
House holiday rentals in Wildwood
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Top-rated house rentals in Wildwood
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Pool and fun right out back
Bring the family to this beautiful place with lots of room for fun. With the Waterlily Rec Center right out back you can walk to the family pool in just a few steps. Pickle ball, exercise equipment, corn hole, bocce ball, shuffleboard and a walking/biking path is all right out the back door. A golf cart is included for golfing and access to the rest of The Villages. 1 minute to the Waterlily golf cart bridge and 8 minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away.

Bay Breeze Villa
Welcome to Bay Breeze Villa, where modern comfort meets coastal charm. This brand-new 2-bedroom, 2-bath patio villa seamlessly blends style and functionality with sleek finishes and an inviting atmosphere perfect for relaxing or entertaining. Located in a vibrant community, close to top-rated restaurants, beautiful golf courses, and nightly entertainment. Embrace the relaxed yet active lifestyle you’ve been dreaming of – Bay Breeze Villa is the perfect place to call your home away from home.

Golf and Water Just South of Sumter Landing
This vacation, really treat yourselves! That's what we are here for :). When we saw the view, it took our breath away! The white picket fence, expansive golf and water view is perfect! The location in Largo just south of Sumter Landing (1.5 ml) and a stone's throw from the pool and rec center clinched it for us. Inside we offer reclining furniture, fully stocked kitchen a king adjustable bed in the master and 3 tv's. Outside offers fabulous swivel rockers to enjoy coffee and the sunrise!

Waters Edge, ¼ mile to Eastport, 3 BR, 2 bath
Welcome to this brand-new 3BR/2BA home, perfectly located 1/4 mile from Eastport Town Square in The Villages! Enjoy a modern, comfortable stay w/ a king bed in the primary suite, two queen bedrooms, & smart TVs throughout. The new kitchen features stainless appliances, quartz counters, & all your cooking essentials. Fast Wi-Fi and an in-unit washer/dryer. Relax outside on the furnished huge lanai, or explore amazing nearby amenities: Waters Edge Pool & Rec Center Bellaire Executive Golf

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.

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.

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

Serenity - In The Villages
Welcome to your dream retreat! This stunning Moonstone Home blends comfort, luxury, and convenience. Minutes from Eastport Square, Publix, and Fenney Rec Center, enjoy nature trails, pools, Fenney Grill, and executive golf—all accessible by golf car. Relax in the private lanai, cook in the chef’s kitchen, or watch SpaceX launches from your patio. With mossy oaks, stylish design, and top amenities, your perfect Villages getaway awaits. Book now and experience the magic!

VIEW-T-FUL! w/Golf cart
Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

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

Sunny Daze! Minutes to SawGrass
This home is minutes from Sawgrass Grove where you can Enjoy nightly entertainment. A short 2 minute Golf Cart ride to the Adult Pool,and the Golf Cart is included! 2 Bedrooms with King beds and a 3rd Bedroom with a twin bed and a work space. West Facing Lanai for early morning coffee and evening sunsets with a Glass of Wine! Big Screen Smart TV's, Grill, and everything you need to feel right at home.

The Coconut Lounge 3/2 w/ Hot Tub & Pool Table
Beautifully renovated 3-bed, 2-bath home in The Village of De Soto—perfectly positioned between timeless favorites and the newest hotspots! Enjoy a spacious game room with a POOL TABLE, board-game glass table, cozy couch, and big-screen TV. Relax in the new birdcage with a HOT TUB and plush seating. The enclosed backyard welcomes one small dog (with pre-approval only) for a stay everyone will love.
Popular amenities for house rentals in Wildwood
House rentals with a pool

On The Links-4bd w/pool in Spanish Springs!

2/2 custom pool home with 4 person gas golf cart

2 min walk to pool, 4 seat cart, 5 min to Eastport

The Villages with a View

Lake Sumter 2/2 Villa FREE gas cart/Pet friendly

Get it all - Pool, Jacuzzi, Golf View, & Golf Cart

King Bed, Small Dogs OK, and 4-Seater Golf Cart!

New, private pool getaway in The Villages, FL
Weekly house rentals

You’ve Arrived! Stunning Home in the Villages!

Charming Patio Villa

Moultrie Creek Retreat with Golf Cart!

Classic Mid Century Home Nr Villages w/Fenced Yard

Luxury Villages Stay • Golf Cart • Near Brownwood

The Villages Oasis w/ Golf Cart 2BR/2Bath

Robin's Song in Brownwood

Delightful 2 bed/2 bath villa!
Private house rentals

Villages 3/2 with Golf Cart and Hot Tub

Dreaming of DeLuna

New Patio Villa Near Eastport Square-The Villages

Cozy Patio Villa (Newell)

Central location near shopping-Golf cart included

Charming Villages Retreat

Private home in The Villages

Stunning Villa 2B/2B With Golf Cart
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $212 SGD | $229 SGD | $225 SGD | $173 SGD | $154 SGD | $145 SGD | $135 SGD | $134 SGD | $136 SGD | $152 SGD | $172 SGD | $190 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about house rentals in Wildwood

Total holiday rentals
Explore 960 holiday rentals in Wildwood

Nightly prices starting at
Wildwood holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 13,330 verified reviews to help you choose

Family-friendly holiday rentals
880 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 390 rentals that welcome pets

Holiday rentals with a pool
380 properties feature pools

Rentals with dedicated workspaces
550 properties have a dedicated workspace

Wifi availability
950 of Wildwood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wildwood rentals

4.9 Average rating
Wildwood stays are highly rated by guests – averaging 4.9 out of 5!
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- Universal Studios Florida
- Orange County Convention Center
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- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
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- ESPN Wide World of Sports
- Epcot
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