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House vacation rentals in Wildwood

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Quick stats about house rentals in Wildwood

  • Total vacation rentals

    Explore 1,010 vacation rentals in Wildwood

  • Nightly prices starting at

    Wildwood vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 14,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    970 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 420 rentals that welcome pets

  • Vacation rentals with a pool

    420 properties feature pools

  • Rentals with dedicated workspaces

    600 properties have a dedicated workspace

  • Wi-Fi availability

    1,010 of Wildwood vacation rentals include wi-fi 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!

Top-rated house rentals in Wildwood

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite
A single-story home is showcased with a light exterior and an attached two-car garage. Neat landscaping featuring low-maintenance gravel and diverse shrubs surrounds the entrance. A clear blue sky and a few palm trees contribute to the inviting atmosphere of the property.
Home in The Villages

Walk to Sumter w/cart - Beautiful Courtyard Villa

We love this home because the location is FANTASTIC! It's under a mile to Sumter Landing (walking distance for us :)). Also, new floors, paint, etc! The living room furniture is extremely comfortable! The kitchen has everything you need. The beds are comfortable and there is a tv in every room. (The second bedroom but needs your own Roku or Firestick!) There is a cart included which is the best way to see The Villages. We know you will love it here! Let us know if you have any questions.

4.89 out of 5 average rating, 118 reviews
Top guest favorite
Home in Wildwood

Newest Hotspot in The Villages Eastport/Middleton”

Welcome to Eastport! The Villages’ most exciting new lifestyle destination — Eastport! Whether you're visiting for a weekend getaway or an extended stay, this beautifully furnished 2-bedroom, 2-bath Patio Villa w/golf cart puts you in the heart of everything The Villages has to offer — golf, pickleball, shopping, dining, entertainment, recreation, and serene nature. From the moment you arrive, you’ll see why Eastport is the new standard for luxury, leisure, and active adult living.

5.0 out of 5 average rating, 42 reviews
Top guest favorite
The image captures a welcoming street view of a residential area with charming homes featuring varied architectural styles. Lush palm trees and neatly trimmed shrubs outline the landscaped front yards. The sky is bright with fluffy clouds, contributing to the overall inviting atmosphere.
Home in The Villages

1199 Merryweather - Walk to Lake Sumter Sq 3nt min

Wow! Gorgeous 2br/2ba courtyard villa w/5-star reviews. Walk to Creekside Landing pool & town square in THE most sought after location in the community. Private yard. Granite counters, vaulted ceilings, big birdcage, French doors & vinyl plank floor. No carpet. Nice recliners, patio chairs, and sofa. King in master br. Queen in guest br. Cable. WIFI. Rent a golf cart (optional). No pets here. I manage a pet friendly 3br across street (sleeps 6). Rest of 2026 is just a 3nt min.

4.94 out of 5 average rating, 103 reviews
Top guest favorite
An aerial view showcases a spacious property surrounded by lush greenery. The home features a neat driveway and is complemented by several nearby buildings, including a recreation center with a pool. Sunlight highlights the rooftops and well-maintained lawns.
Home in The Villages

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 four-seater golf cart is included. It’s only minute to the Waterlily golf cart bridge and eight minutes to Brownwood Square. Or Edna’s on the Green is just a few minutes away.

5.0 out of 5 average rating, 115 reviews
Top guest favorite
A spacious living area is highlighted by a large, L-shaped sectional sofa with patterned pillows, surrounded by two blue armchairs. A round wooden coffee table sits centrally on a decorative rug, while natural light flows through windows that offer a view of the outdoors.
Home in The Villages

VIEW-T-FUL! w/Golf cart

Stunning entry with one of a kind picturesque setting and unbeatable location all in one. This lanai was redesigned with no support columns to have this spectacular highly desirable panoramic golf front & water view. Sweeping view of Southern charm, cluster of mature oak trees with Spanish moss. The back of the home facing the morning sunshine lighting up the lanai and screen area for a fine morning of relaxation. Don't hesitate, this home has it all, golf cart too!

