Cottage vacation rentals in Wildwood

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Top-rated cottage rentals in Wildwood

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Cottage in Eustis
4.92 out of 5 average rating, 145 reviews

Redbird cottage and farm. Equestrian lake cottage

Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

Top guest favorite
A charming cottage exterior is showcased, featuring a welcoming porch adorned with potted plants. The lush green lawn surrounds the home, with a large tree providing shade. A fenced area is seen in the background, enhancing the outdoor space.
Cottage in Umatilla
4.95 out of 5 average rating, 159 reviews

Cozy & Quaint Little Cottage for Big Hearts!

❤️Near to springs and Manatee watch areas, Ocala Forest, Fishing🎣 equestrian🐎 activities, Mount Dora &🪑Antiques Markets. Just 39 miles to Orlando - Disney & 43 miles to the beach 🏖 🏡You’ll wake up in one of the last true Florida cottages, built in wood with heart and time.❤️A truly quaint cottage for a joyful stay. Entire Place! Pet Friendly! Free Parking! 2 bedrooms + 2 full baths! Original wood floor in master bedroom and Kitchen! No carpet floors! Nice quiet, safe neighborhood!☀️🌳

Top guest favorite
A tranquil dock extends into the calm waters of Lake Rousseau, framed by cypress and oak trees. Soft hues of sunset reflect on the water's surface, creating a peaceful atmosphere. Subtle outdoor lighting enhances the dock's presence as twilight descends.
Cottage in Dunnellon
4.95 out of 5 average rating, 242 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
Cottage in Coleman
4.97 out of 5 average rating, 204 reviews

Romantic Escape on Peaceful Mini Farm

Escape to a peaceful private farm cottage just minutes from Villages. Enjoy a romantic, cozy retreat with a private fenced courtyard, mini farm charm, and thoughtful comforts throughout. Pets are welcome with no surprise fees. Easy self check-in and simple checkout make your stay stress-free. Close to Brownwood, dining, shopping, and I-75. Extra parking may be available for boats, trailers, or larger vehicles with advance notice. Traveling with family or friends? Ask about nearby sister rentals.

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
4.98 out of 5 average rating, 322 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.

Top guest favorite
A well-appointed sleeping area features a white bed frame with plush bedding in navy and white tones. Two bedside tables with navy blue lamps flank the bed. Decorative pillows, including a map-themed cushion, add interest, while framed botanical prints hang above the headboard.
Cottage in Mount Dora
4.98 out of 5 average rating, 203 reviews

Charming Mount Dora Cottage • Walk to Downtown

Walking distance to all Downtown Mount Dora has to offer! Our lovely 2 bedroom, 1 bath 1940s cottage has been recently renovated. Features fully outfitted kitchen, deck with gas grill and outdoor firepit. Comfortable and elegant living space with 65 inch smart TV. Primary bedroom features King bed and smart tv. Second bedroom has two cozy twin beds. Bikes available for use. Whether you’re coming to relax, boat, shop or partake in one of Mount Dora's many festivities, consider staying here!

Top guest favorite
The cottage is seen from the yard, framed by vibrant yellow flowers in the foreground. The charming structure features a covered porch with chairs, set against a backdrop of lush greenery. An outdoor firepit and additional landscaping enhance the tranquil setting.
Cottage in Dunnellon
4.98 out of 5 average rating, 356 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.

Top guest favorite
Cottage in Mount Dora
4.96 out of 5 average rating, 157 reviews

1 min walk 2 Downtown!Golf Cart Rental Pickle Ball

Enjoy a stylish experience in the HEART of Downtown Mount Dora! This gorgeous historic 1925 cottage is just a short 1 -minute walk to the main shopping and dining district of Mount Dora! You are a 1 minute walk to Mount Dora’s beautiful pickle ball courts! This beautifully decorated 1000 square foot - 5 Star rental has been recently updated to reflect its old Florida cottage feel. With all of the thoughtful touches you will be sure to enjoy a comfortable stay in this beautiful city.

Top guest favorite
The cottage exterior displays a welcoming facade with a painted pink entrance and light green accents. Flower pots adorn the front porch, filled with vibrant blooms. A wooden ramp leads to the entrance, surrounded by landscaped gravel and gardens, epitomizing a warm and friendly atmosphere.
Cottage in Ocklawaha
4.96 out of 5 average rating, 114 reviews

Cottage Americana 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 charming cottage is presented under a night sky, featuring a well-maintained exterior with soft lighting. The house has a welcoming front porch, flanked by neatly arranged plants and decorative elements. Large windows and a central door are highlighted, inviting guests to enter.
Cottage in Eustis
4.95 out of 5 average rating, 119 reviews

Anneliese's Cottage

Just a delightful walk from Lake Eustis and its quaint downtown shopping & dining district, a 10 minute drive to Historic downtown Mt. Dora, and less than an hour from Orlando / Daytona Beach, this cottage , decorated with cozy elegance, is the perfect place to relax and truly enjoy all that the area has to offer. Right next door, you'll find an eclectic day spa, where you can set up a relaxing massage, facial, or have your hair & nails done during your stay!

Top guest favorite
Cottage in Inverness
4.96 out of 5 average rating, 136 reviews

Serendipity Lake private dock, canoes & kayaks

FL is in a drought, water levels are 8ft + lower than normal. You can still enjoy fishing and kayaking on our direct waterway. Watch the sunrise and sunset over the water on a private dock. This is a place you will want to come back to time and time again. We do provide kayaks and canoes to enjoy the lakes. 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
A welcoming entrance is displayed, featuring a blue front door with glass panels and a black handle. The entrance is framed by white decorative trim and a small porch awning. A neatly manicured shrub is positioned on one side, with a round doormat positioned at the doorway.
Cottage in Mount Dora
4.98 out of 5 average rating, 120 reviews

* 1 min walk to DT! KING bed! Golf Cart Rental!

Experience the charm of Mount Dora from this beautifully remodeled 5-star carriage house, just a 1-2 minute walk to the town’s vibrant shopping, dining, and waterfront district. Purpose-built for vacation rentals, this spacious retreat combines modern comfort with historic character—perfect for couples, solo travelers, or small families looking to stay steps from it all. A golf cart is available for rent to cruise around downtown in style!

Popular amenities for Wildwood cottage rentals

Quick stats about cottage rentals in Wildwood

  • Nightly prices starting at

    Wildwood vacation rentals start at G$16,733 GYD per night before taxes and fees

  • Verified guest reviews

    Over 480 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wildwood rentals

  • 4.9 Average rating

    Wildwood stays are highly rated by guests—averaging 4.9 out of 5!

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