Holiday rentals in The Villages

5 out of 5 average rating, 6 reviews

Flat in Florida Center

Enclave byJS Luxury Vacation Orlando

The best vacation in Orlando,Enclave by JS Luxury Vacation is what you are looking for in comfort and luxury!Affordable rates, unlike the competition. Located in the heart of International Dr,close to the main attractions,Fun Spot,Malls,Walt Disney World,Epic Universe and within walking distance to Universal Studios.Free parking,laundry,restaurant,special parking space for those who need a ramp.Balcony in all apartments.Indoor heated pool,gym, jacuzzi.3 m from turnpike1/2 mile from hway 4.Enjoy.

5 out of 5 average rating, 13 reviews

Flat in Lady Lake

Desperado 2 - Cozy Peaceful Apt. Lady Lake FL.

Escape to your unique and private 2nd story apartment nestled on 2 acres of serene land and just a short 7-minute drive to The Villages. Enjoy the tranquility of nature while still being close to vibrant entertainment, shopping and dining options. Your cozy and well appointed space offers the perfect blend of seclusion and convenience making it an ideal getaway for relaxation and rejuvenation. *perfect for vacation *perfect for traveling workers *perfect for visiting family in the The Villages

4.93 out of 5 average rating, 88 reviews

1199 Merryweather - Walk to Lake Sumter Landing Sq

Wow! Gorgeous 2br/2ba courtyard villa; 5-star reviews. Walk to Creekside Landing pool & town square in THE most sought after location in the entire community. Private yard. Granite counters, vaulted ceilings, big birdcage, French doors & vinyl plank floor. Zero carpet. Newer recliners & patio chairs & new sofa in 2024. King in master. Queen in guest br. Cable. WIFI. Rent a golf cart if you like. No pets here any longer. I manage a pet friendly 3br across street (sleeps 6). May-Dec 2025=5nt min.

Superhost

Apartment in Orlando

4.82 out of 5 average rating, 132 reviews

Resort Condo: 2BR w/ Balcony near Disney

Discover the perfect getaway in our graceful 2BR condo at a wonderful resort. - Features a spacious living area, cozy bedrooms, a full kitchen & a private balcony. - Short drive to Walt Disney World, Universal Studios, & Orange County. - Full access to resort shared amenities, including pools, a gym, hot tub, & a game room. - Enjoy smart TVs, high-speed Wi-Fi & free parking. - Easy access to nearby restaurants and the International airport, offering the ultimate blend of comfort & convenience.

5 out of 5 average rating, 7 reviews

Cabin in Astor

Charming Cabin/Cottage getaway

This is a very Charming remodeled exceptionally clean Cabin in the Heart of Astor and Across the street from the river, 100 yards to the public boat ramp. Across the street from the local bait store and one block to the nearest riverfront sports bar/restaurant. Great water activities and some of the best fishing in Florida. The absolute best place to bass and Speck (crappie fish) in Florida. The charming cabin has screened porches front/rear. An Exceptionally clean cottage, fully furnished.

5 out of 5 average rating, 6 reviews

Home in Ocklawaha

As good as it gets! Lakefront - with a pool!

This 2/1 house sits directly on a large private beach with a massive enclosed pool area including an outdoor kitchen, smart TV and lots of space to relax. This is our family vacation home, so everything is there to ensure an amazing stay. A new two story dock offers spots to moor a boat or jet skis, and lots of sun and fun space: paddle boards, fire pit, picnic table, etc. A separate cottage is just behind it. Find it listed under my profile. Rent both together for a big family gathering!

Superhost

Villa in The Villages

4.9 out of 5 average rating, 20 reviews

Beautiful villa near Sumter Landing w/ Golf Cart

Perfect central location between Lake Sumter Landing and Brownwood Paddock! 4 seat electric golf cart provided to enjoy exploring all that The Villages has to offer. Totally remodeled, new appliances, new flooring, new furnishings, large screen TV's in every room. Luxurious king bed in master and queen bed in guest bedroom. Fully equipped kitchen with everything you would need to prepare a delicious meal. Decorated with comfort in mind including 4 power recliners & extra comfy bedding.

4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

Neighborhood Pool, WIFI, Free Parking, Backyard View Excellent location, 2 bed 2 bath open floor plan home that borders a nature preserve looking out the lanai in the Village of Palo Alto. Walking distance to Spanish Springs and close to Lake Sumter Landing. Enjoy area amenities including pools, golf courses, tennis, pickle ball, shuffleboard and live entertainment every night of the week in three different locations. I do not live there. Prices include golf cart!

5 out of 5 average rating, 21 reviews

Home in Crescent City

Lake Cabin! Private Dock, Tennis Court & Pool

Cozy waterfront cabin! This log cabin located in Crescent City, FL has something for everyone! Master downstairs with king bed, 2 oversized bedrooms upstairs with king, queen, full, & 3 twins Game room, private pool, hot tub, private tennis court, basketball, corn hole & fishing! Pet-friendly with approval Cameras on property 1 Camera located in driveway 1 Ring doorbell on front door. FIREPLACE NOT AVAILABLE FOR USE DURING SPRING & SUMMER

5 out of 5 average rating, 10 reviews

Home in Mount Dora

Doras Dream, 4 Bedrooms, Sleeps 12, Downtown

Welcome to Doras Dream, a spacious retreat located in the heart of Downtown. This spacious home, located just minutes from the heart of charming downtown Mount Dora, is the perfect getaway for families. Comfortably accommodating up to 12 guests, the house is uniquely designed to offer shared or private living arrangements, thanks to a privacy door that separates the front and back of the home.

4.95 out of 5 average rating, 84 reviews

Custom luxury Ranch in Sunset Point

Beautiful luxury rental in The Villages. Close to Lake Sumter Landing. All Marble, Granite, Flat screen TV's in Every Room, Bathrooms with amenities like rain forest showers, steam room, Bidet toilet in master, and Jacuzzi tub. Built in Sound system, upgraded Kitchen and Lanai with TV and AC. No Smoking, parties, or Pets. Primary renter Has to be 35 yo or older.