4.99 out of 5 average rating, 124 reviews
Top guest favorite
Home in The Villages

King Bed, Golf Cart, Small Dogs & Water Filter!

Your NEW home includes a very comfortable KING BED and GOLF CART!! With its SUPER CLEAN coastal decor, fully equipped kitchen for meal prep, and a whole house NOVA WATER filtration system, you’ll have everything you need for a relaxing and enjoyable stay in The Villages. Find out why The Villages is the fastest growing and largest 55+ community in the WORLD, where visitors of all ages are welcome to play. The fun and sun is only the beginning!! 2 SMALL DOGS OK.

4.96 out of 5 average rating, 105 reviews
Guest favorite
A private heated pool is framed by a spacious lanai with a sleek, white deck. The pool features a shimmering blue surface and tiled border. Surrounding walls provide privacy while natural light pours in from above, creating a bright and inviting space.
Home in Wildwood

New, private pool getaway in The Villages, FL

The whole group will enjoy easy access to everything from this centrally located 3B/3BA home in the village of St Catherine. Just steps away from Sawgrass marketplace where you can enjoy dinner, nightly entertainment, pickle ball, and golf at the brand new Southern Oaks 18 hole championship golf If staying in is your idea of relaxation, enjoy the oversized lanai and private heated pool while watching your favorite shows or sports on the 65" smart TV.

4.91 out of 5 average rating, 99 reviews
Top guest favorite
A living room is showcased with two blue sofas facing a glass coffee table. Soft lighting is provided by two table lamps and a large TV is positioned on a dark wood console. Colorful wall art adds brightness to the space, complemented by a dining area in the background.
Home in Wildwood

Private home in The Villages

Welcome to your perfect get-away in The Village of St. John’s. The cozy 3/2 villa is bright, fully equipped and comfortably furnished and includes guest passes. Enjoy the convenience of nearby shopping, dining and entertainment at Brownwood Paddock Square. Stroll on the walking trail which leads along Lake Okahumpka to the Recreation Center. Whether you’re here for excitement or relaxation, this is the perfect base for your stay in The Villages.

5.0 out of 5 average rating, 31 reviews
Guest favorite
Home in The Villages

Htd Pool & Attached Hot Tub. Rare corner propty

New heated pool with attached hot tub and waterfall! Located in the coveted Village of Richmond, experience a rare rental retreat with stunning 270° water views and total privacy near Brownwood Square—minutes from shopping, dining, and medical facilities. Enjoy a breathtaking bird estuary sanctuary while relaxing in the new heated pool with attached hot tub, open-concept living with elegant finishes, and a fenced backyard oasis.

5.0 out of 5 average rating, 6 reviews
Guest favorite
An enclosed patio features a heated saltwater pool, accentuated by stone tile and decorative mosaic. Nearby seating options are visible, including a lounge chair under a shaded canopy. Lush greenery surrounds the area, providing a sense of privacy and tranquility.
Home in The Villages

Villages-Private Heated Pool-Central Location

Enjoy a stylish experience at this centrally located 3-bedroom home. 5-7 minutes golf cart ride from Sumter Landing, 15 minutes from Spanish Springs Square, 20 minutes from Brownsville Square. 200 Community pools some for adults only and some for families. 13 Recreation Centers with Pickle Ball, Shuffleboard, Billiards, Study groups, etc. 3 Old Fashion Town Squares with nightly Live entertainment. 44 Golf Courses

4.94 out of 5 average rating, 162 reviews
Top guest favorite
Home in The Villages

Updated Villages Getaway Sumter Landing&Golf Cart

🌴 Updated 2BR/2BA Villa Near Sumter Landing! Enjoy a freshly painted villa in the Village of Largo with a newly remodeled master bath, king & queen beds, new stainless-steel appliances, and a fully equipped gourmet kitchen. Relax on the lanai, fire up the grill, or enjoy TVs throughout the villa. Community pools are just 1½ blocks away, and your golf cart is included for exploring The Villages! .

