shades.

5 out of 5 average rating, 258 reviews

Downtown Intimate Light-Filled Getaway

Explore downtown Pensacola and visit the world-class white sand beaches of Pensacola from this cozy carriage house abode located within walking distance from restaurants, shopping, museums, and nightlife. Stone floors, lots of natural light, and high ceilings. Relax on a private balcony while you sip your morning coffee after a restful night's sleep in a comfy bed with high quality linens. HD TV and a wireless JBL speaker to play your tunes. Full kitchen with everything you need to cook a meal. Ample closet space for all your things and a full size washer & dryer.

4.95 out of 5 average rating, 394 reviews

A spacious studio room includes a queen size bed adorned with ocean-inspired bedding. Natural light enters through two windows, highlighted by soft blue treatments. A comfortable seating area is nearby, along with a small desk featuring a coffee machine and decorative coastal artwork.

Apartment in Pensacola

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 and let this location serve as your hub while enjoying all Pensacola has to offer!

Flat in Downtown Pensacola

4.94 out of 5 average rating, 193 reviews

The Kelley House | Suite 4 w/Balcony Access

This is 1 of 4 beautiful apartments located on the 2nd floor in the Historic Kelley House in Downtown Pensacola. This unique property combines the charm and character of a historic landmark with all the modern amenities you need for a comfortable, relaxing stay. We’re excited to welcome you to this one-of-a-kind historic home and provide you with an unforgettable stay in the heart of Pensacola! Note: The property is designed for adult guests, offering a peaceful and serene environment for those

Guest house in Downtown Pensacola

A modern two-story garage studio apartment is displayed with a clean white exterior. Shaded seating areas are provided by a red shade sail, and large planters filled with greenery are positioned in front. The entrance features decorative outdoor lighting and a wooden gate.

5 out of 5 average rating, 164 reviews

Why pay downtown hotel prices?

Friendly, safe downtown location. New & clean 2nd story garage studio apartment with full kitchen & washer/dryer. Five blocks from downtown Pensacola’s main corridor. Palafox Street, restaurants, bars & shopping are a walkable 12 minutes(1/2 mile). Both NAS Pensacola & Pensacola Beach are a 15 min drive. This location offers quick access to festivals, parades, Blue Angel shows, Pensacon & the Blue Wahoo’s Stadium. Rest up for the McGuire’s or Double Bridge runs. Free parking. NO SMOKING!

4.98 out of 5 average rating, 209 reviews

The exterior of the cottage showcases a welcoming entrance with a decorative wreath adorning the door. A paved driveway leads up to the home, surrounded by well-maintained landscaping featuring shrubs and trees. The backdrop includes a clear blue sky highlighting the peaceful neighborhood.

Guest house in Pensacola

Private Guesthouse- 2 mi. downtown & 5 mi. Beach

Tucked away in the highly coveted East Hill area, this cottage has everything Pensacola has to offer. 1/1 on .5 acres. Space includes king bed & futon private driveway parking, courtyard & 2 patios with gas fire pit. Access to common spaces: wood burning fire pit, pergola dining & 2 kayaks! Close to downtown, beaches, shopping & dining. Walking distance to restaurants, coffee shops, & several parks. Whether you are in town for business or here for a vacation you will love this little charmer!

4.96 out of 5 average rating, 429 reviews

An outdoor patio area features four adirondack chairs arranged around a small table, set on a stone pathway. The modern exterior of the tiny house is visible, with large windows allowing natural light. A grassy area surrounds the patio, enhancing the tranquil environment.

Tiny home in Pensacola

🌟Luxurious new build minutes from beach+downtown

Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

Guest suite in Gulf Breeze

Two beach chairs are positioned under a large blue and white umbrella, facing the calm water of the beach. Soft, white sand surrounds the chairs, with gentle waves lapping at the shore in the background. A person can be seen enjoying the water nearby.

