Vacation Rentals with Private Pool in Calumet Grove, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Leesburg

  6.  Calumet Grove

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37 Best Vacation Rentals with Private Pool in Calumet Grove (Starting from $158)

Renovated Villa Btwn Lake Sumter and Spanish Springs
Renovated Villa Btwn Lake Sumter and Spanish Springs
House
The Villages, FL, USA
7.9k from Calumet Grove center

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

1 Bedroom5 Guests
New to Booking
$196
Average price / night
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The Coconut Courtayrd-Private Pool& Tiki Hot Tub-Minutes From Fun-Walk 2 Golf
The Coconut Courtayrd-Private Pool& Tiki Hot Tub-Minutes From Fun-Walk 2 Golf
House
The Villages, FL, 32162, United States
1.2k from Calumet Grove center

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

3 Bedrooms8 Guests
10.0

Exceptional

43 reviews

$472
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
9.7k from Calumet Grove 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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Swim Spa! 3/2 Designer in the Village of Chatham
Swim Spa! 3/2 Designer in the Village of Chatham
House
The Villages, FL, 32162, United States
1.2k from Calumet Grove center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
8.6

Fabulous

7 reviews

$305
Average price / night
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Golf, Dine & Relax Poolside! The Villages Retreat
Golf, Dine & Relax Poolside! The Villages Retreat
House
The Villages, FL, 32162, United States
1.8k from Calumet Grove center

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

3 Bedrooms6 Guests
New to Booking
$240
Average price / night
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Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages
Escape to Luxury: Designer Pool Home in Harmswood of Belle Aire, The Villages
House
The Villages, FL, 32162, United States
3.0k from Calumet Grove center

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

5 Bedrooms10 Guests
10.0

Exceptional

19 reviews

$715
Average price / night
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Arcade Games, Lanai & Spa: Summerfield Family Home
Arcade Games, Lanai & Spa: Summerfield Family Home
House
Summerfield, FL, 34491, United States
3.5k from Calumet Grove center

AC, Arcade, Dryer, Free Parking, Heater, Hot Tub, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$232
Average price / night
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Poolside Oasis! Family-Friendly Summerfield Escape
Poolside Oasis! Family-Friendly Summerfield Escape
House
Summerfield, FL, 34491, United States
3.5k from Calumet Grove center

AC, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, Pool, TV, Washer

4 Bedrooms8 Guests
10.0

Exceptional

29 reviews

$292
Average price / night
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 Well appointed home welcomes you PLEASE NOTE: We are outside of The Villages
Well appointed home welcomes you PLEASE NOTE: We are outside of The Villages
House
Oxford, FL, 34484, United States
3.9k from Calumet Grove center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

24 reviews

$267
Average price / night
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Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
Private Heated Pool & Hottub - Pet Friendly- Close to L Sumpter & Spanish Spring
House
The Villages, FL, 32162, United States
4.3k from Calumet Grove center

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

2 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$400
Average price / night
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Pool, golf cart, private Paradise!
Pool, golf cart, private Paradise!
House
The Villages, FL, 32162, United States
5.1k from Calumet Grove center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

47 reviews

$258
Average price / night
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The Pink Panther - 3/2 w/ POOL in The Village of Santo Domingo ONE Dog allowed with Pre-approval ONLY
The Pink Panther - 3/2 w/ POOL in The Village of Santo Domingo ONE Dog allowed with Pre-approval ONLY
House
Santo Domingo, The Villages, FL, 32159, United States
5.2k from Calumet Grove center

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

3 Bedrooms6 Guests
New to Booking
$286
Average price / night
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The Villages POOL home with a golf course view
The Villages POOL home with a golf course view
House
The Villages, FL, 32162, United States
5.3k from Calumet Grove center

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

3 Bedrooms6 Guests
9.4

Superb

48 reviews

$233
Average price / night
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Heated Pool, 4 seater golf cart, Life Style ID's
Heated Pool, 4 seater golf cart, Life Style ID's
House
The Villages, FL, 32162, United States
5.6k from Calumet Grove center

