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 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, 345 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.

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).

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 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!

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
4.96 out of 5 average rating, 188 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.

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
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
The private pool area is enclosed by a screened lanai, illuminated by string lights. A relaxing area features loungers beside the pool, with a raised spa and gentle water feature. Lush greenery surrounds the space, creating a serene atmosphere.
Villa in Lady Lake
5 out of 5 average rating, 26 reviews

Heated Pool Golf Cart Dog Friendly in The Villages

Nestled amidst lush greenery ,Vida Rosa’s private pool provides a serene outdoor oasis, complete with a dining area, loungers, and a gas BBQ. The luxurious accommodations are thoughtfully designed to evoke a sense of calm and elegance. Conveniently located, just a short golf cart ride away from the squares of Spanish Springs & Lake Sumter offering a variety of entertainment etc. Note: The pool has a jet tub attached to it. The water temperature is the same temperature as the pool, 86 .

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
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.

Popular amenities for Oxford vacation rentals

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