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 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, 108 reviews

Getaway on the Waterway: Kayak, SUP, fish, relax!

Welcome to your peaceful Getaway on the Waterway right on the beautiful canal that connects Big and Little Lake Weir! Kick your feet up and wave at the boats going by as you grill or fish from the dock. Play a round of corn hole, hop on one of our paddleboards or kayaks for beautiful ride to either lake! Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, (they also offer sunset cruises and water taxi service to Eaton's Beach restaurant right from our dock!) RELAX and ENJOY!

Top guest favorite
A single-story home is surrounded by lush green grass and palm trees. The driveway features smooth concrete, leading up to a spacious garage with modern glass doors. Soft clouds drift in a pastel sky, providing a serene backdrop to the property.
Home in The Villages
4.91 out of 5 average rating, 33 reviews

Ideal location! 3/2 Stetson model w/4 man golfcart

This 1400 sqft 3/2 stetson model home is right off HWY 466 in the village of poloridge. Just a few minute golf cart ride to restaurants, shopping, banks, and the most popular town squares of Lake Sumter and Spanish Springs! Home has new plank floors, granite countertops, and stainless-steel appliances. King size bed in the master with private bathroom and TV. Queen size bed in the 2nd guest bedroom with TV. Full sleeper sofa in the 3rd bedroom with desk. Home includes a 4 person gas golf cart!

Top guest favorite
An open concept living and dining area is shown, featuring a modern dining table with seating for six. A comfortable sectional sofa faces a large flat-screen TV, while natural light enters through sliding glass doors leading to the enclosed patio. Decorative plants enhance the space.
Home in The Villages
5 out of 5 average rating, 11 reviews

Lynnhaven | 2 miles Sumter Square | walk to pool

2 miles from Lake Sumter Town Square, 3 blocks to rec center, Southern Oak has everything you need in this newly updated 2 /2 Colony home. A perfect space centrally located between the 6s to explore The Villages. The home features an open concept dining & living area, & enclosed year round patio w/ 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). Dogs 35 lbs & under w/fee max 2 dogs.

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
4.96 out of 5 average rating, 325 reviews

Cozy Lady Lake Guest House

Private guesthouse in a quiet, rural area of Lady Lake. 1 bedroom, 1 bath, furnished with pool privileges. Kitchen, dining bar, living room and sunroom. Sunroom opens to the pool deck and sparkling blue pool, which is completely privacy-fenced in a common area shared with the owners. Suitable for 1 or 2 adults. Central heat and air, 40” Smart Television , WiFi, washer and dryer. Bed linens and bath towels provided. Kitchen with full sized refrigerator/freezer ice maker and electric stove.

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
4.93 out of 5 average rating, 14 reviews

Magical village oasis/golf cart

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
A single-story home showcases a light-colored exterior and a welcoming front porch, bordered by a white picket fence. Neatly trimmed shrubs and grass surround the home, adding to the cheerful curb appeal. A paved driveway leads to a garage on the right.
Home in The Villages
4.95 out of 5 average rating, 171 reviews

Home away from home entire house

Located in an excellent area in the Chatham neighborhood, of the Bromley villas. This home offers easy access to restaurants, shopping and recreation. For nightly entertainment you're a short distance away from Lake Sumter land and Spanish Spring town Square where you will find many restaurants, grocery stores and free nightly live entertainment. This home is fully equipped with everything you need. Pets are allowed. Recreational guest passes included. Golf cart not included with reservation.

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
4.98 out of 5 average rating, 121 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

Guest favorite
An exterior view of the patio villa showcasing a well-maintained façade. A garage door is located to the left, with a Yamaha gas golf cart parked on the driveway. A white picket fence and colorful flowers enhance the entrance.
Villa in The Villages
4.84 out of 5 average rating, 105 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.

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

Better Than A 5 Star Hotel

Patio Villa WITH GOLF CART in the heart of The Villages Totally Remodeled home 2-bedroom,2-bath, with central air/heat. Every inch of this home has been Totally Remodeled and thoughtfully updated . The bright, open floor plan features plush seating, luxury vinyl plank flooring, and a fully equipped high-end kitchen with quartz countertops and backsplash, soft-close 42” cabinetry, and brand-new stainless steel appliances—perfect for cooking, gathering, and making memories.

Top guest favorite
Cottage in Coleman
4.96 out of 5 average rating, 168 reviews

Peaceful Farm Cottage Near Villages | Garden, Pets

Escape to this cozy tiny cottage with king-size bed, full bath, kitchenette, and pet-friendly comfort. Relax under starry skies, enjoy farm views, and pick fresh vegetables or fruit from the garden and trees when in season. Just 15 min to The Villages, 20 min to Wildwood, 35 min to Ocala, 1 hr to Orlando, minutes from Brownwood live music, and quick access to the Turnpike & I-75. Perfect for a romantic, stylish getaway close to springs, trails, and local attractions.

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
4.99 out of 5 average rating, 116 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!

Guest favorite
The A-frame cabin features a striking black exterior with large windows that reflect the surrounding greenery. A spacious wooden deck is highlighted, equipped with a picnic table. Lush trees frame the cabin, creating a serene and inviting outdoor setting.
Cabin in Ocala
4.96 out of 5 average rating, 215 reviews

Cozy A-Frame Retreat w/ hot tub!

Escape to our cozy A-frame cabin, nestled amidst the serene beauty of nature. Just 10 mins from Santos Trailhead and 35 from Rainbow Springs! After a day of exploration, unwind in the private hot tub, gather around the bonfire pit for s'mores, or snuggle by the fireplace and stream your favorite movie. Whether you seek a romantic retreat or an extended family getaway, our A-frame cabin promises the perfect blend of nature's tranquility and modern comfort!

Popular amenities for Oxford vacation rentals

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