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Holiday Homes in The Villages

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
619 rentals in The Villages.
Pool, Golf course view home with a golf cart, holiday rental in The Villages
Pool, Golf course view home with a golf cart, holiday rental in The Villages
Pool, Golf course view home with a golf cart, holiday rental in The Villages

Pool, Golf course view home with a golf cart

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, Close to Sumter SQ, holiday rental in The Villages
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, Close to Sumter SQ, holiday rental in The Villages
WOW...ELEGANT... Courtyard VILLA + Golf CART, Steps to POOL, Close to Sumter SQ, holiday rental in The Villages

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!, holiday rental in The Villages
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!, holiday rental in The Villages
FREE Golf Cart! Fabulous Location! Classy Decor! Pet-friendly!, holiday rental in The Villages

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Our Village Gem-5 Star-3 min to Sumter Landing-Beautiful Decor-Yamaha gas cart,, holiday rental in The Villages
Our Village Gem-5 Star-3 min to Sumter Landing-Beautiful Decor-Yamaha gas cart,, holiday rental in The Villages
Our Village Gem-5 Star-3 min to Sumter Landing-Beautiful Decor-Yamaha gas cart,, holiday rental in The Villages

Our Village Gem-5 Star-3 min to Sumter Landing-Beautiful Decor-Yamaha gas cart,

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Brand new Veranda,  Close to the brownwood Square, holiday rental in The Villages
Brand new Veranda,  Close to the brownwood Square, holiday rental in The Villages
Brand new Veranda,  Close to the brownwood Square, holiday rental in The Villages

Brand new Veranda, Close to the brownwood Square

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart., holiday rental in The Villages
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart., holiday rental in The Villages
Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart., holiday rental in The Villages

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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All New, Golf Cart, Location!, holiday rental in The Villages
All New, Golf Cart, Location!, holiday rental in The Villages
All New, Golf Cart, Location!, holiday rental in The Villages

All New, Golf Cart, Location!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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2 Bedroom, 2 Bath with King Size Bed and Golf Cart, holiday rental in The Villages
2 Bedroom, 2 Bath with King Size Bed and Golf Cart, holiday rental in The Villages
2 Bedroom, 2 Bath with King Size Bed and Golf Cart, holiday rental in The Villages

2 Bedroom, 2 Bath with King Size Bed and Golf Cart

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Close to Sumter Landing, holiday rental in The Villages
Close to Sumter Landing, holiday rental in The Villages
Close to Sumter Landing, holiday rental in The Villages

Close to Sumter Landing

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Our Village Gem-5 Star-3 min cart ride to Sumter Landing-Beautiful Elegance!, holiday rental in The Villages
Our Village Gem-5 Star-3 min cart ride to Sumter Landing-Beautiful Elegance!, holiday rental in The Villages
Our Village Gem-5 Star-3 min cart ride to Sumter Landing-Beautiful Elegance!, holiday rental in The Villages

Our Village Gem-5 Star-3 min cart ride to Sumter Landing-Beautiful Elegance!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stunning 3BR 2BA with heated pool and water view, holiday rental in The Villages
Stunning 3BR 2BA with heated pool and water view, holiday rental in The Villages
Stunning 3BR 2BA with heated pool and water view, holiday rental in The Villages

Stunning 3BR 2BA with heated pool and water view

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hot Tub House - Entire 3 Bedroom House in The Villages, holiday rental in The Villages
Hot Tub House - Entire 3 Bedroom House in The Villages, holiday rental in The Villages
Hot Tub House - Entire 3 Bedroom House in The Villages, holiday rental in The Villages

Hot Tub House - Entire 3 Bedroom House in The Villages

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Marilyn’s Romantic Getaway, holiday rental in The Villages
Marilyn’s Romantic Getaway, holiday rental in The Villages
Marilyn’s Romantic Getaway, holiday rental in The Villages

Marilyn’s Romantic Getaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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PATIO VILLA W BRAND NEW 4 PERSON GOLF CART 1M TO BROWNWOOD SQ-NO XTRA GUEST FEES, holiday rental in The Villages
PATIO VILLA W BRAND NEW 4 PERSON GOLF CART 1M TO BROWNWOOD SQ-NO XTRA GUEST FEES, holiday rental in The Villages
PATIO VILLA W BRAND NEW 4 PERSON GOLF CART 1M TO BROWNWOOD SQ-NO XTRA GUEST FEES, holiday rental in The Villages

