Cottage vacation rentals in Wildwood

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Top-rated cottage rentals in Wildwood

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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
4.83 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

Top 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, 132 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
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, 195 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
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 favorite
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, 398 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 favorite
A bright living room features large windows allowing natural light to fill the space. A sectional sofa in teal is positioned around a small table, with light wood flooring underfoot. A television sits opposite the seating area, complemented by a light ceiling fan above.
Cottage in Clermont
4.96 out of 5 average rating, 100 reviews

A-Frame Cottage near Disney, Universal, & Lakes

Come enjoy a relaxing stay at the Dragonfly Cottage and explore all that Central Florida has to offer. With Disney World just 23 miles (37 km) and Universal Studios 26 miles (42km) away, you will find plenty of entertainment. Beautiful Lake Louisa State Park is less than 3 miles (5 km) and the Downtown Clermont Lakes only 6 miles (9 km) away. With amenities like an Olympic-size pool just steps away, you'll be able to cool off and unwind after long days of sun and fun.

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
4.94 out of 5 average rating, 222 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
Cottage in Coleman
4.97 out of 5 average rating, 183 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 favorite
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!

Top guest favorite
The exterior of a two-story detached home is presented, featuring white siding and black shutters. The entrance is adorned with planters, and a small walkway leads to the front door. Lush greenery surrounds the property, and a clear blue sky is visible above.
Cottage in Umatilla
4.98 out of 5 average rating, 131 reviews

Cottage by the Lake

Cute, comfortable 1935 detached home which is 900 SQUARE FEET AND PET FRIENDLY. The other side of the property has our main home. The cottage is newly remodeled and fenced in. Views of Lake Umatilla from all rooms. 8 miles to beautiful Mount Dora and 3 miles to downtown Eustis. 1 hour to attractions, airport and east coast beaches. We are 20-30 minutes from most local Springs. Our Lake Umatilla does have public boat ramp access

Top guest favorite
A cozy dining area is illuminated by natural light from windows on three sides. A blue table is surrounded by four wooden chairs, and a woven pendant light hangs above. Decorative elements include a bowl of fruit on the table, enhancing the inviting atmosphere.
Cottage in Mount Dora
4.99 out of 5 average rating, 140 reviews

Walk to Downtown! - The Happy Hour Cottage

The Happy Hour Cottage is a newly renovated 1600 SF, 2 bedroom/1 bath unit. Located within walking distance to downtown, the marina, several parks, and Lake Dora. Enjoy the quaint neighborhoods, dining, shopping, or attend one of the year round festivities. Relax and enjoy the nostalgia of yesteryear while exploring downtown or relaxing in the courtyard with a glass of wine around the firepit.

Top guest favorite
The exterior of the lakeside retreat features a modern design with a combination of wood and metal siding. Large windows reflect the natural surroundings, and a spacious grassy area leads to a covered porch with seating, offering a welcoming space for relaxation.
Cottage in Silver Springs
4.95 out of 5 average rating, 134 reviews

Lakeside Getaway with kayaks!

Relax in this cozy 600 sq ft lakeside retreat with stunning lake views and peaceful surroundings. Enjoy sunsets on the beach, kayaking, canoeing, and access to a private dock. Located just 5 minutes from a grocery store, with restaurants and shops 20+ minutes away. Perfect for those seeking a tranquil escape and outdoor adventure. Book your peaceful lakeside stay today!

Popular amenities for Wildwood cottage rentals

Quick stats about cottage rentals in Wildwood

  • Nightly prices starting at

    Wildwood vacation rentals start at G$16,730 GYD 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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