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

3 Bedrooms7 Guests
8.0

Good

1 reviews

$476
Average price / night
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Beautiful Sunsets with Pool & Dock on Lake Weir
Beautiful Sunsets with Pool & Dock on Lake Weir
House
Summerfield, FL, 34491, United States
5.7k from Calumet Grove center

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

3 Bedrooms10 Guests
10.0

Exceptional

32 reviews

$362
Average price / night
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Welcome to Your Ideal Getaway in The Villages!
Welcome to Your Ideal Getaway in The Villages!
House
The Villages, FL, 32159, United States
5.7k from Calumet Grove center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
6.0

Review score

4 reviews

$164
Average price / night
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Siesta in Spanish Springs
Siesta in Spanish Springs
House
The Villages, FL, 32159, United States
5.9k from Calumet Grove center

AC, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$235
Average price / night
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Welcome to Luxury Living in The Villages! Private Pool & Golf Course View
Welcome to Luxury Living in The Villages! Private Pool & Golf Course View
House
The Villages, FL, 32159, United States
5.9k from Calumet Grove center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

3 reviews

$169
Average price / night
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Private Pool Oasis! Close to Lake Sumter Landing!
Private Pool Oasis! Close to Lake Sumter Landing!
House
The Villages, FL, 32162, United States
6.0k from Calumet Grove center

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

3 Bedrooms6 Guests
8.8

Fabulous

25 reviews

$164
Average price / night
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Wonderful 3/2 Pool Home in Santo Domingo
Wonderful 3/2 Pool Home in Santo Domingo
House
Lady Lake, FL, 32159, United States
6.0k from Calumet Grove center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
8.0

Good

4 reviews

$294
Average price / night
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Pool Home Excellent Location - 2 Gas Golf Carts
Pool Home Excellent Location - 2 Gas Golf Carts
House
The Villages, FL, 32159, United States
6.2k from Calumet Grove center

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

3 Bedrooms6 Guests
10.0

Exceptional

32 reviews

$235
Average price / night
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Pool, Golf Course View Home, 4 place golf cart
Pool, Golf Course View Home, 4 place golf cart
House
The Villages, FL, 32162, United States
6.3k from Calumet Grove center

AC, Barbecue, Dryer, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

46 reviews

$207
Average price / night
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Poolside Chic Escape - 2/2 + Workspace, Pool House in The Village of Lynnhaven
Poolside Chic Escape - 2/2 + Workspace, Pool House in The Village of Lynnhaven
House
Lynnhaven, The Villages, FL, 32162, United States
6.6k from Calumet Grove center

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

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$258
Average price / night
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Private Pool Paradise close to Lake Sumter Landing Market Square!
Private Pool Paradise close to Lake Sumter Landing Market Square!
House
The Villages, FL, 32162, United States
6.7k from Calumet Grove center

AC, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
9.4

Superb

6 reviews

$158
Average price / night
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Private Pool & Golf Cart! Villa By Spanish Springs
Private Pool & Golf Cart! Villa By Spanish Springs
Villa
The Villages, FL, 32159, United States
6.7k from Calumet Grove center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$251
Average price / night
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Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
Beautiful view, The Villages- Golf Front Home, Heated Pool, Free Golf Cart, WIFI
House
The Villages, FL, 32159, United States
6.8k from Calumet Grove center

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

2 Bedrooms4 Guests
10.0

Exceptional

105 reviews

$244
Average price / night
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Private Pool and Hot Tub in The Villages
Private Pool and Hot Tub in The Villages
House
The Villages, FL, 32159, United States
7.2k from Calumet Grove center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$217
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 Private Pool in Calumet Grove.

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Calumet Grove Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 37 verified vacation rentals with a private pool in Calumet Grove. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Calumet Grove vary depending on the property size, location, and travel season. Rates typically start from around $158 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Calumet Grove also welcome pets. Currently, 14 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Calumet Grove often include additional features such as Pool, Private Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Calumet Grove include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.