Vacation Rentals in Cherry Lake, FL: Compare 10+ Sites & Save

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159 Best Vacation Rentals in Cherry Lake (Starting from $113)

Groveland Home with Pool Luxurious Lakefront Oasis!
Groveland Home with Pool Luxurious Lakefront Oasis!
House
Groveland, FL, USA
0.9k from Cherry Lake center

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

5 Bedrooms13 Guests
10.0

Exceptional

1 reviews

$746
Average price / night
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Groveland Home w/ Pool: Luxurious Lakefront Oasis!
Groveland Home w/ Pool: Luxurious Lakefront Oasis!
House
Groveland, FL, 34736-9528, United States
0.9k from Cherry Lake center

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

5 Bedrooms13 Guests
9.8

Exceptional

23 reviews

$787
Average price / night
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Easy Disney Day Trips Family Home with Pool Access
Easy Disney Day Trips Family Home with Pool Access
House
Groveland, FL, USA
2.8k from Cherry Lake center

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

1 Bedroom8 Guests
New to Booking
$262
Average price / night
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Modern Groveland Suite Near Lakes & Trails!
Modern Groveland Suite Near Lakes & Trails!
House
Groveland, FL, 34736, United States
1.9k from Cherry Lake center

1 Bedroom2 Guests
New to Booking
$144
Average price / night
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Luxury Groveland Villa with Pool, Grill & Office
Luxury Groveland Villa with Pool, Grill & Office
House
Groveland, FL, USA
2.8k from Cherry Lake center

Luxury, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

1 Bedroom16 Guests
New to Booking
$396
Average price / night
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Luxurious Boho Getaway Experience W Pool Table
Luxurious Boho Getaway Experience W Pool Table
House
Clermont, FL, 34711, United States
2.7k from Cherry Lake center

AC, Dryer, Heater, Internet, No Smoking, Washer

4 Bedrooms10 Guests
New to Booking
$427
Average price / night
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5 Bedrooms 45 Baths Windsor Cay 16146Cc
5 Bedrooms 45 Baths Windsor Cay 16146Cc
House
Clermont, FL, USA
3.7k from Cherry Lake center

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

5 Bedrooms12 Guests
New to Booking
$804
Average price / night
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Spacious New 7-bedroom house in beautiful Groveland with AC , gym, pool and park
Spacious New 7-bedroom house in beautiful Groveland with AC , gym, pool and park
House
Groveland, FL, 32736, United States
2.7k from Cherry Lake center

AC, Fitness Equipment, Heater, Laundry, No Smoking, Washer

7 Bedrooms9 Guests
New to Booking
$281
Average price / night
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10 Bedrooms 8 Bathrooms Windsor Cay 16207Cc
10 Bedrooms 8 Bathrooms Windsor Cay 16207Cc
House
Clermont, FL, USA
3.7k from Cherry Lake center

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

10 Bedrooms24 Guests
New to Booking
$1708
Average price / night
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Luxury Orlando Villa Pool + Office Sleeps 12+
Luxury Orlando Villa Pool + Office Sleeps 12+
House
Groveland, FL, 34736, United States
2.8k from Cherry Lake center

AC, Arcade, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

4 Bedrooms16 Guests
New to Booking
$708
Average price / night
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Lively Pet-Welcoming Tiny Haven in Bustling Clermont!
Lively Pet-Welcoming Tiny Haven in Bustling Clermont!
Villa
Clermont, FL, USA
4.8k from Cherry Lake center

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

3 Bedrooms4 Guests
8.7

Fabulous

9 reviews

$165
Average price / night
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New 10BR Luxury Retreat • Pool, Spa, Near Disney
New 10BR Luxury Retreat • Pool, Spa, Near Disney
House
Clermont, FL, 34714, United States
3.7k from Cherry Lake center

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

10 Bedrooms22 Guests
New to Booking
$569
Average price / night
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Unique Adventure Awaits in This Custom Tour Bus Conversion!
Unique Adventure Awaits in This Custom Tour Bus Conversion!
Villa
Clermont, FL, USA
4.9k from Cherry Lake center

