35 Best The Villages Apartments on Holiday Lettings - Vacation rentals

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35 Vacation rentals

25

Home rental in The Villages

Florida / The Villages

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Air conditioning
  • Private garden
Large 3 bedroom, overlooking lake, corner of Cul-de-sac street. Eat-in kitchen with cherry cabinets, 3 high definition televisions,, Wireless internet, phone and cable all included. Fun Reclining chairs to enjoy while reading or watching TV. Tile & beautiful samba plank …see more

from $93 / night

$800 / week

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from $93 / night

(2) Excellent 

13

The Villages Vacation home rental

Florida / The Villages

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Private garden
It is in a retirement village, but open to all ages. It has over 600 holes of golf, tennis, pickleball, 70 pools, softball, and hundreds of other activities. Golf cart available to use. Car not needed, you can travel everywhere by cart. Free entertainment nightly in 3 t …see more

from $49 / night

$340 - $595 / week

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from $49 / night

(2) Excellent 

7

The Villages Vacation home rental

Florida / The Villages

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Gated community, 100% safe. It has over 600 holes of golf, tennis, pools, basketball, you name it, it's here. Across the street from large rec center. Travel everywhere by furnished golf cart. Over 2000 clubs to fit your desires. Home is fenced in. Senior community, bu …see more

from $59 / night

$399 - $599 / week

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from $59 / night

(5) Excellent 

14

Vacation home with shared pool, golf nearby in The Villages

Florida / The Villages

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 40 mi
  • Swimming pool
Vacation house in the Villages, Fl. the # 1 vacation place in the world. Go everywhere by golf cart. Golf, tennis, Pickleball, swimming, softball, volleyball, 600 holes of golf, entertainment nightly on 3 town squares, This is a gated community that is completely s …see more

from $69 / night

$460 - $790 / week

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from $69 / night

24

Vacation home in The Villages

Florida / The Villages

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our gem is located in a lovely, quiet neighborhood, one of the first in the Villages so you will be surrounded with mature trees, exquisite plantings & beautiful landscapes. Our home has been completely redone with granite countertops in the kitchen and baths. The re …see more

from $45 / night

$300 - $750 / week

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Responds fast!
avg. 1 hour 52 minutes

from $45 / night

(3) Very Good 

4

Vacation home in The Villages

Florida / The Villages

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
  • Pet friendly
Casa Stola is a new rental. Having gone through a total renovation you will be delighted to stay in this bright and sunny updated home. New beds and appliances, including a convection oven and washer and dryer. New paint inside and out, wood flooring. 3 flat screens …see more

from $50 / night

$420 - $535 / week

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Responds fast!
avg. 2 hours 52 minutes

from $50 / night

(3) Very Good 

13

The Villages Vacation home accommodation

Florida / The Villages

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This is a furnished home in a large adult community of The Villages, Florida. It is located about an hour north of Orlando and both coastlines The town has over 60 pools, many recreation centers with activities,and 12 country clubs with champion courses and 33 exe …see more

from $90 / night

$500 / week

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from $90 / night

24

Vacation home rental

Florida / The Villages

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Your vacation in The Villages will be everything you dreamed and more when you stay at this delightful 3-bedroom, 2-bathroom home! With room for 6 guests, a tranquil atmosphere with screened patio, and access to a community pool, this house has it all! From the moment …see more

from $99 / night

$594 - $1200 / week

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Responds fast!
avg. 1 hour 45 minutes

from $99 / night

8

Vacation villa rental

Florida / The Villages

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Air conditioning
This super cute 2 bedroom, 2 bath, patio villa includes all the furnishings, linens and dishes. Conveniently located in the heart of the Villages at Village Rio Ponderosa -just a 5-6 minute drive from either square (Lake Sumter Landing or Spanish Springs). It has a nice …see more

from $43 / night

$300 - $900 / week

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from $43 / night

(2) Excellent 

8

Vacation home in The Villages

Florida / The Villages

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Fantastic 2 bedroom/2 bath fully furnished site-built home situated on an oversized homesite with open acreage at the rear. The kitchen has an island with a granite countertop, a pantry, and oak cabinets. Tile floors enhance the kitchen, florida room, hallway and baths. …see more

from $100 / night

$600 - $776 / week

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Responds fast!
avg. 3 hours 11 minutes

from $100 / night

14

Vacation home rental

Florida / The Villages

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
LOCATION! Centrally located and near everything! Walk to Lake Sumter Landing. Designer upgraded home with open concept. This winter having ALL new furniture being bought! Washer and dryer, 2 car garage, privacy patio with paver bricks, climate controlled lanai expanded …see more

from $89 / night

$900 - $1200 / week

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Responds fast!
avg. 3 hours 56 minutes

