1+ Vacation Rentals Near Wildwood |
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Book the Best Places to Stay in Wildwood

Find Curated Vacation Rentals, Boutique Cabins, and Stylish Eco-Friendly Acommodation in Wildwood

Beautifully Renovated k2B/2B home The Villages Florida w/gas golf cart included From US $255
         

10.0 (2 Reviews)
House
Beautifully Renovated k2B/2B home The Villages Florida w/gas golf cart included
  • Air Conditioner
  • Parking
  • Pool

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Luxury Places to Stay in Wildwood

Over 629+ Luxury Places to Stay in or Near Wildwood
Jeremy St, In Lake Denham - Villagepeople From US $1,006
         

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New
House
Jeremy St, In Lake Denham - Villagepeople
  • Air Conditioner
  • Pet Friendly
  • Pool

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Poolside Paradise - 4 Bedroom Luxury Home w/Pool & Golf Cart in The Villages/Fantastic Location! From US $729
         

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9.8 (14 Reviews)
House
Poolside Paradise - 4 Bedroom Luxury Home w/Pool & Golf Cart in The Villages/Fantastic Location!
  • Air Conditioner
  • Parking
  • Pool

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Poolside Palms–Modern Luxury Retreat with Private Resort-Style Pool and Electric 4-seater Golf Cart From US $641
         

8.0 (1 Review)
House
Poolside Palms–Modern Luxury Retreat with Private Resort-Style Pool and Electric 4-seater Golf Cart
  • Air Conditioner
  • Parking
  • Pool

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The Brickstone Home- Large backyard, games, 5 minutes from Brownwood! From US $564
         

10.0 (5 Reviews)
House
The Brickstone Home- Large backyard, games, 5 minutes from Brownwood!
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba From US $557
         

10.0 (6 Reviews)
House
The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming 3-bedroom cottage house in The Villages From US $517
         

New
House
Charming 3-bedroom cottage house in The Villages
  • Air Conditioner
  • TV
  • Security/Safety

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Huge & luxurious, 3br, lg screened lanai, fenced yard, pet friendly From US $485
         

10.0 (5 Reviews)
House
Huge & luxurious, 3br, lg screened lanai, fenced yard, pet friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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*Exquisite Waterfront Escape w/Pool & Golf Cart* From US $481
         

New
House
*Exquisite Waterfront Escape w/Pool & Golf Cart*
  • Air Conditioner
  • Parking
  • Pet Friendly

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Top-Rated Vacation Rentals with a Pool in Wildwood

Over 417+ Top-Rated Vacation Rentals with a Pool in or Near Wildwood
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart From US $182
         

10.0 (99 Reviews)
Villa
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
  • Air Conditioner
  • Pool
  • TV

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Charming and spacious three-bed, three-bath brand new house in The Villages From US $251
         

10.0 (68 Reviews)
House
Charming and spacious three-bed, three-bath brand new house in The Villages
  • Air Conditioner
  • Pet Friendly
  • Pool

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5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment From US $177
         

10.0 (66 Reviews)
House
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
  • Air Conditioner
  • Parking
  • Pool

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BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT From US $166
         

10.0 (58 Reviews)
Villa
BRAND NEW 2 BDR 2 BTH w. Golf Cart - Half mile to EASTPORT
  • Air Conditioner
  • Parking
  • Pet Friendly

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2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly. From US $166
         

10.0 (42 Reviews)
House
2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Home in The Villages: Golf Cart & Amenity Access From US $208
         

10.0 (41 Reviews)
House
Home in The Villages: Golf Cart & Amenity Access
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lovely Villa in the Villages, FL GOLF CART INCLUDED AS A COURTESY From US $189
         

10.0 (38 Reviews)
House
Lovely Villa in the Villages, FL GOLF CART INCLUDED AS A COURTESY
  • Air Conditioner
  • Parking
  • Pool

