
Tiny house holiday rentals in Santa Rosa County
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Top-rated tiny house rentals in Santa Rosa County
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ELET Cottage - 24 mi to beach - Horse Encounter
You won’t soon forget the Peaceful Surroundings of this Rustic Destination. The Farm Cottage at Eagles Landing offers a Country Setting & Modern Conveniences. Upstairs has 2 Open Lofts with 3 beds. Nestled within working Horse Farm, property offers a Full Kitchen, Bath and High Speed Wi-Fi. Enjoy breathtaking sunsets while relaxing by the Fire Pit. Hike nearby trails to the creek. Approx 35 min to Navarre Beach, Pensacola Beach & Milton. 7 miles to I-10. Adventures & Memories await, book today.

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.

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.

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!

Never Navarre From Home Cottage
Escape to Florida's best-kept secret, Navarre Beach, just a 5-minute drive from this charming 330 sq. ft. coastal cottage. Perfect for solo travelers or couples, it features airy gabled ceilings, a King-size Murphy bed that converts into a dining/work table, and unforgettable shower experiences!! Conveniently located near restaurants and grocery stores within walking distance, this cozy retreat has everything you need for a relaxing getaway, all just minutes from stunning white sand beaches!!

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!

🌟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!

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.

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.

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.

*Couples - Priv Cottage, Parking, Patio, Central*
🌴 Your Perfect Pensacola Getaway! In the heart of Pensacola, this cozy, private cottage is perfect for solo travelers or couples. *Vacationing *Visiting family *College visit * Medical stays * Military travel * Work You’ll love the peaceful privacy Your own parking, patio and fenced area & all centrally located ~20-30 minute drive to beaches ~5 minutes - Airport ~2 minutes - Shopping mall ~2 Blocks - Best Bistro/food/drink

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.
Popular amenities for Santa Rosa County tiny house rentals
Family-friendly tiny house rentals

Enjoy a Deluxe Rustic Cabin/Pet Friendly - 11

Deluxe comfy one room cabin with rustic charm - 07

Rustic Deluxe Cabin 09 - Sleeps 8/Pets Allowed

Cabin 8 Person Water View D150

The Swan: Vibrant East Hill Getaway

Beach Ball Bungalow - Cozy Tiny Cabin in Milton

The Pelican: Serene East Hill Villa
Tiny house rentals with a patio

"Glamtainer" One of a kind Romantic Luxe Retreat

Tiny Cabin in the Heart of Pcola! Free WIFI

Bayside Bungalow - Cozy Glamping Cabin

Blackwater Bungalow -Cozy Tiny Home

Jazz Studio-Walk to Downtown Short Drive to Beach!

Outpost - Sleeps 3! Great Escape, No Cleaning Fees

The Shiplap Stable - Downtown Walkable

The Coconut Cottage
Tiny house rentals with outdoor seating

Guest house on the Bayou

Downtown Bungalow

The Gray House

The Heron: Peaceful East Hill Escape

The Crow: Sophisticated East Hill Sanctuary

“The Peaceful Cottage”

Beach House Quiet Special Vacation - Pets Welcome

Tiny Home Pool View 25 Mins to Beacha
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- Tiny house rentals Florida
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- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- OWA Parks & Resort
- Opal Beach
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Gulf Breeze Zoo
- Village of Baytowne Wharf
- Flora-Bama Lounge
- Alabama Point Beach
- Henderson Beach State Park
- Gulfarium Marine Adventure Park
- The Track - Destin
- HarborWalk Village
- The Boardwalk on Okaloosa Island
- Destiny East
- Jade East Towers
- Johnson Beach
- Pensacola Bay Center
- Pensacola Beach Boardwalk
- Lost Key Golf Club




