Cottage vacation rentals in Pine Ridge

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Top-rated cottage rentals in Pine Ridge

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Top guest favorite

A wooden dock extends over the calm waters of Lake Rousseau, framed by lush greenery. The sky is painted in soft hues of orange and purple as the sun sets, reflecting on the water's surface. Nearby, seating options available for relaxation by the lake.

Cottage in Dunnellon

4.95 out of 5 average rating, 223 reviews

The Lakeside River House

The cottage lies on the banks of Lake Rousseau. This is a very interesting lake. The lake is fed by the crystal clear waters of the Rainbow Springs system and the dark tannin stained waters of the Withlacoochee River. Back in the 1930's, the water shed was dammed up on its far western edge. The result was a creation of a 12 mile long lake with a river twisting through the center, all of which you will enjoy from your waters edge dock. Come and enjoy the Nature Coast right from the backyard.

Top guest favorite

A tranquil scene features two large trees with sprawling branches, creating a natural canopy. Sunlight filters through the leaves, casting gentle shadows on the ground. A rustic chair is positioned between the trees, inviting moments of reflection amidst the serene natural surroundings.

Cottage in Silver Springs

4.95 out of 5 average rating, 190 reviews

Cozy Cottage in the Forest- Close to Springs

Quaint, charming, cozy & very unique older home! Close to the springs, great place to relax after a day on the water. This Artists retreat is sweetly tucked away in Ocala’s National Forest. Find yourself surrounded by beautiful Oaks, pines & 3 abundant grapefruit trees. Sip your coffee or tea on the swing under the trees, have a picnic or bring or rent a kayak & spend the day at Springs. Full kitchen. This gem has all the amenities you will need as you unwind from life and decompress in nature.

Top guest favorite

A fire pit surrounded by four wooden chairs creates a communal space in the grassy area. The guest house, featuring a porch with an American flag, stands in the background, framed by mature trees and natural greenery.

Cottage in Dunnellon

4.99 out of 5 average rating, 305 reviews

JoMo Retreat on the Withlacoochee River!

JoMo property, a gem by the Withlacoochee River's side, where nature's beauty and tranquility coincide. A guest house just a stroll away from the canal's embrace, leading to the river, a serene and peaceful space. Canoes, paddle boards, and kayaks await, to explore the river, a water lover's favorite. World Equestrian Center and Rainbow Springs are a mere twenty minutes away. JoMo offers a nature-filled stay. Escape the hustle, in nature's embrace, at JoMo property, find your tranquil space.

Guest favorite

A spacious game room features a classic pool table with a rich wood finish, centered on dark tile flooring. The room is brightly lit by two ceiling fans, with an open layout that connects to adjoining living areas. Large windows provide natural light and views of the outdoors.

Cottage in Ocala

4.82 out of 5 average rating, 136 reviews

Pool Table Home 10 Min from WEC | Dogs Stay Free!

This charming cottage is the ideal retreat for families and groups visiting Ocala. Whether you're here for world-class events at the World Equestrian Center, exploring the stunning natural springs, or seeking thrills on the nearby zipline adventures, this place offers something for everyone! You'll be: - 15 min from the World Equestrian Center - 16 min from HITS - 10 min from Zipline Canyon Adventures - 20 min from Silver Springs - 20 min from downtown - 45 min from Ocala National Forest

Guest favorite

A screened porch offers a view of the water and surrounding landscape, with seating options including a red leather chair and a light-colored sofa. Natural light fills the space, enhancing the connection with the outdoors.

Cottage in Inverness

4.95 out of 5 average rating, 113 reviews

Serendipity Lake private dock, canoes & kayaks

What a view, what a really good view, YES IT IS! Watch the sunrise and sunset over the water on a private dock. We have 2 canoes and 2 kayaks to enjoy the water or bring your boat! This is a place you will want to come back to time and time again. Water views from all angles, you will feel like you're on a houseboat there's so much water! Plenty of room for outdoor games and activities. Pet friendly. Just a short drive to downtown Inverness and 30 minutes to Crystal River. Simply perfect!

Top guest favorite

The stilt home features a light-colored exterior with multiple windows allowing natural light. A wide staircase leads to the covered porch, surrounded by green grass and palm trees. The backdrop includes a clear blue sky, emphasizing the coastal setting.

Cottage in Crystal River

4.97 out of 5 average rating, 120 reviews

Ozello Keys Cottage on Crystal Bay

2/1 Ozello coastal cottage on stilts surrounded by nature, tranquility, and endless views of the water and estuary. Nature lovers paradise. World renowned fishing and scalloping. Regular dolphin and manatee sightings. Relax with the whole family on the large screened back porch providing gorgeous views of the Nature Coast and stunning sunrises over the salt marsh. The open floor plan opens up to a large screened porch with a dining and lounging space with private and expansive water views.

