
Holiday houses in Wildwood
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Top-rated holiday rentals in Wildwood
Guests agree: these stays are highly rated for location, cleanliness and more.

Entire Home with an Office in Fenney
Furnished for the ultimate in guest comfort, entertainment & working online. Accommodates maximum of 2 guests who plan to sleep in the same bed. Only 1 bed provided. Bright office with large desk, TV, printer Furnishings are modern & luxurious, making you feel right at home. Fast Internet & YouTube TV Fully stocked kitchen Coffee & tea is complimentary Filtered home water system Please NON-smokers ONLY welcome NO pets Not suited for children Fees reduced for 28+ days; ask for details

Cozy Lady Lake Guest House
Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

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.

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!

2/2 Villa in Citrus Grove - Rates Reduced!
*Redone in 2023* - Brand new furniture throughout - Freshly painted - Screened in Lanai 2 Bedroom, 2 Bath located in Citrus Grove in The Villages, FL Great Location! - Very close to Citrus Grove adult pool - Homestead recreation center with family pool 0.7mi - Ezell Recreation Center 1.1mi - Sawgrass Complex 1.3mi There are several amenities for you to enjoy in The Villages - restaurants, bars, nightly live entertainment, shopping, golf, pickleball, shuffleboard, and so much more!

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!

Peaceful Farm Cottage Near Villages | Garden, Pets
Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

Latitude Adjustment
Change your latitude in this beautiful two bedroom, two bathroom Patio Villa in The Villages. Located in the up and coming Village of Newell, this spacious and modern home has everything you need to make your stay relaxing and fun, including a golf cart! Enjoy a cup of coffee from the Keureg after your morning stroll on one of the nearby nature trails. Pools, pickleball and golf are all five minutes by golf cart, along with dining and entertainment at Sawgrass Grove!

Cozy A-Frame Retreat w/ hot tub!
Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

Great location w/ golf cart! Lake Sumter-Brownwood
This home greets you with a driveway Pelican painting, amazing landscaping and a decorative glass entry door. Savanna shutters and comfortable furniture throughout the home. 12 minute golf cart ride to Lake Sumter and 17 minutes to Brownwood Square. Use the included gas golf cart to get there! Sea Breeze Rec Center with pool, pickleball, etc. is just a few minutes away. Grocery stores closeby. Quiet neighorhood. Dogs under 25 lbs allowed.

New home in the new part of the villages.
Beautiful new home in the villages. All new appliances with all brand new furniture, beds and decor. You have quick access to Sawgrass grove Entertainment facility, Ezell recreation center and McGradys pub. This open floor plan with the kitchen opening to living room keeps everyone together. The huge island is a great hanging out spot. You will have access to many close by, pools, shuffle board, parks and golf courses during your stay.
Popular amenities for Wildwood holiday rentals
Other great holiday rentals in Wildwood

Cheerful King Bed Home in the Villages

The Coconut Lounge 3/2 w/ Hot Tub & Pool Table

Family house / fenced Yard, Terrace&Pet-Friendly

Sunset Getaway Eastport dog friendly w/golf cart

Heart of The Villages-guest pass for pool, golf

Courtyard Villa in The Villages

Spotless 3BR Home w/ Golf Cart, Near Brownwood Sq

Spacious 2BR in The Villages | GolfCart | Kingbed
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $281 NZD | $305 NZD | $290 NZD | $227 NZD | $201 NZD | $188 NZD | $178 NZD | $174 NZD | $178 NZD | $195 NZD | $215 NZD | $228 NZD |
| 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 |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Wildwood?
Yes! Work meets play with ease at over 590 vacation rentals in Wildwood featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wildwood?
Four-legged friends are welcome in Wildwood. Choose from more than 550 vacation rentals for guests traveling with pets.
Are there Wildwood vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 410 vacation homes with pools in Wildwood, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Wildwood have a bbq area?
Absolutely! We offer over 170 house rentals with a bbq area in Wildwood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wildwood have a gym?
Absolutely! We offer over 140 house rentals with a gym in Wildwood. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Wildwood have air conditioning?
Absolutely! We offer over 50 condo rentals with air conditioning in Wildwood. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cabin rentals in Wildwood?
Experience the best of Wildwood with our cabin rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do villa rentals in Wildwood have wifi?
Absolutely! We offer over 100 villa rentals with wifi in Wildwood. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Wildwood?
Wildwood has more than 800 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Wildwood?
Enhance your stay in our House Rentals with the most popular amenities: over 870 homes with wifi, over 140 homes with a gym, over 930 homes with air conditioning, over 170 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Wildwood

Total holiday rentals
Explore 1,180 holiday rentals in Wildwood

Verified guest reviews
Over 15,490 verified reviews to help you choose

Family-friendly holiday rentals
910 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 550 rentals that welcome pets

Holiday rentals with a pool
410 properties feature pools

Rentals with dedicated workspaces
590 properties have a dedicated workspace

Wi-Fi availability
1,000 of Wildwood holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Wildwood rentals

4.9 Average rating
Wildwood stays are highly rated by guests—averaging 4.9 out of 5!
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