Villa holiday rentals in Old Town

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Top-rated villa rentals in Old Town

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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!

Guest favourite

Villa in Alachua

4.92 out of 5 average rating, 48 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.

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

4.79 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 Gainesville

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.

Villa in Inverness

4.71 out of 5 average rating, 42 reviews

Luxury villa in quiet neighborhood

4 BEDROOM VILLA WITH FREE SOLAR POOL HEATING (fee for optional electric heating) COVID-19 UPDATE: CLEANING We follow the local regulations, enhanced cleaning and desinfecting of the property between stays and contactless check in. Cancellation Should governement regulations prevent you from travelling, a full refund will be given even if cancelled less than 5 days before arrival date. No back-to-back reservations, leaving at least 24 hours between check-out and check-in.

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.

Villa in Perry

4.82 out of 5 average rating, 51 reviews

Country Estate Villa, Private Pool, 30min to Beach

Beautiful serenely located just outside the city limits of Perry, Florida, is a 3421 sq. ft. luxury villa on a country estate of 2.5 acres. The moment you pull into this estate you are welcomed by beautiful draping oaks and your own private bridge taking you over the seasonal creek that leads you to your vacation getaway. The estate has a large inground swimming pool with a diving board and patio deck with multiple lounge chairs for tanning or just enjoying company.

Villa in The Villages

4.75 out of 5 average rating, 12 reviews

2 Bedroom Villa with a Golf Cart GREAT Location

Lovely 2 bedroom and 2 bath patio villa in the Village, FL (Buttonwood Community). Sleeps 4 comfortably! (2 beds). Home is close to 3 main executive golf courses: Tarpon Boil, Redfish Run, Bonita Pass. As well as close to the Fish Hawk Rec Center and Buttonwood pool. Not to mention that Sumter Landing is just down the road! Families are welcome, but a crib/pack and play is not provided at this time so please bring your own. INCLUDES A 4 SEAT GOLF CART!

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.

Villa in Inverness

Lakeside Golf course 4bed 3 bath Pool home

Forget your worries in this spacious and serene space.Luxury Private Pool home in a Golf course and near Citrus Hill .This villa come with two living room ,4 bedroom , 3 bathroom in a large plot .Located along Florida's west-central coast and the Gulf of Mexico, Citrus County is approximately 70 miles north of Tampa and 60 miles north west of Orlando. The next largest city is Ocala, 35 miles to the north west.