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

2 Bedrooms4 Guests
9.7

Exceptional

4 reviews

$113
Average price / night
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Windsor Cay - Ten Bedroom Villa, Sleeps 26
Windsor Cay - Ten Bedroom Villa, Sleeps 26
Villa
Orlando, FL, 34711, United States
3.7k from Cherry Lake center

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

10 Bedrooms26 Guests
New to Booking
$1337
Average price / night
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Sunscape Oasis
Sunscape Oasis
House
Clermont, FL, USA
5.5k from Cherry Lake center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$261
Average price / night
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Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #148487
Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #148487
House
Orlando, FL, 34711, United States
3.7k from Cherry Lake center

AC, Arcade, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

5 Bedrooms12 Guests
New to Booking
$719
Average price / night
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Stewart Lake Cabin
Stewart Lake Cabin
House
Clermont, FL, USA
5.7k from Cherry Lake center

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

3 Bedrooms6 Guests
9.8

Exceptional

5 reviews

$232
Average price / night
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Windsor Cay - Five Bedroom House, Sleeps 10
Windsor Cay - Five Bedroom House, Sleeps 10
House
Orlando, FL, 34711, United States
3.7k from Cherry Lake center

AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

5 Bedrooms10 Guests
New to Booking
$731
Average price / night
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STUDIO 05 - Lake Sumner
STUDIO 05 - Lake Sumner
Apartment
Clermont, FL, USA
5.8k from Cherry Lake center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family, Accessible hotels

3 Bedrooms3 Guests
New to Booking
$153
Average price / night
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Pet Friendly, Modern Tour Bus Oasis!
Pet Friendly, Modern Tour Bus Oasis!
Villa
Clermont, FL, 34715, United States
5.3k from Cherry Lake center

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

2 Bedrooms4 Guests
10.0

Exceptional

9 reviews

$267
Average price / night
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The Presidential at Swiss
The Presidential at Swiss
House
Clermont, FL, USA
6.2k from Cherry Lake center

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

6 Bedrooms12 Guests
New to Booking
$1112
Average price / night
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Tiny Hamptons, No Pet Fees, Main Floor Bed
Tiny Hamptons, No Pet Fees, Main Floor Bed
Villa
Clermont, FL, 34715, United States
5.4k from Cherry Lake center

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

3 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$290
Average price / night
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SWISS 06 - Lake Sumner
SWISS 06 - Lake Sumner
House
Clermont, FL, USA
6.3k from Cherry Lake center

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

8 Bedrooms8 Guests
New to Booking
$337
Average price / night
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NEW Traveling Professionals Retreat!
NEW Traveling Professionals Retreat!
House
Groveland, FL, 34736, United States
5.4k from Cherry Lake center

3 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$163
Average price / night
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SWISS 14 - Lake Stephanie
SWISS 14 - Lake Stephanie
House
Clermont, FL, USA
6.3k from Cherry Lake center

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

8 Bedrooms8 Guests
New to Booking
$435
Average price / night
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Gateway to Orlando Theme Parks! Dog-Friendly Haven
Gateway to Orlando Theme Parks! Dog-Friendly Haven
House
Groveland, FL, 34736, United States
5.5k from Cherry Lake center

AC, Barbecue, Heater, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, Toys

3 Bedrooms8 Guests
9.8

Exceptional

9 reviews

$383
Average price / night
Check Availability
Stever Llc
Stever Llc
Villa
Clermont, FL, USA
6.4k from Cherry Lake center

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

4 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$305
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 in Cherry Lake.

Cherry Lake Vacation Rentals on the Map

Frequently Asked Questions

You can explore 159 verified vacation rentals in Cherry Lake. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Cherry Lake vary depending on the season, property size, and location. Rates typically start from around $113 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Cherry Lake include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Cherry Lake welcome pets. Currently, 51 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Cherry Lake often include amenities such as Fireplace/Heating, Pool, and Child Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.