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 covered porch features a comfortable sofa and two chairs, providing a relaxing space. The light yellow exterior adds a welcoming touch. Surrounding greenery is visible, along with a glimpse of the property's spacious yard.

Cottage in Dunnellon

4.98 out of 5 average rating, 247 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 Netflix or Disney+ account and stream away your nights after you retire from roasting Smores on the outdoor firepit. A self-Inflating bed takes this from a 2 person cottage to 4 in just minutes. Parking is not an issue, even if you have a trailer.

Top guest favorite

An outdoor seating area is surrounded by lush green grass, featuring four gray Adirondack chairs arranged around a fire pit. String lights hang above, illuminating the space. A tranquil canal provides a scenic backdrop, with boats and greenery visible in the distance.

Cottage in Weeki Wachee

4.92 out of 5 average rating, 347 reviews

Kayak Kottage: waterfront, kayaks, bikes, dockage

Ideal for nature lovers & adventurers! Located at end of cul-de-sac in a quiet friendly neighborhood on canals w/10 min paddle to crystal clear waters of the Weeki Wachee River & Hospital Hole. Close drive, kayak or bike to Rogers Park, boat ramp, marina & restaurants. Corner lot w/2 sides canal frontage & 20 ft dock you can safely swim off or dock your boat. Not on main river;serene wildlife viewing instead of crowds. Manatees right off the dock. 5 kayaks & 4 bikes included. 4 guests, no pets.

Guest favorite

Cottage in Dunnellon

4.99 out of 5 average rating, 283 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

Cottage in Spring Hill

4.92 out of 5 average rating, 155 reviews

Weeki Wachee Barefoot Cottage, Waterfront, Kayak’s

Relax with the whole family at this peaceful corner lot cottage on a canal off of the Weeki Wachee river with two sides of water only a short paddle to crystal clear water just North of hospital hole . And I’m super excited to let everyone know the seawall has just been completed looks amazing definitely has transformed our property. The next phase will be a dock so as of now no dock so if you like to bring a boat only people with power poles will be able to do so . No where to tie off yet .

Superhost

Cottage in Inverness

4.87 out of 5 average rating, 112 reviews

Sweetwater Cottage FALL RATES dock, canoe, kayaks

Come enjoy our lakeside cottage and its fun relaxing vibe! This private home is fully fenced and features a private dock. We are pet friendly for well behaved four legged friends that enjoy traveling. We have a 14 ft canoe and 2 kayaks for you to enjoy. We do have a small gas motor you can rent for the canoe allowing you to truly explore the lakes. Bring your boat! We have a community boat ramp one street over. Only minutes to downtown Inverness! PET FEE $25 per pet paid directly to host.

Top guest favorite

Cottage in Silver Springs

4.95 out of 5 average rating, 179 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 grab 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

Cottage in Ocala

4.96 out of 5 average rating, 190 reviews

The Little Yellow House

Cozy clean cottage with “Old Florida Rustic Charm”. Sits on 1/2 acre with a “wooded view”, but close to town & shopping, restaurants & I-75. Well maintained short (1/10 mi) non-paved driveway with night reflectors. Two pets accepted (see details below). 5 miles to World Equestrian & Florida Aquatics Centers. 10 mi to SSprings. Queen bed and bunk w/full/twin beds, a full kitchen, washer & dryer. Wifi 10mbps. Host pays ALL airbnb fees!! Guest ONLY pays occupancy taxes. NO cleaning fee.

Top guest favorite

Cottage in Weeki Wachee

4.96 out of 5 average rating, 266 reviews

The Hideaway - Quaint and Peaceful Cottage

1.5 miles from Weeki Wachee State Park. Charming, quiet, quaint cottage, beach theme, quiet neighborhood. 2 bedrooms, 1 bathroom. Utilities, flat screen TV, cable, Netflix, wireless internet, DVD player, DVDs, towels and linens. Fully equipped kitchen with pots, pans, utensils, plates, glasses, coffee cups, wine glasses, coffee maker, air fryer, toaster and blender. Outdoor sitting area with a charcoal grill and a fire pit. Bring boat or kayaks. Park your boat on the property.

Top guest favorite

Cottage in Ocklawaha

4.92 out of 5 average rating, 108 reviews

Warm & Cozy Cottage at Coco Ranch

We are a pet friendly Cottage bring your furry friend and enjoy the cozy and playful place This is a family wood gated compound. Each Cottage are private, surrounded by beautiful comun areas. If your planing to get away from the city and connect with nature🦌🌳🐄 this is the perfect place. Surrounded by a lot of natural springs 💦 🍃 and also the convenients of local restaurants like “Gators Joes Beach Bar & Grill”🍽 at just 6m walk, 6m walk to Lake Weir, and more.

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, 203 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.

Guest favorite

Cottage in Homosassa

4.97 out of 5 average rating, 100 reviews

💯 Remodeled Cottage, Animal free property

Our Cottage is the perfect retreat giving you a peaceful feeling in a nature's paradise. We are an animal free property due to owner and their families severe allergies. This cottage is just 5 minutes from enjoying all that is by land or sea. We are not on the water but we have space for you to park your boat and trailer on the property. We are close to everything. We are 1 minutes away River Haven Marina and 5 Minutes away from MacRae's Marina

Guest favorite

Several kayakers are seen paddling on clear, calm waters, highlighting the vibrant shades of green and blue beneath the surface. Lush vegetation borders the water, contributing to the serene atmosphere of the natural environment.

Cottage in Crystal River

4.94 out of 5 average rating, 108 reviews

Ozello Waterfront Cabaña - minutes from the Gulf!

Immerse yourself in the beauty of Ozello Keys Marina & Campground, where you can indulge in a cozy cabin on the water. This exceptional retreat offers a private boat slip and a back deck that extends over the serene waters. From the deck, you can relish in a private fish/scallop cleaning station and delight in the experience of grilling your freshly caught seafood while taking in the picturesque waterfront views.