Cottage holiday rentals in Pensacola

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.

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.

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.

East Hill Studio

Closed for Jan and Feb to remodel the kitchen. Photos coming soon. Experience a clean, comfortable getaway minutes from downtown Pensacola and a short drive to the beach. We treat our guests like family and make sure you have everything you need to experience a fantastic stay. We are always updating to ensure our guests have the best experience. Perfect for a couple’s retreat, the space features a cozy living room opening to the bedroom with pocket doors, a small kitchen, and a full bath.

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!

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.

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!

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.

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.

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!

*Couples - Priv Cottage, Parking, Patio, Central*

🌴 Your Perfect Pensacola Getaway! In the heart of Pensacola, this cozy, private cottage is perfect for solo travelers or couples. *Vacationing *Visiting family *College visit * Medical stays * Military travel * Work You’ll love the peaceful privacy Your own parking, patio and fenced area & all centrally located ~20-30 minute drive to beaches ~5 minutes - Airport ~2 minutes - Shopping mall ~2 Blocks - Best Bistro/food/drink

Modernized 2BR Historic Home w/ King bed

Recently renovated - this is the perfect home base for whatever brings you to Pensacola. Located in a safe and convenient neighborhood, guests are walking distance to a local grocery store, coffee shop, restaurants, parks, and water access at Bayou Texar. It is only a short drive to the airport, shopping, downtown, and the beach. There is also ample parking for you and your guests in a large unfenced yard.