Holiday rentals in Oxford

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Top-rated holiday rentals in Oxford

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

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Top guest favourite
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
4.93 out of 5 average rating, 44 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 favourite
Home in The Villages
4.88 out of 5 average rating, 56 reviews

Villages Home: Private Pool 3BR/2BA-Summer Special

Updated 3BR Home w/ Heated Pool – Close to Lake Sumter Landing Relax and recharge in this peaceful 3BR/2BA getaway in The Villages. Boasting a private htd. pool and modern updates, this home sleeps 6 (King, Queen, and Twin configurations, all with TVs). Conveniently located: It's a short drive from Sumter Landing, Palmer Golf Course, Churchill Downs, Pimlico Rec Center, and a great selection of nearby shops and restaurants. Friendly reminder: Add'l fees apply for more than 4 guests or a pet.

Top guest favourite
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, 145 reviews

Getaway on the Waterway- Dock+Kayaks+SUP board

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 favourite
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
4.91 out of 5 average rating, 89 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!

Guest favourite
A modern living space is illuminated by soft sunlight streaming through large windows. The wooden flooring creates a warm ambiance, while a sleek sectional couch and decorative partition subtly define the area. A potted plant adds a touch of greenery to the environment.
Home in Summerfield
4.88 out of 5 average rating, 217 reviews

Modern Lake Weir House

Best sunset on Lake Weir! Lake front with private sand beach we are located on Sunset Harbor on Lake Weir. Plenty of dock space and beach space for several boats. House is on Bird Island and setup for entertaining friends and family. House was completely remodeled in 2018 with a modern contemporary design featuring 4 bedrooms, 2 bathrooms. One of the rooms is a movie theater with a 100” big screen that has a futon sofa. Can take the boat to Eaton’s Beach or Gator Joes just across the lake!

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.

Guest favourite
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, 38 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 favourite
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
4.95 out of 5 average rating, 56 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

Superhost
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
4.83 out of 5 average rating, 133 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.

Superhost
A custom home is framed by lush greenery and mature trees. The landscaped yard features a manicured lawn, and the house showcases a welcoming façade with multiple windows, allowing natural light to enhance its inviting presence.
Home in Summerfield
4.85 out of 5 average rating, 101 reviews

A+ Privacy | Hot Tub | BBQ + Dining | Family +Pets

Custom home with private garden, hot tub, outdoor dining & screened front porch. ★ "Beauituful home inside and out! I absolutely love the landscaping." ☞ Patio w/ alfresco dining + BBQ ☞ Backyard w/ private garden + hot tub ☞ Fully equipped + stocked kitchen ☞ Indoor jetted spa bathtub ☞ Card table + air hockey ☞ Multiple smart TVs (4) ☞ Indoor gas fireplace ☞ Pet friendly 11 mins → The Villages (cafes, dining, shopping) 12 mins → Eaton's Beach (swim + live music)

Top guest favourite
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, 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!

Superhost
Home in The Villages
4.8 out of 5 average rating, 5 reviews

Poolside Chic Escape - 2/2 + Pool & Golf Cart!

Stylish, 2/2 in The Village of Lynnhaven. Dedicated workspace with extra-deep couch that sleeps a potential 5th guest. Gorgeous screened-in PRIVATE POOL. Minutes from LAKE SUMTER LANDING for shopping, dining and FREE nightly entertainment! Enjoy the highly sought-after 4-seater golf cart to get all around town—near pools, recreation centers, sports, games, activities, plus CHAMPIONSHIP and EXECUTIVE GOLF COURSES everywhere. Vacation in style, privacy and comfort!

Popular amenities for Oxford holiday rentals