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

4.98 out of 5 average rating, 64 reviews

Perfect location Lake Sumpter Villa w/ Golf Cart

Location, Location, beautiful 2 bedroom villa with 2-seater golf cart, is located in the desirable neighborhood of Creekside Landing. This villa is within walking distance of Lake Sumter Landing town square where you will find shopping, restaurants, a movie theater and FREE nightly live entertainment. Edgewater neighborhood Recreation Center with a pool, as well as Canal Street Recreation Center with activities such as shuffleboard courts, bocce courts, card rooms and so much more. This villa is beautifully decorated in a warm and inviting style. The kitchen is fully equipped with everything you’ll need to prepare meals and entertain friends. The living room offers plenty of comfortable seating with a flat screen TV. The master bedroom has a king size bed, flat screen TV, large walk-in closet and a private master bath with a walk-in shower, complete with towels and linens. The guest bedroom and guest bath comes completed with lines and towels for your guest’s comfort. There is a screened lanai with comfortable seating and a privacy wall . This villa comes complete with WiFi. With the purchase of resident ID cards you can use any of the 29 executive golf courses with no greens fees. You pay resident rates in greens fees at the 11 championship courses. You are also entitled to use any of the family- friendly and adult (30 and older) swimming pools, and organized activity swimming pools, There are over 1,000 organized activities each week through the recreation centers. Rates are based on double occupancy. Rates shown do not include taxes and additional fees

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

4.91 out of 5 average rating, 46 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

4.91 out of 5 average rating, 43 reviews

PALM-tastic dog friendly OASIS w/golf cart

Charming COTTAGE, 2/2 Colony Villa on a corner lot in Liberty Park. Conveniently located between both Brownwood and Sumter Landing. Within minutes to the neighborhood community pool, postal station, dog park, quick easy access to golf cart path, Sea Breeze & Lake Mona Rec Centers, pickle ball & tennis courts, Cane Garden Country Club, championship & executive golf courses, shopping, dining & nightly dancing & entertainment on the squares -- enjoy all the amenities The Villages has to offer.

Top Guest favourite

Villa in The Villages

4.89 out of 5 average rating, 75 reviews

1198 Merryweather; 3BR at Lake Sumter just 3nt 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 or at-home work. Private yard. Newer patio chairs. Vinyl plank floor. I also manage 2br home across street. Rent both to sleep 10; For 2025=5nt min. Pet ok (w/fee).

Top Guest favourite

Villa in The Villages

5 out of 5 average rating, 23 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

Superhost

Villa in The Villages

4.8 out of 5 average rating, 82 reviews

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.

Guest favourite

Villa in The Villages

4.96 out of 5 average rating, 51 reviews

Firefly Cottage with Golf Cart - Great Location

GOLF CART INCLUDED. Sunny & newly decorated NON-SMOKING patio villa centrally located in a quiet neighborhood between Spanish Springs Town Center and The Savannah Rec Center. Location is close to The Villages Regional Hospital and Care centers for those visiting family members and traveling nurses. Rented complete w/golf cart, bed linens, kitchen equip, WIFI, HD Smart Roku TVs and gas grill. Village guest cards supplied so you can enjoy all activities offered in The Villages

Guest favourite

Villa in Gainesville

4.82 out of 5 average rating, 38 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.

Top Guest favourite

Villa in The Villages

4.96 out of 5 average rating, 77 reviews

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!