4.97 out of 5 average rating, 106 reviews
Top guest favorite
A serene pool area is enclosed by a mesh screen, featuring clear blue water and a decorative fountain. A stone statue adorns the poolside, alongside a woven basket filled with towels. Lush greenery and a calm lake are visible in the background.
Home in Wildwood

Fenney Waterview Retreat w/Pool in The Villages

If you are looking for a Tranquil escape, then this is the right home for you. Sit by the pool and overlook the sun dance upon the sparkling water as you sip on your drink or read a great book. This Ultra Clean 3 bed/3 bath home has all of the comforts you'll be looking for. There's plenty of space for you and friends or family as everyone has their own space in the home.

4.97 out of 5 average rating, 160 reviews

Popular amenities for Wildwood house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Superhost
A modern living area features a spacious sectional sofa in gray, complemented by a wooden coffee table. The open floor plan connects to a kitchen with stainless steel appliances and seating for four at the bar. Decorative wall elements add interest to the neutral walls.
Home in Lake Panasoffkee

Heated Pool & Kayaking House in Lake Panasoffkee

4.85 out of 5 average rating, 117 reviews
Guest favorite
The exterior of a spacious single-story house is visible, featuring a light-colored facade and a greenery-laden yard. A palm tree is seen in the foreground, while the driveway leads towards a garage on the right side.
Home in The Villages

Entire 3 BR Home(Sleeps 8)+Hot Tub in The Villages

4.92 out of 5 average rating, 153 reviews
Top guest favorite
An extended lanai features a dining table surrounded by cushioned chairs, with views of a heated saltwater pool and lush greenery beyond. Comfortable seating arrangements are designed for relaxation, while ceiling fans provide a gentle breeze throughout the open space.
Home in The Villages

New Luxury Home-Pool-Waterfront View-3 King Suites

4.98 out of 5 average rating, 115 reviews
Top guest favorite
A single-story home is depicted in a well-kept neighborhood, featuring a manicured lawn with palm trees and shrubs. Two vehicles, including a golf cart, are parked in the driveway, while a cloudy blue sky provides a serene backdrop.
Home in The Villages

FREE Golf Cart + Fabulous Location + Classy Decor!

4.96 out of 5 average rating, 124 reviews
Top guest favorite
A well-maintained exterior of a single-story home is presented, featuring a light yellow facade and a welcoming front porch. Lush greenery and palm trees are positioned along the pathway, with a manicured lawn and trimmed shrubbery enhancing the curb appeal.
Home in The Villages

2/2 custom pool home with 4 person gas golf cart

4.96 out of 5 average rating, 156 reviews
Top guest favorite
A sun-drenched pool area features a sparkling blue pool surrounded by comfortable seating. A table with an umbrella and colorful chairs offer space for relaxation. The sunroom with large windows provides views of the inviting outdoor space, enhancing the overall tranquil setting.
Home in Lady Lake

Cozy Lady Lake Guest House

4.96 out of 5 average rating, 355 reviews
Top guest favorite
A heated saltwater pool is highlighted under a screened enclosure, with ambient lighting creating a calming atmosphere. Patio seating is arranged around the pool, and views of the adjacent living area are visible through expansive windows, enhancing the inviting indoor-outdoor connection.
Home in The Villages

Pirates & Parrots - The Villages - Golf Cart &Pool

5.0 out of 5 average rating, 61 reviews
Top guest favorite
Home in Wildwood

Stylish Villages Getaway

5.0 out of 5 average rating, 12 reviews

Weekly house rentals

Top guest favorite
A spacious living area is presented, featuring a light-colored sofa paired with white accent tables. A ceiling fan above enhances airflow, and modern kitchen appliances are visible in the background. Natural light floods the space, highlighting the hardwood flooring and simple decorative touches.
Home in The Villages

Bay Breeze Villa Free Golf Cart Close to Eastport

5.0 out of 5 average rating, 43 reviews
Top guest favorite
Home in The Villages

Seashell Villa~Pet Friendly~Golf Cart

5.0 out of 5 average rating, 15 reviews
Superhost
A winding driveway leads to a large Tudor style home, framed by tall trees and shrubs. Stone pillars with lanterns flank either side of the driveway, providing a welcoming entrance. The property is set on expansive land, surrounded by lush greenery.
Home in Wildwood