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Quiet Home in The Villages w/Pool Access! From US $171
         

10.0 (38 Reviews)
House
Quiet Home in The Villages w/Pool Access!
  • Air Conditioner
  • Pet Friendly
  • Pool

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Pet-Friendly Vacation Rentals in Wildwood

Over 245+ Pet-Friendly Vacation Rentals in or Near Wildwood
Beautiful 3/2 Sm Dog Friendy home w/WiFi! Central Location to each town! From US $202
         

9.2 (15 Reviews)
House
Beautiful 3/2 Sm Dog Friendy home w/WiFi! Central Location to each town!
  • Air Conditioner
  • Pet Friendly
  • Pool

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Golfers Paradise - The Villages in Wildwood! From US $140
         

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10.0 (4 Reviews)
House
Golfers Paradise - The Villages in Wildwood!
  • Parking
  • Pet Friendly
  • Balcony/Terrace

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Golfer's Paradise - The Villages in Wildwood! From US $218
         

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New
Cottage
Golfer's Paradise - The Villages in Wildwood!
  • Air Conditioner
  • Parking
  • Pet Friendly

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JANUARY AVAILABLE, dog-friendly upscale Villages home. From US $250
         

10.0 (27 Reviews)
Villa
JANUARY AVAILABLE, dog-friendly upscale Villages home.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Lanai & Resort Amenities: The Villages Getaway From US $269
         

10.0 (18 Reviews)
House
Lanai & Resort Amenities: The Villages Getaway
  • Air Conditioner
  • Parking
  • Pet Friendly

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Upgraded Home in The Villages! Golf Cart Included, Community Pools and Much More From US $189
         

10.0 (17 Reviews)
House
Upgraded Home in The Villages! Golf Cart Included, Community Pools and Much More
  • Air Conditioner
  • Parking
  • Pet Friendly

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Willie’s Place w/Golf Cart, Hot Tub & Lanai | Dog Friendly From US $268
         

10.0 (16 Reviews)
House
Willie’s Place w/Golf Cart, Hot Tub & Lanai | Dog Friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy. From US $277
         

10.0 (15 Reviews)
House
Don’t miss! Fun 1bed villa with golf cart and lanai. Bring your puppy.
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Wildwood

Over 135+ Large Vacation Homes & Villas in or Near Wildwood
The Country Porch in Wildwood Florida - A stones throw away from The Villages! From US $211
         

10.0 (57 Reviews)
House
The Country Porch in Wildwood Florida - A stones throw away from The Villages!
  • Air Conditioner
  • Parking
  • TV

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Home in The Villages Near Town Centers! From US $148
         

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9.7 (3 Reviews)
Villa
Home in The Villages Near Town Centers!
  • Parking
  • Pet Friendly
  • Pool

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Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely From US $163
         

10.0 (18 Reviews)
Villa
Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely
  • Air Conditioner
  • Parking
  • Pool

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Charming 2 bed Villa awaits for you. From US $174
         

10.0 (3 Reviews)
Villa
Charming 2 bed Villa awaits for you.
  • Air Conditioner
  • Parking
  • Pool

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Hawkins haven: style, sun, and small-dog friendly fun! From US $198
         

10.0 (2 Reviews)
Villa
Hawkins haven: style, sun, and small-dog friendly fun!
  • Air Conditioner
  • Pet Friendly
  • Pool

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2/2 PATIO VILLA CLOSE TO THE POOLS AND GOLF COURSES! From US $179
         

10.0 (2 Reviews)
Villa
2/2 PATIO VILLA CLOSE TO THE POOLS AND GOLF COURSES!
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3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass. From US $235
         

10.0 (1 Review)
Villa
3 bedroom villa in The Villages. Minutes from Brownwood and Sawgrass.
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  • Parking
  • Pool

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Discover Your Florida Getaway in the Village of Hawkins! From US $177
         