from $89 / night

23

Vacation home in The Villages

Florida / The Villages

3 2 Min stay varies

  • 3 bedrooms
  • Sleeps 2
  • Min stay varies
  • Nearest beach 112 mi
  • Swimming pool
  • Ask about children
This beautiful newly furnished 3 br home is located 2 minutes from the seabreeze pool, miona rec. Center, cane gardens country club. Just a 5 minute golf cart ride to lake sumpter landing and 10 minutes to the new brownwood village. The spacious master bedroom ha …see more

from $143 / night

$700 - $1000 / week

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from $143 / night

15

Vacation villa in The Villages

Florida / The Villages

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Child friendly
  • Air conditioning
This beautifully furnished home is located in the village of Belle Aire. The home has new furnishings in softly pleasing colors for a relaxing stay. There is a queen size bed in the master bedroom and twin beds in the guest room. The bathrooms are well equipped with sof …see more

from $115 / night

$800 / week

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Responds fast!
avg. 3 hours 39 minutes

from $115 / night

17

Vacation home rental

Florida / The Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Way too cold up North…then South you must go! Come to the perfect setting at The Villages in the Center of the sunny state of Florida. Our home has everything you are looking for; a great location to everything, a lanai overlooking a very tranquil view, an electric golf …see more

from $200 / night

$925 / week

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from $200 / night

23

Vacation villa in The Villages

Florida / The Villages

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Immaculate furnished Cabot Cove model with inside laundry room. Brand new carpet, interior painted with designer colors. Desirable location in the Village of Duval. Beautiful side patio with thoughtfully landscaped yard - a picturesque setting for quiet enjoyment. Garag …see more

from $125 / night

$750 / week

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from $125 / night

13

Vacation home with shared pool, golf nearby in The Villages

Florida / The Villages

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
Located in Winifred, this is one of the best spots in The Villages. *Within a 5 minute walk to the Winifred pool *5 minute golf cart ride to shopping, restaurants and golf courses *Conveniently located next to the Arnold Palmer Country Club *Minutes away from the wide …see more

from $60 / night

$420 / week

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Responds fast!
avg. 1 hour 7 minutes

from $60 / night

13

Vacation home in The Villages

Florida / The Villages

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Air conditioning
  • Pet friendly
  • Private garden
Closest Courtyard Villa neighborhood to Lake Sumter Landing Welcome to 1086 Peninsula! - a beautiful, professionally decorated Courtyard Villa in Lake Sumter Landing's Creekside Neighborhood. Your home-away-from-home is literally a 7 minute walk to Lake Sumter Landing …see more

from $50 / night

$350 / week

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Responds fast!
avg. 2 hours 50 minutes

from $50 / night

(2) Excellent 

28

The Villages Vacation home rental

Florida / The Villages

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly
Professionally decorated & completely furnished Carriage townhome with king size beds in each bedroom. French doors that open to private patio with wonderful golf/sunset views - a fabulous setting to enjoy evening cocktails and morning coffee. Tree lined Glenview Rd. …see more

from $100 / night

$599 - $1612 / week

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Responds fast!
avg. 1 hour 29 minutes

from $100 / night

16

Vacation villa with golf nearby in The Villages

Florida / The Villages

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy the comfort and privacy of this wonderful Courtyard Villa in the amazing Florida recreation area called The Villages. Your courtyard villa will be fully furnished and spotlessly clean upon your arrival The kitchen is fully equipped for your cooking needs and there …see more

from $100 / night

$600 / week

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from $100 / night

(1) Excellent 

12

The Villages Vacation home rental

Florida / The Villages

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
DESIRABLE WINIFRED VILLAGE - Well appointed designer home very close to Sumter Landing! *Golf Cart Included w/roadside assistance *His & Hers cruiser bikes for your riding enjoyment *5 minute cart ride to Sumter Landing shopping, restaurants and entertainment and 3 rec …see more

from $50 / night

$350 / week

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from $50 / night

9

Vacation home in The Villages

Florida / The Villages

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
My Home is perfect for two golfing couples, a family reunion, or a special romantic retreat ! Truly a unique home that is absolutely lovely. You would LOVE my home. I promise. There is a fireplace in the Great Room and Two big tables. One seats 10 to12...the other 6-8. …see more

from $200 / night

$1200 / week

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from $200 / night

9

The Villages Vacation villa rental

Florida / The Villages

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
WEEKLY AND MONTHLY PRICE SAVINGS!!! This Patio Villa is PERFECTLY located between Town Squares: Spanish Springs and Sumter Landing!! This 2 Bedroom/2 Full Bath Villa has: Full linens, washer/dryer and fully functional kitchen. It has central air and an enclosed lanai. …see more

from $150 / night

$1050 / week

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from $150 / night

5

Vacation villa in The Villages

Florida / The Villages

2 6 30 nights min

  • 2 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Village of Caroline This is an absolutely ideal situation for anyone contemplating owning a rental unit in The Villages! Fully furnished turnkey ranch in one of the most sought after locations! Home located within walking distance to the Recreation Center and two pool …see more