Large Home on 10 acres

4.71 out of 5 average rating, 17 reviews
Top guest favorite
A spacious living room features a large sectional sofa facing a mounted television. Natural light filters through sheer curtains, highlighting a decorative area rug. A round coffee table sits in the center, with a wooden console against the wall, adding functional charm to the space.
Home in The Villages

Olivia's Oasis

4.88 out of 5 average rating, 60 reviews
Top guest favorite
A single-story vacation home is presented with a light exterior and a neatly maintained front yard. A white picket fence encloses colorful landscaping, while a spacious driveway leads to a two-car garage. Clear skies enhance the inviting curb appeal of the property.
Home in Wildwood

Opal Oasis in The Villages

5.0 out of 5 average rating, 51 reviews
Guest favorite
Home in Wildwood

New Home! Wildwood Area

5.0 out of 5 average rating, 10 reviews
Top guest favorite
A charming home is set against a clear blue sky, featuring a brick-paved driveway leading to a two-car garage. Lush greenery surrounds the property, with neatly trimmed shrubs and trees framing the front entrance, offering welcoming curb appeal.
Home in The Villages

Lovely Largo Lantana

4.98 out of 5 average rating, 40 reviews
Guest favorite
Home in The Villages

Luxury Villages Stay • Golf Cart • Near Brownwood

5.0 out of 5 average rating, 13 reviews

Private house rentals

Guest favorite
Home in The Villages

Uniquely decorated home with private backyard

4.92 out of 5 average rating, 12 reviews
Top guest favorite
Home in Wildwood

Sawgrass & Eastport Town Square Golf Community

5.0 out of 5 average rating, 10 reviews
Top guest favorite
The open concept living area features high ceilings and contemporary furnishings. A comfortable sofa with two recliners faces a glass coffee table, while two leather chairs flank it. A round dining table for four is nearby, accompanied by a stylish chandelier above.
Home in Wildwood

Lovely 2BR/2BA golf cart home The Villages St Cath

5.0 out of 5 average rating, 36 reviews
Top guest favorite
The kitchen features modern stainless steel appliances and a large island with seating for four. The quartz countertops complement the rich cabinetry and vibrant blue wall. Pendant lights provide illumination, enhancing the sleek design of the space.
Home in The Villages

Designer Home in The Villages, FL.

5.0 out of 5 average rating, 27 reviews
Top guest favorite
Home in The Villages

Eastport Emerald Escape 2BR Luxury in Well Point

5.0 out of 5 average rating, 22 reviews
Top guest favorite
A stylish villa exterior is presented with a gray facade and a welcoming porch area. A well-maintained lawn features a white picket fence and newly planted shrubs. A golf cart is parked on the driveway, ready for use, while the surroundings depict a tranquil neighborhood setting.
Home in Wildwood

Newer Villa in The Villages near Brownwood

4.97 out of 5 average rating, 94 reviews
Top guest favorite
A heated pool is enclosed within a screened patio, featuring gentle water features and surrounded by lush greenery. Two wooden adirondack chairs and a small side table are positioned nearby, inviting relaxation in this outdoor space.
Home in The Villages

The Villages | Heated Pool | Walk to Sawgrass!

4.9 out of 5 average rating, 21 reviews
Top guest favorite
The exterior of a modern villa is depicted, showcasing a light-coloured facade with a two-car garage. A white picket fence encircles manicured shrubs and grass. The front porch is partially visible, with large windows inviting natural light.
Home in The Villages

Blue Sky Villa, Your Home Away From Home.

5.0 out of 5 average rating, 23 reviews

When is the best time to visit Wildwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$37,237 GYDG$42,677 GYDG$41,840 GYDG$30,543 GYDG$24,895 GYDG$24,895 GYDG$21,966 GYDG$21,757 GYDG$22,175 GYDG$24,686 GYDG$28,033 GYDG$30,962 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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