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 quaint cottage is surrounded by vibrant greenery, featuring a palm tree and blooming flowers in the foreground. A spacious patio area includes outdoor seating and an umbrella for shade, along with a grill, creating a relaxed outdoor atmosphere.

Guesthouse in Pensacola

4.9 out of 5 average rating, 307 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 stairway leads down from the houseboat area to the canal, bordered by a palm tree. Wooden decking extends towards the water, showcasing a calm scene with parked boats. The sun casts shadows along the steps and railing, creating a layered visual effect.

Houseboat in Gulf Breeze

4.89 out of 5 average rating, 112 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 in 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, 187 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

Cottage in Pensacola

4.96 out of 5 average rating, 113 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!

Guest favorite

A wooden pier extends into calm waters, reflecting soft pastel colors of the sunset. The shoreline, lined with sand, invites relaxation, while a few figures can be seen gathered at the end of the pier, enjoying the serene atmosphere.

Tiny home in Gulf Breeze

4.96 out of 5 average rating, 136 reviews

The Lemon Tree Tiny House

Welcome to The Lemon Tree Tiny House, an adventurer’s paradise! Bring your kayak or canoe! We are excited to host you at this uber cute (HGTV would be proud) abode! This cutie boasts cozy decor throughout its indoor/outdoor space, a queen sized bed in the loft, a twin bed on the ground floor, full kitchen, small fridge & large TV. The outside oasis consists of comfy seating, natural beauty & water access within a short walk to Pensacola Bay for kayak launching, or a stunning sunset viewing!

Guest favorite

A view framed by lush greenery showcases the tranquil waters of Pensacola Bay in the distance. Native plants and flowers add vibrant color, and a wooden path leads toward the sandy beach, blending nature with the scenery.

Tiny home in Gulf Breeze

4.93 out of 5 average rating, 190 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, 103 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 scenic view of a calm body of water is framed by lush greenery. A wooden pier extends into the water, flanked by a clear sky and scattered clouds, creating a peaceful atmosphere. The well-maintained path invites walkers to enjoy the serene surroundings.

Bungalow in Pensacola

4.97 out of 5 average rating, 144 reviews

Private Hot Tub@ the Flamingo Bungalow @NAS Bridge

Welcome to the Blue Bungalow perfect if you are here on vaca or visiting family on base. You'll love the hot tub and kayaks that are for use. I have it set up perfect to hang outside to grill & chill all while enjoying a peaceful private space located in the back yard of the main home. This is a short drive to restaurants, shopping and tourist locations or you can take a walk along the bridge to catch the sunset! Check out guest reviews to see why everyone loves this little hidden gem!

Top guest favorite

A well-lit living space features a gray sofa with decorative cushions, a wooden coffee table with a bowl centerpiece, and a bright dining area with a table for four. Large windows provide views and natural light, complemented by neutral-colored walls and modern fixtures.

Tiny home in Pensacola

4.97 out of 5 average rating, 316 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

The guesthouse exterior features a red brick facade and a sloped roof with white trim. Lush greenery, including palm trees and colorful flowers, surrounds the front pathway, creating a welcoming entrance. The property is set in a vibrant, semi-tropical garden under a clear blue sky.

Guesthouse in Pensacola

4.96 out of 5 average rating, 675 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.

Guest favorite

The exterior of the cottage features a small outdoor seating area with blue chairs and a table surrounded by trees. A decorative fence outlines the yard, complemented by potted plants and seasonal flowers near the entrance. The door is painted blue, adding a pop of color.

Guesthouse in Pensacola

4.92 out of 5 average rating, 633 reviews

Cottage Under the Trees

Quiet, private, secure cottage with kitchen. For sleeping: full bed, twin bed, & sofa (not a sleeper sofa). Will accommodate 3 persons comfortably. Small outside seating area is provided. Few miles from downtown Pensacola. Naval Air Station (NAS), Naval Hospital & Pensacola State College Warrington Campus are within one mile. Fast food is readily available. Walmart is 2 blocks away. Ruby T's, Sonny's BBQ and Waffle House are a few of the nearby restaurants.

Guest favorite

Bungalow in Pensacola

4.88 out of 5 average rating, 435 reviews

Tommy’s Zen Yard and Cottage

A Zen like cottage with a loft in a very quaint and friendly neighborhood in the East Hill community. The pet-friendly cottage is made of Native Cypress from the floor to ceiling. The bathroom area has a 100-year old claw tub with an attached shower head.The loft has a Full size bed, downstairs is a queen size fold out couch. New addition of a spacious covered deck with gas cooktop and gas grill. 15 min drive to the beach.