Wildwood Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Wildwood holiday rentals

Property grounds
Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly

Apartment in Coleman

Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly
10.0 out of 10, Exceptional, (15)
"Dana and Brian are very friendly host. We had a very nice stay."
United States
Lory M.
The price is HK$665
HK$1,325 total
includes taxes & fees
30 Dec - 31 Dec
Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly
Fridge, microwave, oven, stovetop
Classic Mid Century Home with Fenced Yard near The Village’s

Holiday Home in Coleman

Classic Mid Century Home with Fenced Yard near The Village’s
10.0 out of 10, Exceptional, (1)
"Relaxing, and easy stay. Great communication with the host and my dogs enjoyed the property. Would stay here again to visit family"
United States
Heather T.
The price is HK$945
HK$1,845 total
includes taxes & fees
4 Jan - 5 Jan 2026
Classic Mid Century Home with Fenced Yard near The Village’s
Exterior
Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square

Holiday Home in Collier

Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square
10.0 out of 10, Exceptional, (2)
"Excellent property. Very clean and beautiful. Great location in The Villages. Easy check in process and owner is very helpful. We would definitely stay here again!"
United States
Todd D.
Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square
Microwave, oven, stovetop, dishwasher
Charming 3-bedroom cottage house in The Villages

Holiday Home in Wildwood

Charming 3-bedroom cottage house in The Villages
2.0 star property
The price is HK$980
HK$3,988 total
includes taxes & fees
27 Dec - 28 Dec
Charming 3-bedroom cottage house in The Villages
Interior
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba

Holiday Home in The Villages

The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
10.0 out of 10, Exceptional, (6)
"Brenda was an EXCELLENT host going above and beyond during our stay here to make us comfortable! I would highly recommend her beautiful house to anyone!!"
United States
Daniel R.
The price is HK$2,023
HK$4,334 total
includes taxes & fees
3 Jan - 4 Jan 2026
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
Property grounds
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

Holiday Home in The Villages

St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
10.0 out of 10, Exceptional, (9)
"Near to family Comfort"
United States
Christine D.
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom house in The Villages with Golf Cart

Holiday Home in The Villages

Charming 2-bedroom house in The Villages with Golf Cart
The price is HK$945
HK$3,033 total
includes taxes & fees
28 Dec - 29 Dec
Charming 2-bedroom house in The Villages with Golf Cart
TV
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Holiday Home in Wildwood

Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
9.0 out of 10, Wonderful, (8)
"A perfect place for our family of 6 adults to stay while visiting grandma for Christmas. Very spacious and clean, and had everything we needed. Would definitely stay here again."
United States
karen d.
The price is HK$1,953
HK$4,150 total
includes taxes & fees
1 Jan - 2 Jan 2026
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!
Fridge, microwave, oven, stovetop
Waters Edge Veranda on the water with views and right across from Eastport!

Holiday Home in Sumterville

Waters Edge Veranda on the water with views and right across from Eastport!
2.0 star property
Waters Edge Veranda on the water with views and right across from Eastport!
Terrace/patio
The Brickstone Home- Large backyard, games, 5 minutes from Brownwood!

Holiday Home in Wildwood

The Brickstone Home- Large backyard, games, 5 minutes from Brownwood!
10.0 out of 10, Exceptional, (5)
"Excellent responsive hosts, comfy accommodations for diverse adults, couples ages 20 - 60 something, didn’t need to take full use of bunk room this time but we and extended family are excited about coming back and doing so with young ones, several common areas great for socializing"
United States
David P.
The price is HK$2,177
HK$5,424 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Brickstone Home- Large backyard, games, 5 minutes from Brownwood!
Outdoor pool, a heated pool
Vacation Home with luxurious pool in The Villages, Florida!

Holiday Home in Gilchrist

Vacation Home with luxurious pool in The Villages, Florida!
10.0 out of 10, Exceptional, (51)
"Wonderful place, and location! We will stay there again! "
United States
Amy A.
Vacation Home with luxurious pool in The Villages, Florida!
Pool
Welcome to The Courtyard at The Villages! A Cozy Floridian Escape. All Luxuries!

Holiday Home in Wildwood

Welcome to The Courtyard at The Villages! A Cozy Floridian Escape. All Luxuries!
4.0 out of 10, (2)
"Enjoyed closeness to Brownwood Paddock. Not true 2 bedroom, 2 beds; however no sofa and no sitting chairs (had to sit on counter stools or desk chair to watch TV.) Clearly not a nonsmoking unit. Enjoyed size ."
United States
Judy B.
The price is HK$2,372
HK$2,881 total
includes taxes & fees
26 Dec - 27 Dec
Welcome to The Courtyard at The Villages! A Cozy Floridian Escape. All Luxuries!
Property grounds
Cozy 2-bedroom RV in Ocala, 15min from Word Equestrian. 5mn Rainbow Park River.

