Tiny house holiday rentals in Escambia County

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Top-rated tiny house rentals in Escambia County

Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.

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Top Guest favourite

Farm stay in Pensacola

4.98 out of 5 average rating, 122 reviews

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.

Top Guest favourite

Guesthouse in Pensacola

4.9 out of 5 average rating, 325 reviews

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

Top Guest favourite

Home in Pace

4.94 out of 5 average rating, 205 reviews

THE PINE HOUSE *September Specials*

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!

Guest favourite

Tiny home in Milton

4.91 out of 5 average rating, 112 reviews

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!

Guest favourite

Tiny home in Pensacola

4.97 out of 5 average rating, 355 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!

Top Guest favourite

Guesthouse in Pensacola

4.96 out of 5 average rating, 701 reviews

North Hill Guesthouse

This small but cute guesthouse, repainted and its floors refinished in December 2024, is a five-minute drive from downtown Pensacola, the double A baseball stadium on Pensacola Bay, and a host of restaurants and bars. It is also 20 minutes from Pensacola Beach and the beautiful Gulf Coast. The guesthouse is a separate structure, located in a semi-tropical garden, that affords lots of privacy and quiet in the historical North Hill neighborhood that is ideal for long walks.

Top Guest favourite

Tiny home in Elberta

4.98 out of 5 average rating, 141 reviews

Tiny Home Near the Bay by Beach's/Pensacola/Foley

Discover the perfect retreat at Surfs UP! Our dog-friendly Tiny Home, nestled on a private half-acre in Elberta, offers a tranquil escape minutes from Lillian and conveniently located between Foley and Pensacola off US HWY 98. Stargaze in peace on our spacious property after a day of beach fun. Central to various attractions, this home is ideal for those who seek both proximity to local hotspots yet a serene place to relax after adventurous days. Book your getaway!

Top Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 504 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.

Top Guest favourite

Tiny home in Pensacola

4.98 out of 5 average rating, 166 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.

Top Guest favourite

Guesthouse in Pensacola

4.96 out of 5 average rating, 188 reviews

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

Tiny home in Pensacola

4.83 out of 5 average rating, 179 reviews

Tiny Cabin in the Heart of Pcola! Free WIFI

Welcome to Aspen at The Oasis! The greenery surrounding this tiny cabin makes it feel like it's in the country yet it's only minutes to downtown, shopping, dining, the mall, and PNS airport. Pensacola beach is only 20 minutes away. Amenities include a full kitchen, large deck, WiFi, Roku TV with Netflix, Washer/Dryer, and Keurig coffee maker. Enjoy a peaceful stay with reasonable cleaning fees and no chore lists!

Top Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 544 reviews

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.