Cottage vacation rentals in The Villages

4.93 out of 5 average rating, 104 reviews

Cozy Cottage 3 blocks from town

Come as guests, leave as friends. This super-clean 1 bed, 1 bath cottage sleeps up to 4 adults. "Cozy Cottage" is pet friendly and laid back with a super-fast internet connection. Historic Mount Dora is only steps away. Enjoy the many quaint shops, restaurants and regional festivals. The rolling hills and lakeside views give this town its New England seaside charm. Orlando theme parks are only 1 hour away. We are the perfect place to retreat after the hustle and bustle of the theme parks.

Superhost

Cottage in Inverness

4.87 out of 5 average rating, 112 reviews

Sweetwater Cottage private dock, canoe & kayaks

Come enjoy our lakeside cottage and its fun relaxing vibe! This private home is fully fenced and features a private dock. We are pet friendly for well behaved four legged friends that enjoy traveling. We have a 14 ft canoe and 2 kayaks for you to enjoy. We do have a small gas motor you can rent for the canoe allowing you to truly explore the lakes. Bring your boat! We have a community boat ramp one street over. Only minutes to downtown Inverness! PET FEE $25 per pet paid directly to host.

4.98 out of 5 average rating, 151 reviews

Newly Renovated Cottage, Easy 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!

4.9 out of 5 average rating, 105 reviews

Cottage in Leesburg

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!

4.96 out of 5 average rating, 190 reviews

Cottage in Ocala

The Little Yellow House

Cozy clean cottage with “Old Florida Rustic Charm”. Sits on 1/2 acre with a “wooded view”, but close to town & shopping, restaurants & I-75. Well maintained short (1/10 mi) non-paved driveway with night reflectors. Two pets accepted (see details below). 5 miles to World Equestrian & Florida Aquatics Centers. 10 mi to SSprings. Queen bed and bunk w/full/twin beds, a full kitchen, washer & dryer. Wifi 10mbps. Host pays ALL airbnb fees!! Guest ONLY pays occupancy taxes. NO cleaning fee.

4.95 out of 5 average rating, 128 reviews

Cottage in Umatilla

Heartwarming Authentic Cottage for Family Joy!

The Cute and Clean Little Cottage you are looking for! Pleasant getaway! ❤️ Heartwarming Authentic Cottage for joyful stays! 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 🏖 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!

4.83 out of 5 average rating, 365 reviews

Cottage in Astor

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.

4.99 out of 5 average rating, 109 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. **Offsite boat parking can be arranged for $25 per night for guests with boats.

4.96 out of 5 average rating, 108 reviews

Cottage in Eustis

Redbird cottage and farm. Equestrian lake cottage

This charming equestrian lake cottage is located on a private, secluded, clean spring fed lake in central Florida. Newly renovated, new comfortable pillow top mattresses. Lake access, including the ability to launch small boats on site. Fishing and campfires are welcomed. Enjoy the peacefulness with a view of grazing horses on property. This is your authentic lake farmhouse destination. Away from all the chaos, but within minutes you can be in downtown Mt Dora or Eustis.

4.92 out of 5 average rating, 108 reviews

Cottage in Ocklawaha

Warm & Cozy 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.

4.93 out of 5 average rating, 203 reviews

Cottage in Floral City

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.