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Webster Holiday Apartments

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50 rentals in Webster.
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Six Branch Ranch Guest House

4 Bedrooms 
2 1/2 Baths
Sleeps 8, holiday rental in Webster
Six Branch Ranch Guest House

4 Bedrooms 
2 1/2 Baths
Sleeps 8, holiday rental in Webster
Six Branch Ranch Guest House

4 Bedrooms 
2 1/2 Baths
Sleeps 8, holiday rental in Webster

Six Branch Ranch Guest House 4 Bedrooms 2 1/2 Baths Sleeps 8

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Just What You Are Looking For, Get Away From It All And Bring The Pets Too., holiday rental in Webster
Just What You Are Looking For, Get Away From It All And Bring The Pets Too., holiday rental in Webster
Just What You Are Looking For, Get Away From It All And Bring The Pets Too., holiday rental in Webster

Just What You Are Looking For, Get Away From It All And Bring The Pets Too.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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FUN & RELAXATION ON THE EDGE OF THE WITHLACOOCHE RIVER & FOREST, holiday rental in Webster
FUN & RELAXATION ON THE EDGE OF THE WITHLACOOCHE RIVER & FOREST, holiday rental in Webster
FUN & RELAXATION ON THE EDGE OF THE WITHLACOOCHE RIVER & FOREST, holiday rental in Webster

FUN & RELAXATION ON THE EDGE OF THE WITHLACOOCHE RIVER & FOREST

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Withlacoochee River Retreat and Log Cabin Getaway, holiday rental in Webster
Withlacoochee River Retreat and Log Cabin Getaway, holiday rental in Webster
Withlacoochee River Retreat and Log Cabin Getaway, holiday rental in Webster

Withlacoochee River Retreat and Log Cabin Getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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Get The Best ! Beautiful and New Designer Home on a serene pond, holiday rental in Webster
Get The Best ! Beautiful and New Designer Home on a serene pond, holiday rental in Webster
Get The Best ! Beautiful and New Designer Home on a serene pond, holiday rental in Webster

Get The Best ! Beautiful and New Designer Home on a serene pond

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Secluded Riverhouse for Adventures & Relaxation in Nature between Tampa/Orlando, holiday rental in Webster
Secluded Riverhouse for Adventures & Relaxation in Nature between Tampa/Orlando, holiday rental in Webster
Secluded Riverhouse for Adventures & Relaxation in Nature between Tampa/Orlando, holiday rental in Webster

Secluded Riverhouse for Adventures & Relaxation in Nature between Tampa/Orlando

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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The Villages-DeSoto, 3/2 Home Cul-de-Sac, Pet-Friendly Furnished Golf Cart Avail, holiday rental in Webster
The Villages-DeSoto, 3/2 Home Cul-de-Sac, Pet-Friendly Furnished Golf Cart Avail, holiday rental in Webster
The Villages-DeSoto, 3/2 Home Cul-de-Sac, Pet-Friendly Furnished Golf Cart Avail, holiday rental in Webster

The Villages-DeSoto, 3/2 Home Cul-de-Sac, Pet-Friendly Furnished Golf Cart Avail

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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PRIVATE POOL   GAS  CART OUTDOOR SEATING     FENCED IN YARD LOVELY 3 BEDROOM, holiday rental in Webster
PRIVATE POOL   GAS  CART OUTDOOR SEATING     FENCED IN YARD LOVELY 3 BEDROOM, holiday rental in Webster
PRIVATE POOL   GAS  CART OUTDOOR SEATING     FENCED IN YARD LOVELY 3 BEDROOM, holiday rental in Webster

PRIVATE POOL GAS CART OUTDOOR SEATING FENCED IN YARD LOVELY 3 BEDROOM

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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2/2 BATH DESIGNER HOME, holiday rental in Webster
2/2 BATH DESIGNER HOME, holiday rental in Webster
2/2 BATH DESIGNER HOME, holiday rental in Webster

2/2 BATH DESIGNER HOME

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
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Back deck overlooks the beautiful Withlacoochee River. A perfect weekend getaway, holiday rental in Webster
Back deck overlooks the beautiful Withlacoochee River. A perfect weekend getaway, holiday rental in Webster
Back deck overlooks the beautiful Withlacoochee River. A perfect weekend getaway, holiday rental in Webster

Back deck overlooks the beautiful Withlacoochee River. A perfect weekend getaway

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Enjoy the Peacefulness & Convenience This 3/2 Villa in Fenney Has to Offer!!, holiday rental in Webster
Enjoy the Peacefulness & Convenience This 3/2 Villa in Fenney Has to Offer!!, holiday rental in Webster
Enjoy the Peacefulness & Convenience This 3/2 Villa in Fenney Has to Offer!!, holiday rental in Webster