PATIO VILLA W BRAND NEW 4 PERSON GOLF CART 1M TO BROWNWOOD SQ-NO XTRA GUEST FEES

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful Remodeled Home Away From Home, holiday rental in The Villages
Beautiful Remodeled Home Away From Home, holiday rental in The Villages
Beautiful Remodeled Home Away From Home, holiday rental in The Villages

Beautiful Remodeled Home Away From Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool, holiday rental in The Villages
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool, holiday rental in The Villages
WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool, holiday rental in The Villages

WOW .. ELEGANT Courtyard Villa with GOLF CART, Walk to Sumter Sq. 0.7 mi & pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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3 Bedroom, 2 Bath with (2) 2 Seater Golf Carts, holiday rental in The Villages
3 Bedroom, 2 Bath with (2) 2 Seater Golf Carts, holiday rental in The Villages
3 Bedroom, 2 Bath with (2) 2 Seater Golf Carts, holiday rental in The Villages

3 Bedroom, 2 Bath with (2) 2 Seater Golf Carts

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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3/2.5 Golf Front Home and Solar Heat Pool!  Awesome View, FREE  golf cart, wif, holiday rental in The Villages
3/2.5 Golf Front Home and Solar Heat Pool!  Awesome View, FREE  golf cart, wif, holiday rental in The Villages
3/2.5 Golf Front Home and Solar Heat Pool!  Awesome View, FREE  golf cart, wif, holiday rental in The Villages

3/2.5 Golf Front Home and Solar Heat Pool! Awesome View, FREE golf cart, wif

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stunning Golf & Sunset View, REDUCED RATE 5 nights April 22-27, holiday rental in The Villages
Stunning Golf & Sunset View, REDUCED RATE 5 nights April 22-27, holiday rental in The Villages
Stunning Golf & Sunset View, REDUCED RATE 5 nights April 22-27, holiday rental in The Villages

Stunning Golf & Sunset View, REDUCED RATE 5 nights April 22-27

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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3 bedrooms & Free use of Golf Cart!, holiday rental in The Villages
3 bedrooms & Free use of Golf Cart!, holiday rental in The Villages
3 bedrooms & Free use of Golf Cart!, holiday rental in The Villages

3 bedrooms & Free use of Golf Cart!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly., holiday rental in The Villages
2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly., holiday rental in The Villages
2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly., holiday rental in The Villages

2/2 Villa w/FREE 2 person gas cart near Sumter Landing/Pet friendly.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub, holiday rental in The Villages
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub, holiday rental in The Villages
Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub, holiday rental in The Villages

Beautiful 3/2 designer home, pet friendly, free WiFi, golf cart, hot tub

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Great Location! Golf Cart available if needed. Close to shopping/restaurants., holiday rental in The Villages
Great Location! Golf Cart available if needed. Close to shopping/restaurants., holiday rental in The Villages
Great Location! Golf Cart available if needed. Close to shopping/restaurants., holiday rental in The Villages

Great Location! Golf Cart available if needed. Close to shopping/restaurants.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Beautiful  3/2 house with golf cart, holiday rental in The Villages
Beautiful  3/2 house with golf cart, holiday rental in The Villages
Beautiful  3/2 house with golf cart, holiday rental in The Villages

Beautiful 3/2 house with golf cart

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful home on golf course w/ unheated lap pool! Dogs are ok!, holiday rental in The Villages
Beautiful home on golf course w/ unheated lap pool! Dogs are ok!, holiday rental in The Villages
Beautiful home on golf course w/ unheated lap pool! Dogs are ok!, holiday rental in The Villages

Beautiful home on golf course w/ unheated lap pool! Dogs are ok!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private, heated saltwater pool. Minutes from fun. 3 Tastefully themed bedrooms., holiday rental in The Villages
Private, heated saltwater pool. Minutes from fun. 3 Tastefully themed bedrooms., holiday rental in The Villages
Private, heated saltwater pool. Minutes from fun. 3 Tastefully themed bedrooms., holiday rental in The Villages

Private, heated saltwater pool. Minutes from fun. 3 Tastefully themed bedrooms.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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3 bedroom / 2 bath Courtyard Villa w/ cart!, holiday rental in The Villages
3 bedroom / 2 bath Courtyard Villa w/ cart!, holiday rental in The Villages
3 bedroom / 2 bath Courtyard Villa w/ cart!, holiday rental in The Villages