from $120 / night

$840 / week

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from $120 / night

6

Home rental in The Villages with shared pool, golf nearby

Florida / The Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
We take care of all of the headaches so you can enjoy everything that the villages has to offer. Location, location, location! 3/2 Ranch * Split Plan * Enjoy maintenance free living in this 3/2 open floor plan with vaulted ceilings. Relax on your 29' lanai that has b …see more

from $69 / night

$483 / week

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from $69 / night

(1) Very Good 

8

Vacation home in The Villages

Florida / The Villages

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
This house is an extremely clean 2 bedroom, 2 bath house, decorated with an industrial flair, with garage and screened in porch. It is fully furnished. The kitchen is fully stocked and ready for your vacation meals. There are towels and linens. The house also features a …see more

from $96 / night

$589 / week

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from $96 / night

10

The Villages Vacation home rental

Florida / The Villages

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
Tucked away from the hurly and burly, our gorgeous villa still enjoys propinquity to major attractions and points of interests of Summerhill. Fully-embedded, spacious, bright and well-maintained, we ensure that this fabulous vacation rental makes an ideal home away from …see more

from $58 / night

$400 - $1310 / week

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from $58 / night

8

Vacation villa in The Villages

Florida / The Villages

2 3 7 nights min

  • 2 bedrooms
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
The Villages Florida Golf course home site This 2 bedroom 2 full baths , courtyard villa is located near the Spanish Springs town square ,entertainment ,recreation and shopping central .New kitchen ,huge private screened lanai ,on the Chula Vista golf course .Club house …see more

from $86 / night

$600 - $700 / week

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from $86 / night

18

Vacation villa rental

Florida / The Villages

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Air conditioning
  • Private garden
Our villa is centrally located in the village of Belvedere with very easy access to all the shopping and restaurants located along Rt 466. Supermarkets, Walmart, CVS, Olive Garden, Red Lobster, Bonefish, Perkins, Bob Evans and many other restaurants, shops and medical …see more

from $100 / night

$700 / week

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from $100 / night

4

The Villages Vacation home rental

Florida / The Villages

3 8 90 nights min

  • 3 bedrooms
  • Sleeps 8
  • 90 nights min
  • Child friendly
Location, Location, Location! This Expanded Bougainvillea Designer Home is situated directly on the Kenya Golf Course of the Havana Country Club. Enjoy the wonderful Village of Hemingway. Close to Lake Sumter Landing, Hemingway's Country Club, Havana Golf Course and sho …see more

from $64 / night

$444 / week

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from $64 / night

22

Vacation home in The Villages

Florida / The Villages

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
So nice place to share with friends at the golf courses, swimming pool, dancing at the squares every night party . Only for us !! People 55 years and plus !! Looking forward to wellcome you at the Villages All shopping centers and supermarkets church, banks movi …see more

from $150 / night

$1200 / week

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from $150 / night

17

Vacation home rental

Florida / The Villages

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
location location location 1/2 mile to Spanish Village Square 1/3 mile to family pool 1/3 mile to adult pool, golf, tennis, rec center and more 2.5 miles to Sumter Landing Village This 2/2 ranch home is completely remolded and furnished, included fully stocked …see more

from $79 / night

$553 / week

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from $79 / night

21

Home accommodation in The Villages with golf nearby

Florida / The Villages

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Location, Location, Location! Our home is just a short walk from Spanish Springs Town Square. The newly updated two bedroom, two bath site built home is in the wonderfully convenient Village of El Cortez. Located close to Mira Mesa and Chula Vista golf courses. Also clo …see more

from $115 / night

$800 / week

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from $115 / night

25

Vacation cottage with shared pool in The Villages

Florida / The Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
You’re sure to have an amazing getaway when you stay at this 3-bedroom, 2-bathroom vacation rental cottage in The Villages, which sleeps 6. Boasting 1,438 square feet, this property is perfect to travel to with other couples, family or grandchildren. For a small additio …see more

from $90 / night

$630 - $1295 / week

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Responds fast!
avg. 1 hour 45 minutes

from $90 / night

12

Vacation villa with golf nearby in The Villages

Florida / The Villages

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A golfer's dream escape! Welcome to your own beautiful, private courtyard villa. Easy living just a few minutes by cart to El Santiago Golf course, country clubs, swimming, tennis and nightly entertainment at either Spanish Springs or Sumter Landing. Our place is good f …see more

from $75 / night

$500 - $750 / week

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from $75 / night

14

Vacation home in The Villages

Florida / The Villages

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This is just the Perfect Patio Villa with stunning, enhanced landscaping a. Our home is super clean and in Pristine condition. Inside the spacious Open Floor Plan, the neutral colors are so inviting that entertaining family and friends will be at the top of your list. …see more

from $75 / night

$525 - $945 / week

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from $75 / night