Pet-friendly holiday rentals in The Villages

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.

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

Sweetwater Cottage FALL RATES 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.

Renovated "Cozy Bungalow" in Downtown Mt. Dora!!!

The perfect place to stay while visiting beautiful Mount Dora. Just a short walk or bike ride (provided) to historic downtown Mount Dora. Enjoy all the nearby shops, cafes and galleries. Located in an established neighborhood amongst other renovated historical cottages. Walk to the library, parks and to Lake Dora at sunset. Built in 1948, this inviting 2 bedroom 2 bath home has been recently renovated. The kitchen is fully equipped with a mini fridge, microwave, coffee maker, and stove.

Spacious, modern and cozy , close to downtown.

Comfy, clean and cute! Only 5 min drive to downtown. The house is one story and located in a quaint neighborhood. Inside as you entered there is a spacious living room with a L shaped couch overlooking the beautiful modern electric fireplace and large TV. Great layout with Master on one side and the other two bedrooms on the other side. Kitchen is fully stocked with all you need. Outside there is a porch in front, a large covered lanai in the back and big fenced yard for your pets.

Florida Gulf Coast. Sunshine and warm breezes!

2 bedroom 2 bath home in a quiet neighborhood. private pool with privacy screen lanai. The house sleeps 6 comfortably. Master has queen and private bath. Guest room has queen and set of bunk beds. Amenities: Fully equipped kitchen, air conditioning, heating, washer & dryer, wifi, smart TV, patio furniture and gas grill. Great location! Busch Gardens and Tampa attractions 45 minutes away! Many other attractions, including beaches, only minutes away! This is a pet friendly home.

Entire 2 bedroom home w/1 car garage in Inverness

A cute, cozy home with 2 bedrooms and 2 bathrooms, one with a walk in shower. The family room has a sleeper sofa, if needed as well as a TV, cable and wifi. Minutes from downtown Inverness, shopping, restaurants, boat launch, parks and the Withlacoochie walk/ride trail. Perfect get away whether for a few days or a snow bird experience. Fully fenced back yard makes the home pet dog friendly; however we do request prior approval. No smoking or Vaping on the premises. No parties.

The perfect Cottage for your Family Private Stay!

The Cute and Clean Little Cottage you are looking for! Pleasant getaway from the City! ❤️ Near to springs and Manatee watch areas, Ocala Forest, Fishing 🎣 equestrian 🐎 activities, Rocking Horse, Black Horse, 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!

Patio Villa, 5 mins from Sumter, FREE Gas Cart!

Adorable Patio Villa in a Prime Location. FREE GAS GOLF CART! Located in the heart of The Villages, in the village of Caroline. 5 minutes from Lake Sumter Landing, with bountiful options for golf, food, and entertainment just a short golf cart ride away. This isn’t your average, ‘bare bones’ investment rental. This is where our family stays when they come to visit. It is furnished with quality linens, furniture, kitchen equipment, Xfinity, & Roku.