
Villa holiday rentals in Wildwood
Find and book unique villas on Airbnb
Top-rated villa rentals in Wildwood
Guests agree: these villas are highly rated for location, cleanliness and more.

Perfect location Lake Sumpter Villa w/ Golf Cart
Newly opened availability! January and February open for monthly stays. Please message me to inquire . Jan.1 - Jan.31 Feb.1 - Feb.28 5% discount if you book both months. Location, Location, beautiful 2 bedroom villa with 2-seater golf cart, is located in the desirable neighborhood of Creekside Landing. This villa is within walking distance of Lake Sumter Landing town square where you will find shopping, restaurants, a movie theater and FREE nightly live entertainment. Edgewater neighborhood Recreation Center with a pool, as well as Canal Street Recreation Center with activities such as shuffleboard courts, bocce courts, card rooms and so much more. This villa is beautifully decorated in a warm and inviting style. The kitchen is fully equipped with everything you’ll need to prepare meals and entertain friends. The living room offers plenty of comfortable seating with a flat screen TV. The master bedroom has a king size bed, flat screen TV, large walk-in closet and a private master bath with a walk-in shower, complete with towels and linens. The guest bedroom and guest bath comes completed with lines and towels for your guest’s comfort. There is a screened lanai with comfortable seating and a privacy wall . This villa comes complete with WiFi. With the purchase of resident ID cards you can use any of the 29 executive golf courses with no greens fees. You pay resident rates in greens fees at the 11 championship courses. You are also entitled to use any of the family- friendly and adult (30 and older) swimming pools, and organized activity swimming pools, There are over 1,000 organized activities each week through the recreation centers. Rates are based on double occupancy. Rates shown do not include taxes and additional fees

Patio Villa Near BrownWood
Enjoy your beautiful Colony Patio Villa in PINELLAS. Near Brownwood Town Square, Eisenhower regional rec center, & Bonifay and Evan’s Prairie CCs. WALKING DISTANCE to Big Cypress, 3 executive courses, and PINELLAS PLAZA (with Winn Dixie, restaurants & more) January to March bookings must be for a full calendar month (beginning and ending on the 1st and last, respectively) The Villages is an Active 55+ Community. Young visitors are allowed for limited periods with plenty of family activities.

Seaside Charm in The Villages
Welcome to your beach-inspired retreat in The Villages! This newly renovated home features calming blue decor in a central location. Just 10 minutes to Lake Sumter Landing, 13 minutes to Brownwood, and 19 minutes to Spanish Springs, enjoy easy access to dining, shopping, and entertainment. Dive into nearby pools, explore over 50 golf courses, and soak up the Florida sun. This home is your ideal getaway for relaxation and fun! Book your stay today & experience all that The Villages has to offer!

Cute N Cozy Villa near Disney, pool, Wi-Fi
Welcome to our Cute N Cozy villa, located in the beautiful Vacation Village community in Clermont, FL! This clean and beautifully updated 2 bed/2 bath, family friendly villa sleeps 6 and has all you need for an enjoyable getaway. Community amenities include an Olympic size heated pool, tennis/pickle ball courts, basketball, shuffle board, playgrounds, and lake access to Lake Louisa. Located approximately 25 minutes to Walt Disney World and conveniently located to other major theme parks.

3BR at 1198 Merryweather Way; just 2nt min; pet ok
Large 3BR/2BA courtyard villa. Affordable luxury & 5-star reviews. PRIME LOCATION in CENTER of it all. Upscale furnishings. Walk to town square w/shops & restaurants. King & queen (new mattresses) & a full bed will sleep 6 comfortably. Fast WIFI; 2 Samsung Smart TVs (65" living room); 2 desks for laptop/at-home work. Private yard w/ patio chairs. Vinyl plank floor. No carpet. I also manage 2br home across street. Rent both & sleep 10; Rest of 2025=2nt min. Apr 2026=5nt min. Pet ok $40 fee.

Heated Pool Golf Cart Dog Friendly in The Villages
Nestled amidst lush greenery ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. Conveniently located, just a short golf cart ride away from the squares of Spanish Springs & Lake Sumter offering a variety of entertainment etc. Note: The pool has a jet tub attached to it. The water temperature is the same temperature as the pool, 86 .

Location! Charming, Premium Courtyard Villa
LOCATION!!! This charming private, end of the block, courtyard villa is a very short walk to Sumter Landing. Walk to Caroline Community Pool and Rec Center. Near Mallory Hill Golf Course and Country Club. New to the rental market, this villa is pristine!! High end finishings throughout. Spacious open floor with 3 private bedroooms, 2 bathrooms, Lanai and Private Backyard. **Golf cart use is available for reservations that are 7 days or more. Golf cart use is subject to approval of host.

Location Can’t be Beat! With cart!
Experience The Village's retirement community lifestyle! The patio villa is located near Spanish Springs Town Square and the shopping corridor, where you will find nightly entertainment, dining and shopping. Walk to Savannah Center & Glenview Country Club. Your rental includes the complimentary use of a Yamaha gas golf cart and Guest ID cards that provide you access to our recreation facilities. Monthly guests may purchase Resident ID cards ($50) that include free executive golf.

