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

Brand New Designer Home!- 5 minutes from East Port
Welcome to Well Point Cottage, a charming 3-bedroom, 2-bath home perfect for families and couples seeking a relaxing getaway in Well Point Village. This centrally located property offers easy access to a variety of amenities, including schools, sports facilities, shopping, and dining, all within a 5-minute golf cart ride. Enjoy comfortable bedrooms, a well-equipped kitchen, and a convenient office space. Explore nearby attractions such as the Tracy Performing Arts Center, Eastport Town Square, a

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

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!

By Eastport and near Middleton/Sawgrass with Cart
This new home includes a cart in the heart of Easport, the mecca of all the entertainment and rec centers in the Villages, and is close to Middleton and Sawgrass entertainment squares as well; yet it's far enough that it is a peaceful retreat. The nearby premier recreation center Saluki has a pinball machine, arcade, ping pong, shuffleboard, bocce and family pool. A separate adult only pool is close as well. Guest passes are free and included is a newer gas powered 2 seater golf cart.

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!

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! We are also within 12 minute drive to the Villages High school/ Middleton and 18 minutes to Leesburg

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!

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

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

The Villages, De La Vista West 1762

Modern 1BR/BTH | Private Entr by Ocala attractions

New 2023 3 bedroom home

Balcony Oasis Home

Palm Oasis Retreat - Dog Friendly w/golf cart

My Haven Is Heaven
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 SGD | $225 SGD | $214 SGD | $167 SGD | $148 SGD | $139 SGD | $131 SGD | $129 SGD | $131 SGD | $144 SGD | $158 SGD | $169 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 |
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 1,100 holiday rentals in Wildwood

Nightly prices starting at
Wildwood holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 16,770 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 460 rentals that welcome pets

Holiday rentals with a pool
430 properties feature pools

Rentals with dedicated workspaces
630 properties have a dedicated workspace

Wifi availability
1,090 of Wildwood holiday rentals include wifi 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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