Cottage holiday rentals in Gulf Breeze

4.89 out of 5 average rating, 231 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.

4.95 out of 5 average rating, 102 reviews

Cottage in East Hill

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

4.98 out of 5 average rating, 229 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 stunning 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!

4.95 out of 5 average rating, 130 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.

4.97 out of 5 average rating, 129 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!

4.98 out of 5 average rating, 103 reviews

Cottage in Elberta

Hammock Hideaway - waterfront cabin

Not everyone wants to stay on the beach. If you are coming for travel ball (minutes from the fields - your commute will be short while your teammates fight the peak beach/sports traffic every day), love kayaking and/or staying 50 feet from water, you will appreciate this special hideaway. A fisherman’s/nature lovers dream and truly unique rental experience at this creekside cottage with water frontage on deepwater Hammock Creek. Close to the beach but out of the congestion.

4.98 out of 5 average rating, 494 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, 101 reviews

Newly Renovated Cottage: Close to Downtown/Beaches

Enjoy our newly renovated 1940s cottage with all new appliances and furniture. Home includes: - 2 queen size beds, 1 full/twin bunk bed set - 2 dedicated work stations - Full kitchen with stove, microwave, dishwasher, fridge, coffee maker, water dispenser, and ice maker. - Smart washer and dryer in unit - Gaming station - Iron and board - Deck with table and chairs - Picnic table with umbrella, firepit, and propane grill -Baby supplies - Beach supplies

Cottage in Downtown Pensacola

4.9 out of 5 average rating, 152 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.

Cottage in Downtown Pensacola

4.8 out of 5 average rating, 310 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.

4.95 out of 5 average rating, 101 reviews

The Coconut Cottage

Kick back and relax in this charming cottage. Perfectly located, 1.4 miles to the exciting Palafox Street or 10 miles to the Emerald waters and Sugar white sand at Pensacola Beach. Pensacola is a city steeped in history, offering a glimpse into the past through it's historic architecture, museums, and charming neighborhoods. You'll find a unique blend of culture, nature and Coastal beauty all together in one charming town.