Holiday Rentals in Sumter County

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Cities in Sumter County

Holiday RentalsHoliday Rentals

The Villages

The Villages

Featured Holiday Rentals in Sumter County

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Outdoor dining

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

9.8 out of 10, Exceptional, (111)
"We had a great stay. Thank you! "
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Fridge, microwave, oven, stovetop

Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square

10.0 out of 10, Exceptional, (108)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
Fridge, microwave, oven, stovetop

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

10.0 out of 10, Exceptional, (26)
"Great place to stay. Close to Lake Sumter and owner supplied all are needs. Do not hesitate to stay here you will be happy with the property. "
Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Smart TV, printers

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

10.0 out of 10, Exceptional, (58)
"Great property; great location "
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment
Sunset Cove In the Village of St. John
Smart TV

Sunset Cove In the Village of St. John

10.0 out of 10, Exceptional, (36)
"We had a very nice stay here. The house was very comfortable and had all we needed, and we enjoyed using the golf cart to explore the Villages."
Sunset Cove In the Village of St. John
Vacation Home with luxurious pool in The Villages, Florida!
Outdoor pool, a heated pool

Vacation Home with luxurious pool in The Villages, Florida!

10.0 out of 10, Exceptional, (45)
"We had a great time enjoying the beautiful pool and outdoor barbeque area. The home was very comfortable for six adults. Jeff and Aggie were wonderful hosts and responded quickly to any questions we had. This is a beautiful home for a family get away."
The price is €565
includes taxes & fees
2 Sept - 3 Sept
Vacation Home with luxurious pool in The Villages, Florida!
Heated Pool house in Lake Panasoffkee
Outdoor dining

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (37)
"Great clean house, thanks for having us!"
The price is €303
includes taxes & fees
8 Sept - 9 Sept
Heated Pool house in Lake Panasoffkee
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Pool

FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!

10.0 out of 10, Exceptional, (49)
"The property is very well kept and Brad was very great to deal with"
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
TV

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

10.0 out of 10, Exceptional, (116)
"Everything was very nice, no issues at all."
Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
A heated pool

Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view

10.0 out of 10, Exceptional, (215)
"We loved our stay! The house is spacious, well stocked, clean and great location. We enjoyed relaxing on the lanai with the beautiful view of the golf course and pool. David is an excellent host! "
Golf Front Home, Solar Heat Pool! FREE golf cart, wifi, awesome view
Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely
Outdoor dining

Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely

10.0 out of 10, Exceptional, (9)
"Beautiful, well appointed, comfortable and clean home. Owner is super nice and available for any questions. Perfect rental for us!"
Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely
Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages
Exterior

Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages

2.5 star property
10.0 out of 10, Exceptional, (7)
"Was the perfect location for a big family gathering (some of our family were in the Villages, so this was so convienient)"
Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages
Pool, Golf Course View Home, 4 place golf cart
Interior

Pool, Golf Course View Home, 4 place golf cart

10.0 out of 10, Exceptional, (38)
"Such a wonderful place to stay and relax. The villa is beautiful. So clean and comfortable. Having breakfast outside every morning with the fantastic view. The hosts are amazing and we didnt want for anything. Very much look forward to going back next year."
Pool, Golf Course View Home, 4 place golf cart
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
A heated pool

WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ

9.4 out of 10, Exceptional, (85)
"This worked out great for us and would stay again next time we visit The Villages "
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, 3 Min to Sumter SQ
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Smart TV, fireplace

The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

10.0 out of 10, Exceptional, (21)
"We were in town visiting family. The house met our needs and enjoyed the golf cart to explore the villages on our down time."
The price is €369
includes taxes & fees
3 Sept - 4 Sept
The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
Smart TV

Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring

10.0 out of 10, Exceptional, (12)
"The home was accurately described in listing. Pool/Spa were hi light of our trip. Communication was excellent.Thank you Sue and Dave for a great vacation home rental."
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!
Property grounds

3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!

7.6 out of 10, Good, (4)
"Our stay was very accommodating! Very clean property and kind host! "
3 bed/ 2 bath house in The Villages! Pet friendly, pool, hot tub and internet!
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
Outdoor dining

Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

9.6 out of 10, Exceptional, (69)
"Perfect accommodations. Thank you! Be back in the area in the fall. We'll definitely look this one up again."
Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses
Piper's! On The Golf Course, Across From The Pool!
Living area

Piper's! On The Golf Course, Across From The Pool!

10.0 out of 10, Exceptional, (1)
"We visited The Villages for the first time with Mark & Bridget and they were nothing but kind and accommodating!! My friend and I drove golf carts for the first time and they were able to provide another one for our third person! We drove all over the place, enjoyed the square, ate so much, and danced the night away. We loved staying at their house and would love to come back!!!!! Thank you for everything!!! If we could give you 100 stars we would!!! "
Piper's! On The Golf Course, Across From The Pool!
1 Mi to Pickleball & Golf: Home in The Villages
Fridge, microwave, stovetop, dishwasher

1 Mi to Pickleball & Golf: Home in The Villages

1 Mi to Pickleball & Golf: Home in The Villages
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sumter County Hotel Reviews

Find out more about Sumter County

Find out more about Sumter County

Holiday Homes in Sumter County

Search for holiday homes in Sumter County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Sumter County using one of the methods below: 

  • View our selection of featured holiday homes in Sumter County
  • Use the map to find apartments and other holiday rentals in the Sumter County neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday homes in Sumter County while they last

Look no further and take a look at our great range of rental properties in Sumter County!

Explore a world of travel with Expedia

Explore a world of travel with Expedia