Holiday rentals in Wildwood

Into The Mystic - 3/2 Dog Friendly w/ Golf Cart

Into the Mystic is an elegant 3/2 retreat in The Village of St. Catherine, where every detail is intentional. A private enclosed backyard and large screened lanai feature a TV, dining area, lounge seating, and gas grill. Inside, plush sofas, a separate guest wing, and a serene primary suite with en-suite bath. The high-tech kitchen with a show-stopping sink adds modern flair. Dog-friendly, with a 4-seat electric golf cart, walking distance to SAWGRASS Grove and just 3 miles from EASTPORT Square.

Blue Sky Villa, Your Home Away From Home.

Your enjoyment is our ultimate goal and the Blue Sky Villa Team goes the extra mile to deliver on our promise. From the tranquility of the Master Bedroom to the Master Bathroom with its spa-like shower heads with unlimited filtered hot water, to the open format Kitchen that is stocked with quality appliances and so many extras, to the on-site Laundry Area; your hosts at Blue Sky Villa are focused on your peace and comfort. There's even complimentary unlimited use of a Golf Cart and two bikes.

Brownwood Square - Villages Home

Indulge in a stylish retreat at this centrally located home, just minutes from the vibrant Brownwood Square in the sought-after Village of DeLuna. Immerse yourself in the full Villages experience with a community pool, recreation center, and included golf cart—perfect for exploring. Enjoy nearby shopping, dining, live music, nightlife, sports, and more. Explore Central Florida or take a short drive to the Gulf Coast, Atlantic Ocean, Disney, or Orlando’s vibrant attractions—all within an hour!

Pool House Near Eastport and Middleton

Relax at this peaceful new home in The Villages. Only minutes to Eastport Sawgrass and Middleton. Enjoy the beautiful outdoor area and heated pool (heated for additional $20/day) with plenty of space and seating. There are TVs in the living bedrooms and the lanai to watch from the pool or comfortable outdoor seating. There’s a king bed in the master and queens in each of the guest bedrooms. Your stay includes a gas 4 seater Yamaha golf cart and probably a 2nd cart. That one’s not promised.

Newer Villa in The Villages near Brownwood

Kick back and relax in this calm, stylish new villa in the Villages. It is within walking or a 3 minute golf cart ride to Brownwood Town Center where there are dining, shopping and nightly music. It is also near Lake Okahumpka Recreation Center where you can fish or kayak. This area has beautiful nature trails for walking or biking with separate golf cart paths. There is a neighborhood pool and other amenities nearby. It also comes with a complementary golf cart for your convenience.

Newest Hotspot in The Villages Eastport/Middleton”

Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

Opal Oasis in The Villages

Want a newer vacation home close to Sawgrass Grove where free nightly entertainment is available, several pools, recreation centers, biking paths and the town square of Eastport? Look no further. Check out this fully furnished home! The outdoor living is relaxing and tropical as we have an outside patio behind the palms. It will make you feel like the only person on the street! The home is within a 12 minute drive to the Villages High school/ Middleton and 18 minutes to Leesburg

Luxury Pool Home with a View in The Villages, FL

Enjoy your own private sports pool, spa, and climate-controlled lanai as well as all of the amenities that The Villages has to offer. Free executive golf courses, water volleyball, and water aerobics for stays of 30+ days. Pickleball, tennis, billiards, shuffleboard, bocce ball, outdoor exercise equipment and nightly entertainment for all guests. Get to Brownwood town square in approximately 10 minutes. This home is located on a pond with a natural preserve beyond the pond.

King Bed, Small Dogs ok, & Home Water Filter!

Your NEW home includes a very comfortable KING BED. With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!!

Three Palms Designer Home 3/2 + Golf Car

Welcome to the "Three Palms" home in The Villages! Nestled in the quiet neighborhood of Chitty Chatty, this home is perfect for any lifestyle visit, weekend vacation or long-term stay to experience everything The Villages has to offer! GUEST PASSES: Guest passes are available upon request free of charge! Must request at least 3 days prior to check-in date - please ask at time of booking :)

Fenney Waterview Retreat w/Pool in The Villages

If you are looking for a Tranquil escape, then this is the right home for you. Sit by the pool and overlook the sun dance upon the sparkling water as you sip on your drink or read a great book. This Ultra Clean 3 bed/3 bath home has all of the comforts you'll be looking for. There's plenty of space for you and friends or family as everyone has their own space in the home.

Serenity - In The Villages

Escape to this stunning Moonstone Home near Eastport Square, Publix, and Fenney Rec Center. Enjoy nature trails, pools, Fenney Grill, and executive golf, all easily reached by golf cart. Relax on the private lanai, cook in the chef’s kitchen, and enjoy stylish comfort in a peaceful setting. Catch SpaceX launches from the patio. Golf cart available for $25/day or $350/month.