3 bedroom / 2 bath Courtyard Villa w/ cart!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Pool Home Excellent Location - New Listing - 2 Gas Golf Carts, holiday rental in The Villages
Pool Home Excellent Location - New Listing - 2 Gas Golf Carts, holiday rental in The Villages
Pool Home Excellent Location - New Listing - 2 Gas Golf Carts, holiday rental in The Villages

Pool Home Excellent Location - New Listing - 2 Gas Golf Carts

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart, holiday rental in The Villages
Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart, holiday rental in The Villages
Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart, holiday rental in The Villages

Caddy Shack 1, The Villages, near Sumter Landing 3 BD / 2 BA with golf cart

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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The Villages Vacation Rental w/ Private Lanai, holiday rental in The Villages
The Villages Vacation Rental w/ Private Lanai, holiday rental in The Villages
The Villages Vacation Rental w/ Private Lanai, holiday rental in The Villages

The Villages Vacation Rental w/ Private Lanai

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Must See!! 2 Bedroom/2 Bath home w/golf cart.  Now Booking summer and fall 2017!, holiday rental in The Villages
Must See!! 2 Bedroom/2 Bath home w/golf cart.  Now Booking summer and fall 2017!, holiday rental in The Villages
Must See!! 2 Bedroom/2 Bath home w/golf cart.  Now Booking summer and fall 2017!, holiday rental in The Villages

Must See!! 2 Bedroom/2 Bath home w/golf cart. Now Booking summer and fall 2017!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,, holiday rental in The Villages
Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,, holiday rental in The Villages
Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,, holiday rental in The Villages

Location is perfect, Close to Sumter Landing, shopping and Golf Cart included,

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful view from this Golf Front Home, Heated Pool, Free Golf Cart, WIFI,, holiday rental in The Villages
Beautiful view from this Golf Front Home, Heated Pool, Free Golf Cart, WIFI,, holiday rental in The Villages
Beautiful view from this Golf Front Home, Heated Pool, Free Golf Cart, WIFI,, holiday rental in The Villages

Beautiful view from this Golf Front Home, Heated Pool, Free Golf Cart, WIFI,

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Stunning Private Designer Home: Pool, Spa, Golf View, Walk to Square, holiday rental in The Villages
Stunning Private Designer Home: Pool, Spa, Golf View, Walk to Square, holiday rental in The Villages
Stunning Private Designer Home: Pool, Spa, Golf View, Walk to Square, holiday rental in The Villages

Stunning Private Designer Home: Pool, Spa, Golf View, Walk to Square

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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PATIO VILLA W/GOLF CART CLOSE TO LAKE SUMTER LANDING NO EXTRA GUEST FEES !, holiday rental in The Villages
PATIO VILLA W/GOLF CART CLOSE TO LAKE SUMTER LANDING NO EXTRA GUEST FEES !, holiday rental in The Villages
PATIO VILLA W/GOLF CART CLOSE TO LAKE SUMTER LANDING NO EXTRA GUEST FEES !, holiday rental in The Villages

PATIO VILLA W/GOLF CART CLOSE TO LAKE SUMTER LANDING NO EXTRA GUEST FEES !

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Paradise Village home in perfect golfing and recreation center location., holiday rental in The Villages
Paradise Village home in perfect golfing and recreation center location., holiday rental in The Villages
Paradise Village home in perfect golfing and recreation center location., holiday rental in The Villages

Paradise Village home in perfect golfing and recreation center location.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Palm Oasis Retreat - Pet Friendly w/golf cart, holiday rental in The Villages
Palm Oasis Retreat - Pet Friendly w/golf cart, holiday rental in The Villages
Palm Oasis Retreat - Pet Friendly w/golf cart, holiday rental in The Villages

Palm Oasis Retreat - Pet Friendly w/golf cart

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Comfortable & Relaxing Designer 3/2 Home Away From Home!, holiday rental in The Villages
Comfortable & Relaxing Designer 3/2 Home Away From Home!, holiday rental in The Villages
Comfortable & Relaxing Designer 3/2 Home Away From Home!, holiday rental in The Villages

Comfortable & Relaxing Designer 3/2 Home Away From Home!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Vacation Home with luxurious pool in The Villages, Florida!, holiday rental in The Villages
Vacation Home with luxurious pool in The Villages, Florida!, holiday rental in The Villages
Vacation Home with luxurious pool in The Villages, Florida!, holiday rental in The Villages

