Holiday rentals with outdoor seating in The Villages

4.95 out of 5 average rating, 126 reviews

2/2 custom pool home with 4 person gas golf cart

Beautiful Monterey style 1600 SQFT home, 2BR/2BA, fully furnished with a heated pool at 85' year round. Great location in Rio Grande; just a short golf cart ride to Spanish Springs & Lake Sumter. Home is on a quiet cul-de-sac; no neighbors behind. Private lanai from the Florida room. Tile and granite countertops throughout; Stainless steel appliances; sleeper sofa in the LR. 4 person gas golf cart also included. Sorry, hot tub not included. Dog friendly! Smart Tvs in both BRs, cable in LR only

5 out of 5 average rating, 23 reviews

3/2 Designer Home W/ Golf Cart

Make this home your Villager get away! This is a designer home fully furnished with everything you will need for your vacation. This home is perfectly located minutes away from Sawgrass where you can enjoy live music every night. 🎶 The home is only an 18 minute drive from Brownwood which is a crowd favorite town-center. Home comes with a 4 seater golf cart perfect for adventuring to the pickleball courts, golf courses, pools & so much more! Come enjoy the sunshine in the beautiful Villages😀

4.98 out of 5 average rating, 112 reviews

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

4.99 out of 5 average rating, 73 reviews

New Luxury Home-Pool-Waterfront View-3 King Suites

Enjoy this unique, tranquil getaway in a new 2023 home less than 3 miles from Sawgrass Grove (nightly entertainment, restaurants), and only a few blocks from Mickylee Pitch and Putt, Jubilee Putting Course, and the new Franklin Recreation Center. Ezell, Homestead, and Citrus Grove Rec Centers are all under 3 miles away. Back yard with lanai, pool with fountain, pond, and trees is a RARE find in The Villages! 3 king bedroom suites! Golf cart (4 seats) available for an additional fee.

5 out of 5 average rating, 17 reviews

Heated Pool, Dog Friendly, Golf Cart Included

Welcome to your dream getaway! Our exquisite 2 bed, 2 bathroom home is a true haven of luxury and relaxation. From the moment you step through the front door, you'll be enveloped in an atmosphere of opulence. Indulge in a restful night's sleep in our meticulous bedrooms, each adorned with plush bedding and upscale furnishings. The sparkling pool beckons for refreshing swims, while the adjacent hot tub provides the perfect spot for soaking under the stars. Don't forget the games room.

5 out of 5 average rating, 21 reviews

Pirates & Parrots - The Villages - w/Golf Car !

GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2020 Yamaha included! No smoking!!

4.93 out of 5 average rating, 15 reviews

The Grandview

Sure to wow and impress you, this stunning premier home has it all. With four spacious bedrooms, you can bring the whole family for some memories and fun. A sparkling pool and an inground hot tub await you on the sprawling lanai, complete with ample seating and an outdoor kitchen. This home is just minutes from Lake Sumter Landing and all the shopping, dining, golf, recreation and activities you could imagine! Golf cart for your convenience. Golf cart is not guaranteed.

4.99 out of 5 average rating, 116 reviews

VIEW-T-FUL! w/Golf cart

Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

5 out of 5 average rating, 42 reviews

Villa in The Villages

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.

4.96 out of 5 average rating, 182 reviews

Home in Ocala

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

4.91 out of 5 average rating, 43 reviews

Beautiful Designer Home -Golf Cart- Walk to Sumter

This stunning designer home comes with a golf cart and is within walking distance to Lake Sumter Market Square. It sleeps 4 adults in 2 bedrooms. 5G Wi-Fi. Kitchen is loaded with amenities & spices, lots of comfy lounging spaces, an inside laundry room, 2-car garage, landscaped yard and easy access to Hwy 466. 3-day min. May-Sep, 7-night min. Oct, Monthly stays only Nov-Apr. You will love staying in this stylish home away from home.