Vacation rentals in Oxford

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Top-rated vacation rentals in Oxford

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

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Top guest favorite
A single-story house features a front yard bordered by a white picket fence, complemented by a small garden and a driveway leading to a closed garage. The evening sky presents a blend of soft purple and pink hues.
Home in The Villages
4.94 out of 5 average rating, 17 reviews

Magical village oasis/golf cart. Active hosts!

This beautiful and clean vacation rental in The Villages is in a prime location near Lake Sumter Landing. This house has a full kitchen, television, internet & use of a new electric cart. Comes complete with linens/towels, washer/dryer, kitchen equipment, patio furniture, screened in patio lanai, free guest passes to use at the many close pools and rec centers, optional golf passes (fee). 1 bdrm w/ king bed and equipped with a pull out sofa sleeper in living area to comfortably sleep 4 people.

Guest favorite
An open-concept living space features a sectional sofa with soft cushions, accompanied by a stylish armchair. A ceiling fan hangs overhead, and natural light floods the area from large windows. A dining table for six and a kitchen with modern appliances are visible in the background.
Home in The Villages
4.9 out of 5 average rating, 84 reviews

Across pool, golf cart, modernized, private

Spend your summer - whatever time of the year it may be - at Summer on the Hill, our freshly remodeled vacation home in the village of Summerhill. Summer on the Hill combines the conveniences of home with the tropical atmosphere of a Florida oasis. On a large lot, surrounded by majestic oak trees with a private lanai and screened front porch across the street from the neighborhood adult pool there is no better place to relax. Golf cart included. Spend your summer ANYTIME at Summer on the Hill!

Top guest favorite
A well-lit dock extends over the canal, illuminated by soft lighting along the steps. Lounge chairs are positioned for relaxing views, while a canopy-covered seating area can be seen in the background, surrounded by greenery and evening ambiance.
Home in Summerfield
4.99 out of 5 average rating, 133 reviews

Getaway on the Waterway/ Kayak+SUP Fishing Firepit

Welcome to your peaceful Getaway on the Water. Whether you or your group are visiting the Villages, or just need a peaceful getaway to recharge, this is the place!There's something for everyone! Paddleboard or Kayak (provided) the beautiful canal to either lake. Enjoy your morning coffee or evening cocktail in nature on the dock. Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, they also offer sunset cruises and water taxi to Eaton's Beach restaurant right from our dock!

Superhost
A modern Florida house is set against a backdrop of lush greenery, featuring a spacious driveway and a two-car garage. A welcoming front porch is accentuated by two blue chairs, inviting relaxation. Soft twilight skies add a gentle glow to the exterior.
Home in Oxford
4.92 out of 5 average rating, 53 reviews

Best of all - Quite - In the nature - The Villages

This old Florida house offers everything. Centrally located near the intersection of US301 / CR466 you live yet laidback in the middle of nature. The home was completely remodeled in 2023 and really everything in this home is completely new. The home is used by the owners for their own family when they come to FL so everything was set up the way you would for yourself. Precious memory foam mattresses ensure a good night's sleep. On 0.4 acre you enjoy the backyard yet are close to everything.

Top guest favorite
A well-maintained home is visible, with a neatly landscaped driveway leading to a garage. An orange golf cart is parked prominently in front, surrounded by lush green grass and a manicured shrub nearby. A white picket fence adds charm to the yard.
Home in The Villages
4.99 out of 5 average rating, 134 reviews

Private 2/2 Villa w/ New 4 Seat Gas Golf Cart

Relaxing home in quiet neighborhood w/ private yard, screened porch - rare in The Villages! Roanoke Retreat is a beautifully remodeled 2 bed/2 bath home - only 15 minute golf cart ride to Spanish Springs, 20 minutes to Sumter Landing . Rental includes 4 seat gas golf cart w/ access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Smart TV's in every room, fully equipped kitchen, new BBQ grill. 55+ community but no age restriction to visit

Top guest favorite
A hot tub is positioned within an enclosed screened lanai, featuring a wooden surround and sophisticated jets. Water is gently cascading from a spout, creating a soothing atmosphere. Lush greenery can be seen through the screens, enhancing the space’s serene environment.
Home in The Villages
5 out of 5 average rating, 16 reviews

Villages 3/2 with Golf Cart and Hot Tub

Enjoy this peaceful and relaxing 3 bed/2 bath fully furnished and updated home in the Village of Winifred. Enjoy outdoor dining or relax in the hot tub in the enclosed lanai with privacy screen. Take the golf cart (cart included) to nearby Lake Sumter Landing to enjoy nightly entertainment, dining and shopping. Close to golf courses, pools and multiple recreation centers for pickleball, tennis or a multitude of other activities. Work from home space also provided (computer not provided).

Guest favorite
A sparkling pool is framed by a screened enclosure, surrounded by lush landscaping and vibrant plants. Sunlight reflects off the water's surface, creating a calming atmosphere. The stone pathway leads to the pool area, enhancing the outdoor experience.
Home in The Villages
4.76 out of 5 average rating, 34 reviews

The Grandview

Sure to wow and impress you, this stunning premier home has it all. With four spacious bedrooms, you can bring the whole family for some memories and fun. A sparkling pool and an inground hot tub await you on the sprawling lanai, complete with ample seating and an outdoor kitchen. This home is just minutes from Lake Sumter Landing and all the shopping, dining, golf, recreation and activities you could imagine! Golf cart for your convenience. Golf cart availability is not guaranteed.

Guest favorite
A private screened lap pool is highlighted with gentle lighting along the edge, creating a serene atmosphere. Lounge chairs are positioned by the poolside, offering a place to relax. The surrounding space includes a dining area visible in the background.
Home in The Villages
4.96 out of 5 average rating, 48 reviews

Sea Horse House

Relax in the screened, PRIVATE, heated saltwater lap pool. Pool towels included, or Pay a one time fee of $50. to transfer membership and use all the Villages amenities for 89 community pools and rec centers. golf on 55 courses, 2 Country Clubs for Tennis, Pickle Ball, join a club, play cards. Brand New King Beds with 100% organic cotton sheets, Brand New Samsung Flat Screen TVs in every room, X-finity Wi-Fi incld. All new appliances, Wine & Juice bar adjacent to the coffee bar, W/D

Guest favorite
A spacious kitchen showcases white cabinetry and modern appliances, including a refrigerator and microwave. A wooden dining table, seated with black chairs, is highlighted by a bowl of assorted fruits at its center. Natural light streams in from the nearby window, illuminating the area.
Villa in The Villages
4.85 out of 5 average rating, 125 reviews

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.

Top guest favorite
The exterior of the villa is seen, featuring well-maintained landscaping with palm trees and neatly trimmed shrubs. A spacious driveway leads to the entrance, while a two-car garage is visible on the left. The sunlit facade showcases a welcoming atmosphere.
Home in The Villages
4.97 out of 5 average rating, 103 reviews

Fabulous Courtyard Villa close to Sumter Landing

This home is the perfect vacation. When we saw this beautifully decorated villa, we felt like we were home. The exquisite landscaping was exactly what we have been looking for! The location is a mile from Sumter Landing and a stone's throw from the two pools, billiards, shuffleboard, pickleball, bocce ball. The best way to see it all is by the golf cart!!! The Villages has its own GPS for the Cart Paths. Schedule your stay and start packing your bags for an amazing experience.

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
4.94 out of 5 average rating, 100 reviews

1199 Merryweather - Walk to Lake Sumter Landing Sq

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=4nt min.

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

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!

Popular amenities for Oxford vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Sumter County
  5. Wildwood
  6. Oxford