Enjoy the Peacefulness & Convenience This 3/2 Villa in Fenney Has to Offer!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Going fast! The Villages - Fenney; Endless Amenities; 3/2 ; upscale furnishings;, holiday rental in Webster
Going fast! The Villages - Fenney; Endless Amenities; 3/2 ; upscale furnishings;, holiday rental in Webster
Going fast! The Villages - Fenney; Endless Amenities; 3/2 ; upscale furnishings;, holiday rental in Webster

Going fast! The Villages - Fenney; Endless Amenities; 3/2 ; upscale furnishings;

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful & Private 3 Bdrm 2 Ba Pet Friendly Home w/BBQ & FREE WiFi!, holiday rental in Webster
Beautiful & Private 3 Bdrm 2 Ba Pet Friendly Home w/BBQ & FREE WiFi!, holiday rental in Webster
Beautiful & Private 3 Bdrm 2 Ba Pet Friendly Home w/BBQ & FREE WiFi!, holiday rental in Webster

Beautiful & Private 3 Bdrm 2 Ba Pet Friendly Home w/BBQ & FREE WiFi!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Comfortably Decorated 3/2 Pet-Friendly Villa w/BBQ Grill & FREE WiFi!, holiday rental in Webster
Comfortably Decorated 3/2 Pet-Friendly Villa w/BBQ Grill & FREE WiFi!, holiday rental in Webster
Comfortably Decorated 3/2 Pet-Friendly Villa w/BBQ Grill & FREE WiFi!, holiday rental in Webster

Comfortably Decorated 3/2 Pet-Friendly Villa w/BBQ Grill & FREE WiFi!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautifully Decorated 3/2 Pet-Friendly Villa w/BBQ Grill & FREE WiFi!, holiday rental in Webster
Beautifully Decorated 3/2 Pet-Friendly Villa w/BBQ Grill & FREE WiFi!, holiday rental in Webster
Beautifully Decorated 3/2 Pet-Friendly Villa w/BBQ Grill & FREE WiFi!, holiday rental in Webster

Beautifully Decorated 3/2 Pet-Friendly Villa w/BBQ Grill & FREE WiFi!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful  3 BDRM 3 BA w/GAS BBQ & FREE WIFI!, holiday rental in Webster
Beautiful  3 BDRM 3 BA w/GAS BBQ & FREE WIFI!, holiday rental in Webster
Beautiful  3 BDRM 3 BA w/GAS BBQ & FREE WIFI!, holiday rental in Webster

Beautiful 3 BDRM 3 BA w/GAS BBQ & FREE WIFI!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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BEAUTIFULLY Decorated 2 Bdrm 2 Bath Villa w/GAS GOLF CART & GAS BBQ, holiday rental in Webster
BEAUTIFULLY Decorated 2 Bdrm 2 Bath Villa w/GAS GOLF CART & GAS BBQ, holiday rental in Webster
BEAUTIFULLY Decorated 2 Bdrm 2 Bath Villa w/GAS GOLF CART & GAS BBQ, holiday rental in Webster

BEAUTIFULLY Decorated 2 Bdrm 2 Bath Villa w/GAS GOLF CART & GAS BBQ

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Hill Street Haus -That Special Place That You Call Home In The Villages, holiday rental in Webster
Hill Street Haus -That Special Place That You Call Home In The Villages, holiday rental in Webster
Hill Street Haus -That Special Place That You Call Home In The Villages, holiday rental in Webster

Hill Street Haus -That Special Place That You Call Home In The Villages

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Immaculate Designer Home in The Villages FL, holiday rental in Webster
Immaculate Designer Home in The Villages FL, holiday rental in Webster
Immaculate Designer Home in The Villages FL, holiday rental in Webster

Immaculate Designer Home in The Villages FL

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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old Florida cottage canal front, holiday rental in Webster
old Florida cottage canal front, holiday rental in Webster
old Florida cottage canal front, holiday rental in Webster

old Florida cottage canal front

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Contemporary Villa, holiday rental in Webster
Contemporary Villa, holiday rental in Webster
Contemporary Villa, holiday rental in Webster

Contemporary Villa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Remodeled cottage w/boat ramp, close to hiking & bike trails, holiday rental in Webster
Remodeled cottage w/boat ramp, close to hiking & bike trails, holiday rental in Webster
Remodeled cottage w/boat ramp, close to hiking & bike trails, holiday rental in Webster

Remodeled cottage w/boat ramp, close to hiking & bike trails

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Plantation blvd, holiday rental in Webster
Plantation blvd, holiday rental in Webster
Plantation blvd, holiday rental in Webster