Mobile Home in Ocala

Cozy 2-bedroom RV in Ocala, 15min from Word Equestrian. 5mn Rainbow Park River.
10.0 out of 10, Exceptional, (3)
"We loved this place. Cozy little get away with an island feel. Host was amazing and went above expectations. Would recommend this place to all our friends and family."
United States
Kara
The price is HK$480
HK$908 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 2-bedroom RV in Ocala, 15min from Word Equestrian. 5mn Rainbow Park River.
Property grounds
Retro Style Camper. Close to I-75, WEC, Shopping

Mobile Home in Ocala

Retro Style Camper. Close to I-75, WEC, Shopping
10.0 out of 10, Exceptional, (9)
"Very nice little trailer sitting on a beautifully landscaped property with natural surroundings. I really enjoyed hanging out in the trailer.."
United States
Anonymous traveller
The price is HK$665
HK$1,027 total
includes taxes & fees
28 Dec - 29 Dec
Retro Style Camper. Close to I-75, WEC, Shopping
Interior
Ocala Home ~ 8 Mi to World Equestrian Center!

Cottage in Ocala

Ocala Home ~ 8 Mi to World Equestrian Center!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This was a beautiful property♥️ well put together clean and home!! The owner Noel was amazing friendly kind helpful and gave us so many tips and tricks on what to do where to go etc♥️ I would recommend this home so cute and beautifully decorated 💯"
United States
Linda
The price is HK$739
HK$2,416 total
includes taxes & fees
26 Dec - 27 Dec
Ocala Home ~ 8 Mi to World Equestrian Center!
Fridge, microwave, oven, stovetop
Small Cozy Home

Holiday Home in Pine Ridge

Small Cozy Home
2.0 star property
9.0 out of 10, Wonderful, (7)
"Clean, comfortable home! Great commutation with host and the house is clean and cozy as advertised! Loved the coffee as well!"
United States
J
The price is HK$511
HK$895 total
includes taxes & fees
4 Jan - 5 Jan 2026
Small Cozy Home
Fridge, microwave, oven, stovetop
Private Spa/Heated Pool! Firepit, Pool/Game Tables-Near Crystal & Rainbow Rivers

Holiday Home in Citrus Springs

Private Spa/Heated Pool! Firepit, Pool/Game Tables-Near Crystal & Rainbow Rivers
2.0 star property
9.8 out of 10, Exceptional, (20)
"Very nice love the house and neighborhood. "
United States
Rosa
The price is HK$778
HK$2,693 total
includes taxes & fees
21 Jan - 22 Jan 2026
Private Spa/Heated Pool! Firepit, Pool/Game Tables-Near Crystal & Rainbow Rivers
Property grounds
Cozy 1-bedroom apartment in fantastic Ocala with AC

Holiday Home in Fort King District

Cozy 1-bedroom apartment in fantastic Ocala with AC
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean and spotless room and bathroom. Very quiet neighborhood and no loud noise from the street. Very convenient location for restaurants and local attractions. "
United States
Christopher
The price is HK$498
HK$797 total
includes taxes & fees
20 Jan - 21 Jan 2026
Cozy 1-bedroom apartment in fantastic Ocala with AC
Terrace/patio
Cozy Home w/ Game Room Villages and Lake Harris

Holiday Home in Leesburg

Cozy Home w/ Game Room Villages and Lake Harris
8.6 out of 10, Excellent, (8)
"Who knew they had a gem in the hood, awesome place."
United States
Adam A.
The price is HK$595
HK$1,679 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy Home w/ Game Room Villages and Lake Harris
Fridge, microwave, stovetop, coffee/tea maker
Gorgeous Mount Dora Haven: Stylish 3BR Retreat

Holiday Home in Mount Dora

Gorgeous Mount Dora Haven: Stylish 3BR Retreat
8.8 out of 10, Excellent, (8)
"Property was clean and as described. We enjoyed our stay and would stay again when in Mt. Dora."
United States
karen L.
The price is HK$770
HK$2,014 total
includes taxes & fees
29 Dec - 30 Dec
Gorgeous Mount Dora Haven: Stylish 3BR Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Wildwood Hotel Reviews

Vacation Home with luxurious pool in The Villages, Florida!

Vacation Home with luxurious pool in The Villages, Florida!

10/10 Excellent
"Great stay! House was very comfortable and clean, and outside area was beautiful. Kitchen was well stocked. "
amy h. 2-night trip
Posted 8 hours ago
Vacation Home with luxurious pool in The Villages, Florida!

Find out more about Wildwood

Search for holiday rentals in Wildwood on Expedia! You can easily find your home rentals, villas, holiday apartments in Wildwood using one of the methods below:

  • View our selection of featured holiday rentals in Wildwood
  • Use the map to find apartments and other holiday homes in the Wildwood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wildwood while they last

Look no further and take a look at our great range of rental properties in Wildwood!

Frequently asked questions

Can I find holiday rentals in Wildwood?

Yes, there are holiday rentals close to the most popular sights in Wildwood, or you can select a more secluded option if you're looking for a relaxing stay. Wildwood is known for its live music and football games. Make sure you have time to check out the cafés and shopping during your trip.

What are some of the best holiday rentals that Wildwood has to offer?

Ultra clean designer home in The Villages (3-bed): This highly rated holiday home rental in Wildwood is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Wildwood?

Expedia has 419 holiday rentals for your stay in Wildwood.

What can I see and do in Wildwood?

Lake Okahumpka Park and Lake Deaton are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Brownwood Paddock Square and Miona Lake Golf Club.

What are holiday rentals like in Wildwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wildwood. Holiday rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family gatherings.