Holiday rentals with a fire pit in Downtown Pensacola

A spacious backyard is featured, surrounded by a wooden privacy fence. A circular seating area with gravel and fire pit is highlighted, complemented by two hammocks. A well-maintained grassy lawn offers ample space for outdoor activities, while string lights add a warm touch to the evening ambiance.

4.98 out of 5 average rating, 120 reviews

The Lantana Leisure - A Lavish Central Vibe!

Welcome to the Lantana Leisure! This modern duplex embraces a bohemian feel which creates a welcoming space of relaxation and bright engagement. Slow down and decompress in a woven hammock. Laugh with friends and family as you gather around the warm fire or relish the moments of a family cook out. However you choose to spend your time, embrace the uniqueness of this space that had the experience in mind. There are 2 cameras on the exterior of the property that actively record audio and visual.

4.98 out of 5 average rating, 164 reviews

A comfortable living area showcases a leather couch accompanied by two light-colored armchairs. A ceiling fan provides airflow, while a simple art piece and a small plant add aesthetic interest. Soft lighting illuminates the warm wood flooring, enhancing the open layout.

Guesthouse in Pensacola

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

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, 168 reviews

Walk To Downtown, Fenced Yard, Games, Fire Pit

Welcome to Cooper's Cottage a beautifully renovated 1933 home in the Garden District of Pensacola less than one mile from downtowns historic Seville Square and Palafox St. where you will enjoy bars, restaurants , shopping, art galleries and more. Just 15 min to Pensacola beach and close to NAS home of the Blue Angels. Relax in our fully fenced, pet friendly back yard with gas grill, outdoor dining, lounge seating with fire pit. There are 2 bikes, outdoor games and more. Smart TVs in each room

4.92 out of 5 average rating, 113 reviews

Comfortable Downtown Stay • Pet Friendly Yard

Charming, pet-friendly cottage in Downtown Pensacola! Just minutes to beautiful beaches, Palafox Market, breweries, coffee shops, and the Blue Angels. Enjoy a spacious fenced yard for your pups, fast, reliable Wi-Fi, and a game room for fun nights in. Perfectly stocked for military families, wedding guests, staycations, or remote work. Close to parks, shopping, and dining. Dogs welcome—with treats and bowls! Feel right at home in this comfortable, convenient, and well-located Pensacola escape.

4.9 out of 5 average rating, 330 reviews

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

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.

4.98 out of 5 average rating, 173 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.

Guesthouse 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!

4.99 out of 5 average rating, 139 reviews

Modern, cozy, pet-friendly cottage w/king

Auer House (pronounced “our”) is a spacious, modern downtown Pensacola home steps from walkable restaurants and parks. Experience NAS Pensacola and the Blue Angels…sit on the front porch and hear their roar as you catch a glimpse as they practice! We are near the Blue Wahoos Stadium, Joe Patti’s and all the festivals! And Fido is welcome; there’s a dog park across the street! Unwind in this super clean retreat featuring fast WiFi, or sit outside around the fire pit, disconnect and reconnect!

Cottage in East Pensacola Heights

A charming cottage is displayed with a bright yellow front door, framed by two light blue windows. A small outdoor seating area with two blue chairs sits on the driveway, surrounded by manicured shrubs and a wooden fence offering privacy.

4.95 out of 5 average rating, 103 reviews

Hibiscus Sunrise Cottage - Walk to local dining!

Enjoy our quaint cottage centrally located in East Pensacola Heights and within walking distance to local restaurants and Bayou Texar! In this family-friendly neighborhood you're sure to see folks out for a run, an evening stroll, a bike ride, or walking their dogs. You'll enjoy an amazing tree canopy on a short walk to the Bayou for fishing or boating! Popular downtown Pensacola is only 3 miles away, the airport is 4.5 miles, and our beautiful white sand beaches are a quick 15 minute drive!

4.98 out of 5 average rating, 117 reviews

The kitchen features modern dark cabinetry paired with a large white island. Sleek appliances are included, alongside pendant lighting hanging above the island. Natural light enters through large windows, illuminating the contemporary space with a polished concrete floor.

