Cottage holiday rentals in Wildwood

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Top-rated cottage rentals in Wildwood

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Guest favourite
A set of wooden steps leads up to a charming cottage nestled among trees. The entrance features large glass doors, inviting natural light into the space. The surrounding area is landscaped, enhancing the tranquil ambiance of the private property.
Cottage in Eustis
4.96 out of 5 average rating, 135 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

Guest favourite
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
4.83 out of 5 average rating, 145 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 favourite
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, 128 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!

Guest favourite
A quaint cottage is nestled among greenery, featuring a wooden deck with a railing. Pink chairs sit invitingly on the porch, while vibrant flowers and manicured plants frame the entrance. A metal roof reflects sunlight, enhancing the cottage's charming exterior.
Cottage in Brooksville
4.88 out of 5 average rating, 157 reviews

Spotted Dance Ranch

Spotted Dance Ranch is a small guest ranch and horse breeding facility that has been hosting guests since 2014. Come stay in our cozy Cowboy Cottage located on the beautiful ranch grounds, and enjoy the peace and quiet of the ranch located adjacent to the Croom Tract of the Withlacoochee State Forest! Bring your horse if you have one; otherwise, many other outdoor activities and attractions are available nearby, or just relax! We are conveniently located outside Brooksville, FL near I-75.

Top guest favourite
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
4.97 out of 5 average rating, 192 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 favourite
A spacious living area features comfortable seating arrangements with soft furnishings and an open layout leading to a dining space. Natural light fills the room, complemented by warm, neutral tones and accents of greenery seen through the windows.
Cottage in Mount Dora
4.97 out of 5 average rating, 143 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 favourite
The exterior of the cottage showcases a charming façade featuring white siding and contrasting turquoise accents. A small patio area is furnished with a table and chairs, surrounded by a neatly kept lawn and a picket fence.
Cottage in Astor
4.85 out of 5 average rating, 397 reviews

St John's Cottage Astor- escape to the forest!

A little bit of Old Florida - stay in this quirky cottage on the edge of Ocala National Forest with its beautiful clear springs! Set in an acre of land away from the crowds, with plenty of room to bring your toys, you're all set for outdoor adventures - Springs galore, river boating, horseback,kayaking ,skydiving, hiking- gorgeous outdoor deck& patio, grill! We allow one non-shedding dog, no pet fee charged, we just ask that your fur baby is kept off the furniture at all times.

Guest favourite
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, 227 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 favourite
Cottage in Ocklawaha
4.92 out of 5 average rating, 114 reviews

Seaside Dreams 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 favourite
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
4.94 out of 5 average rating, 221 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 favourite
Cottage in Coleman
4.97 out of 5 average rating, 181 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.

Guest favourite
A charming cottage is showcased, featuring a light-colored exterior with red shutters. The entrance is framed by a covered porch and planters, while a landscaped area with low shrubs and flowers adds a welcoming touch to the pathway.
Cottage in Eustis
4.95 out of 5 average rating, 112 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!

Popular amenities for cottage rentals in Wildwood

Quick stats about cottage rentals in Wildwood

  • Nightly prices starting at

    Wildwood holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 500 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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