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114 Houses

22

Country Living at Webster Country Cottages - The Birdhouse

Florida / Webster

Webster house

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$229

Responds fast!
avg. 54 minutes

Price per night from

$229

17

Country Loft with Super Scenary at Webster Country Cottages

Florida / Webster

Webster cottage

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$172

Responds fast!
avg. 54 minutes

Price per night from

$172

Great rentals within 20 miles that match your search

Distance approx 17.95 km from Webster

(16) Excellent 

Certificate of Excellence

19

All the Comforts of Home with gameroom and heat pool only 8 miles to Disney

Lake County / Clermont

Clermont villa

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Nearest beach 121 mi
  • Swimming pool
  • Child Friendly
“Great House!” The owner was very attentive and accommodating. We didn't have wifi the entire time we were there. The placement didn't allow for anyone to use it in the house. I would suggest moving the cable router to the main tv room. Use a splitter
…see more

Certificate of Excellence

Price per night from

$144

Responds fast!
avg. 40 minutes

Price per night from

$144

Distance approx 14.7 km from Webster

(1) Excellent 

46

Swiss 45 - Swiss Waterski Villa

Central Florida / Orlando

Orlando villa

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski

Price per night from

$253

Price per night from

$253

Distance approx 18.13 km from Webster

19

Beautiful Sugar Loaf Mountain House on 5 acres

Lake County / Clermont

Clermont house

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$206

Price per night from

$206

Distance approx 18.68 km from Webster

(1) Excellent 

24

NEW! Gated Guesthouse at Historic Howey Mansion!

Lake County / Howey in the Hills

Howey in the Hills house

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$228

Responds fast!
avg. 38 minutes

Price per night from

$228

Distance approx 16.88 km from Webster

24

Designer Home at The Villages - Near Brownwood

Florida / Wildwood

Wildwood house

3 4 28 nights min

  • 3 bedrooms
  • sleeps 4
  • 28 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$103

Responds fast!
avg. 26 minutes

Price per night from

$103

Distance approx 18.13 km from Webster

13

Standing 30 Ft Travel Trailer

Lake County / Clermont

Clermont caravan/mobile home

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly

Price per night from

$81

Price per night from

$81

Distance approx 14.19 km from Webster

(16) Excellent 

42

EXCLUSIVE LUXURY RESORT HOME MINUTES FROM DISNEY

Central Florida / Kissimmee

Kissimmee house

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great Stay” Enjoyed the accommodations offered by your property. Was exactly what I expected, except for a few deficiencies, such as carpet needed cleaning on stairs and in some areas, DVD player wouldn’t work in my bedroom. I cleaned up, stripped bed
…see more

Price per night from

$183

Responds fast!
avg. 2 hours 54 minutes

Price per night from

$183

Distance approx 19.14 km from Webster

(1) Excellent 

7

LOCATION, conveniently located between Lake Sumter Landing and Brownwood Paddock

Lake County / Fruitland Park

Fruitland Park house

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Air conditioning
  • Private garden

Price per night from

$143

Price per night from

$143

Distance approx 17.77 km from Webster

24

The Village of Sanibel Cottage w/ Enclosed Lanai!

Florida / The Villages

The Villages cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$109

Responds fast!
avg. 9 minutes

Price per night from

$109

Distance approx 18.81 km from Webster

(1) Excellent 

13

Buzz of the Villages

Florida / The Villages

The Villages villa

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Air conditioning

Price per night from

$69

Price per night from

$69

Distance approx 17.6 km from Webster

15

Extra large, cul-de-sac lot. Greater Groves 5/4 pool home blanketed in stunning

Lake County / Clermont

Clermont house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Suitable for children age 5+

Price per night from

$212

Price per night from

$212

Distance approx 18 km from Webster

(1)  

24

3BR Home in The Villages w/Pool & Nature Trail!

Florida / The Villages

The Villages house

3 4 min stay varies

  • 3 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$114

Responds fast!
avg. 39 minutes

Price per night from

$114

Distance approx 17.31 km from Webster

24

NEW-Elegant Home w/Lanai in The Villages Community

Florida / Whitney Beach

Whitney Beach house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$98

Responds fast!
avg. 9 minutes

Price per night from

$98

Distance approx 17.6 km from Webster

10

Elegant AND fun Orange Tree 4/3 pool home with spa. Orange groves and

Lake County / Clermont

Clermont house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Suitable for children age 5+

Price per night from

$196

Price per night from

$196

Distance approx 17.6 km from Webster

15

Family time, quiet relaxation, Florida fun... the option is yours with this 5/4

Lake County / Clermont

Clermont house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Suitable for children age 5+

Price per night from

$212

Price per night from

$212

Distance approx 17.6 km from Webster

15

Mission Park 3/2 pool home with spa and game room. Great community amenities

Lake County / Clermont

Clermont house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Suitable for children age 5+

