Cottage holiday rentals in The Villages

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Top-rated cottage rentals in The Villages

Guests agree: These cottages are highly rated for location, cleanliness and more.

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Top Guest favourite

Cottage in Ocklawaha

5 out of 5 average rating, 23 reviews

Cozy Cottage at Lake Weir

Welcome to our cozy 2-bed, 1-bath home, perfectly situated in a charming town right by Lake Weir! Soak in refreshing lake breezes and breathtaking sunsets just right outside the door. Centrally located near Belleview, Ocala and The Villages, our home offers easy access to nature, dining, and entertainment. Explore the Ocala National Forest or launch your boat from the nearby ramp, just 4 miles away. Spend your days at the lake and enjoy meals at the restaurant bar & grill just across the street!

Top Guest favourite

Cottage in Umatilla

4.98 out of 5 average rating, 102 reviews

Cottage by the Lake

Cute, comfortable 1935 detached home which is 900 SQUARE FEET AND PET FRIENDLY. Per pet fees are negotiable because we love them just message me: 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

Guest favourite

Cottage in Inverness

4.94 out of 5 average rating, 107 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

Cottage in Brooksville

4.88 out of 5 average rating, 150 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.

Guest favourite

Cottage in Umatilla

4.94 out of 5 average rating, 138 reviews

The Quaint Little Cottage for your Getaway!

❤️Near to springs and Manatee watch areas, Ocala Forest, Fishing 🎣 equestrian 🐎 activities, Mount Dora & 🪑Antiques Markets. Just 39 miles to Orlando & Disney and 43 miles to the beach 🏖 The Cute, Quaint and Clean Little Cottage you are looking for your getaway!❤️ Heartwarming Authentic Cottage for joyful stays! 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!

Guest favourite

Cottage in Leesburg

4.91 out of 5 average rating, 109 reviews

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!

Superhost

Cottage in The Villages

5 out of 5 average rating, 3 reviews

The Parfect View Cottage

Prime location with one of the most breathtaking views in The Villages (water and golf course)! BEAUTIFUL SUNSETS!! 5 mins from Lake Sumter and 10 mins from Brownwood, this charming spacious 900sf 1BR 1BA apt with king bed and full kitchen provides everything you need. The apt is part of the owner's home, but is completely separate with its own 2 entrances, large TVs, w/d, and an EXTRA LARGE ROMAN SHOWER. Enjoy life as a Villager in this cottage with the Parfect View!

Top Guest favourite

Cottage in Ocklawaha

4.92 out of 5 average rating, 110 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

Cottage in Floral City

4.93 out of 5 average rating, 205 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 Clermont

4.9 out of 5 average rating, 113 reviews

Beautiful country house

Take the whole family to this fantastic place with many areas for 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 witness a beautiful sunset unparalleled, stay and observe the stars, spaces suitable for unique souvenir photos. Ideal area for cycling and walking. NOTE: if you want an event check our rates first

Top Guest favourite

Cottage in Tavares

4.96 out of 5 average rating, 233 reviews

Lakeside Cottage on Lake Dora

A charming 1200 sq ft, two bedroom, two bath cottage located on beautiful Lake Dora with white sand beach. A great place to relax and your home away from home. Just minutes from Tavares (known as the Seaplane City) and Mt. Dora (known as the City of Festivals.) You can bring your boat and tie it up to the dock. Large circular drive with plenty of parking for cars, trailers, etc.

Superhost

Cottage in The Villages

4.79 out of 5 average rating, 72 reviews

Villa Del Sol

Our cozy, comfortable, one bedroom cottage type home is the perfect place to experience all we have to offer in The Villages. Enjoy unlimited sunshine, golf, swimming pools, nightly entertainment, dancing, fine dining and lots of shopping. Home includes everything you would need in a vacation home. We have recently added a gas Yamaha golf cart to our list of amenities.