Family-Friendly Vacation Rentals in Pennecamp, FL: Compare 10+ Sites & Save

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225 Best Family Vacation Rentals in Pennecamp (Starting from $128)

Dog-Friendly Home in The Villages with Private Patio
Dog-Friendly Home in The Villages with Private Patio
House
The Villages, FL, USA
0.1k from Pennecamp center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$186
Average price / night
Check Availability
Stop and Smell the Roses - 3/2 w/ Golf Cart in The Village of Poinciana
Stop and Smell the Roses - 3/2 w/ Golf Cart in The Village of Poinciana
House
The Villages, FL, 32162, United States
1.3k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$226
Average price / night
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2010 Z3a VILLAGE OF PENNECAMP by REMAX Premier
2010 Z3a VILLAGE OF PENNECAMP by REMAX Premier
Villa
The Villages, FL, USA
0.1k from Pennecamp center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$247
Average price / night
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Anchored in Sunset Pointe - 3/2 w/ Golf Cart in The Village of Buttonwood
Anchored in Sunset Pointe - 3/2 w/ Golf Cart in The Village of Buttonwood
House
The Villages, FL, 32162, United States
1.4k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.4

Superb

8 reviews

$249
Average price / night
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1 Mi to Pickleball and Golf Home in The Villages
1 Mi to Pickleball and Golf Home in The Villages
House
The Villages, FL, USA
0.4k from Pennecamp center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms6 Guests
New to Booking
$180
Average price / night
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WOW CLOSED IN COURTYARD VILLA, GOLF CART, 2 BEDROOMS AND WALK TO 5 LOCAL POOLS.
WOW CLOSED IN COURTYARD VILLA, GOLF CART, 2 BEDROOMS AND WALK TO 5 LOCAL POOLS.
Villa
The Villages, FL, 32162, United States
1.4k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

33 reviews

$492
Average price / night
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Private Lanai and Pool Access Home in the Villages!
Private Lanai and Pool Access Home in the Villages!
House
The Villages, FL, USA
1.0k from Pennecamp center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms6 Guests
9.5

Superb

2 reviews

$224
Average price / night
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Dreamscape - 3/2 w/ Private Pool On the Golf Course in The Village of Poinciana
Dreamscape - 3/2 w/ Private Pool On the Golf Course in The Village of Poinciana
House
The Villages, FL, 32162, United States
1.5k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms5 Guests
9.6

Exceptional

14 reviews

$292
Average price / night
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Lime Grove - Courtyard Villa Between The 466SVillagepeople
Lime Grove - Courtyard Villa Between The 466SVillagepeople
Villa
The Villages, FL, USA
1.3k from Pennecamp center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$148
Average price / night
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Birdies of Paradise - 3/2.5 in The Village of St. Charles
Birdies of Paradise - 3/2.5 in The Village of St. Charles
House
St Charles, The Villages, FL, 32162, United States
1.5k from Pennecamp center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$270
Average price / night
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TikiTiki walk/ride 2 Lake Sumter *Pool & Hot Tub*
TikiTiki walk/ride 2 Lake Sumter *Pool & Hot Tub*
House
Cherry Lake, FL, USA
1.3k from Pennecamp center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

3 Bedrooms8 Guests
New to Booking
$361
Average price / night
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Beautiful 3 Bedroom, 2 Bath, Private Courtyard Villa with Tropical Paradise Pool
Beautiful 3 Bedroom, 2 Bath, Private Courtyard Villa with Tropical Paradise Pool
House
The Villages, FL, 32162, United States
2.1k from Pennecamp center

AC, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$217
Average price / night
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Bayport - Villagepeople
Bayport - Villagepeople
Villa
The Villages, FL, USA
1.5k from Pennecamp center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$128
Average price / night
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The Country Porch in Wildwood Florida - A stones throw away from The Villages!
The Country Porch in Wildwood Florida - A stones throw away from The Villages!
House
Wildwood, FL, 34785, United States
2.1k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
10.0

