Cottage holiday rentals in Pensacola

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Top-rated cottage rentals in Pensacola

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Superhost

Cottage in Pensacola

4.89 out of 5 average rating, 227 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.

Top guest favourite

Cottage in Pensacola

4.99 out of 5 average rating, 218 reviews

Coco Ro Downtown! 2 BR w/Hammock & Outdoor Shower

Welcome to good vibes @ Coco Ro "Surf Shack" – your cozy, beachy retreat in downtown Pensacola! This charming 2 bedroom cottage offers laid-back comfort - just a stone's throw from the heart of downtown. You'll be 1 mile from trendy Palafox St, 12 blocks from the bay & a short drive to pristine beaches! Your coastal escape awaits. Enjoy: ・Outdoor shower! ・King size hammock ・Smart TV ・Washer/Dryer ・Fenced yard ・Free onsite driveway parking *Tap the ❤ in the top right to save to your wishlist.

Top guest favourite

Cottage in Pensacola

4.94 out of 5 average rating, 126 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.

Guest favourite

Cottage in Downtown Pensacola

4.97 out of 5 average rating, 124 reviews

The Bee Cottage-Downtown Pensacola Home Near Beach

The Bee Cottage is a cozy 2 bedroom, 2 bathroom 1150 sq foot home in downtown Pensacola that offers a fully equipped kitchen, living room, dining area, laundry room, and side yard. This private home is ideal for individuals, couples, or families of up to 4 people. Sleeping arrangements include an en-suite bedroom with a queen bed and a separate bedroom with a full bed. The cottage is just a few blocks from the heart of downtown, a 15 minute drive to the beach, and 20 minutes to NAS Pensacola!

Top guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 124 reviews

Seas the Day, Perdido Key, Florida, Purple Parrot

Kick back and relax in Paradise. Seas the Day is located in the gated Purple Parrot Resort. Totally updated villa is less than 1/4 mile to the white sands of the Gulf. It's perfect for couples, solo adventurers, small families and active military. The tropical pool and hot tub feature a rock waterfall. A new king bed in master and queen sofa sleeper in living area waits your arrival. New and updated kitchen is magazine worthy! If your dates are booked? Check out our sister villa, Sea La Vie!

Top guest favourite

Cottage in Pensacola

5 out of 5 average rating, 226 reviews

Magical Cottage * Couples & Solo * Near Airport

🌴 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 and fenced area Centrally located ~20-30 minute drive to beaches ~5 minutes - Airport ~2 minutes - Shopping mall ~2 Blocks - Best Bistro/food/drink This charming retreat is ready to welcome you with open arms!

Guest favourite

Cottage in Gulf Breeze

4.76 out of 5 average rating, 248 reviews

Cozy Treetop Cabin Near East Bay & Beaches

Looking for a beach vacation while staying away from crowds? Enjoy the shady trees at our cozy cabin, across the street from East Bay. Sleep peacefully on a queen sized bed, have your morning coffee on the deck, or relax outside by the fire pit after a day at the beach. Our street features miles of sidewalks if you'd like to walk, run or bike. We are 9 miles from the beautiful white Gulf Beaches.. Need a little extra room? Check out Laura's Loft, our twin cabin next door.

Top guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 483 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.

Guest favourite

Cottage in Downtown Pensacola

4.9 out of 5 average rating, 147 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

Cottage in Pensacola

4.78 out of 5 average rating, 163 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!

Superhost

Cottage in Downtown Pensacola

4.8 out of 5 average rating, 305 reviews

Cute Cottage Getaway Downtown!

Wonderful cottage within walking distance to enjoy everything downtown Pensacola has to offer- gallery night, festivals, concerts, market days, parades, Ice flyers games, and Pensacon are all within walking distance! Very cute 1 bedroom 1 bath, light and bright though out. Front porch for relaxing afternoons. A few blocks away from the convention center!!! We charge a pet fee of $75+tax that will be charged per pet. Collected separately.

Top guest favourite

Cottage in Pensacola

4.99 out of 5 average rating, 156 reviews

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.