Vacation rentals in Oxford

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Top-rated vacation rentals in Oxford

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Guest favorite

Home in The villages Florida

4.97 out of 5 average rating, 207 reviews

The Village’s Coffee or cocktails on the course !

EXCELLENT ROBUST WI FI FOR THE ENTIRE PROPERTY . CHECK OUT TIME IS 10AM Wake up with Coffee or afternoon cocktails on the fifth hole of the Tierra Del Sol Country Club close to Spanish Springs and Lake Sumter Landing town squares. In the Village of Santiago. Free live music 365 days at each of three town squares. CLose to shopping, golf and pools. Enjoy day of golf, swimming, a country club dinner and dancing on the square NO smoking environment. NO children Also, no pets allowed.

Dec 9 – 16

G$29,777 GYD per night

Guest favorite

Home in Lady Lake

4.96 out of 5 average rating, 271 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.

Feb 21 – 28

G$18,948 GYD per night

Guest favorite

Home in The Villages

4.99 out of 5 average rating, 108 reviews

Private, remodeled 3/2, Golf Cart - 4, Pizza Oven!

3-bedroom (sleeps 6), 2-bath home in The Villages! Screened & covered patio includes grill, pizza oven, fire table, outdoor seating, table and privacy - rare in The Villages! Access to community amenities - pools, tennis, pickleball, 55 golf courses, walking trails, gyms & more. Use 2023 4-seat gas golf cart or 3 bikes to get to it all! Smart TV's in family room, all bedrooms & patio, fully equipped kitchen, gaming table & more! 10 minutes to Spanish Springs & Sumter Landing Town Squares.

Aug 29 – Sep 5

G$40,810 GYD per night

Guest favorite

Cabin in Oxford

4.82 out of 5 average rating, 28 reviews

Rural Retreat Near The Villages!

Retreat to the charm of the countryside and immerse yourself in the tranquility of our cottage, a haven of peace just 5 minutes from The Villages. Imagine waking up to the gentle chirping of birds, enjoying the views of nature and strolling hand in hand along paths that wind through whispering trees. Just an hour from Disney's magical attractions, our cabin is the perfect hideaway for couples or families looking to reconnect and create unforgettable memories in the midst of a natural setting.

Jun 23 – 30

G$16,678 GYD per night

Guest favorite

Home in Oxford

5.0 out of 5 average rating, 9 reviews

Country Comfort Near it all: 3BR/2B, Pets Welcome

Welcome to our cozy 3 bed, 2 bath horse farm escape, just 10 minutes to The Villages! Enjoy the tranquility of the countryside with easy access to major cities and attractions. Our home is comfortably furnished and has all the amenities you need for a relaxing vacation. There’s a great fire pit entertaining area. Spend the day shopping and dining, or take a short drive to Ocala, Orlando, or Tampa for even more entertainment options. Our home is the perfect base for your Florida vacation.

Apr 6 – 13

G$28,671 GYD per night

Superhost

Cottage in Wildwood

4.84 out of 5 average rating, 196 reviews

Peaceful Cottage in the Heart of Wildwood

Peaceful home... -Full kitchen for cooking any meal. A waffle iron and waffle/pancake mix provided for breakfast. -Pet friendly with $25 pet cleaning fee per pet. Notify me if bringing pet. No cats please. -Keurig coffee maker for that morning cup of joe. -WiFi and smart tv. -Washer and dryer available for use. -Large lanai with a fenced in backyard for privacy. -Extra cleaning protocols, everything is disinfected between guest. -Close to all amenities. -One mile from The Villages.

Oct 26 – Nov 2

G$19,491 GYD per night

Guest favorite

Cottage in Summerfield

4.98 out of 5 average rating, 44 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!

Oct 25 – Nov 1

G$23,366 GYD per night

Guest favorite

Home in The Villages

4.89 out of 5 average rating, 37 reviews

Quiet retreat in The Villages!

Relax with the whole family at this peaceful place to stay. This home boasts a bright open floor plan. The kitchen is complete with everything you need to prepare a meal for the whole family. Relax and have your morning coffee while watching the golf carts go by! This listing includes use of a golf cart! 5 minute golf cart ride to the rec center and the adult and family pools. 30 min golf cart ride to Lake Sumter Landing or Spanish Springs.

Jul 13 – 20

G$27,799 GYD per night

Guest favorite

Home in The Villages

4.91 out of 5 average rating, 33 reviews

Grey Heron Patio Villa /Golf Cart

Welcome! Enjoy your stay at our furnished 2 bedroom / 2 Bath Patio villa home in the desirable Village of Alhambra. This property is appointed with all the comforts of home: Golf Cart, 2 bedrooms, 1 King , 1 Queen, 2 baths, one with shower, other with tub/shower. Outside open patio with barbecue , table, chairs and solar umbrella , enclosed Lanai with love seat and two chairs. Fully equipped kitchen. This listing Includes a Gas Golf Cart!

Jul 31 – Aug 7

G$24,421 GYD per night

Guest favorite

Home in The Villages

4.95 out of 5 average rating, 118 reviews

Lake Sumter 2/2 Villa FREE gas cart Pets ok/fee

Super clean 2-bed/2-bath property in Buttonwood with free use of gas cart. Nicely furnished, with washer/dryer, smart tv and vaulted ceilings. This patio villa is in a highly desirable area within walking distance to the Fishhawk pool, rec center and many golf courses. Equal distance between Lake Sumter Landing & Brownwood squares. $115 pet fee. 4 person cart available at $50/day. 2 person cart is free.

Aug 21 – 28

G$29,130 GYD per night

Guest favorite

Farm stay in Ocala

4.93 out of 5 average rating, 294 reviews

Studio apartment Fort Brook Horse Farm

This is a small Thoroughbred horse farm where we breed the mares. We run at the racetrack or sell the horses. These mares are generally pregnant and are not ridden. Guest are welcome to pet the horses, who are very friendly. We usually have foal in the spring. Our farm is fairly close to plenty of fun outdoor activities, kayaking, swimming, hiking, biking,zip lining, and horse back riding

Mar 15 – 22

G$21,887 GYD per night

Guest favorite

Home in The Villages

5.0 out of 5 average rating, 8 reviews

Courtyard Villa

Beautiful Courtyard Villa. Best of all is the location, which puts you conveniently located to Spanish Springs and Lake Sumter Landing. Restaurants and shopping on Rt441. See why over a 130,000 people call it "Disneyland for Adults". Enjoy golf, pickle ball, shopping, relaxing, and dancing every night to free live music by different bands in the 3 town squares.

Aug 4 – 11

G$17,179 GYD per night