4.96 out of 5 average rating, 193 reviews

Sweet Suite 3mi-Pcola Beach

This suite is just minutes from Pensacola Beach & just 2 lots from the water. You'll catch a glimpse of Pensacola Bay from your private entrance on the end of the house. Queen memory foam bed, fast wifi, patio, kitchenette, micro, fridge, Keurig, desk. Note: There is no kitchen sink, the bathrm has a tall faucet. Bedroom w/Roku TV, closet, beach gear for 2, central air + mini-split. This suite is sealed off with double locked doors & has a 3rd door between the bedroom & bathrm.

The exterior of the home features a welcoming front porch with white railings, surrounded by green landscaping and shrubbery. A brick foundation contrasts with the light-colored siding, while neighboring houses are partially visible to the right. Clear skies provide a neutral backdrop.

4.88 out of 5 average rating, 199 reviews

Garden Home w/ Self Entry & Garage Parking

Central Location: Garden Home 3BD/2B. Sleeps 6/7. Heavy discount avail for bookings w 1-2 guests!! SAFE & QUIET. Cozy bedrooms w soft, clean linens. SPACIOUS. Easy access: Airport, Hospitals, Shopping & Dining. Very close to PCA, PSC & UWF Colleges. A short 5-10min Downtown, 20-25min To Beautiful White Sandy Beaches. Entire Home, Garage parking, Keyless entry, LARGE TV. Lightning WIFI! Enjoy a Family game night or Movie. A/C w UV Light for Air Sanitation. Clean & Spacoius.

4.98 out of 5 average rating, 538 reviews

A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.

Cottage in Pensacola

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.

4.95 out of 5 average rating, 242 reviews

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

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.

4.97 out of 5 average rating, 206 reviews

A modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.

Guest house in Pensacola

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

Loft in Downtown Pensacola

A spacious bedroom features exposed brick walls and large windows allowing natural light. The king-sized bed is dressed in soft linens with decorative pillows. Nightstands with warm lamps flank each side, while a small vase holds flowers on the bed, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 263 reviews

Palafox Balcony | Staycations/Events | Posh A 2BR

Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!

Popular amenities for outdoor seating rentals in Pensacola

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A charming front porch is featured, with two floral-patterned chairs positioned around a small table. A blue door offers a welcoming entrance, and a landscaped area with greenery complements the light-colored siding. A pathway leads to the porch, enhancing accessibility.

4.94 out of 5 average rating, 126 reviews

Piece of Paradise

A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.

4.96 out of 5 average rating, 195 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

A cozy outdoor seating area is featured with two cushioned chairs and a matching sofa, surrounded by potted plants and vibrant flowering plants. The space is set on a paved patio, with a grill present nearby, creating a peaceful ambiance for outdoor relaxation.

4.95 out of 5 average rating, 124 reviews

~Cozy Cottage in the Heart of Pensacola~

Home in Downtown Pensacola

A historic house with a vibrant red exterior is surrounded by colorful flowering plants and well-maintained shrubs. A covered porch features white columns, and a gentle staircase leads up to the entrance. The sky above is partly cloudy, creating a bright and welcoming atmosphere.

4.98 out of 5 average rating, 126 reviews

Little Red House Great Spot for Downtown Events!

4.96 out of 5 average rating, 118 reviews

A modern single-story home is presented with a light exterior and a pitched roof. The front features a welcoming entrance with a gray door, two front windows, and neatly landscaped lawn. A paved driveway leads to an attached garage on the right.

Home in Escambia County

Casa De Ustedes Pensacola

4.89 out of 5 average rating, 135 reviews

The living room features two comfortable leather sofas positioned around a central coffee table. A large wall-mounted television displays a cozy bookshelf scene. A neutral-toned area rug covers the floor, and a floor lamp provides soft lighting. Decorative items add a homey touch.

Home in Gulf Breeze

Great Gulf Breeze Getaway Near Pensacola Beach

4.99 out of 5 average rating, 161 reviews

Downtown | Blue Angels Views | Pet-Friendly Home

The living area includes a modern entertainment setup with a large flat-screen TV mounted on the wall. A cozy white sofa is complemented by a textured blue rug, while surfboards are displayed as wall decor, enhancing the coastal theme.