Exceptional

58 reviews

$189
Average price / night
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1433 Z3a VILLAGE OF SUNSET POINTE by REMAX Premier
1433 Z3a VILLAGE OF SUNSET POINTE by REMAX Premier
House
The Villages, FL, USA
1.5k from Pennecamp center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$227
Average price / night
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The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby
The Villages Courtyard Villa – Private Yard, Golf Cart Included, Pools Nearby
House
The Villages, FL, 32162, United States
2.2k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

10 reviews

$182
Average price / night
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Smith and Davis Retreat
Smith and Davis Retreat
House
The Villages, FL, USA
1.6k from Pennecamp center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$206
Average price / night
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Chillax Chalet - 2/2 w/ Golf Cart in The Village of St. James
Chillax Chalet - 2/2 w/ Golf Cart in The Village of St. James
House
St. James, The Villages, FL, 32162, United States
2.2k from Pennecamp center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
5.0

Review score

2 reviews

$220
Average price / night
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Private Pool and Lake Views Family Home in Oxford
Private Pool and Lake Views Family Home in Oxford
House
Oxford, FL, USA
1.7k from Pennecamp center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms10 Guests
New to Booking
$251
Average price / night
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Palm Breeze Oasis-3/2 w/ Private Pool & Golf Cart in The Village of Liberty Park
Palm Breeze Oasis-3/2 w/ Private Pool & Golf Cart in The Village of Liberty Park
House
Liberty Park, The Villages, FL, 32162, United States
2.2k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
9.4

Superb

3 reviews

$360
Average price / night
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Sunscape Palms - 3/2 with Golf Cart & Grill in The Village of St. James
Sunscape Palms - 3/2 with Golf Cart & Grill in The Village of St. James
House
St. James, The Villages, FL, 32162, United States
2.2k from Pennecamp center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$229
Average price / night
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Secret Garden Spa - Small Dog Friendly 3BR/2BA with HOT TUB & GOLF CART in The Village of Tamarind Grove
Secret Garden Spa - Small Dog Friendly 3BR/2BA with HOT TUB & GOLF CART in The Village of Tamarind Grove
House
Tamarind Grove, The Villages, FL, 32162, United States
2.2k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave

3 Bedrooms6 Guests
8.0

Good

1 reviews

$212
Average price / night
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Play where you vacation inside secure  gates to the community of Lakeside Landin
Play where you vacation inside secure gates to the community of Lakeside Landin
Villa
Oxford, FL, 34484, United States
2.5k from Pennecamp center

AC, Barbecue, Dryer, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
New to Booking
$232
Average price / night
Check Availability
Paradise Village home in perfect golfing and recreation center location.
Paradise Village home in perfect golfing and recreation center location.
House
The Villages, FL, 32162, United States
2.5k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

36 reviews

$135
Average price / night
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Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Stunning 2/2 Villa in Creekside Landing adjacent to Lake Sumter Landing w/Cart
Villa
The Villages, FL, 32162, United States
2.7k from Pennecamp center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

78 reviews

$178
Average price / night
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Charming Designer Home Near Lake Sumter
Charming Designer Home Near Lake Sumter
House
The Villages, FL, 32162-2604, United States
2.7k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.6

Exceptional

8 reviews

$238
Average price / night
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Perfect Location 2/2 Villa in Creekside Landing walking distance to Lake Sumter
Perfect Location 2/2 Villa in Creekside Landing walking distance to Lake Sumter
Villa
The Villages, FL, 32162, United States
2.8k from Pennecamp center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

18 reviews

$147
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Pennecamp.

Stay Near Pennecamp's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Pennecamp Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 225 verified family-friendly vacation rentals in Pennecamp. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Pennecamp vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $128 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Pennecamp offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Pennecamp are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Pennecamp often include amenities such as Child Friendly, Fireplace/Heating, and Wellness Facilities. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.