Tiny house vacation rentals in Santa Rosa County

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Top-rated tiny house rentals in Santa Rosa County

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

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Top guest favorite

A garden pathway made of brick is bordered by various potted plants and greenery. The main structure, a cottage, is visible in the background, surrounded by lush foliage. Sunlight filters through the leaves, creating dappled patterns on the ground.

Guesthouse in Pensacola

4.9 out of 5 average rating, 310 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.

Guest favorite

A vibrant hanging chair is nestled among smooth river stones and lush plants, offering a comfortable space for relaxation. A kayak is positioned nearby, suggesting opportunities for outdoor activities. The surrounding area features sunlight and shadows cast by the palm foliage.

Houseboat in Gulf Breeze

4.9 out of 5 average rating, 116 reviews

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.

Guest favorite

Home in Pace

4.93 out of 5 average rating, 195 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

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 favorite

An interior view of the tiny house reveals a cozy living space with a pull-out couch and a wall-mounted television. Two windows allow natural light, while a modern chandelier hangs from the ceiling. Light-colored walls and wooden flooring create a warm ambiance.

Tiny home in Gulf Breeze

4.93 out of 5 average rating, 197 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

Guest favorite

An open interior of a tiny home features light-colored wooden ceilings and walls. A cozy loft space provides additional sleeping arrangements. A compact kitchen area includes a griddle and microwave, while the bathroom is discreetly positioned behind a door. Natural light streams through several windows.

Tiny home in Milton

4.9 out of 5 average rating, 104 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 favorite

A private patio area features a set of gray Adirondack chairs arranged on a stone surface. Steps lead to the entrance of the tiny house, with a well-maintained grassy area and a wooden fence visible in the background. Natural light brightens the scene.

Tiny home in Pensacola

4.96 out of 5 average rating, 329 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 favorite

A bright entryway is featured with an open door leading to a small patio. A mirrored cabinet stands adjacent to a cozy dining area with a round table and metal chairs. Wooden floors add warmth to the ambiance, complemented by natural light from nearby windows.

Guesthouse in Pensacola

4.96 out of 5 average rating, 690 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 favorite

A light blue cottage is framed by a white railing, leading to a wooden gate. The grassy yard is highlighted by a hammock strung between palm trees, inviting relaxation. Gravel pathways border the entry, connecting the cottage to the outdoor space.

Cottage in Pensacola

4.98 out of 5 average rating, 481 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 favorite

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.

Guest suite in Pensacola

4.97 out of 5 average rating, 152 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 favorite

A sweeping aerial view captures the coastline's soft white sands and the vibrant blue waters of the Gulf of Mexico. High-rise buildings line the beach, while the horizon features hints of nearby islands and a long pier jutting into the ocean.

Guesthouse in Pensacola

4.96 out of 5 average rating, 179 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

A lively street scene showcases diverse shops and outdoor dining options, framed by trees with lush green foliage. Soft evening light creates a warm ambiance, illuminating pedestrians enjoying the area. Upper-level balconies add architectural interest to the vibrant commercial buildings.

Tiny home in Pensacola

4.84 out of 5 average rating, 169 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!

Guest favorite

The entrance of the cottage is framed by lush greenery, including small shrubs on either side. A paved pathway leads to a front door, which features a decorative window with a circular design. Sunlight dapples the area, highlighting the natural setting.

Apartment in Pensacola

4.91 out of 5 average rating, 150 reviews

Charming East Hill Cottage

Our charming cottage has a coastal feel with exposed brick and white breadboard walls. it is conveniently located within 10 min to the airport, beaches, Downtown Pensacola and parks galore. The neighbourhood has a hometown vibe that is refreshing, offering great places to walk or go for a scenic run along the bayou. Our cottage is good for couples, solo adventurers, business travellers, and furry friends (pets).