Home in Old East Hill

Historic Pensacola, a new warehouse inspired home.

Stay at this brand-new Industrial style home walking distance to all Historic Downtown Pensacola has to offer. Don't like walking, ride one of the included beach cruisers to Museums, Restaurants, Breweries or shopping. Featuring 3 comfortable bedrooms, a fully stocked kitchen and laundry. Only a 15-minute drive to Pensacola Beach, this location gives you the best of both worlds. After a long day of seeing the sights relax in the private courtyard. You are sure to love this unique home.

Cottage in East Pensacola Heights

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.

4.98 out of 5 average rating, 510 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.

4.98 out of 5 average rating, 178 reviews

A spacious outdoor area is enclosed with a framed structure, featuring soft blue and white lighting along the floor. Potted plants add a touch of greenery, while lounge chairs are neatly arranged within the space, providing a relaxing ambiance for outdoor gatherings.

Tiny home in Pensacola

Tiny Home Pool View 25 Mins to Beacha

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 in the backyard located 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.

An outdoor patio area is showcased with a spacious dining set and two lounge chairs, all positioned on a paved surface. A large striped umbrella provides shade, while the fenced backyard features green grass and palm trees, creating a suitable environment for relaxation.

4.96 out of 5 average rating, 141 reviews

Summer House - Beach & Downtown

Enjoy all downtown Pensacola has to offer in this stylish 2 BR, 2.5 BA Vacation Home! Perfect for families or couples. Comfortable, open floorplan with beautiful interior touches & furnishings. With all the essential comforts combined and easy access to shopping/dining, as well as close proximity to Florida's best beaches & outdoor adventures, this Pensacola home promises an ideal Florida gateway for friends and family, no matter the season

Popular amenities for Downtown Pensacola Holiday Accommodation with Fire Pit

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a fire pit

4.93 out of 5 average rating, 110 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

Home in East Pensacola Heights

4.83 out of 5 average rating, 172 reviews

Flamingo Pad: Dog Friendly, Downtown, Pensacola Be

4.86 out of 5 average rating, 158 reviews

A welcoming entryway features a decorative round mirror above a console table. A potted plant adds greenery beside the door. A wreath adorns the glass panel of the door, while natural light filters through nearby windows, illuminating the space.

Home in Pensacola Beach

Gulf Breeze getaway w/hot tub, minutes to beach

4.98 out of 5 average rating, 40 reviews

The living area features a cozy blue sofa adorned with patterned pillows, facing a rustic brick fireplace. A sleek staircase with a metal railing leads to the upper level. A wooden coffee table rests in front, displaying decorative items, while natural light filters through nearby windows.

Home in Old East Hill

The Blue House on Belmont!

The kitchen features white cabinetry and stainless steel appliances, complemented by a wooden island with teal accents. Pendant lights hang above the island, which is set with decorative placemats. A large window provides natural light, enhancing the functional layout.

4.98 out of 5 average rating, 156 reviews

Surrey Escape

A spacious living area is highlighted by a large bed framed by a simple headboard. A couch and an armchair provide additional seating. Soft light from side lamps enhances the neutral color palette, while a large TV is mounted on the wall opposite the bed.

4.88 out of 5 average rating, 51 reviews

Spacious Studio Close to Everything

A compact kitchen features light gray cabinetry and a marble countertop. Stainless steel appliances, including a refrigerator and an oven, are visible. Shelves hold dishware and glassware, while a large clock adorns the wall. A rug adds warmth to the tiled floor.

4.74 out of 5 average rating, 188 reviews

1-Bedroom Cottage, Single-Family

Home in Downtown Pensacola

A vibrant dining area features a round table surrounded by plush turquoise chairs. The walls showcase eclectic patterns, including floral and geometric designs. A chandelier hangs above, illuminating the space, while a green wall with a neon sign adds a whimsical touch.

