Holiday rentals in Summerfield

Summerfield’s Southern Comfort

Summerfield’s Southern Comfort: 3 Bedroom / 2 bath manufactured home nestled on a large end of street private country setting. This property is surrounded by trees and provides easy access to property. Plenty of parking for multiple vehicles, larger vehicles, trucks, and trailers. This property is very close to most areas of attraction. Access I 75, 441, & 301 are just minutes away. Few miles to The Villages area, Silver Springs, FL Horse park, and Ocala. Shopping, grocery & fine dining nearby.

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

Getaway on the Waterway/ Kayak+SUP Fishing Firepit

Welcome to your peaceful Getaway on the Water. Whether you or your group are visiting the Villages, or just need a peaceful getaway to recharge, this is the place!There's something for everyone! Paddleboard or Kayak (provided) the beautiful canal to either lake. Enjoy your morning coffee or evening cocktail in nature on the dock. Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, they also offer sunset cruises and water taxi to Eaton's Beach restaurant right from our dock!

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.

Majestic cabin on Fort Brook Farm

Get away from it all when you camp under the stars on our beautiful little farm. Our cabin is a bedroom with queen size bed and a sleeping loft that is a twin. Bring a sleeping bag for loft. This air conditioned and heated cabin has a little extra. There’s a sink, fridge, and a coffee maker with pods in the kitchenette. There’s a great fire pit that also is a grill. We have chairs and table to sit by your camp fire. The restroom and showers are separate. There is not a half bath in the cabin.

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

Horsey Hideaway

The Horsey Hideaway offers a brand-new, professionally decorated 4-bedroom, 2-bathroom home just 2 blocks to "The Villages ". and short drive to the World Equestrian Center! Features include: 4 Spacious Bedrooms -Luxurious primary king size bed /ensuite, 2 bedrooms - queen size beds and the fourth bedroom-twins. New Samsung smart TVs in each. Well-Equipped Kitchen with eat in dining Outdoor Fun: The fenced backyard, great for kids to play. A 7-person hot tub.. See rules on quite hours!

Farm Stay at The Cottage

Escape to this charming 1918 farm cottage, where historic character meets modern comforts on 14 peaceful acres. Wake up to rolling pastures, farm animals, and century-old trees, offering a true retreat. Explore Silver Springs, the World Equestrian Center, and scenic trails just minutes away. Unwind by the fire pit, sip coffee on the porch, or visit local cafés and boutiques. Whether you seek relaxation, adventure, or a taste of farm life, this getaway has it all!

Hidden Oasis - near Villages/Lake Weir - boat/fish

Close to north end of Villages, off Hwy 441/27 and Hwy 42. Brand new 2023 studio apartment with private brick patio overlooking lovely yard/tall oaks. Full kitchen in case you feel the urge to cook and modern bathroom with walk-in shower and laundry center. Free wi-fi and TV with your favorite streaming channels. Quiet family neighborhood with your own parking space. We live on property for any help you might need. Welcome to our paradise!!

Cute & Cozy Tiny Guesthouse

Take it easy at this cozy and peaceful getaway located in a safe and quiet neighborhood near The Villages. It's conveniently located all within 1.5 miles to Walmart, Aldi, Waffle House, McDonald's, Pizza Hut, Cracker Barrel, BJ's Wholesale and many other shops and restaurants. Plus, The Villages Hospital. We are also located two miles from The Villages Spanish Springs town square which has free entertainment from 5pm to 9pm every night of the week.

Casa de Santos - 4 BR on Santos Trails w/Game room

Skip the drive—ride straight onto the Santos Trails from the house. Our 4-bedroom home sits directly next to a bike shop, making rentals, repairs, and gear just steps away. Designed for riders and groups, you’ll have space to relax after long trail days with a game room, fire pit, and plenty of room for everyone. Whether you’re here for a weekend ride trip or a longer stay, this is one of the most convenient and rider-friendly locations in Ocala.

Cozy 2 bedroom home near The Villages

This hidden treasure is conveniently located next to The Villages. Enjoy a well kept, updated single wide mobile home in a spacious lot. The fenced in yard is perfect for children and pets to run and play. Relax in the screened in porch and take in the peaceful neighborhood surroundings. Just a short jog from Lake Weir where you can enjoy fishing, boating and swimming. Take a day trip to Orlando and Tampa attractions, Daytona and Cocoa beaches.