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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Webster Vacation Homes

Lake View Retreat Loaded For Fun, with STUNNING Views!
Smart TV, fireplace, books, stereo

Lake View Retreat Loaded For Fun, with STUNNING Views!

10.0 out of 10, Exceptional, (34)
"Worked out well for golfing trip just a great place to stay and the host or excellent"
The price is CA $414
CA $1,038 total
includes taxes & fees
Aug 20 - Aug 21
Lake View Retreat Loaded For Fun, with STUNNING Views!
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, (107)
"Great landlords, beautiful villa and great location "
Location! Our Village Gem-5 Star-3 min to Sumter Landing-Restaurants-Town Square
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney
Outdoor pool, a heated pool

Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney

10.0 out of 10, Exceptional, (72)
"Had an awesome time in Orlando while staying at this very well appointed property. "
Peaceful Lakeside Pool Villa w/ Star Wars Games Room Near Disney
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park
Terrace/patio

2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

10.0 out of 10, Exceptional, (17)
"We loved staying at this beautiful home! It is so well decorated. Seems like they thought of just about everything! We definitely plan to stay here again."
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park
Modern 3bed, 2bath House in Wesley Chapel, with EV Charging Outlet, AC, & WiFi.
Fridge, microwave, oven, stovetop

Modern 3bed, 2bath House in Wesley Chapel, with EV Charging Outlet, AC, & WiFi.

9.6 out of 10, Exceptional, (10)
"Property was clean and owners responsive to all needs. Check in was easy. Not sure if dogs are allowed but if so yard was dog friendly. "
Modern 3bed, 2bath House in Wesley Chapel, with EV Charging Outlet, AC, & WiFi.
Sunset Cove In the Village of St. John
Exterior

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
Village of Fernandina - free use of golf cart with liability waiver
Exterior

Village of Fernandina - free use of golf cart with liability waiver

10.0 out of 10, Exceptional, (20)
"We enjoyed our stay. Home was convenient to the town squares. Using the golf cart was a plus! We would stay here again. "
Village of Fernandina - free use of golf cart with liability waiver
A perfect place to watch the Sunset
A heated pool

A perfect place to watch the Sunset

9.8 out of 10, Exceptional, (109)
"Perfect home to come back to after a day in Disney! This was our second time staying here and we will be back"
A perfect place to watch the Sunset
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
Pool

4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!

7.8 out of 10, Good, (45)
"Thia place is a nice big home that will accommodate alot of people. Though the home was a bit dated and needs upgraded counters and furniture, it was we wou stay here again"
4 BR / 3 BA orlando vacation pool home in Clermont, BBQ Grill, Free Wifi!!
Private Lanai & Pool Access: Home in the Villages!
Pool

Private Lanai & Pool Access: Home in the Villages!

9.8 out of 10, Exceptional, (10)
"This home is exactly what we were looking for in a great location very very clean, well decorated and perfectly suited our needs. "
Private Lanai & Pool Access: Home in the Villages!
Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.
Fridge, microwave, oven, stovetop

Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.

10.0 out of 10, Exceptional, (115)
"Best VBRO that I have ever stayed at. "
Nicest Location & Fully Equipped Charming Home in the “Heart” of The Villages.
3/2 with a POOL in The Village of Shady Brook!
Pool

3/2 with a POOL in The Village of Shady Brook!

9.8 out of 10, Exceptional, (9)
"We had a wonderful stay"
3/2 with a POOL in The Village of Shady Brook!
Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment
Interior

Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment

10.0 out of 10, Exceptional, (84)
"The place was perfect. Location was perfect and the host was pleasant to work with. We were so relaxed it felt like home."
Walk To Brownwood Paddock Square, Restaurants & Nightly Entertainment
King-Sized Comfort in The Village of Deluna
Microwave, oven, stovetop, dishwasher

King-Sized Comfort in The Village of Deluna

9.8 out of 10, Exceptional, (13)
"Had a great stay. Lovely Villa, great location"
King-Sized Comfort in The Village of Deluna
Private Pool & Lake Views: Family Home in Oxford
Fridge, microwave, stovetop, dishwasher

Private Pool & Lake Views: Family Home in Oxford

8.8 out of 10, Excellent, (3)
"Great location. Visiting our parents in the Villages. Plenty of space for our family. Spacious rooms. Would rent again."
Private Pool & Lake Views: Family Home in Oxford
Charming and spacious three-bed, three-bath brand new house in The Villages
Terrace/patio

Charming and spacious three-bed, three-bath brand new house in The Villages

10.0 out of 10, Exceptional, (64)
"Very enjoyable visit. House was sparkling clean and the host went out of his way to accommodate our needs. Highly recommended!!"
Charming and spacious three-bed, three-bath brand new house in The Villages
Lakefront Retreat w/ Kayaks & Fire Pit in Clermont
Outdoor dining

Lakefront Retreat w/ Kayaks & Fire Pit in Clermont

9.6 out of 10, Exceptional, (17)
"Nice place to stay very clean. Waterfront is nice. Firepit was cool.."
Lakefront Retreat w/ Kayaks & Fire Pit in Clermont
Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney
Interior

Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney

10.0 out of 10, Exceptional, (40)
"Great place"
The price is CA $435
CA $1,150 total
includes taxes & fees
Aug 26 - Aug 27
Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney
Brand New Luxury 4-bedroom house in Clermont
Fridge, microwave, oven, stovetop

Brand New Luxury 4-bedroom house in Clermont

10.0 out of 10, Exceptional, (2)
"Was a lovely place, but we felt, "bait and switched". The map on VRBO shows that this home is in Clermont. It is NOT. It is 40 minutes south of Clermont. So, that was a bummer, as we wanted a place in the city of Clermont. It does say that the home is located south of Clermont, but at the very bottom of the description in small print. Otherwise, everything was great. Clean, safe, new and pretty. Perfect otherwise. I just wish they had put the correct location of the home on the map. "
The price is CA $262
CA $781 total
includes taxes & fees
Sep 9 - Sep 10
Brand New Luxury 4-bedroom house in Clermont
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 CA $199
CA $503 total
includes taxes & fees
Aug 31 - Sep 1
Heated Pool house in Lake Panasoffkee
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.
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Top Webster Hotel Reviews

Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

10/10 Excellent
"Clean and convenient "
ABDUR 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Wildwood The Villages by IHG