4.98 out of 5 average rating, 309 reviews

COCO RO Downtown! Outdoor Shower + Hammock+Parking

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 183 reviews

A serene beach scene captures gentle waves lapping at a soft, sandy shore. The sky is painted with hues of orange and purple as the sun sets on the horizon, creating a tranquil atmosphere over the water.

Flat in Pensacola Beach

Top Floor With Amazing Gulf View!

4.95 out of 5 average rating, 194 reviews

An inviting entryway is seen, featuring a brick facade and large glass doors. A welcome sign is prominently displayed next to the entrance. The surrounding outdoor area includes a well-maintained garden and trees, providing a serene atmosphere.

Flat in Pensacola

Entire studio space is private, clean & relaxing.

4.97 out of 5 average rating, 355 reviews

The bedroom features a spacious bed with a decorative headboard, topped with plush pillows and a patterned throw blanket. Two bedside tables with soft lamps provide warm lighting, and natural light streams through sheer curtains, enhancing the inviting atmosphere.

Flat in East Hill

Luxurious apartment walk to the Bay-2m to downtown

4.95 out of 5 average rating, 131 reviews

A spacious living area is arranged with a large sectional sofa adorned with colorful cushions. A round coffee table is centered on a patterned area rug. Bright artwork depicting beach scenes is displayed on the wall. A potted palm adds a touch of greenery.

Flat in Gulf Breeze

Stylish Place 7 Miles from the Beach/self-check-in

4.92 out of 5 average rating, 121 reviews

A wooden deck is featured in the backyard, furnished with four blue Adirondack chairs and a small table. A potted plant adds a touch of greenery, while a BBQ grill is positioned to the side. The fenced area provides a sense of privacy.

Flat in Pensacola

East Hill Nest~Private apt close to it all!

4.94 out of 5 average rating, 108 reviews

A cozy living area features a light-colored couch paired with two armchairs. A wooden coffee table sits at the center, complemented by a small potted plant. Two framed artworks depicting tropical leaves adorn the wall, while natural light filters through the window behind sheer curtains.

Flat in Gulf Breeze

Coastal Townhouse Across From Sound

4.95 out of 5 average rating, 119 reviews

Flat in Pensacola Beach

Ocean Tranquility label by guest“Heaven on Earth”.

4.91 out of 5 average rating, 160 reviews

Flat in Gulf Breeze

Mid-Century Breeze

Apartment rentals with outdoor seating

A bright waterfront scene is captured, featuring Little Sabine Bay with reflections shimmering on the water's surface. The view includes marinas with sailboats and yachts, framed by palm trees and gardens, with a pool visible in the foreground.

5 out of 5 average rating, 156 reviews

Stay at Sunshine Daydream on Pensacola Beach

An aerial view captures the Bayside Retreat and surrounding area, showcasing the vibrant blue waters of the Sound and the pristine beach. Palm trees border the parking lot filled with cars, while a fishing pier extends into the water, providing access to enjoyable outdoor activities.

4.96 out of 5 average rating, 118 reviews

Bayside Retreat-Panoramic Sunset Views

4.89 out of 5 average rating, 105 reviews

Apartment in Pensacola

Modern & Cozy Condo | Parking + 2BR

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

4.99 out of 5 average rating, 145 reviews

Beachfront Condo • Pool & Resort Perks

A serene view of the bay is captured from the balcony, showcasing the calm water and sandy beach lined with outdoor furniture. In the distance, a pier extends into the water, while boats can be seen sailing peacefully, framed by the clear blue sky.

4.98 out of 5 average rating, 123 reviews

Pensacola Beach Condo w/ Great Views (F12)

A spacious living area is presented with two comfortable sofas facing each other, complemented by a central ottoman. Natural light flows through sliding glass doors leading to the balcony. Two ocean-themed artworks adorn the walls, enhancing the coastal ambiance.

4.95 out of 5 average rating, 108 reviews

Ocean view. Steps to beach & pool! Sleeps 7+

4.99 out of 5 average rating, 172 reviews

A vibrant, layered drink is served in a tall glass on a woven tray. The background features a sandy beach and tranquil turquoise waters under a clear blue sky, creating a relaxing coastal setting from the balcony.

Apartment in Perdido Key

Beach Front, Low Density Condo in Perdido Key!