
Cottage holiday rentals in The Villages
Find and book unique cottages on Airbnb
Top-rated cottage rentals in The Villages
Guests agree: these cottages are highly rated for location, cleanliness and more.

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!

Serenity Cottage-Peaceful, Lakefront Escape
Escape to our stunning lakeside cottage, the ultimate retreat for relaxing, adventure, and romance. Perfectly situated for every kind of traveler, our cozy getaway offers direct water access for boating, fishing, and sun-soaked leisure. Sip your favorite drink on the deck as you witness breathtaking sunsets over the lake. Whether you're craving peaceful solitude, thrilling excursions, or a romantic escape, our cottage delivers an unforgettable stay. Book now for the perfect lakeside experience!

Bluegill Fish Camp on Lake Panasoffkee
Clean comfortable fish camp visit with the best bass fishing in Central Florida. Clean fish camp with direct lake access, your own dock for quick fishing launches and no boat hassles. Leave your boat ready for convenient access to 8 miles of pristine largemouth and panfish lake fishing. Secluded canal with little to no boat traffic (just neighboring houses). I have a 20' bass boat that I navigate in and out of the canal easily(use of trolling motor on the short private canal is recommended).

Guest House- 1/1 Suite w/ Pool Use
Prime location with one of the most breathtaking views in The Villages, Village of Amelia (water and golf course)! BEAUTIFUL SUNSETS!! 5 mins from Lake Sumter and 10 mins from Brownwood, this charming spacious 830sf 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!

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!

Lakefront 2 bd 1baBoatlift-dock Harris Chain/open!
Relax with your morning coffee as you watch the sunrise over Lake Griffin, on the Chain of Lakes through Leesburg and adjacent to the Lake Griffin State Park. Bring your fishing pole or just soak up the Florida sun lakeside at this cozy cottage. 2 Queen beds and 1 Full Size pull out couch. 1 full bathroom. Please note AirBnB requires Guests to properly list the number of travelers in their booking and if you are traveling with children or pets. Booking for others is not permitted.

Private Dog Park | 4mi to Lake/Beach | Legends Run
Whole 3 acre is your fenced private dog park! Bring your pups here for a great time! We found this house with a big yard and built a fence so that our dog Maga could roam free. Unfortunately, she left us before we move here. Then one guest's dog, Legend, ran unleashed for the first time in his life. We were so touched to see how happy he was. The yard is therefore named Legend’s Run. In memory of our dog Maga, who is a legend herself, hope to bring joy to you and your dogs!

The Little Yellow House
Small cozy cottage with “Old Florida Rustic Charm”. Nestled in a wooded setting, close to town & shopping, restaurants & I-75. High speed Star-link internet. Two day min April-Nov. 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, & porch motion light. Strict two pets max (tell host). WEC & FAST 5 mi West. Host pays Airbnb fees. Guest pays occ tax & CleanF $50<3,$75>2nights.

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.

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 The Villages
Cottage rentals with a hot tub

Hilltop Golf Course Cottage in The Villages!

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

Villa 2928

The Almond Cottage

The Pecan Cottage

Shangrila
Pet-friendly cottage rentals

Cozy Cottage No 44

Cottage Americana at Coco Ranch

Cottage 34: Coconut Cottage | Dora Canal Court

View of Lake Weir with a private beach

Fully Equipped & Redone | 8PPL | Next to Lake Weir

Beautiful, clean, quiet 4bd 3br private lake house

Unique cottage with a heated pool on the canal

Cozy Cottage near Sumter Landing!
Private cottage rentals

Eagles nest

Cottage 31: Hibiscus Hut | Dora Canal Court

Cottage 36: Sunshine Suite | Dora Canal Court

The Villages LakeFront Lake Weir Home

Cottage 23: The Lighthouse | Dora Canal Court

Cottage 32: Flamingo Bungalow | Dora Canal Court

Lake Weir Getaway

Cottage 35: Heron Hideaway | Dora Canal Court
Quick stats about cottage rentals in The Villages

Nightly prices starting at
The Villages holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 400 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Villages rentals

4.9 Average rating
The Villages stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a hot tub The Villages
- Rentals with lake access The Villages
- Rentals with pools The Villages
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