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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Wildwood and around

Quiet Home in The Villages w/ Pool Access!
House (2 Bedrooms) | Interior

Quiet Home in The Villages w/ Pool Access!

3.0 star property
10.0 out of 10, Exceptional, (5)
"It was very peaceful and close to everything we needed. The house was clean, inviting, and comfortable."
Quiet Home in The Villages w/ Pool Access!
The Villages Home w/ Golf Cart & Community Pools!
Interior

The Villages Home w/ Golf Cart & Community Pools!

3.0 star property
The Villages Home w/ Golf Cart & Community Pools!
Pool Access: Sleek Home in The Villages w/ Lanai
House (3 Bedrooms) | Interior

Pool Access: Sleek Home in The Villages w/ Lanai

3.0 star property
10.0 out of 10, Exceptional, (2)
Pool Access: Sleek Home in The Villages w/ Lanai
Golf, Bike & Relax: Home in The Villages
House (3 Bedrooms) | Front of property

Golf, Bike & Relax: Home in The Villages

3.0 star property
Golf, Bike & Relax: Home in The Villages
Lanai & Resort Amenities: The Villages Getaway
Interior

Lanai & Resort Amenities: The Villages Getaway

3.0 star property
Lanai & Resort Amenities: The Villages Getaway
Screened Lanai & Grill: Home in The Villages
House (3 Bedrooms) | Interior

Screened Lanai & Grill: Home in The Villages

3.0 star property
10.0 out of 10, Exceptional, (1)
"The place was absolutely beautiful! Everything was so well maintained. Beds were super comfy everything was very clean. The home was well stocked with amenities were plenty full. Betty was our host and I spoke to her a few different times and she was super friendly very helpful and went above and beyond. The villages itself provided great options for everything. They reallly have it set up to where you don’t even need to leave as everything you need is right there. I work highly recommend this...
Screened Lanai & Grill: Home in The Villages
Golfer's Paradise: Wildwood Home w/ Luxe Amenities
House (2 Bedrooms) | Interior

Golfer's Paradise: Wildwood Home w/ Luxe Amenities

3.0 star property
Golfer's Paradise: Wildwood Home w/ Luxe Amenities
Home in The Villages: Golf Cart & Amenity Access
House (3 Bedrooms) | Interior

Home in The Villages: Golf Cart & Amenity Access

3.0 star property
Home in The Villages: Golf Cart & Amenity Access
Golfer's Paradise - The Villages in Wildwood!
House (2 Bedrooms) | Interior

Golfer's Paradise - The Villages in Wildwood!

3.0 star property
Golfer's Paradise - The Villages in Wildwood!
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly
Property grounds

Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly

9.8 out of 10, Exceptional, (20)
"We spent 2-nights here before heading to board a cruise. Perfect for our needs. Very cozy and relaxing. Loved all the farm animals and hearing the rooster in the morning."
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly
Pool Access, Patio & Grill: Sunny Florida Escape!
House (2 Bedrooms) | Interior

Pool Access, Patio & Grill: Sunny Florida Escape!

3.0 star property
10.0 out of 10, Exceptional, (1)
Pool Access, Patio & Grill: Sunny Florida Escape!
Near Golf & Dining: Wildwood Vacation Rental!
House (2 Bedrooms) | Interior

Near Golf & Dining: Wildwood Vacation Rental!

2.0 star property
Near Golf & Dining: Wildwood Vacation Rental!
The Villages Retreat w/ Lanai & Lake Views!
Exterior

The Villages Retreat w/ Lanai & Lake Views!

3.0 star property
The Villages Retreat w/ Lanai & Lake Views!
PET FRIENDLY HOME IN THE VILLAGE OF HAWKINS, CLOSE TO SAWGRASS GROVE, GOLF CART
Exterior

PET FRIENDLY HOME IN THE VILLAGE OF HAWKINS, CLOSE TO SAWGRASS GROVE, GOLF CART

9.0 out of 10, Wonderful, (2)
"Great home with well furnished amenities . Kitchen well equipped as well as linens and towels.Fenced yard lended to your own little oasis. Golf cart was an awesome perk. Had a great visit."
PET FRIENDLY HOME IN THE VILLAGE OF HAWKINS, CLOSE TO SAWGRASS GROVE, GOLF CART
< 1 Mi to Brownwood Paddock Square: Home w/ Patio!
House (3 Bedrooms) | Interior

< 1 Mi to Brownwood Paddock Square: Home w/ Patio!

3.0 star property
< 1 Mi to Brownwood Paddock Square: Home w/ Patio!
Village of Collier Retreat w/ Golf Cart & Lanai!
House (3 Bedrooms) | Interior

Village of Collier Retreat w/ Golf Cart & Lanai!

3.0 star property
Village of Collier Retreat w/ Golf Cart & Lanai!
Golf, Shop & Unwind: Lovely Home in The Villages!
Interior

Golf, Shop & Unwind: Lovely Home in The Villages!

3.0 star property
Golf, Shop & Unwind: Lovely Home in The Villages!
Pool & Golf Access: Vibrant Home in The Villages!
House (2 Bedrooms) | Interior

Pool & Golf Access: Vibrant Home in The Villages!

3.0 star property
Pool & Golf Access: Vibrant Home in The Villages!
Golfer's Paradise: Pet-friendly Home in Wildwood
Interior

Golfer's Paradise: Pet-friendly Home in Wildwood

3.0 star property
Golfer's Paradise: Pet-friendly Home in Wildwood
Golf Cart & Pool Access: The Villages Home!
House (3 Bedrooms) | Front of property

Golf Cart & Pool Access: The Villages Home!

3.0 star property
Golf Cart & Pool Access: The Villages Home!
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

Home2 Suites by Hilton Wildwood the Villages

Home2 Suites by Hilton Wildwood the Villages

10/10 Excellent
"very good place"
Jose 2-night trip
Posted 2 days ago
Home2 Suites by Hilton Wildwood the Villages

Frequently asked questions

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How can I find cheap cottages in Wildwood?
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What is there to do in Wildwood near my cottage?
The ideal travel accessory is a well-thought-out travel plan. Miona Lake Golf Club is a good spot to kick-start your adventures in Wildwood.