Plantation blvd

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Lakefront Home Perfect for Family Getaway, holiday rental in Webster
Modern Lakefront Home Perfect for Family Getaway, holiday rental in Webster
Modern Lakefront Home Perfect for Family Getaway, holiday rental in Webster

Modern Lakefront Home Perfect for Family Getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Remodeled cottage w/boat ramp, close to hiking & bike trails, holiday rental in Webster
Remodeled cottage w/boat ramp, close to hiking & bike trails, holiday rental in Webster
Remodeled cottage w/boat ramp, close to hiking & bike trails, holiday rental in Webster

Remodeled cottage w/boat ramp, close to hiking & bike trails

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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The Log Cabin, holiday rental in Webster
The Log Cabin, holiday rental in Webster
The Log Cabin, holiday rental in Webster

The Log Cabin

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 5
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WELCOME TO RELAX INN   LOCATED IN THE NEW AREA OF THE VILLAGES FL DON'T MISS, holiday rental in Webster
WELCOME TO RELAX INN   LOCATED IN THE NEW AREA OF THE VILLAGES FL DON'T MISS, holiday rental in Webster
WELCOME TO RELAX INN   LOCATED IN THE NEW AREA OF THE VILLAGES FL DON'T MISS, holiday rental in Webster

WELCOME TO RELAX INN LOCATED IN THE NEW AREA OF THE VILLAGES FL DON'T MISS

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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This is Gloria's Place in the Village of Fenney!  Getaway to The Villages!, holiday rental in Webster
This is Gloria's Place in the Village of Fenney!  Getaway to The Villages!, holiday rental in Webster
This is Gloria's Place in the Village of Fenney!  Getaway to The Villages!, holiday rental in Webster

This is Gloria's Place in the Village of Fenney! Getaway to The Villages!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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NEW! Serene Wildwood Home Near Parks & Golfing!, holiday rental in Webster
NEW! Serene Wildwood Home Near Parks & Golfing!, holiday rental in Webster
NEW! Serene Wildwood Home Near Parks & Golfing!, holiday rental in Webster

NEW! Serene Wildwood Home Near Parks & Golfing!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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NEW! The Villages Retreat w/ Lanai & Lake Views!, holiday rental in Webster
NEW! The Villages Retreat w/ Lanai & Lake Views!, holiday rental in Webster
NEW! The Villages Retreat w/ Lanai & Lake Views!, holiday rental in Webster

NEW! The Villages Retreat w/ Lanai & Lake Views!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Available Now and Thanksgiving & Christmas Plus Jan 1-8!, holiday rental in Webster
Available Now and Thanksgiving & Christmas Plus Jan 1-8!, holiday rental in Webster
Available Now and Thanksgiving & Christmas Plus Jan 1-8!, holiday rental in Webster

Available Now and Thanksgiving & Christmas Plus Jan 1-8!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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DON'T WAIT 4 SEAT GAS CART AWESOME HOME NEAR FENNEY GRILL IN THE VILLAGES FL, holiday rental in Webster
DON'T WAIT 4 SEAT GAS CART AWESOME HOME NEAR FENNEY GRILL IN THE VILLAGES FL, holiday rental in Webster
DON'T WAIT 4 SEAT GAS CART AWESOME HOME NEAR FENNEY GRILL IN THE VILLAGES FL, holiday rental in Webster

DON'T WAIT 4 SEAT GAS CART AWESOME HOME NEAR FENNEY GRILL IN THE VILLAGES FL

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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4bds 2.5 bath, holiday rental in Webster
4bds 2.5 bath, holiday rental in Webster
4bds 2.5 bath, holiday rental in Webster

4bds 2.5 bath

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
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Spacious Modern Retreat - Fenney Area, holiday rental in Webster
Spacious Modern Retreat - Fenney Area, holiday rental in Webster
Spacious Modern Retreat - Fenney Area, holiday rental in Webster

Spacious Modern Retreat - Fenney Area

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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All the Amenities of the VILLAGES with Golf Cart, holiday rental in Webster
All the Amenities of the VILLAGES with Golf Cart, holiday rental in Webster
All the Amenities of the VILLAGES with Golf Cart, holiday rental in Webster

All the Amenities of the VILLAGES with Golf Cart

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Available Now and January 2023! Golf Cart Included!, holiday rental in Webster
Available Now and January 2023! Golf Cart Included!, holiday rental in Webster
Available Now and January 2023! Golf Cart Included!, holiday rental in Webster

Available Now and January 2023! Golf Cart Included!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Available Now and Thanksgiving & Christmas!, holiday rental in Webster
Available Now and Thanksgiving & Christmas!, holiday rental in Webster
Available Now and Thanksgiving & Christmas!, holiday rental in Webster

