Vacation Rentals with Pool in Pennecamp, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
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  4.  Florida
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  6.  Pennecamp

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265 Best Vacation Rentals with Pool in Pennecamp (Starting from $115)

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
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Your Happy Haven! - 3/2 w/ Golf Cart in The Village of Pennecamp
Your Happy Haven! - 3/2 w/ Golf Cart in The Village of Pennecamp
House
Pennecamp, The Villages, FL, 32162, United States
0.6k from Pennecamp center

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

3 Bedrooms6 Guests
8.4

Very Good

10 reviews

$262
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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19th Hole - Dog Friendly 3/2 w/ Golf Cart in The Village of Pennecamp
19th Hole - Dog Friendly 3/2 w/ Golf Cart in The Village of Pennecamp
House
The Villages, FL, 32162, United States
0.7k from Pennecamp center

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

3 Bedrooms6 Guests
9.6

Exceptional

18 reviews

$251
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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Salty Drifter - 2/2 in The Village of Pennecamp
Salty Drifter - 2/2 in The Village of Pennecamp
House
The Villages, FL, 32162, United States
0.7k from Pennecamp center

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

2 Bedrooms4 Guests
8.8

Fabulous

9 reviews

$174
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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Twilight Mist - 3/2 in The Village of Poinciana
Twilight Mist - 3/2 in The Village of Poinciana
House
Poinciana, The Villages, FL, 32162, United States
1.1k from Pennecamp center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$212
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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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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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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TikiTiki Lake Sumter, private pool, hot tub, game room, outdoor kitchen&tiki bar
TikiTiki Lake Sumter, private pool, hot tub, game room, outdoor kitchen&tiki bar
House
The Villages, FL, 32162, United States
1.3k from Pennecamp center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$297
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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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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Bluffton - Pet Friendly Cottage Home In St, Charles Village-Villagepeople
Bluffton - Pet Friendly Cottage Home In St, Charles Village-Villagepeople
House
The Villages, FL, USA
1.7k from Pennecamp center

Pet Friendly, Air Conditioner, Parking, Wellness Facilities, Pool, Internet, Security/Safety

2 Bedrooms4 Guests
New to Booking
$186
Average price / night
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Salted Rim - 3/2 in The Village of Sunset Pointe
Salted Rim - 3/2 in The Village of Sunset Pointe
House
Sunset Pointe, The Villages, FL, 32162, United States
1.4k from Pennecamp center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$217
Average price / night
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Peaceful Escape with Golf Cart in The Villages!
Peaceful Escape with Golf Cart in The Villages!
House
The Villages, FL, USA
1.8k from Pennecamp center

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

3 Bedrooms6 Guests
New to Booking
$206
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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Gibbes - Patio Villa Near Lake Sumter Landing- Villagepeople
Gibbes - Patio Villa Near Lake Sumter Landing- Villagepeople
Villa
The Villages, FL, USA
1.9k from Pennecamp center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, 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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Private Pool & Lake Views: Family Home in Oxford
Private Pool & Lake Views: Family Home in Oxford
House
Oxford, FL, 34484, United States
1.7k from Pennecamp center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
8.6

Fabulous

4 reviews

$379
Average price / night
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Sweet Retreat - 3/2 w/ Golf Cart
Sweet Retreat - 3/2 w/ Golf Cart
House
Buttonwood, The Villages, FL, 32162, United States
1.7k from Pennecamp center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms6 Guests
8.0

Good

1 reviews

$232
Average price / night
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 Perfect Location Between Brownwood & Lake Sumter
Perfect Location Between Brownwood & Lake Sumter
Villa
The Villages, FL, 32162, United States
1.8k from Pennecamp center

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

2 Bedrooms4 Guests
9.8

Exceptional

110 reviews

$115
Average price / night
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Beautifully Remodeled. Great location.
Beautifully Remodeled. Great location.
House
The Villages, FL, 32162, United States
1.9k from Pennecamp center

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

3 Bedrooms6 Guests
10.0

Exceptional

23 reviews

$174
Average price / night
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Beautiful Bungalow - 3/2 w/ Golf Cart in The Village of Liberty Park SMALL DOG Accepted - Max 1x 20-25lbs
Beautiful Bungalow - 3/2 w/ Golf Cart in The Village of Liberty Park SMALL DOG Accepted - Max 1x 20-25lbs
House
The Villages, FL, 32162, United States
2.0k from Pennecamp center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$234
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
Check Availability
Heated Pool, Golf Cart, Life Stlye ID's
Heated Pool, Golf Cart, Life Stlye ID's
House
The Villages, FL, 32162, United States
2.1k from Pennecamp center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms7 Guests
New to Booking
$186
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 Vacation Rentals with Pool 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 Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 265 verified vacation rentals with a pool in Pennecamp. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Pennecamp vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $115 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Pennecamp offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Pennecamp welcome pets. Currently, 38 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Pennecamp often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Pennecamp offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.