
Cottage holiday rentals in Wildwood
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Top-rated cottage rentals in Wildwood
Guests agree: these cottages are highly rated for location, cleanliness and more.

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

The Little Yellow House
Cozy cottage with “Old Florida Rustic Charm”. Home has a 3 day min stay w/firm cancel policy. Nestled in wooded setting, close to town & shopping, restaurants & I-75. High speed Star-link internet. Queen bed and bunk(w/full/twin beds), full kitchen, washer&dryer. Accessed by well maintained non-paved driveway (1/10 mi) with night-time reflectors, & motion light on porch. Two pets max (tell host). WEC & FAST 5 mi West. Host pays ALL airbnb fees!! Guest ONLY pays occupancy taxes. NO cleaning fees.

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!

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!

Waterfront Cottage on The Harris Chain in Leesburg
Cozy waterfront cottage on Haynes Creek. Whether its relaxing, fishing from your own dock, boating the Harris chain, paddle boarding, birdwatching, use our kayaks or pedal boat, or exploring the nearby towns and springs... we have it all. Fully equip kitchen, outdoor grilling area, wifi and cable, parking, laundry, gas fire pit on your private deck, boat parking at your dock or book a tour with Monster Bass fishing. Walkable to nearby stores or Gator Bay for a drink, meal, or music!

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.

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.

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.

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.

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.

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!

Beautiful country house
Take the whole family to this fantastic place with many areas to have fun. We have 5 acres of land just for you, beautiful country house in the only hills of the state of Florida, you will enjoy the tranquility, privacy, connection with nature and you will witness a beautiful sunset unparalleled, stay and watch the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and hiking. NOTE: if you want an event, check first for our rates
Popular amenities for cottage rentals in Wildwood
Cottage rentals with a hot tub

Hilltop Golf Course Cottage in The Villages!

3BR/2BA Charming 1920's Lakefront Estate + Hot Tub

Beautiful Water Front Astor Cottage w Hot tub

Deck & Hot Tub: Lakeside Retreat in Inverness!

Cottage 2bds, slps4, kitchenette, laundry, hot tub

420 Friendly & Clothing Optional waterfront cabin

Casita of the Setting Sun- 1/1 Suite w/ Pool Use

Lazy Oak Cottage
Pet-friendly cottage rentals

Villa Del Sol

Private Dog Park | 4mi to Lake/Beach | Legends Run

Cozy & Quaint! The Little Cottage for Big Hearts.

Seaside Dreams Cottage at Coco Ranch

Refreshing 1930s Cottage in Mount Dora

Cozy Cottage 3 blocks from town

*1 min walk to Downtown Mt. Dora! Newly updated!

JoMo Retreat on the Withlacoochee River!
Private cottage rentals

Wekiva Waterfront Cottage with Dock with kayaks

Charming, peaceful farm cottage + horse boarding

Cozy Vibes Lake Cottage Getaway

Lake Weir Retreat w/Dock The Villages/Ocala

1/1 Cottage in Mount Dora's Historic District

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Peaceful Lakeside Cottage for Tennis Enthusiasts!

Downtown Inverness Lake Cottage
Quick stats about cottage rentals in Wildwood

Nightly prices starting at
Wildwood holiday rentals start at € 69 per night before taxes and fees

Verified guest reviews
Over 490 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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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
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