Holiday rentals with a pool in Wildwood

Pool and Spa Luxury Retreat

Escape to this charming 3BR/2BA home in The Villages, FL! Enjoy a private heated pool & spa, perfect for relaxation. Walk to the nearby recreation center or take a short 1-mile ride to Eastport. This home includes a 4-person golf cart, making it easy to explore all The Villages has to offer. Comfortably furnished with modern amenities, it’s ideal for a peaceful retreat or an active getaway. Book now for the perfect blend of convenience and leisure! Heating of the pool and spa included in rate.

Sunnyside Escape in The Villages | Golfcart | BBQ

With a two-seater golf cart included, you’re just minutes from Brownwood Paddock, 3 pools (only 4 mins away), Publix, Aldi, & Winn-Dixie, all within 5 mins. This home has everything you need for a comfy stay! Enjoy your stay with a BBQ, a comfy patio, or hop on the stationary bike if you’d like to workout. Both bedrooms have styled ensuite bathrooms, each furnished with a queen bed & TV. Please be advised that there's a $50 charge to get the lifestyle IDs & a $20 golfcart insurance fee.

Margaritaville-3/2 w/ Pool & Golf Cart Included

Welcome to Margaritaville! This 3 BR, 2 BA house with a POOL and large lanai is awaiting your stay! The BRs are beachy with 1 king and 2 queens. The open kitchen, dining and living area has a 75" tv - great for relaxing, but the real gem is enjoying the lanai with plenty of seating, a grill, firepit, and a beautiful pool with wall so you are completely secluded from people and surrounded by lush plants. Then hop in the golf cart to enjoy music at any of the nearby squares. Pure Luxury!

Convenient Home in The Villages

This Quiet Home comes with all of the amenities of the villages, including Golfing, Pickleball Courts, Bocce Ball, Shuffleboard, Billiards, Community Pools (heated to 85 degrees) (card needed - ask for details) The Lenai area is ideal for relaxing with nature. The home backs onto a walking/bike trail (no golf carts or other vehicles). Open Concept with 2 Work Desks. Fast 1G wifi Parking for 1 in the Garage. Washer/Dryer, DW, 4 Smart TVs with video streaming apps and Roku TV live.

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.

Safari themed private addition with pool/hot tub.

This special Guest house addition is close to everything in The Villages! Making it easy to plan your visit.! We are in The Village of Osceola Hills at Soaring Eagle Preserve. A short golf cart or car ride to Brownwood Square and Sumter Landing Square for dining, shopping, and dancing! A 5 min jaunt to two plazas for groceries, gas, and eating:-) Access to play over 50 golf courses at a minimal fee. Ask us about our easy 4 seater Golf-cart rental and upon request free Guest passes!

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.

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

A patio villa in Deluna, The Villages w/ Golf Cart

Enjoy this beautiful 2/2 home in De Luna. With quick access to the turnpike and I-75 to enjoy everything in and around the Villages. This Ruby model villa is close to Brownwood and Ednas’ on the Green & soon to be East Port. It comfortably fit 4 people in two queen beds. The living room can fit two on the pull out sectional. The front screen porch is a wonderful place to wave to your neighbors while you have your morning coffee or just the place to relax before going to bed.

Villages-Private Heated Pool-Central Location

Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses

Begonia on the Bend – Stylish Home Near Sawgrass

🌴 Modern 3BR/2BA Begonia-style home in The Villages’ new Cason Hammock neighborhood. Built in 2021, this spacious 2,083 sq ft retreat features an open layout, oversized garage + golf cart garage, and stylish comfort throughout. Walk to Sawgrass Town Square, McGrady’s Pub, pool, rec center, and Fresh Market. Enjoy The Villages lifestyle with everything you need for a relaxing stay!

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.