Tiny house holiday rentals in Escambia County

4.98 out of 5 average rating, 127 reviews

A cozy interior of a travel trailer is shown, featuring a well-equipped kitchen area with modern appliances and a seating space. A fireplace and a television are positioned for comfort, with natural light filtering through the windows, creating a warm and inviting setting.

Farm stay in Pensacola

The Gypsy Rose Luxury Glamper at Rose Cottage Farm

You won’t forget your time in this romantic, memorable place. This is a luxury “Glamping” experience. You’ll stay on our historic farm that was once bootlegging operation and a brothel during the prohibition era. We are just a short drive from the Gulf Coast’s most beautiful beaches. This is a cozy brand new travel trailer with all the bells and whistles. We do meals, charcuterie boards and beautiful afternoon tea for additional fees. Check out our other spaces The Rosebud and The Rambling Rose.

4.87 out of 5 average rating, 460 reviews

Cottage in Pensacola

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.

4.98 out of 5 average rating, 112 reviews

A charming tiny house features a blue exterior and white columns supporting the porch. A welcoming yellow door invites guests, while the surrounding area is landscaped with mulch and small plants. Two chairs are positioned on the porch, offering a spot to relax.

Tiny home in Milton

The Sunset Cottage

Come make memories you won’t forget in our beautiful, romantic tiny house. Watch the sunrise over the fields while sipping a cup of coffee. You will Enjoy exploring the nearby Coldwater Creek during the day, Or if you rather relax on the most beautiful beaches in Florida, it is a short drive. After a busy day, enjoy a magnificent view of the sunset or watch the deer as they approach the fields from the East. Please understand we are still improving the outdoors with additional landscaping.

4.9 out of 5 average rating, 145 reviews

An inviting living space is featured with a comfortable sofa adorned in nautical-themed decor. A steering wheel, integral to the houseboat's design, is visible along with a small table and chairs. Soft natural light filters through light blue curtains, enhancing the ambiance.

Houseboat in Gulf Breeze

Delightful 1-bedroom houseboat with free parking.

Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

4.94 out of 5 average rating, 213 reviews

A modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.

Home in Pace

The Pine House Pace, FL

Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

4.9 out of 5 average rating, 119 reviews

Tiny home in Milton

Tucked Away Tiny

Reconnect with nature at this unforgettable escape. The “Tucked Away Tiny” is a tiny home with HUGE style! It is located in the country woods of Milton, FL on family-owned farm land, but not too far off the beaten path. Only 15 minutes to the heart of the city, and 45 minutes to beaches. It is next door to Sowell Farms which is home to several wedding venues, fenced exotic wildlife (may or may not be seen during your stay), and home of the Trophy for Great American Christmas Light Fight!

An outdoor patio area features four adirondack chairs arranged around a small table, set on a stone pathway. The modern exterior of the tiny house is visible, with large windows allowing natural light. A grassy area surrounds the patio, enhancing the tranquil environment.

4.96 out of 5 average rating, 406 reviews

🌟Luxurious new build minutes from beach+downtown

Our tiny house was custom built in 2022 and is located in beautiful East Hill. Our place is centrally located just minutes from PNS airport, downtown restaurants and bars, and Pensacola Beach! It is also just a short walk to Bayou Texar and Bayview park. The tiny house is a completely private space with driveway parking for 2 cars and your own patio area! Enjoy beautiful views of the Bayou from the dining room table or the patio area. We'll do anything we can to make your stay great!

4.98 out of 5 average rating, 526 reviews

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.

Cottage in Pensacola

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.

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.

4.98 out of 5 average rating, 200 reviews

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.

4.96 out of 5 average rating, 198 reviews

A modern kitchenette features sleek cabinetry and a white countertop. Essential appliances include a refrigerator, a microwave, and an electric kettle. Two wooden stools are positioned at the countertop, and a wall-mounted shelf displays decorative items and kitchenware.

Guest house in Pensacola

1950’s East Hill Carriage House

Welcome to our renovated 1950s carriage house, tucked privately behind our home in East Hill. Steps from scenic Bayview Park with paddle boards, canoes, and bikes for rent, and a short ride to bars, breweries, and restaurants on 12th Avenue. Historic downtown Pensacola offers shopping, dining, and live music at Vinyl Music Hall and performances at The Saengar Theater. Plus, the stunning white sands of Pensacola Beach are a short and stunning drive away.

Superhost

A well-appointed sleeping area features a spacious bed with layered bedding, complemented by decorative pillows. Soft natural light filters through sheer white drapes. A wall-mounted television and decorative wall planters add interest, while a ceiling fan provides air circulation.

4.78 out of 5 average rating, 259 reviews

Burks Bungalow, a quiet hidden place....

Beautiful Cottage (tiny home) near Historic Downtown Pensacola Studio with queen bed, TV, kitchen, coffee maker, fridge, and private bath. All new fixtures, appliances and bedding. Cozy and comfortable with chic décor. Within walking distance to the Saturday Palafox Market, Historic churches, Public Library, 5 Sisters Blues Café’, Polonza Bistro, Nomadic Eats, and only a half mile to renowned Downtown Pensacola South Palafox Street. No smoking

A small cabin is featured with a wooden deck surrounded by greenery. Steps lead up to the entry, which has a brown door. Outdoor seating is visible, accompanied by a charcoal grill to the side. The surrounding area is well-maintained with a stone pathway.