Holiday houses in O'Brien

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Top-rated holiday rentals in O'Brien

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Top Guest favourite

Cabin in Micanopy

4.99 out of 5 average rating, 192 reviews

The Cabin at Shimmering Oaks

Modern cabin in a rural setting on 10 gorgeous acres surrounded by Florida’s best cycling and equestrian. This secluded, rural home is minutes from historic Micanopy and Victorian McIntosh. Surrounded by acres of horse farms close to great outdoor recreation: kayaking, boating, fishing, hiking, etc. Relax on barefoot with beautiful, locally harvested Antique Heart Pine flooring. See Guest Access/Hold Harmless Notice. We are a No Pet and No Smoking/Vaping property. No outdoor fires allowed.

Top Guest favourite

Home in Hampton

4.95 out of 5 average rating, 22 reviews

Pro’s Nest Lodge 7 BR/7 Full BA for large groups

Special: Stay Fri & Sat get Thur free! For large groups! If in FL, make it a Staycation with your extended family. If out-of-state, come enjoy this beautiful location. Put your boat/jet ski in the lake & moor on our dock. Take a day trip to St. Augustine/Cedar Key/Manatee Springs. So much room & privacy. Enjoy the lake, fish, swim, ski, wakeboard, relax. Visit U of F. A few rooms can accommodate parents & kids with multiple beds in the same room. This was a bed & breakfast so fully outfitted.

Guest favourite

Cabin in Steinhatchee

4.92 out of 5 average rating, 78 reviews

Steinhatchee Landing Getaway

2BR / 2.5Ba 1528ft available for rent in beautiful Steinhatchee Landing Resort. The cabin is fully furnished and ready to visit in Steinhatchee, FL is located on the Gulf with world renown fishing and scalloping among other water activities. The resort community is complete with a public dock and parking for your boat, pool/hot tub, workout facilities, tennis, basketball, church/community center, kayaking, goat/chicken coop, and walking trails. *NEW HIGH SPEED RELIABLE FIBEROPTIC INTERNET**

Guest favourite

Home in Steinhatchee

4.98 out of 5 average rating, 46 reviews

Tortuga Getaway with free ice,

Tortuga Getaway is located in the heart of town. Comfortably sleeps 10. Ideal for friends or fishing nuts. BONUS: free ice, saving you the trouble of stocking up. 3 BR, 3 BA ensure every guest has privacy. Spacious rooms and a well-stocked kitchen. Features an inviting screen porch, perfect for relaxing outdoors. For boaters, convenient parking makes it hassle-free. If you're a fishing/scallop enthusiast, you're in for a treat. Steinhatchee is the best fishing/scalloping spot in Florida.

Superhost

Home in Steinhatchee

5 out of 5 average rating, 3 reviews

Cutest and one mile to fishing, boating, & marina

Escape to Florida's tranquil Big Bend at 'Seagrass Cottage'! This 4-bedroom, 3-bathroom Steinhatchee vacation rental sits in the heart of a fishing village that's teeming with small-town charm and diverse aquatic species. At this coastal home base, you can spend days on the river or visit natural springs - whatever floats your boat! Once you get your land legs back, don't forget to hike to Steinhatchee Falls, local seafood at Sea Hag, or relax in the bug-free comfort of the screened porch!

Superhost

Cottage in Fort White

4.97 out of 5 average rating, 34 reviews

Relaxing Riverfront Escape Close to Springs

Unwind at this serene waterfront home on the Santa Fe! This 3-bedroom, 2-bath vacation rental boasts a beautiful and private location with a number of outdoor and indoor amenities to make your stay as adventurous or relaxing as you desire! Whether you want to kayak or tube the nearby rivers, explore Florida State Parks, enjoy world-famous diving in the local springs, or just unwind on the dock while taking in the surrounding scenery, we have what you need to make this your best trip ever!

Top Guest favourite

Cottage in Fort White

4.97 out of 5 average rating, 283 reviews

Where the Pavement Ends- Ichetucknee Getaway!

Beautiful serene 2015 home within one mile of the Ichetucknee State Park! Wooded neighborhood is great for walking and river views. Tastefully decorated, Cypress floors and large tub overlooking private yard. Large screened porch and well appointed open kitchen perfect for cooking. The house is elevated which creates a separate covered outdoor area with custom bar, hammocks, and a full second bathroom. Perfect cozy space for a couples retreat! Treehouse as an add on for extra guests.

Guest favourite

Home in Fort White

4.76 out of 5 average rating, 297 reviews

Santa Fe Getaway on Santa Fe River.

We are next door to Rum Island Park which is a swimming spring, kayak and canoe pick up/ drop off/boat ramp location. It is a private cottage. 1 bdr Sleeps 4. 1 Bedroom with a sleeper sofa. You’ll love my place because of the location. The river is in the backyard. You can launch your personal canoe or kayak. Sit by the fire pit or enjoy the deck and cook out with friends and family. We have a no pet policy due to our allergies. Town of High Springs and Gainesville near by

Guest favourite

Guesthouse in Fort White

4.98 out of 5 average rating, 121 reviews

Adorable cozy cabin near North Florida Springs

Keep it simple at this peaceful cabin….Centrally-located to Itchetucknee Springs, Ginny Springs, Poe Springs, Blue Springs, Santa Fe River, Suwannee River. This area is popular for diving , snorkeling, boating, fishing, kayaking, tubing and hiking or just relaxing with nature. Full kitchen, living room and separate bedroom with a comfortable queen bed and walk-in closet. A large bathroom with walk-in shower. Wi-fi throughout. 42” smart tv in living room, 32” smart tv in bedroom.

Guest favourite

Cottage in Old Town

4.92 out of 5 average rating, 130 reviews

Slow Tides on the Suwannee - kayaks, games, & fun!

Welcome to paradise. A modern style and freshly renovated Waterfront House in Fanning Springs, Florida. This cozy getaway is located on a private canal seconds off The Suwannee River. Bring your boat and cruise to the nearby springs or venture to the Gulf for the big catch. The balcony of the home sits just feet off the water. With its own private concrete boat ramp, dock, kayaks and yakport. Everything you need for a fun, relaxing or romantic waterfront getaway.

Superhost

Home in Steinhatchee

5 out of 5 average rating, 6 reviews

Mermaid's Rest - Stein. Landing Resort-Sleeps 6

Nestled in the Steinhatchee Landing Resort close to the river is this adorable dog friendly 2 bedroom 2.5 bathroom cottage with hardwood floors and an open concept floor plan for easy entertaining. It's close to the river and all of the amenities the resort has to offer. The outdoor pool , hot tub and playground are sure to keep everyone busy. It's well appointed with everything you need for your next vacation or quick fishing trip.

Guest favourite

Guesthouse in Alachua

4.97 out of 5 average rating, 30 reviews

Sweetwater Studio, on 5 beautiful acres

Gorgeous Upstairs Studio Apartment, nestled on a stunning 5 acre property. Relax & unwind in this Oasis of green. * 15 minutes to stunning, freshwater springs & rivers. * 4 min to shops, restaurants, cafes. * 7 min to High Springs. * 10 min to downtown Alachua. * 20 min to Gainesville. Perfect for a romantic getaway, solo retreat, or family vacation. Contemporary furnishings built in Jan 2024.