4.89 out of 5 average rating, 61 reviews

Good Vibes. Fun Downtown Cottage

Apartment rentals with a fire pit

Apartment in Pensacola Beach

A vibrant sunset sky displays shades of pink and purple over Santa Rosa Sound. The calm water reflects the colorful hues, while a pier extends into the horizon. Lush green grass lines the shoreline, enhancing the tranquil beachside scene.

4.81 out of 5 average rating, 42 reviews

Spectacular views on Pensacola Beach

4.92 out of 5 average rating, 25 reviews

A charming exterior view of a home surrounded by lush greenery. The front porch features comfortable seating and hanging plants, while a well-maintained pathway leads to the entrance. Natural light illuminates the structure, creating an inviting appearance in a peaceful neighborhood.

Apartment in Pensacola

Casa Calm

Apartment in Pensacola Beach

An aerial view captures multiple resort towers arranged around a central pool area, with well-kept landscaping and sandy beach nearby. A dock stretches into the water, with boats secured along the edge, while the ocean and coastline extend in the background.

4.85 out of 5 average rating, 13 reviews

Luxurious stay in the best beach resort!

4.88 out of 5 average rating, 59 reviews

A laundry area is equipped with a stacked washer and dryer, complemented by a wooden shelf. A light fixture provides illumination. A doorway leads to the exterior, with a decor piece featuring a flamingo and a sign signaling no pets.

Apartment in Pensacola

East Hill Roost ~ Near downtown airport & beach!

5 out of 5 average rating, 49 reviews

The spacious living area features a round dining table surrounded by four folding chairs. A modern kitchen is visible with stainless steel appliances. Light-colored tiles cover the floor, and a cozy seating area includes a navy couch. Two sets of glass doors provide access to the outdoor space.

Apartment in Gulf Breeze

Villa Saffron

Apartment in Pensacola Beach

A bright living area features a modern television mounted on the wall above a white console table. Two gray armchairs and a white coffee table create a cozy seating arrangement, with large windows offering views of nearby waters and natural light enhancing the space.

5 out of 5 average rating, 12 reviews

New 1bedroom Pensacola Beach

5 out of 5 average rating, 7 reviews

The exterior of a two-story updated apartment features light-colored siding with ample windows. A set of wooden stairs leads to the upper entrance, while the ground level includes a garage area. Lush greenery surrounds the property, adding to the inviting outdoor setting.

Apartment in East Hill

The Palace

4.71 out of 5 average rating, 51 reviews

Apartment in East Hill

Cozy Home Base • Central Pensacola Getaway

Cabin rentals with a fire pit

4.92 out of 5 average rating, 65 reviews

Cabin in Elberta

Quiet Cabin minutes from fun

4.91 out of 5 average rating, 212 reviews

The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

4.95 out of 5 average rating, 39 reviews

An outdoor fire pit is bordered by several colorful chairs in red and blue. Lush greenery surrounds the site, with views of the tranquil river just beyond. A shaded gazebo is visible in the background, enhancing the peaceful riverside setting.

Cabin in Milton

Riverfront Milton Cabin w/ Boat Ramp & Dock!

4.91 out of 5 average rating, 45 reviews

A cabin is nestled among mature trees, offering a sense of seclusion. A wooden deck extends from the cabin, featuring a small table and chairs. String lights are seen above, enhancing the outdoor space, while a low wooden fence provides privacy from the surrounding area.

Cabin in Foley

Cuddle-Up Cabin

4.89 out of 5 average rating, 9 reviews

A green lawn is framed by natural landscaping, featuring scattered trees and a gravel pathway. An elevated deck is visible above, with outdoor seating arranged below that invites relaxation. Light filters through the trees, enhancing the serene setting.

Cabin in Elberta

Elberta waterfront creek cottage. 7 mi. to GS/OB

4.97 out of 5 average rating, 147 reviews

The cabin presents a welcoming façade with white siding and dark shutters. A porch with rocking chairs is visible, and an American flag adorns the front. Lush greenery surrounds the property, enhancing its outdoor appeal. Warm sunlight filters through the trees, illuminating the scene.

Cabin in Navarre

Beach Cabin located 3 miles from Navarre Beach