Vacation rentals in Summerfield

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.

Modern Lake Weir House

Best sunset on Lake Weir! Lake front with private sand beach we are located on Sunset Harbor on Lake Weir. Plenty of dock space and beach space for several boats. House is on Bird Island and setup for entertaining friends and family. House was completely remodeled in 2018 with a modern contemporary design featuring 4 bedrooms, 2 bathrooms. One of the rooms is a movie theater with a 100” big screen that has a futon sofa. Can take the boat to Eaton’s Beach or Gator Joes just across the lake!

Location Can’t be Beat! With cart!

Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

The Island House on Lake Weir

Welcome to your next lake house destination! Nestled on the peaceful shores of Lake Weir, our charming lake house offers stunning water views, unforgettable sunsets and private beach/dock access. Whether you're here for a romantic escape, a family vacation, or a weekend with friends, you'll love the atmosphere. Direct access to Lake Weir for boating, fishing, or just soaking up the sun. Spacious screened-in porch with lake views, perfect for morning coffee or evening cocktails.

Villages home with unique elevated front porch

A bright 2 bed, 2 bath home with new flooring throughout, includes golf cart. Located in historic Country Club Hills. Less than two miles from Spanish Springs Square with restaurants, shops & FREE nightly entertainment. Minutes away from pools, hot tubs, recreation centers, walking paths, & golf courses. Fully equipped kitchen with starter pack. Relax with a book & a drink on the breezy front porch with an overhead fan. Free Netflix, Peacock Premium & high speed internet.

A+ Privacy | Hot Tub | BBQ + Dining | Family +Pets

Custom home with private garden, hot tub, outdoor dining & screened front porch. ★ "Beauituful home inside and out! I absolutely love the landscaping." ☞ Patio w/ alfresco dining + BBQ ☞ Backyard w/ private garden + hot tub ☞ Fully equipped + stocked kitchen ☞ Indoor jetted spa bathtub ☞ Card table + air hockey ☞ Multiple smart TVs (4) ☞ Indoor gas fireplace ☞ Pet friendly 11 mins → The Villages (cafes, dining, shopping) 12 mins → Eaton's Beach (swim + live music)

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.

Village Retreat | Spacious 4BR | Top 10% of Airbnb

★ Ranked Top 10% of All Airbnbs Worldwide! Gather the whole crew at this solar-powered 4-bedroom home in Summerfield — minutes from The Villages, the World Equestrian Center, and Silver Springs. Sleeps 10 with a king suite, Jack & Jill bedrooms with queens, a twin room, and a queen sleeper sofa. Unwind in the hot tub, fire up the full kitchen, and let the kids run the large backyard. Need space for 20? Rent the Horsey Hideaway next door.