Available Now and Thanksgiving & Christmas!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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BEAUTIFULLY Decorated 3 Bdrm 2 Bath w/ GAS GOLF CART, BBQ & BICYCLES!!, holiday rental in Webster
BEAUTIFULLY Decorated 3 Bdrm 2 Bath w/ GAS GOLF CART, BBQ & BICYCLES!!, holiday rental in Webster
BEAUTIFULLY Decorated 3 Bdrm 2 Bath w/ GAS GOLF CART, BBQ & BICYCLES!!, holiday rental in Webster

BEAUTIFULLY Decorated 3 Bdrm 2 Bath w/ GAS GOLF CART, BBQ & BICYCLES!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Riverside Retreat, Kayak, Swin, Fish, holiday rental in Webster
Riverside Retreat, Kayak, Swin, Fish, holiday rental in Webster
Riverside Retreat, Kayak, Swin, Fish, holiday rental in Webster

Riverside Retreat, Kayak, Swin, Fish

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful courtyard villa in The Villages!, holiday rental in Webster
Beautiful courtyard villa in The Villages!, holiday rental in Webster
Beautiful courtyard villa in The Villages!, holiday rental in Webster

Beautiful courtyard villa in The Villages!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Calming Pool Oasis in Fenney, The Villages, FL, holiday rental in Webster
Calming Pool Oasis in Fenney, The Villages, FL, holiday rental in Webster
Calming Pool Oasis in Fenney, The Villages, FL, holiday rental in Webster

Calming Pool Oasis in Fenney, The Villages, FL

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Retreat on the Withlacoochee River!, holiday rental in Webster
Retreat on the Withlacoochee River!, holiday rental in Webster
Retreat on the Withlacoochee River!, holiday rental in Webster

Retreat on the Withlacoochee River!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Clean & comfortable 2 bed, 2 bath with lanai, perfect for your vacation needs!, holiday rental in Webster
Clean & comfortable 2 bed, 2 bath with lanai, perfect for your vacation needs!, holiday rental in Webster
Clean & comfortable 2 bed, 2 bath with lanai, perfect for your vacation needs!, holiday rental in Webster

Clean & comfortable 2 bed, 2 bath with lanai, perfect for your vacation needs!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Serenity in THE VILLAGE of Fenney, holiday rental in Webster
Serenity in THE VILLAGE of Fenney, holiday rental in Webster
Serenity in THE VILLAGE of Fenney, holiday rental in Webster

Serenity in THE VILLAGE of Fenney

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
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Come enjoy The Village of Monarch Grove in your contemporary patio villa!, holiday rental in Webster
Come enjoy The Village of Monarch Grove in your contemporary patio villa!, holiday rental in Webster
Come enjoy The Village of Monarch Grove in your contemporary patio villa!, holiday rental in Webster

Come enjoy The Village of Monarch Grove in your contemporary patio villa!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Lake Panasoffkee Canal Home, holiday rental in Webster
Lake Panasoffkee Canal Home, holiday rental in Webster
Lake Panasoffkee Canal Home, holiday rental in Webster

Lake Panasoffkee Canal Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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NEW!  Sun-Soaked Retreat in The Villages w/ Grill!, holiday rental in Webster
NEW!  Sun-Soaked Retreat in The Villages w/ Grill!, holiday rental in Webster
NEW!  Sun-Soaked Retreat in The Villages w/ Grill!, holiday rental in Webster

NEW! Sun-Soaked Retreat in The Villages w/ Grill!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Grab the friends, family, the motorcycles & ATV's!, holiday rental in Webster
Grab the friends, family, the motorcycles & ATV's!, holiday rental in Webster
Grab the friends, family, the motorcycles & ATV's!, holiday rental in Webster

Grab the friends, family, the motorcycles & ATV's!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Motorcycle/ATV Trail Riding! Moto Ranch * Croom, "ATV" private travel on 5 acres, holiday rental in Webster
Motorcycle/ATV Trail Riding! Moto Ranch * Croom, "ATV" private travel on 5 acres, holiday rental in Webster
Motorcycle/ATV Trail Riding! Moto Ranch * Croom, "ATV" private travel on 5 acres, holiday rental in Webster

Motorcycle/ATV Trail Riding! Moto Ranch * Croom, "ATV" private travel on 5 acres

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
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Motorcycle/ATV Trail Riding! Moto Ranch * Croom, "MX" private travel on 5 acres., holiday rental in Webster
Motorcycle/ATV Trail Riding! Moto Ranch * Croom, "MX" private travel on 5 acres., holiday rental in Webster
Motorcycle/ATV Trail Riding! Moto Ranch * Croom, "MX" private travel on 5 acres., holiday rental in Webster

Motorcycle/ATV Trail Riding! Moto Ranch * Croom, "MX" private travel on 5 acres.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
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