10.0 (1 Review)
Villa
Discover Your Florida Getaway in the Village of Hawkins!
  • Air Conditioner
  • Parking
  • Pool

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Wheelchair Accessible Vacation Homes in Wildwood

Over 16+ Wheelchair Accessible Vacation Homes in or Near Wildwood
New Luxury Home in The Villages! Near Brownwood Towne Center! Comfy Beds! From US $129
         

5.0 (11 Reviews)
House
New Luxury Home in The Villages! Near Brownwood Towne Center! Comfy Beds!
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace

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Botner Abode with Lanai Near 52 Golf Courses! From US $184
         

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New
House
Botner Abode with Lanai Near 52 Golf Courses!
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace

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Home2 Suites by Hilton Wildwood the Villages From US $126
         

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9.6 (320 Reviews)
Hotel
Home2 Suites by Hilton Wildwood the Villages
  • Air Conditioner
  • Parking
  • Pool

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The Villages Lifestyle One visit at a time! From US $240
         

10.0 (23 Reviews)
House
The Villages Lifestyle One visit at a time!
  • Air Conditioner
  • Parking
  • Pool

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Holiday Inn Express & Suites Wildwood The Villages by IHG From US $116
         

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9.4 (1021 Reviews)
Hotel
Holiday Inn Express & Suites Wildwood The Villages by IHG
  • Air Conditioner
  • Parking
  • Pool

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2/2 BATH DESIGNER HOME From US $128
         

4.9 (13 Reviews)
House
2/2 BATH DESIGNER HOME
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens

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Gorgeous Florida Villa, Disney, Universal, Florida Mall, Golf Included, Sumter From US $142
         

4.7 (23 Reviews)
Villa
Gorgeous Florida Villa, Disney, Universal, Florida Mall, Golf Included, Sumter
  • Air Conditioner
  • Pet Friendly
  • TV

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Private Pool with Sunset View in Monarch Grove
New
From US $279
         

New
House
Private Pool with Sunset View in Monarch Grove
  • Air Conditioner
  • Pet Friendly
  • Pool

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Wildwood Varoom and Airbnb Places to Stay Under $200

Over 353+ Wildwood Varoom and Airbnb Places to Stay Under $200
The Villages Home with Golf Cart and Community Pools! From US $146
         

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10.0 (3 Reviews)
House
The Villages Home with Golf Cart and Community Pools!
  • Parking
  • Pool
  • Accessibility

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Near Golf & Dining: Wildwood Vacation Rental! From US $196
         

New
Cottage
Near Golf & Dining: Wildwood Vacation Rental!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pool Access: Sleek Home in The Villages w/Lanai From US $154
         

10.0 (21 Reviews)
House
Pool Access: Sleek Home in The Villages w/Lanai
  • Air Conditioner
  • Parking
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BEAUTIFULLY Decorated 2/2 Villa w/GAS GOLF CART & GAS BBQ From US $127
         

10.0 (14 Reviews)
House
BEAUTIFULLY Decorated 2/2 Villa w/GAS GOLF CART & GAS BBQ
  • Air Conditioner
  • Pool
  • TV

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Private Lanai & Pool Access: Home in the Villages! From US $187
         

10.0 (13 Reviews)
House
Private Lanai & Pool Access: Home in the Villages!
  • Air Conditioner
  • Parking
  • Pool

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Charming Corner Home w/Electric Golf Cart, BBQ Grill, & Stylish Comforts From US $173
         

10.0 (12 Reviews)
House
Charming Corner Home w/Electric Golf Cart, BBQ Grill, & Stylish Comforts
  • Air Conditioner
  • TV
  • Security/Safety

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Designer home minutes from Eastport area, near 7 golf courses, & pet friendly! From US $148
         

10.0 (12 Reviews)
House
Designer home minutes from Eastport area, near 7 golf courses, & pet friendly!
  • Air Conditioner
  • Pet Friendly
  • Pool

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Dog-Friendly Home in The Villages w/Private Patio From US $172
         

