Wildwood Vacation Homes

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Our top choices for Wildwood holiday homes

A living room with a flat-screen TV on a black stand, a gray sofa, a coffee table, and a lamp.

1. Beautiful 2/2 Patio Villa w/cart in Village of Collier close to Brownwood Square

Collier

Marilyn H.

HK$2,835 total

includes taxes & fees

17 Nov - 18 Nov

A residential garage with a number 5549 garage door, a red golf cart parked in front, and a well-maintained lawn.

2. Charming 2-bedroom house in The Villages with Golf Cart

The Villages

John G.

HK$3,138 total

includes taxes & fees

24 Nov - 25 Nov

A modern kitchen with a central island, pendant lighting, and a foosball table.

3. Boutique Mid-Century Home by Villages Fenced Yard

Coleman

Morgan M.

HK$2,298 total

includes taxes & fees

15 Dec - 16 Dec

A modern kitchen with white cabinetry, stainless steel appliances, and a central island.

4. Smart Place Retreat at The Villages

Sumterville

HK$3,493 total

includes taxes & fees

21 Nov - 22 Nov

A rustic stone building with a wooden roof near a pond, surrounded by lush greenery and colorful flowers.

5. St. John's, 3 bdrm, 2 bath, 2022 built home. 10% off military, breast cancer

The Villages

Pierina G.

HK$2,756 total

includes taxes & fees

15 Nov - 16 Nov

A single-story house with a garage, a covered entryway, and a well-maintained lawn.

6. The Villages 3 bed/3 Kings, Private, Coastal decor, 1 min to Rec cntr & Pickleba

The Villages

Sandra D.

HK$4,363 total

includes taxes & fees

15 Nov - 16 Nov

A poolside view with lounge chairs, a pool, and palm trees.

7. Welcome to The Courtyard at The Villages! A Cozy Floridian Escape. All Luxuries!

Wildwood

Judy B.

HK$3,073 total

includes taxes & fees

14 Dec - 15 Dec

A residential house with a driveway leading to a garage, surrounded by well-maintained lawns and palm trees.

8. Luxury Villages Stay • Golf Cart • Near Brownwood

The Villages

HK$4,084 total

includes taxes & fees

14 Dec - 15 Dec

A single-story house with a garage, a driveway, and a well-maintained lawn.

9. Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Wildwood

Angie S.

HK$4,319 total

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

10. BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

Alhambra

Pamela L.

HK$1,762 total

includes taxes & fees

28 Nov - 29 Nov

11. Complimentary Golf Cart! Home in The Villages

Lynnhaven

Francine R.

HK$2,454 total

includes taxes & fees

1 Dec - 2 Dec

A blue golf cart in a garage with a ceiling light, a utility box, and a garage door.

12. The Villages 2BR Vacation Home, Lanai & Golf Cart

Belvedere

STEVEN

HK$2,429 total

includes taxes & fees

24 Nov - 25 Nov

A spacious living area with a sofa, coffee table, and chairs, a dining area with a table and chairs, and a kitchen with modern appliances.

13. Totally renovated bathrooms,kitchen, floors,bedrooms,by professional tradesmen

Alhambra

Josh G.

HK$1,762 total

includes taxes & fees

28 Nov - 29 Nov

A single-story house with a front yard, a sidewalk, and a large tree with hanging moss.

14. old Florida cottage canal front

Lake Panasoffkee

Jeremy A.

HK$694 total

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with white cabinetry, stainless steel appliances, and a herringbone tile backsplash.

15. Heated Pool, Golf Cart, Life Stlye ID's

The Villages

Karen C.

HK$3,016 total

includes taxes & fees

15 Nov - 16 Nov

16. Great Location in Village of Belvedere close to Sumpter Landing and shopping

Belvedere

Martha R.

HK$2,497 total

includes taxes & fees

17 Nov - 18 Nov

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a flat-screen TV mounted on the wall.

17. Newly renovated vacation house!

Lake Panasoffkee

Michelle S.

HK$1,131 total

includes taxes & fees

15 Nov - 16 Nov

A golf cart parked on a paved surface with a striped seat cushion and a canopy.

18. Renovated! Between Two Squares with Golf Cart !

The Villages

Marguerite W.

HK$2,481 total

includes taxes & fees

16 Nov - 17 Nov

A wicker sectional sofa with teal cushions on a wooden deck, overlooking a green lawn and a house.

19. Cozy Home w/ Game Room Villages and Lake Harris

Leesburg

Dennis

HK$2,130 total

includes taxes & fees

16 Nov - 17 Nov

A wooden dock extending into a calm river surrounded by lush greenery and trees.

20. Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Lake Panasoffkee

Jessica

HK$2,899 total

includes taxes & fees

15 Nov - 16 Nov

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Top Wildwood Hotel Reviews

Hotel Eastport

10/10 Excellent

"Everything was TERRIFIC"

Beautiful Water/Golfview 3 BR pool home, located in the center of the Villages

10/10 Excellent

"We truly enjoyed our stay, the house was great Mike was fantastic and was always in touch to see to our every need. The house was in a great location, a close drive to anywhere we wanted to go to. If this house was on the market when we retire to the Villages we would buy it. We have stayed 4 times at different houses in the Villages and this was by far the best stay. We could not have been more happy with this rental."

Swim, Golf & Unwind: Home 5 Mi to Lake Sumter!

10/10 Excellent

"The host was fantastic. Our code didn't work when we first arrived very late at night. I called and she immediately gave me another code to enter. The property was very clean, a/c was on amd ready for our visit. Beds were very comfortable as well."

Pet-Friendly Home w/ Patio in The Villages

10/10 Excellent

"We had a wonderful stay at this beautiful home in The Villages! From the moment we arrived, everything was exactly as described, clean, comfortable, and thoughtfully prepared for guests. The home was well-maintained, nicely furnished, and had everything we needed to feel right at home during our stay.This part of The Villages was beautiful, we especially loved the Fenney Rec Center and nature trails. It was so beautiful. A special thank you to Linda, the owner. She was absolutely fantastic to work with. Her communication was prompt, clear, and helpful from start to finish. She made herself readily available for any questions we had and went above and beyond to ensure our stay was smooth and enjoyable. It’s clear she truly cares about her guests and takes pride in her home.We would gladly stay here again and highly recommend this property to anyone visiting The Villages. Five stars all the way!"

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