Villa holiday rentals in Old Town

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Top-rated villa rentals in Old Town

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Superhost

Villa in The Villages

SunnyPeace Retreat

Once you enter this home you will experience a sunny, welcoming and peaceful atmosphere. This spacious home is upgraded with sun roofs, vinyl plank flooring, modern faucets, granite countertops, and stainless steel appliances. The master bedroom boasts a queen-sized bed, and the second bedroom has a queen-sized bed. There are 2 smart TVs, 2 outdoor porches, and a grill. Centrally located to golfing, pools, rec centers, live entertainment, restaurants, shopping and more. There are many amenities.

Top guest favourite

Villa in The Villages

4.76 out of 5 average rating, 34 reviews

2 bedroom Villa

Lovely 2bdrm villa in an adult 55+community in the Villages, Fl. Nicely furnished , complete with linens, dishes, etc. W/D, TV in master bdrm and lvng rm. With a $50 (2 people) temporary resident ID purchased from the Villages, you can enjoy all the benefits of home ownership such as free golf at 40 executive courses, swim at any of the pools, play tennis, or participate in over 2000 activities. No pets, no smoking, kids with prior approval only, add’l fees include $125 cleaning,$50 resident ID

Top guest favourite

Villa in The Villages

5 out of 5 average rating, 8 reviews

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!

Superhost

Villa in Alachua

4.91 out of 5 average rating, 47 reviews

Luxury 3Level 6Bedroom Villa Nature Reserve Views

Luxury awaits you in this centrally located 5000 Sqft villa nestled by the peaceful San Felasco Nature Reserve. This fully equipped home comfortably fits large families or groups in order to enjoy all there is to do nearby whether it's a Gator game, walking trails, natural springs, downtown Gainesville or events hosted by UF. Home is located in a gated golf community which boasts a neighborhood pool, parks for the children and a restaurant. This is the retreat your family has been looking for.

Villa in The Villages

4.5 out of 5 average rating, 10 reviews

Sunny Courtyard Villa w/ Patio: Golf & Dine!

Sunny days on the green and relaxing evenings in the private backyard await at this 2-bed, 2-bath vacation rental in The Villages! Set into The Village of St. James, this villa features 1,200 square feet of well-appointed living space, a fully equipped kitchen, and a screened-in patio. Take a dip in the community pool or visit the rec center for some fun in the neighborhood. With nearby golf courses, Lake Sumter Landing, and even day trips to Disney World, there's always something fun to do!

Top guest favourite

Villa in The Villages

5 out of 5 average rating, 27 reviews

The Coconut Courtyard-Private saltwater Pool-clean

Private Heated saltwater pool. Affordable luxury, modern spacious home. We have bedrooms themed after the town squares! Walk to the Nancy Lopez course/restaurant. We have one of the largest corner lots in The Villages. Outdoor seating, pool is screened in. Our kitchen is fully stocked for cooking, the home is spotless clean with little luxuries that will surprise you. We are half way between Spanish Springs and Lake Sumpter. Easy cart ride to eat, dance, shop, golf, & more! #memories

Superhost

Villa in The Villages

4.9 out of 5 average rating, 20 reviews

Beautiful villa near Sumter Landing w/ Golf Cart

Perfect central location between Lake Sumter Landing and Brownwood Paddock! 4 seat electric golf cart provided to enjoy exploring all that The Villages has to offer. Totally remodeled, new appliances, new flooring, new furnishings, large screen TV's in every room. Luxurious king bed in master and queen bed in guest bedroom. Fully equipped kitchen with everything you would need to prepare a delicious meal. Decorated with comfort in mind including 4 power recliners & extra comfy bedding.

Superhost

Villa in The Villages

4.79 out of 5 average rating, 33 reviews

The Villages - Patio Villa near Brownwood Sq.

This villa is minutes from rec. centers, pools, golfing and Brownwood Sq. On a spacious corner lot it has more privacy. In the Village of Pinellas, enjoy 2 beds, 2 baths, a glass & screened lanai and a patio. Chairs & table enhance your outdoor entertaining. The villa is comfortably furnished with appliances that’ll make you feel at home, like inside washer and dryer, 50” panel TV, and more. • The recliner foot rest is currently broken • Blinds & carpet replacement planned for Oct 2025

Guest favourite

Villa in The Villages

4.85 out of 5 average rating, 234 reviews

Perfect "get-away" home for a couple or family!

Great getaway for a single, couple, or a family. Only an hour from the Disney Parks! By golf cart, you are only minutes from pools, rec. centers, golf courses and many dining options as well as the grocery store. The home includes a nice outdoor seating area. The "squares" provide FREE nightly entertainment. I offer a golf cart for getting around in The Villages. This get-away home is perfect for people looking to relax OR never be bored! It's always a great day at The Villages!

Guest favourite

Villa in Sugarfoot

4.83 out of 5 average rating, 41 reviews

The Pond House | Large Pool, 10 guests, Pool Table

Escape to The Pond House in the heart of Gainesville - a 5BR, 3BA serene getaway on 1 acre of nature. Revel in the stunning views by the tranquil pond. This home is an entertainment haven featuring a vast swimming pool, an outdoor dining spot, dual fire pits, and a game room with a Nintendo setup. Challenge your friends to pool or cook up a feast in the gourmet kitchen. Every detail at The Pond House is curated for your delight, offering a slice of paradise for every traveler.

Guest favourite

Villa in Gainesville

5 out of 5 average rating, 14 reviews

Peaceful retreat-Entire home, backyard pool oasis

Take it easy at this unique and tranquil getaway. This 3 bedroom 2 bath home is located on 1 acre in a friendly neighborhood in SW Gainesville. Just a short drive to endless restaurants, shops, UF hospitals and campus, as well as fresh water springs. Enjoy the screened in porch sitting area with a view of the backyard pool oasis - perfect for sipping coffee in the morning or a glass of wine for sunset. Two of the bedrooms have king beds and 3rd bedroom has a queen.

Superhost

Villa in Williston

4.8 out of 5 average rating, 30 reviews

Willis Oaks Country Cottage

Relax, rejuvenate and unplug in this unique contemporary 2 bedroom country cottage with all the modern conveniences. Perfect for a group of friends or a family. Feel close to nature in ultimate comfort. Enjoy the true country calmness of birds chirping, and the sounds of nature. Explore historic attractions Devils Den, Cedar Lake gardens and Blue Grotto all within 3 miles away. Experience the unique Willis Oaks experience.