10.0 (11 Reviews)
House
Dog-Friendly Home in The Villages w/Private Patio
  • Air Conditioner
  • Parking
  • Pet Friendly

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Instantly Bookable Vacation Homes in Wildwood

Over 287+ Instantly Bookable Vacation Homes in or Near Wildwood
GAS GOLF CART WALK TO THE POOL BEAUTIFUL HOME IN FENNEY THE VILLAGES FL From US $223
         

9.8 (25 Reviews)
House
GAS GOLF CART WALK TO THE POOL BEAUTIFUL HOME IN FENNEY THE VILLAGES FL
  • Air Conditioner
  • Parking
  • Pool

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2289 Patricia Place - McClure From US $283
         

10.0 (16 Reviews)
House
2289 Patricia Place - McClure
  • Air Conditioner
  • Parking
  • Pool

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Location Location Location Village of Richmond New 3/2 with Golf Cart From US $298
         

10.0 (15 Reviews)
House
Location Location Location Village of Richmond New 3/2 with Golf Cart
  • Air Conditioner
  • Parking
  • Pool

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Brand New Designer Home Close to Brownwood! Golf Cart Included! From US $401
         

10.0 (14 Reviews)
House
Brand New Designer Home Close to Brownwood! Golf Cart Included!
  • Air Conditioner
  • Parking
  • Pool

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New home in Richmond, The Villages. Just 3 min. golf cart ride to Brownwood. From US $221
         

10.0 (12 Reviews)
House
New home in Richmond, The Villages. Just 3 min. golf cart ride to Brownwood.
  • Air Conditioner
  • Parking
  • Pool

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Ultra clean designer home in The Villages (3-bed) From US $262
         

10.0 (10 Reviews)
House
Ultra clean designer home in The Villages (3-bed)
  • Air Conditioner
  • Parking
  • TV

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“THE VILLAGES” Beautiful, 3 bd, 3 bath Spacious Home in Monarch Grove! From US $245
         

10.0 (10 Reviews)
House
“THE VILLAGES” Beautiful, 3 bd, 3 bath Spacious Home in Monarch Grove!
  • Air Conditioner
  • Parking
  • Pool

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St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer From US $259
         

10.0 (9 Reviews)
House
St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer
  • Air Conditioner
  • Pet Friendly
  • Pool

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About Wildwood Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Bettertrips Wildwood, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Wildwood. Places to stay near Wildwood with prices averaging $255 a night.

Bettertrips makes it easy and safe to find and compare vacation rentals in Wildwood with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Wildwood

Type Count
Vacation Homes 1

Use these Quick Filters to Find a Vacation Rental in Wildwood

★ Pro Tip: Bettertrips makes it easy to compare the best listings on Bettertrips homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bettertrips homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wildwood.

Weather in Wildwood

View the weather forecast for Wildwood before booking your Wildwood Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Wildwood, FL

Bettertrips offers a large selection of top attractions around Wildwood. Research things to do on your vacation before you visit Wildwood.


Continental Country Club Lake Okahumpka Park Miona Lake Golf Club The Villages Market Square Ocala Equestrian Complex Florida Horse Park Ocala Regional Medical Center Spanish Springs Town Square Webster Westside Flea Market Lakeridge Winery Ocala Downtown Square Lake Louisa State Park Paddock Mall Don Garlits Museum of Racing Grand Oaks Resort and Carriage Musuem Lake Dora Lake Weir The Country Club Of Silver Springs Shores Citrus County Speedway Venetian Gardens

Other Places to Stay Near Wildwood, FL


St. Charles 904 Properties St. James 876 Properties Pennecamp 851 Properties Buttonwood 758 Properties Lake Okahumpka Park 739 Properties Continental Country Club 699 Properties Miona Lake Golf Club 668 Properties Coleman 166 Properties

Complexes around Wildwood, FL


Days Inn 3 Properties