Holiday houses in O'Brien

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Top-rated holiday rentals in O'Brien

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Top Guest favourite
Home in Wellborn
5.0 out of 5 average rating, 20 reviews

New Construction 3-BR Farmhouse in Wellborn, FL

Your getaway awaits in Wellborn at this brilliant farmhouse located just minutes away from several Florida natural springs! This 3 bedroom home offers multiple sleeping accommodations including: a king sized bed, queen sized bed, full sized bed, and two twin beds. Plenty of space! Bathrooms include a relaxing bathtub in each and the master has one gorgeous walk-in shower. This farmhouse stays comfortable year-round with heating and AC and has a standby generator, gas stovetop, and BBQ outside.

Top Guest favourite
An open living area features wooden walls and beams, illuminated by soft lighting. A spacious sectional sofa is arranged with decorative cushions, facing a wall-mounted television. A coffee table is centrally placed on a textured area rug, with a dining area visible in the background.
Cabin in Branford
4.97 out of 5 average rating, 31 reviews

Burnt Pine Ranch - Springs Retreat

Relax with the whole family at this historic, peaceful place to stay. This family farm cabin was built 100 years ago and was originally used as a tobacco packing barn. Now fully renovate and converted, it offers a peaceful and rustic stay in the woods, providing a serene retreat for nature lovers and those seeking a break from the hustle and bustle of everyday life. Nestled among tall florida pine trees, the cabin exudes a cozy charm with its traditional barn like exterior and welcoming interior

Top Guest favourite
Home in Branford
4.95 out of 5 average rating, 163 reviews

Riverfront Retreat (Ichetucknee) w/ Kayaks & Tubes

DIRECTLY ON the crystal clear waters of the Ichetucknee River, the Riverfront Retreat is a beautiful rustic home and the perfect place to find peace, rest & relaxation. Swim or go tubing on what US Travel News deemed as Florida's best tubing river. Private viewing platform with floating dock right on the water. 4 Bedrooms & sleeps 9 with ping pong & foosball and is perfect for almost any group. We offer tubes & kayaks for guests to use during their stay. After 5 guests, $25 per person, per day.

Guest favourite
Home in O'Brien
4.82 out of 5 average rating, 11 reviews

Royal Springs Private Countryside, 2 Living Rooms

Relax with the whole family at this peaceful oasis just mins to Royal Springs. Only a few minutes drive to Royal Springs, or a 30 min scenic walk. We’re also on a private grass strip airfield in case you’d like to fly in with your private plane! Bring your golf cart, boat, or side by side, for a trip that will be talked about for years to come! Also with the airstrip being right out back, look up at the stars! Star gazing is out of this world! RV site on property also available with hookups.

Guest favourite
A round treehouse structure is nestled among lush greenery. The building is elevated on stilts, featuring a spacious porch with white railings. A paved path leads to the entrance, surrounded by trees and foliage that create a natural, serene setting.
Home in Branford
4.96 out of 5 average rating, 241 reviews

Otter Landing on Santa Fe River, 13 private acres

Spend all the time you want at home in Nature relaxing or recreating. This unique treehouse home is set high up in the trees and on 13 acres of natural habitat on the banks of the Santa Fe River. The Santa Fe has so much wildlife, and we are near the famous crystalline Ichetucknee River and miles of public trails. We share our kayaks, a canoe, and many amenities for your stay. So go for a solo paddle, join local guide trips to various springs, or hike on the property and at nearby parks.

Top Guest favourite
Farm stay in McAlpin
4.96 out of 5 average rating, 227 reviews

Cave Divers Spring Escape, King Bed, Private Porch

Super cute and spacious private 3/2 home on 4 acres really lets you enjoy the rural country life without the chores. Only a few miles from several springs and the Suwanee river. (Literally have 10 springs within 39 miles). A few of the springs are: Little River Springs (my favorite), Ichetucknee springs, Ginnie Springs, Royal spring, Charles Springs, Rum Island, Hart springs, Blue Springs, Poe springs and so many more. While our home may not be perfect, its our perfect country get away.

