Villa holiday rentals in Sumter County

Seaside Charm in The Villages

Welcome to your beach-inspired retreat in The Villages! This newly renovated home features calming blue decor in a central location. Just 10 minutes to Lake Sumter Landing, 13 minutes to Brownwood, and 19 minutes to Spanish Springs, enjoy easy access to dining, shopping, and entertainment. Dive into nearby pools, explore over 50 golf courses, and soak up the Florida sun. This home is your ideal getaway for relaxation and fun! Book your stay today & experience all that The Villages has to offer!

1198 Merryweather; 3BR at Lake Sumter just 2nt min

Large 3BR/2BA courtyard villa. Affordable luxury & 5-star reviews. PRIME LOCATION in CENTER of community. Upscale furnishings. Short walk to central town square w/shops & restaurants. King, queen, full beds all with newer quilts sleep 6 comfortably. Fast WIFI, 2 brand new Samsung Smart TVs (65" living room); 2 desks for laptop/at-home work. Private yard. Newer patio chairs. Vinyl plank floor. I also manage 2br home across street. Rent both to sleep 10; Rest of 2025=2nt min. Pet ok (w/fee).

Golf View Panoramic Sunsets Upscale Neighborhood

Quiet, No Party Home. Lovely home, clean, fully equipped, steps to Country Club Golf/Dining! ACTIVE 55+ Golf Cart community free golf tennis & much more with Resident ID's. Numerous Championship Golf courses at Resident discounted rates. After all the day's activities - you can come home and relax. HOA bylaws: 1 occupant must be 55+ and no occupants under 19 years of age. Maximum 4 overnight occupants on any evening. No Noise Disturbances 9 pm - 7 AM, no overnight parking on street

Melody Lane's Crafting Getaway - Cricut Included

Relax & watch TV on a 55” LG OLED. Complete with linens, kitchen equipment, high speed wifi, plenty of relaxing patio furniture outside and closed in lanai. Craft with the supplies and machines in the Dreambox. This Crafting Getaway is located in the gated Village of Alhambra just a short golf cart ride away from the popular Spanish Springs Town Square & Lake Sumter Landing which hosts shopping, restaurants, movie theaters, and free live entertainment nightly!

Palm Oasis Retreat - Dog Friendly w/golf cart

Looking for a beautiful courtyard villa in a great location? Look no more! Conveniently located between Brownwood and Lake Sumter Landing, and close to Colony Plaza which includes grocery, gas, restaurants and more. This newly renovated villa is in the sought after Village of Charlotte. Located right in the middle of all the fun, this property is a short golf cart ride to the Charlotte Neighborhood pool, Captiva Recreation Center, shopping, and restaurants.

Duval 2Br Patio Villa with Golf Cart

Top Quality 2bd 2 ba Patio Villa with Golf cart! Gorgeous villa with premium vinyl floor (no carpet) and gas golf cart in Village of Duval - a perfect getaway to Central FL's Premier golf community. Enjoy community pools, 50+ courses and 3 town squares, each w/FREE nightly shows, shops, restaurants and hundreds of activities to try! Exactly in the middle of Lake Sumter and Brownwood!! 50 minutes from Orlando theme parks! Low rates,

3/2 Luxury Villa, Golf cart included! Near Sumter!

Enjoy this luxury private Villa in the heart of The Villages, Florida! This delightful 3-bedroom, 2-bathroom is your ticket to experiencing the vibrant lifestyle of a Villager. This Villa is a 0.7 mile walk or short golf cart ride to Sumter Square with beautiful boardwalk views along Lake Sumter, live music every day, the Old Mill Playhouse movie theater, and a variety of boutiques and restaurants.

Haven Patio Villa located in Chitty Chatty

Haven Patio Villa located in Chitty Chatty 2 bed/2 bath fully furnished with split bedroom scheme Golf Cart Garage and Carport (2 queen beds and a sofa sleeper) *NOT recommended for more than 4 adults Enclosed Back Patio Walking distance to pool, shuffleboard, corn toss and bocce court. Golf cart accessible to shopping, Brownwood and more….

Hill Street Haus

Hill Street Haus is your warm, private retreat within The Villages Master Plan Community. The Haus has many amenities including wi-fi, three tv's, Sonos sound system, electronic shades, electronic reclining sofa, fully stocked kitchen and bar. You can golf, play pickleball/tennis, swim, shop and eat at a variety of locations within The Villages