Cottage holiday rentals in Pensacola Bay

A spacious living room is displayed, featuring a light blue couch adorned with colorful throw pillows. A large ottoman sits in the center, complemented by a patterned area rug. Natural light streams through the large window, with floor lamps providing additional illumination.

4.89 out of 5 average rating, 247 reviews

Charming Cottage, 2+BR (entire home, self checkin)

Orange Tree Cottage is your home away from home, a cozy place to unwind and relax within 30 minutes of sugar-sand shores of Pensacola Beach. This hidden gem is in the center of greater Pensacola, around the corner from Pensacola Christian Academy and a short drive from Pensacola International Airport. Whether you're on a business trip, vacation, or visiting family and friends, this clean, pristine, private house features lounging space, full kitchen, bonus room, and rustic (non-fenced) backyard.

An open living area features a comfortable gray sectional sofa facing a wall-mounted television. A light wooden dining table with patterned placemats sits nearby, surrounded by white chairs. The adjacent kitchen showcases blue cabinetry and modern appliances, providing a cohesive and inviting space.

4.93 out of 5 average rating, 122 reviews

The East Hill Escape, A Bay View Beachy Cottage

Welcome to The East Hill Escape, a beautifully refinished 1940's cottage spacious enough for your entire group. Feel at home with all amenities you need, including full kitchen with all necessary appliances, mudroom equipped with W/D, cozy reading nooks and a private office. While this charming home is the perfect secluded getaway, it's location makes it convenient for you to get around. You are only: 5 min walk to Bayview Park 7 min drive to downtown Palafox St 15 min drive to Pensacola Beach

4.87 out of 5 average rating, 462 reviews

Tropical Zen Garden & Cottage Oasis Bliss!

The photos don't capture this; tropical palms overhead, butterflies everywhere, string lights waiting for evening.Step through the gate.. your cypress cottage with treehouse style loft. That 100-year-old clawfoot tub. The outdoor shower everyone raves about. Hot tub under stars. Hammock between palms. Covered deck with grill. Fenced yard for your pup. Walk to coffee, drive 15 mins to white beaches. But you'll want to stay right here.Our guests say it best: magical, restorative, transformative.

4.95 out of 5 average rating, 142 reviews

Pensacola Cottage Downtown & Quick Drive to Beach

My wife and I built this cottage in late 2021 in quiet downtown Pensacola with our guest in mind. Our one bedroom one bath cottage is outfitted so you will have most everything you need. This includes a full working outfitted kitchen, cleaning & paper supplies plus more. Our cottage is located near Ever'man Coop Grocery & cafe, Joe Pattis Seafood Market , Maritime Park (Wahoo Stadium) , Pensacola's popular Palafox Street and other downtown favorites. Only 9 miles away from beautiful beaches.

Superhost

A wooden gate features a sign that reads 'The Bunkalow' in elegant script. A colorful toucan and a flower are depicted beside the sign, adding a tropical touch to the entrance.

4.89 out of 5 average rating, 102 reviews

The Bunkalow, A Cozy Gulf Coast Getaway

Originally designed for our close family and friends, The Bunkalow is now open to ALL! We are approximately 10 miles from the white sand beaches of Pensacola and Perdido Key. We are mere minutes from the NAS gate and a short 10 minute drive from all the fun to be had downtown! This space is attached to our home but has it's own parking and garden entrance. If you need a nice place to crash at the end of a full day at the beach with family or friends, this may be just what you're looking for.

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.

4.96 out of 5 average rating, 113 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!

A modern kitchen and living area is described, featuring a spacious granite island with a gas stove and stylish bar stools. A large smart TV is mounted above a decorative fireplace, while cozy seating is arranged around the living space. Soft lighting adds to the welcoming ambiance.

4.99 out of 5 average rating, 115 reviews

Navy Point Home & game room, near NAS & downtown

*No Pets or children under 10* No Parties $500 fine Bayou Grande Casita is a block from the water with chef's kitchen, lush beds and sofa, & game room w/ ping pong & darts. Take the kayaks to the bayou for a nice paddle where dolphins play. Screened porch for coffee, drinks or a meal outside. Miles of walking paths along the water where we watch the Blue Angels practice. Navy Point has great fishing, a boat ramp, 20 min to beaches, & 10 min to downtown. See our guidebook for local spots.

The living area showcases an open layout with a comfortable sofa facing a wall-mounted television. A kitchen bar with four wooden stools features modern stainless steel appliances and granite countertops. Natural light streams through the windows, illuminating the space.

4.97 out of 5 average rating, 181 reviews

Downtown | Families | Couples | Festival | Beaches

Discover a chic and serene beach-inspired retreat in west Downtown Pensacola, perfect for a relaxing getaway with family, couples or friends. Indulge in the ultimate vacation experience, blending modern comfort with proximity to downtown, Pensacola Bay and Pensacola Beach! Unwind in the living area or bedrooms, equipped with 40-50" TVs offering access to Netflix, Disney+, Hulu, Max and Amazon Prime. Dive into entertainment with a variety of DVDs, CDs, and board games to enjoy!

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, 526 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.

The exterior of a historic cottage is displayed, featuring a green-bordered white façade and a metal roof. A wooden bench is positioned on the porch, alongside a green door. The walkway is paved with bricks and is surrounded by manicured grass.

4.89 out of 5 average rating, 169 reviews

1br/1ba Cozy Cottage - Downtown/Museum of Commerce

An experience you do not want to miss and a location that is close to the action but still tucked away. Less than one block from iconic Seville Square, where you will be centrally located in the heart of downtown Pensacola's historic district and within walking distance to dining, shopping, museums and other attractions. Find yourself enjoying sunsets on the back porch or take a easy 15 minute drive to enjoy the sugar white sands of Pensacola Beach.

Superhost

A charming front porch features two white chairs adorned with geometric cushions, inviting relaxation. Lush greenery surrounds the entryway, complemented by a soft, manicured lawn. The house displays a pastel pink facade, with a welcoming entrance highlighted by a yellow door.

4.79 out of 5 average rating, 183 reviews

Plum Orchid Cottage - New Floors!

Plum Orchid Cottage is a tiny hideaway, ideal for your visit to Pensacola! After a day at the beach (20 min to Perdido or Pensacola Beach) or visiting family at NAS Pensacola (5 min) you come home to a fully equipped kitchen, private back yard, washer/dryer, and luxury amenities. Head out to the fantastic restaurants and night life of downtown Pensacola just 10 minutes away. You will feel right at home during your vacation when staying with us!

An outdoor seating area is showcased, featuring a round table with two chairs under a large red umbrella. The space is surrounded by a wooden fence, with gravel and potted plants adding a natural touch. Bright cushions accent the chairs, creating a casual atmosphere.