Price per night from

$181

Price per night from

$181

Distance approx 12.94 km from Webster

23

3002 Gallinule Court

Florida / Coleman

Coleman villa

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$124

Price per night from

$124

Distance approx 17.41 km from Webster

13

1474 Alesio - Guesthouse

Florida / The Villages

The Villages house

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Air conditioning

Price per night from

$46

Responds fast!
avg. 1 hour 11 minutes

Price per night from

$46

Distance approx 15.38 km from Webster

13

★Couple’s Getaway★ + Private patio & grill area

Florida / Dade City

Dade City house

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$114

Price per night from

$114

Distance approx 16.9 km from Webster

4

Escape Winter's Chill at our Lakefront Cottage - Sunkist Citrus Cottage

Florida / Floral City

Floral City house

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$75

Price per night from

$75

Distance approx 17.16 km from Webster

10

A Gem in The Villages! Golf, Golf, Golf and any other activity you can imagine!

Florida / The Villages

The Villages house

2 4 120 nights min

  • 2 bedrooms
  • sleeps 4
  • 120 nights min
  • Swimming pool
  • Air conditioning

Price per night from

$86

Price per night from

$86

Distance approx 17.6 km from Webster

15

Large, elite Orange Tree 6/4 pool home. Spacious rooms on expansive lot

Lake County / Clermont

Clermont house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Suitable for children age 5+

Price per night from

$242

Price per night from

$242

Distance approx 17.6 km from Webster

15

This Orange Tree 4/3 pool home boasts rich, warm colors, plush spaces, game

Lake County / Clermont

Clermont house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Suitable for children age 5+

Price per night from

$196

Price per night from

$196

Distance approx 17.6 km from Webster

15

This Orange Tree 5/4 pool home includes spa, game room and prime location

Lake County / Clermont

Clermont house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Suitable for children age 5+

Price per night from

$212

Price per night from

$212

Distance approx 17.6 km from Webster

15

Contemporary 5/4 pool home with spa and game room. Perfect home for your family

Lake County / Clermont

Clermont house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Suitable for children age 5+

Price per night from

$212

Price per night from

$212

Distance approx 17.6 km from Webster

13

The fun doesn't have to stop when you leave the theme parks! This Orange Tree

Lake County / Clermont

Clermont house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Suitable for children age 5+

Price per night from

$212

Price per night from

$212

Distance approx 17.6 km from Webster

12

Spacious but cozy 4/3 pool home located at Orange Tree. Desirable location

Lake County / Clermont

Clermont house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Suitable for children age 5+

Price per night from

$196

Price per night from

$196

Distance approx 19.27 km from Webster

19

Beautiful 1 Bedroom Cottage in Grove Ridge RV Resort

Florida / Dade City

Dade City cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 70 mi
  • Child Friendly
  • Air conditioning

Price per night from

$66

Price per night from

$66

Distance approx 6.35 km from Webster Show on Map

(4) Excellent 

26

Cozy 1 Bedroom Cottage in Blueberry Hill RV Resort

Central Florida / Bushnell

Bushnell apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$62

Price per night from

$62

Distance approx 17.1 km from Webster

(17) Excellent 

Certificate of Excellence

16

Patio Villa - 2bdrm - Beautifully Furnished

Florida / The Villages

The Villages villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Air conditioning

Certificate of Excellence

Price per night from

$58

Price per night from

$58

Distance approx 6.62 km from Webster

(1) Excellent 

18

One Bedroom Cottage in Red Oaks Resort, Bushnell

Central Florida / Bushnell

Bushnell cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask about children
  • Air conditioning

Price per night from

$44

Price per night from

$44

Distance approx 18.87 km from Webster

(10) Excellent 

11

Courtyard Villa in The Villages, Florida

Florida / The Villages

The Villages villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Air conditioning
  • Private garden

Price per night from

$73

Responds fast!
avg. 2 hours 55 minutes

Price per night from

$73

Distance approx 14.19 km from Webster

29

Villa swimmingpool on lake, golf near orlando

Lake County / Clermont

Clermont villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool

Price per night from

$261

Responds fast!
avg. 2 hours 4 minutes

Price per night from

$261

Distance approx 17.8 km from Webster

(1) Excellent 

19

Brand New Townhome - Clermont

Davenport / Hampton Lakes

Davenport house

3 7 4 nights min

  • 3 bedrooms
  • sleeps 7
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$115

Price per night from

$115

Distance approx 18.69 km from Webster

(1) Excellent 

10

A lovely & cozy home centrally located

Florida / The Villages

The Villages house

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$92

Price per night from

$92

Distance approx 18.84 km from Webster

19

The Villages, Liberty Park, 2 Bedrooms/Den

Florida / The Villages

The Villages house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Air conditioning

Price per night from

$115

Price per night from

$115