Holiday rentals in Sumter County

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Top-rated holiday rentals in Sumter County

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

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Guest favourite

Home

4.94 out of 5 average rating, 86 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.

Guest favourite

Home

4.71 out of 5 average rating, 7 reviews

PATIO VILLA W/ GOLF CART CLOSE TO LAKE SUMTER LAND

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 yamaha golf 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.

Guest favourite

Villa

5 out of 5 average rating, 30 reviews

Lovely Patio Villa w/ King Suite. Prime location!

**OCTOBER-DECEMBER 2024 NOW AVAILABLE!** Serenity Palms is a beautifully appointed 2 Bdrm/2 Bath Patio Villa w/all the comforts of home. This home comes with a 2014 Yamaha gas golf cart for your use. Situated between the town squares of Lake Sumter Landing & Brownwood Paddock Square & within walking distance of the Liberty Park pool & Allamanda Rec Center. The Villages has over 60 Golf courses, 80 pools & thousands of activities to keep you entertained. Come, Enjoy this relaxing getaway!

Guest favourite

Home

4.92 out of 5 average rating, 13 reviews

The Sandpiper Villa

Located in the Village of Monarch Grove, this beautiful patio villa has everything you need to get away and have a relaxing vacation. Located minutes from shopping centers, golf courses, recreational centers with resort style pools, and so much more! Close by are Sawgrass Grove and Brownwood square, which host live music and entertainment every night! With a spacious layout, that is meticulously cleaned and well kept, and ample amenities, this villa has so much to offer!

Guest favourite

Home

4.98 out of 5 average rating, 127 reviews

Marsh Bend Waterview Oasis in The Villages

Picture yourself staying at our Sanctuary overlooking the peaceful water view in the Village of Marsh Bend. Take a short stroll across the street to Edna's Beer & Wine Garden or enjoy the nearby pool or Pitch N Putt. This beautiful, ultra clean, new home can be your next oasis and you enjoy preparing a meal in the beautiful kitchen with all of the necessities. 3 Bedrooms and 2 Bathrooms give you plenty of room to enjoy the house for yourselves or have a few guests.

Guest favourite

Home

4.87 out of 5 average rating, 15 reviews

Vacation in luxury at Margarita House!

Welcome to the Margarita House! This beautiful home is located in highly desirable village of Santo Domingo just 10 minutes to Lake Sumter and Spanish Springs town centers. The 1767 square feet of indoor living space will be certain to impress! Did I mention that this house is on an extremely large over a 1/4 acre lot which is practically unheard of in The Villages. As you enter you will be captivated by the expansive volume and vaulted ceilings and the stylish decor!

Guest favourite

Home

4.88 out of 5 average rating, 25 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!

Guest favourite

Home

5 out of 5 average rating, 13 reviews

New Village House Paradise! 30% weekly discounts!

☑ New King and Queen bed suites! ☑ Brand new appliances package! ☑ 55" LED Roku TV's in All Bedrooms ☑ 65" LED Roku TV with Sony Sound bar system and Subwoofer ☑ Upgraded Outlets (No charging blocks needed) Perfect location and perfect upgrades makes this home a great vacation destination. Home has fully stocked essentials for entertaining, Day at the Beach, grilling, everyday cooking, and baking. Note: Highly recommend golf cart rental (Not included).

Guest favourite

Home

4.96 out of 5 average rating, 49 reviews

Beautiful Villages 2/2 Home. Perfect Location

Cozy 1,121 Square Feet single family home with everything you will need for a great stay at The Villages. Incredible location, only a 6 minute golf cart ride to Lake Sumter Landing and a 8 minute golf cart ride to Spanish Springs. All Villages amenities and 2 person gas golf cart included. Golfers Dream. Recreation centers, entertainment, pools and tons of activities all minutes away by drive or golf cart. One small dog under 20 pounds allowed, no cats.

Guest favourite

Home

4.92 out of 5 average rating, 39 reviews

The Villages, De La Vista West 1762

* Just available, complete renovation/new everything of this Patio Villa. * Considered one of the best locations, right in between Lake Sumter Landing and Spanish Springs squares, close to main intersection of CR466 and Morse Blvd. * Over-sized lot on street end, no homes behind, mature trees and 3 outdoor entertaining areas. *January, February and March are only rented consecutively.

Guest favourite

Home

4.95 out of 5 average rating, 81 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.

Guest favourite

Home

4.87 out of 5 average rating, 15 reviews

Location, Location! Hot Tub!

Best location in The Villages. Abutting Bonifay Country Club; close to shopping, Sarasota golf practice facility, multiple pools, pickleball courts, and other recreational amenities. Equal distance to Brownwood and Sumter landing. Golf Cart included in rental. Modern, clean, and bright. Check out reviews on Vrbo. Property listing number 2007250. New to airbnb