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.

Top guest favorite
Home in The Villages
4.99 out of 5 average rating, 102 reviews

Virginia Trace | 1 mile to square, walk to pool

1 mile from Lake Sumter Town Square Virginia Trace Villa has everything you need in this updated 3 BR, 2 bath 1740 sq ft villa. A perfect space centrally located to explore The Villages. The villa features a spacious LR area w/ a 65" smart TV, fully stocked kitchen, 2 dining areas, & screened in patio where guests can relax & enjoy the sitting area. In unit washer & dryer. Wifi & parking included. Golf cart accessible. Guest passes available upon request (provide info 3 days prior to check-in).

Top guest favorite
A scenic view of a tranquil canal is presented, bordered by lush greenery. A wooden dock extends into the water, accommodating a boat. Nearby, comfortable outdoor seating is available, surrounded by natural landscaping, offering a peaceful outdoor space.
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
The kitchen features modern cabinetry with a neutral color palette, complemented by a dining area with natural light streaming through large windows. A breakfast bar with comfortable seating provides additional space, while a cozy rug adds texture to the floor.
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, 135 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
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 spacious home is showcased amidst lush landscaping, featuring multiple palm trees and colorful shrubs. The exterior highlights a warm yellow facade with a welcoming front porch. A clear blue sky with scattered clouds adds to the inviting atmosphere of the property.
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 serene outdoor space is presented, featuring comfortable lounge chairs with turquoise cushions and a cozy seating area adorned with patterned pillows. A low table holds potted flowers, and soft lighting drapes overhead, enhancing the ambiance of the screened space.
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

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
5 out of 5 average rating, 50 reviews

Pirates & Parrots - The Villages - Golf Cart &Pool

GREAT LOCATION!! A beautiful 2 bedroom 2 bath home with a saltwater pool and a hot tub. 77 inch TV with sound system, and 2 car garage/golf cart . Outdoor bar with big screen TV with seating area and a second seating area outside the bird cage. TV’s in both bedrooms. Great out door living! Minutes to everything via golf car: Brownwood 12 Sumter 16 Sawgrass 19. 4 champ golf and 7 exec golf courses 5-10. Publix, Walmart 5 minutes Golf Car 2022 Yamaha included! No smoking!!

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
A spacious fenced yard of three acres is visible, featuring a paved pathway leading up to a cozy home. Lush greenery surrounds the area, providing ample space for pets to roam freely. The structure showcases a welcoming entrance with a wooden deck.
Cottage in Summerfield
4.94 out of 5 average rating, 97 reviews

Private Dog Park | 4mi to Lake/Beach | Legends Run

Whole 3 acre is your fenced private dog park! Bring your pups here for a great time! We found this house with a big yard and built a fence so that our dog Maga could roam free. Unfortunately, she left us before we move here. Then one guest's dog, Legend, ran unleashed for the first time in his life. We were so touched to see how happy he was. The yard is therefore named Legend’s Run. In memory of our dog Maga, who is a legend herself, hope to bring joy to you and your dogs!

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.

Popular amenities for Oxford vacation rentals

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