Top Guest favourite
A charming elevated cottage is surrounded by lush greenery, with a gravel path leading to the covered outdoor area. The structure features a large deck and steps, enabling access to a welcoming entry. Natural light filters through the trees, creating a serene atmosphere.
Cottage in Fort White
4.97 out of 5 average rating, 343 reviews

Where the Pavement Ends- Ichetucknee Getaway!

Beautiful serene 2026 remodeled home one mile from Ichetucknee State Park! Also close to Ginnie, Blue, Poe, Royal, and Little River Springs. Step outside with your coffee and enjoy the wooded neighborhood and river views. Large screened porch and well appointed open kitchen perfect for cooking. The house is elevated which creates a separate covered outdoor area with hammocks and a full second bathroom. Perfect cozy space for a couples retreat! Treehouse as an add on for extra guests.

Top Guest favourite
Home in O'Brien
4.89 out of 5 average rating, 154 reviews

The Hidden Palms

Relax in this peaceful, spacious, family friendly farmhouse with a quaint tropical vibe in the backyard. We are minutes from several springs as well as the Suwannee, Ichetucknee & Santa Fe rivers. Only 6 miles from the Spring Diving Capital of the World & the nearest town for gas/food/etc. Our home features amenities that will make this a perfect spot for your family to host a memorable vacation for adults & children. Enjoy our indoor-outdoor living space, fully stocked home & farm.

Top Guest favourite
Tiny home in Live Oak
4.96 out of 5 average rating, 412 reviews

Goat House at Cypress Oaks Farm

You will feel welcomed and relaxed in our cozy little house. Appealing to your necessities there is a TV, high speed internet and a coffee bar. The outdoor area has a paved patio, seating and a fire pit. Enjoy the cool shaded area and BBQ after a day in the sun. The Goat House is tucked away on the edge of woods on the outskirts of Live Oak. Close enough to run to the store and far enough for a quiet starlit night relaxing in a hammock or enjoying a small bonfire on cool nights.

Guest favourite
A screened-in pool area is depicted, featuring a clear blue pool surrounded by lounge chairs. An umbrella provides shade, while a barbecue grill is visible in the background. Potted plants enhance the outdoor space, complemented by a bright, sunny sky.
Guest suite in O'Brien
4.88 out of 5 average rating, 74 reviews

Little River Spring Cave divers poolside Hideaway

Welcome To Little Springs , You will be charmed by this adorable pool side suite. We are close to Suwanee River and several of the most beautiful springs. Closest spring being only 2 miles away. We also have a boat launch 3 miles down the road. We have a nice pool to cool off in, while you enjoy a place to dine and grill. There is a bike trail that is over 15 miles long and you go right to town that has all you need . Dine in or couple fast food places and few stores .

Guest favourite
A cozy front porch area is featured, showcasing two brown wicker chairs with red cushions positioned around a small table. A welcoming front door is decorated with a seasonal wreath, and a grassy mat lies on the wooden floor, inviting relaxation.
Cottage in Live Oak
4.94 out of 5 average rating, 253 reviews

Forestville Cottage in Suwannee County

Forestville Cottage is the perfect escape to serenity. Listen to nature's soothing soundtrack while enjoying breakfast on the cozy front porch. View beautiful sunsets. Take an evening stroll. Observe native wildlife, including deer and turkey. Experience premium swimming and world class cave diving at nearby: ⇨Ichetucknee Springs ⇨Suwannee Springs ⇨Little River Springs and more! Suwannee River State Park and Ivey Memorial Park are also nearby.

Top Guest favourite
A mobile home surrounded by lush greenery is visible from a distance. A wheelchair accessible ramp is situated on the side, leading to the entrance. The front porch and stairs are framed by decorative shrubs, enhancing the outdoor space.
Home in O'Brien
4.97 out of 5 average rating, 142 reviews

Good country living scuba diving capital

Nice 3 bedroom mobile home with porch front, wheel chair accessible ramp on side porch, living room, dining room, washer and dryer, master bathroom has tub and shower, 2 bathroom has tub, double door refrigerator with ice maker microwave, 4 burner electric stove and oven, sealing fans in every room close to suwannee river, close to royal springs state park and little river springs state park other rivers 7 miles to Branford shopping area

Popular amenities for O'Brien holiday rentals