Vacation Home with luxurious pool in The Villages, Florida!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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SUMTER LANDING LOCATION (1/2 mile)!! Newly Updated, Premium Courtyard Villa, holiday rental in The Villages
SUMTER LANDING LOCATION (1/2 mile)!! Newly Updated, Premium Courtyard Villa, holiday rental in The Villages
SUMTER LANDING LOCATION (1/2 mile)!! Newly Updated, Premium Courtyard Villa, holiday rental in The Villages

SUMTER LANDING LOCATION (1/2 mile)!! Newly Updated, Premium Courtyard Villa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cottage - 4 Seat Forward Facing Golf Cart - Internet - YouTubeTV - Near SawGrass, holiday rental in The Villages
Cottage - 4 Seat Forward Facing Golf Cart - Internet - YouTubeTV - Near SawGrass, holiday rental in The Villages
Cottage - 4 Seat Forward Facing Golf Cart - Internet - YouTubeTV - Near SawGrass, holiday rental in The Villages

Cottage - 4 Seat Forward Facing Golf Cart - Internet - YouTubeTV - Near SawGrass

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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New listing that is walking distance to Brownwood town center 3bd-2Bath house., holiday rental in The Villages
New listing that is walking distance to Brownwood town center 3bd-2Bath house., holiday rental in The Villages
New listing that is walking distance to Brownwood town center 3bd-2Bath house., holiday rental in The Villages

New listing that is walking distance to Brownwood town center 3bd-2Bath house.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Villages Vacation Rental - Pets Welcome!, holiday rental in The Villages
The Villages Vacation Rental - Pets Welcome!, holiday rental in The Villages
The Villages Vacation Rental - Pets Welcome!, holiday rental in The Villages

The Villages Vacation Rental - Pets Welcome!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Walking distance to Lake Sumter Landing! Golf cart included!, holiday rental in The Villages
Walking distance to Lake Sumter Landing! Golf cart included!, holiday rental in The Villages
Walking distance to Lake Sumter Landing! Golf cart included!, holiday rental in The Villages

Walking distance to Lake Sumter Landing! Golf cart included!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Putter's Paradise Courtyard Villa Sumter Landing~  with 2 gas golf carts., holiday rental in The Villages
Putter's Paradise Courtyard Villa Sumter Landing~  with 2 gas golf carts., holiday rental in The Villages
Putter's Paradise Courtyard Villa Sumter Landing~  with 2 gas golf carts., holiday rental in The Villages

Putter's Paradise Courtyard Villa Sumter Landing~ with 2 gas golf carts.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Waterfront 3Bed in The Villages, holiday rental in The Villages
Waterfront 3Bed in The Villages, holiday rental in The Villages
Waterfront 3Bed in The Villages, holiday rental in The Villages

Waterfront 3Bed in The Villages

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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2 bedroom / 2 bath Courtyard Villa in The Villages w/ Cart!, holiday rental in The Villages
2 bedroom / 2 bath Courtyard Villa in The Villages w/ Cart!, holiday rental in The Villages
2 bedroom / 2 bath Courtyard Villa in The Villages w/ Cart!, holiday rental in The Villages

2 bedroom / 2 bath Courtyard Villa in The Villages w/ Cart!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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2 bed / 2 bath patio villa w/cart 5 minutes to Brownwood!, holiday rental in The Villages
2 bed / 2 bath patio villa w/cart 5 minutes to Brownwood!, holiday rental in The Villages
2 bed / 2 bath patio villa w/cart 5 minutes to Brownwood!, holiday rental in The Villages

2 bed / 2 bath patio villa w/cart 5 minutes to Brownwood!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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2 KING BEDS in Village of Duval + Gas Cart - 2BR/2BA CHARM! + LOCATION!, holiday rental in The Villages
2 KING BEDS in Village of Duval + Gas Cart - 2BR/2BA CHARM! + LOCATION!, holiday rental in The Villages
2 KING BEDS in Village of Duval + Gas Cart - 2BR/2BA CHARM! + LOCATION!, holiday rental in The Villages

2 KING BEDS in Village of Duval + Gas Cart - 2BR/2BA CHARM! + LOCATION!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Now Offering 20% Off reservation for 7+ nights for stay in August and September., holiday rental in The Villages
Now Offering 20% Off reservation for 7+ nights for stay in August and September., holiday rental in The Villages
Now Offering 20% Off reservation for 7+ nights for stay in August and September., holiday rental in The Villages

Now Offering 20% Off reservation for 7+ nights for stay in August and September.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Showing results 1-50 of 619
Frequently Asked Questions about The Villages