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Compare 129 Cottages in Webster with updated reviews, rates, and availability.

Cozy Lake Front Cottage

10.0 out of 10, Exceptional, (16)
"Will definitely be staying again"
The price is $315
includes taxes & fees
$287 per night
May 2 - May 3
Cozy Lake Front Cottage

Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course

2.0 star property
10.0 out of 10, Exceptional, (6)
"Had a good time spent with family playing board games and cooking. House had a very warm atmosphere. "
The price is $292
includes taxes & fees
$265 per night
May 4 - May 5
Green House Under the Oaks Near Weeki Wachee Springs & Cabot Farms Golf Course

'Lotus Point' Lake House Getaway on Four Rustic Acres

9.8 out of 10, Exceptional, (151)
"This property has privacy & everything you need. It was absolutely beautiful! We loved it!"
'Lotus Point' Lake House Getaway on Four Rustic Acres

DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!

10.0 out of 10, Exceptional, (128)
"Great place to stay. Clean. Neat. Overall great property."
DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!

"The Florida Cracker "THE GREEN ROOM" READ our five stars review..

10.0 out of 10, Exceptional, (6)
"Perfect for our needs. Owners were attentive. Will stay again "
"The Florida Cracker "THE GREEN ROOM" READ our five stars review..

The Shebeen A small Irish cottage,come experience the enchantment and trnquility

10.0 out of 10, Exceptional, (16)
"We loved how quiet and relaxing our stay was here with our 2 dogs. The hosts were wonderful and it was nice to be close to all the animals on their farm.We would love the chance to come back and stay here again."
The Shebeen A small Irish cottage,come experience the enchantment and trnquility

Gorgeous Cottage near Lake Louisa & mins 2 Disney.

9.6 out of 10, Exceptional, (46)
"The place had everything you need for a great stay. All the basics are there. I enjoyed my stay and would stay here again."
Gorgeous Cottage near Lake Louisa & mins 2 Disney.

Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly

9.8 out of 10, Exceptional, (18)
"It’s my second visit this year, I love hearing cows and sheep and being woke up by a rooster. It a perfect peaceful place, country cottage feel. And only a short drive to the Villages."
Peaceful Country Chic Cottage with King Bed Near The Villages Pet Friendly

Beautiful 1 bedroom/1 bath unit in Downtown Clermont at Lake Minneola

10.0 out of 10, Exceptional, (13)
"We really appreciated the uniqueness of this ‘just right’ for us Cabana. We hope to visit again soon!"
Beautiful 1 bedroom/1 bath unit in Downtown Clermont at Lake Minneola

Lake-view home - walk to lake, beach, dock and boat ramp

8.0 out of 10, Very Good, (4)
"This home is adorable, decorated perfectly, and the price was fantastic. Super clean, and the pull through driveway is absolutely perfect for bringing a boat to the lake. Highly recommend!!!"
Lake-view home - walk to lake, beach, dock and boat ramp

Fly-in place to stay close to The Villages

9.6 out of 10, Exceptional, (28)
"Home was in a very quiet area, but close to shopping, restaurants, and entertainment. Would definitely stay again."
Fly-in place to stay close to The Villages

1/1 Cottage with fabulous view of Amelia Championship Golf Course

8.0 out of 10, Very Good, (1)
"We were visiting family in The Villages and needed a place to stay. We enjoyed the spacious yet compact space—living area, kitchen, bedroom, bath with large shower, walk in closet and laundry room. We parked in the driveway but that was the only space to be outside at this time. It was fine as we were mostly with family elsewhere. "
1/1 Cottage with fabulous view of Amelia Championship Golf Course

The Harmony Oaks Homestead - Tiny Florida Cottage

2.0 out of 10, (1)
"We were refunded once we got there. No check in instructions and no response from host. This property is a scam and Vrbo is now holding the money for up to 15 days."
The price is $218
includes taxes & fees
$198 per night
May 4 - May 5
The Harmony Oaks Homestead - Tiny Florida Cottage

Sweetwater Cottage - Waterfront and Pet Friendly! Canoe and kayaks provided!

9.6 out of 10, Exceptional, (15)
"My husband and I stayed for a long weekend. In Florida to visit family. The place was just what we needed, Cozy, comfortable, and clean. The decor was so cute. Our granddaughter came over and we fished off the dock (Catch and release) and she caught approx 10 fish,she had a blast. Thank you for allowing us to have a wonderful time."
Sweetwater Cottage - Waterfront and Pet Friendly! Canoe and kayaks provided!

'Cypress Lake House' in Floral City, Florida

9.8 out of 10, Exceptional, (100)
"Had a great time. Enjoyed sitting by a fire and relaxing. Chris is a great host."
'Cypress Lake House' in Floral City, Florida

Dreamy River Cottage

9.6 out of 10, Exceptional, (20)
"Great place, very clean and the owner was very responsive."
Dreamy River Cottage

NEW LISTING! Relaxing 4BR Hideaway in Groveland by RedAwning

2.0 star property
The price is $420
includes taxes & fees
$403 per night
May 5 - May 6
NEW LISTING! Relaxing 4BR Hideaway in Groveland by RedAwning

Boat friendly cottage close to Harris Chain of lakes and Disney World

9.6 out of 10, Exceptional, (5)
"Amazing house clean and very accommodating had everything you could ask for would so stay there again great location"
Boat friendly cottage close to Harris Chain of lakes and Disney World

~ 1 Mi to Golf: Home w/ Patio in The Villages!

3.0 star property
10.0 out of 10, Exceptional, (1)
"The trip for us was very nice. The house had everything we needed, especially when I wanted to cook in the kitchen. It even had a crock pot which is one of my favorite cooking gadgets. The owner was very nice and was available if we had any questions. We loved the flow of the house and the outside area. The Villages is a well maintained community."
~ 1 Mi to Golf: Home w/ Patio in The Villages!

Relaxing 4br Hideaway In Groveland 4 Bedroom Cottage by RedAwning

3.0 star property
The price is $453
includes taxes & fees
$405 per night
May 7 - May 8
Relaxing 4br Hideaway In Groveland 4 Bedroom Cottage by RedAwning
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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Other property types in Webster

Siena at Bella Collina

3.5 star property
9.8 out of 10, Exceptional, (64)
"Excellent "
The price is $364
includes taxes & fees
$327 per night
May 14 - May 15
Siena at Bella Collina

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

9.2 out of 10, Wonderful, (46)
"Centrally located to where we needed to be. Owner very quick to respond to our needs"
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

Paradise! 3br/3ba large Townhouse near the Epperson Lagoon Community

10.0 out of 10, Exceptional, (43)
"We had an amazing stay at this location! The finishes were beautiful and had everything we needed."
The price is $490
includes taxes & fees
$443 per night
May 4 - May 5
Paradise! 3br/3ba large Townhouse near the Epperson Lagoon Community
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.