Top guest favorite

A cozy living area features a light gray sofa adorned with decorative pillows, positioned opposite a wooden coffee table. A geometric area rug adds pattern beneath. A potted plant and wall art complement the space, while a lamp provides soft lighting next to a small desk.

Cottage in Crystal River

4.97 out of 5 average rating, 394 reviews

1BR House

Updated guest house close to water, boat ramps, golf, fishing (access to Gulf of Mexico/scalloping) manatee sanctuary, Three Sisters Springs, restaurants, gulf beach. Parking for trailers/boats, access to water/Kings Bay, bring kayaks/SUPs, use our bikes, quiet waterfront neighborhood for walking/biking. Walking distance to Plantation Inn for golf, fishing trips, scuba, kayak/boat rentals/tours. This is one of two units on property. For 2BR home, search for Airbnb listing number 34363654.

Top guest favorite

The charming cottage features a yellow exterior with a welcoming porch. Vibrant flowers surround the entrance, while steps lead up to the front door. Rocking chairs are positioned on the porch, inviting relaxation amidst the natural setting.

Cottage in Ocala

4.96 out of 5 average rating, 199 reviews

The Little Yellow House

Cozy clean cottage with “Old Florida Rustic Charm”. Home is nestled in wooded setting, close to town & shopping, restaurants & I-75. Access by maintained non-paved driveway (1/10 mi) with night reflectors. Two pets max (w/permission). See details below. 5 miles to World Equestrian & Florida Aquatics Centers. Queen bed and bunk w/full/twin beds, a full kitchen, washer & dryer. Wifi is rural 10mbps (no gamers). Host pays ALL airbnb fees!! Guest ONLY pays occupancy taxes. NO cleaning fee.

Top guest favorite

A cozy living area features a gray sofa adorned with decorative pillows. A red lamp and a vibrant artwork are positioned nearby. Natural light fills the space, highlighting wooden flooring. A wooden screen and a console table with coffee-making supplies add functionality to the room.

Cottage in Dunnellon

4.98 out of 5 average rating, 300 reviews

Cozy Cottage. Surrounded by nature, not neighbors.

Our one-bedroom cottage sits in the middle of over 25 acres of the beautiful Florida Nature Coast. Even though we are secluded, we have all the comforts of home, from indoor plumbing and hot water to AC and Wi-Fi. Our TV has a Firestick, so bring your streaming accounts and relax night away after you retire from roasting Smores on the outdoor firepit. A fold out sleeper couch takes this from a 2 person cottage to 4 in just minutes. Parking is not an issue, even if you have a trailer.

Guest favorite

A comfortable living room features two light-colored armchairs and a small table, oriented towards large windows. The serene lake view is visible, framed by trees, creating a calm atmosphere. Natural light fills the space, enhancing the connection to the outdoors.

Cottage in Hernando

4.91 out of 5 average rating, 217 reviews

The Hernando Lake House

Relax our Lake House. The water touches the back yard and the lake is loaded with Bass and many other fish. Relax in the living room falling asleep for afternoon naps while gazing at the serenity of the water. The house is quiet and set up for some nice long weekends. The Gulf of Mexico is just 14 miles to Crystal River which has a nice local beach. Scalloping and Manatee watching and much more to do in Citrus county. Orlando and Disney are just a little over an hours drive.

Top guest favorite

A wooden dock extends over calm waters, framed by lush greenery and moss-draped trees. The tranquil scene is complemented by a screened dockhouse nearby, providing a secluded spot for relaxation and enjoying the natural surroundings.

Cottage in Floral City

4.93 out of 5 average rating, 209 reviews

Waterfront Cottage 2BR 1B

This charming house is located on nearly an acre of woodland. Fish from the dock of the screen room on the canal or kayak to the nearby lake. Relax in the private backyard Jacuzzi. Bike on the nearby Withlacoochee Trail. There are 2 bedrooms plus living room sleeper sofa, and a lanai with a day bed. Fully furnished. Orlando theme parks are 1 1/2 hour away, Busch Gardens 1 hour. Close to Weeki Wachee, Homosassa and Crystal River for manatee viewing or scallop season.

Top guest favorite

A friendly sheep stands next to a large planter pot within a landscaped area. Surrounding greenery provides a natural backdrop. The sheep's white coat contrasts softly with the earthy tones of the ground and pot, highlighting the homestead atmosphere.

Cottage in Coleman

4.96 out of 5 average rating, 162 reviews

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.