North Villages Patio Villa
*Location!* Patio Villa with Cart We’re excited to welcome you to our cozy spot nestled between Lake Sumter Landing (1.6 miles) and Spanish Springs (2 miles), with shopping just a quick 10-minute drive away. **A recliner was added to the living room. This 2-bedroom, 2-bath patio villa has all the comforts of home. One King and One Queen bed. Three Smart TVs with Roku. We welcome young guests and small pets. An electric, four-seater golf cart for you to explore.

Melody Lane's Crafting Getaway - Cricut Included
Relax & watch TV on a 55” LG OLED. Complete with linens, kitchen equipment, high speed wifi, plenty of relaxing patio furniture outside and closed in lanai. Craft with the supplies and machines in the Dreambox. This Crafting Getaway is located in the gated Village of Alhambra just a short golf cart ride away from the popular Spanish Springs Town Square & Lake Sumter Landing which hosts shopping, restaurants, movie theaters, and free live entertainment nightly!

Villa 2 Master Suites/2 Golf Carts Great Location
Beautifully Remodeled Private Courtyard Villa with two King Master Suites. Both bedrooms come with King Posturepedic Pillow Top Mattresses and Premium bedding, each with their own private bathroom & 32" HDTV's. LOCATED PERFECTLY in the De La Vista North neighborhood between Spanish Springs & Sumter Landing both offering dinning and shopping. The property comes with 2 Golf Carts making getting around SUPER easy & FUN!

3/2 Courtyard Villa in The Village of Citrus Grove
Get comfortable and enjoy plenty of extra room at this spacious home. Large courtyard with a patio and lanai to soak in the Florida weather, open & spacious floor plan, TVs in both living room and master bedroom, and more! Only minutes away from Ezell recreation center and Homestead recreation center; close to pickleball, pools, classes, golfing, etc.
Popular amenities for villa rentals in Wildwood
Private villa rentals

The Villages - Patio Villa near Brownwood Sq.

Sunny Sky's Paradise w/Golf Cart

Courtyard Villa w/ Lanai & Community Amenities!

Cute home in Ocala/ 7Minutes to Silver Springs

Updated patio villa with 4 person gas golf cart!

Hill Street Haus

My Haven Is Heaven

Golf Front and Water view 3 Bedroom Villa
Villa rentals with a pool

PATIO VILLA W/GOLF CART 1M TO SQ-NO XTRA GUEST FEE

Charming Villa near Disney, pool, 3 beds, sleeps 4

Villa piscine vue Lac Ski Golf

The 19th Hole - Walk to Spanish Springs Square

Heart of The Villages

Charming 3 Bedroom Villa with heated pool

Perfect "get-away" home for a couple or family!

La Maison Musique, 9 beds, French Pool Villa, Pets
Villa rentals with a hot tub

Spacious Retreat near Florida Citrus Tower

Villa # 2918

Villa 2934

Courtyard Villa Near LSL with Hot Tub & Golf Cart!

Luxury home | Lakeside Landing

Villa # 2906

The Coconut Courtyard-Private pool & Tiki Hot tub

Tropical 4/3 villa with pool & spa
When is the best time to visit Wildwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £105 | £116 | £101 | £82 | £71 | £67 | £69 | £67 | £70 | £74 | £84 | £91 |
| 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 |
Quick stats about villa rentals in Wildwood

Total holiday rentals
Explore 100 holiday rentals in Wildwood

Nightly prices starting at
Wildwood holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 2,350 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 of Wildwood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wildwood rentals

4.9 Average rating
Wildwood stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Rentals with outdoor seating Wildwood
- Beachfront rentals Wildwood
- Rentals with a patio Wildwood
- Rentals with a kayak Wildwood
- Pet-friendly rentals Wildwood
- Rentals with a cinema Wildwood
- House rentals Wildwood
- Cabin rentals Wildwood
- Rentals with a firepit Wildwood
- Rentals with lake access Wildwood
- Family-friendly rentals Wildwood
- Rentals with breakfast Wildwood
- Waterfront rentals Wildwood
- Rentals with a washing machine and dryer Wildwood
- Rentals with pools Wildwood
- Cottage rentals Wildwood
- Flat rentals Wildwood
- Rentals with a fireplace Wildwood
- Apartment rentals Wildwood
- Rentals with a hot tub Wildwood
- Fitness-friendly rentals Wildwood
- Villa rentals Sumter County
- Villa rentals Florida
- Villa rentals United States
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Walt Disney World Resort Golf
- Disney Springs
- Universal's Volcano Bay
- Magic Kingdom Park
- Discovery Cove
- ESPN Wide World of Sports
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Weeki Wachee Springs
- Aquatica
- Camping World Stadium
- Disney's Hollywood Studios
- ICON Park
- Island H2O Live!
- ChampionsGate Golf Club
- Ocala National Forest
- Shingle Creek Golf Club
- Rainbow Springs State Park
- Universal's Islands of Adventure




