Short-Term Rentals in Cherry Pocket, FL: Compare 10+ Sites & Save

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88 Best Short-Term Rentals in Cherry Pocket (Starting from $70)

14 Mi to Legoland Haines City Retreat with Yard!
14 Mi to Legoland Haines City Retreat with Yard!
House
Haines City, FL, USA
2.9k from Cherry Pocket center

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

2 Bedrooms13 Guests
9.0

Fabulous

1 reviews

$185
Average price / night
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Hidden Gem - Hot Tub/ Fire Pit/ Hammock/ Grill Area
Hidden Gem - Hot Tub/ Fire Pit/ Hammock/ Grill Area
House
Lake Wales, FL, 33898, United States
1.6k from Cherry Pocket center

2 Bedrooms6 Guests
New to Booking
$414
Average price / night
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Villa met prive zwembad nabij Orlando optional heated pool
Villa met prive zwembad nabij Orlando optional heated pool
House
Dundee, FL, USA
3.1k from Cherry Pocket center

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

4 Bedrooms6 Guests
7.5

Good

15 reviews

$130
Average price / night
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The Lake Home - PET FRIENDLY!  A Beautiful Oasis In The Heart Of Florida! by RedAwning
The Lake Home - PET FRIENDLY! A Beautiful Oasis In The Heart Of Florida! by RedAwning
House
Haines City, FL, 33844, United States
2.9k from Cherry Pocket center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Laundry

2 Bedrooms12 Guests
8.2

Very Good

16 reviews

$166
Average price / night
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Welcome to Casa Tallman - Your Exclusive 3-Acre Private Retreat
Welcome to Casa Tallman - Your Exclusive 3-Acre Private Retreat
House
Haines City, FL, USA
4.4k from Cherry Pocket center

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

5 Bedrooms10 Guests
New to Booking
$5280
Average price / night
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Charming house in beautiful Haines City with AC, WiFi
Charming house in beautiful Haines City with AC, WiFi
House
Haines City, FL, 33844, United States
3.1k from Cherry Pocket center

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

1 Bedroom4 Guests
New to Booking
$244
Average price / night
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Beautiful two bedroom house
Beautiful two bedroom house
House
Lake Wales, FL, USA
5.3k from Cherry Pocket center

Fireplace/Heating, Bar, Guest Services, Parking, Security/Safety, Internet, Air Conditioner

2 Bedrooms4 Guests
7.0

Good

3 reviews

$95
Average price / night
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Charming 2-bedroom house in Haines City with AC, WiFi
Charming 2-bedroom house in Haines City with AC, WiFi
House
Haines City, FL, 33844, United States
3.3k from Cherry Pocket center

AC, Heater, Internet, Laundry, No Smoking

2 Bedrooms4 Guests
New to Booking
$269
Average price / night
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Large bedroom and bathroom to enjoy
Large bedroom and bathroom to enjoy
House
Lake Wales, FL, USA
5.3k from Cherry Pocket center

Fireplace/Heating, Security/Safety, Internet, Parking, Guest Services, Air Conditioner, Child Friendly

1 Bedroom2 Guests
3.0

Review score

1 reviews

$77
Average price / night
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Family-Friendly 3BR Getaway Hot Tub Game Room Fun
Family-Friendly 3BR Getaway Hot Tub Game Room Fun
House
Lake of the Hills, FL, USA
6.0k from Cherry Pocket center

Balcony/Terrace, Barbecue/Outdoor Cooking, Fireplace/Heating, Guest Services, Air Conditioner, Internet, Security/Safety

4 Bedrooms8 Guests
New to Booking
$385
Average price / night
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Charming 3-bedroom house with AC in peaceful neighborhood, minutes from Disney!
Charming 3-bedroom house with AC in peaceful neighborhood, minutes from Disney!
House
Dundee, FL, 33838, United States
4.3k from Cherry Pocket center

AC, Barbecue, Heater, Internet, Microwave, No Smoking, TV

3 Bedrooms8 Guests
New to Booking
$273
Average price / night
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Architectural Gem - Modern Dome Home in Haines City
Architectural Gem - Modern Dome Home in Haines City
House
Haines City, FL, USA
6.1k from Cherry Pocket center

Kitchen, Internet, Air Conditioner, Parking, Child Friendly

4 Bedrooms10 Guests
New to Booking
$142
Average price / night
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Cozy & Inviting 3BR and 2 Bath • Full Kitchen + Laundry
Cozy & Inviting 3BR and 2 Bath • Full Kitchen + Laundry
House
Lake Wales, FL, 33898, United States
4.3k from Cherry Pocket center

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

3 Bedrooms5 Guests
9.0

Fabulous

2 reviews

$193
Average price / night
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Cheerful 4 Bedrooms New Construction Home
Cheerful 4 Bedrooms New Construction Home
House
Poinciana, FL, USA
6.5k from Cherry Pocket center

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

4 Bedrooms10 Guests
New to Booking
$165
Average price / night
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Premium Lake Wales Getaway!
Premium Lake Wales Getaway!
House
Lake Wales, FL, 33898, United States
4.4k from Cherry Pocket center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$333
Average price / night
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Historic Lakefront Gem about 6 Mi to Bok Tower Gardens
Historic Lakefront Gem about 6 Mi to Bok Tower Gardens
House
Lake Wales, FL, USA
6.6k from Cherry Pocket center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$118
Average price / night
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Poolside Suite | 98” TV | Sleeps 7 | 3 Rooms
Poolside Suite | 98” TV | Sleeps 7 | 3 Rooms
House
Lake Wales, FL, 33898, United States
5.4k from Cherry Pocket center

AC, Balcony, Free Parking, Heater, Internet, Microwave, No Smoking, Outdoor Space, TV

New to Booking
$211
Average price / night
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vacay sunshine
vacay sunshine
House
Haines City, FL, USA
7.1k from Cherry Pocket center

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

2 Bedrooms4 Guests
New to Booking
$415
Average price / night
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Lakefront Pool Retreat • Theater 7.1 • Fishing
Lakefront Pool Retreat • Theater 7.1 • Fishing
House
Lake Wales, FL, 33898, United States
5.4k from Cherry Pocket center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

New to Booking
$342
Average price / night
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Poinciana Condo
Poinciana Condo
House
Poinciana, FL, USA
7.6k from Cherry Pocket center

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

2 Bedrooms6 Guests
5.0

Review score

2 reviews

$76
Average price / night
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Casa Serena
Casa Serena
House
Poinciana, FL, 34759, United States
5.7k from Cherry Pocket center

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

4 Bedrooms8 Guests
9.2

Superb

5 reviews

$247
Average price / night
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Gated Community Less Than 30 Mi to Disney Poinciana Home!
Gated Community Less Than 30 Mi to Disney Poinciana Home!
House
Kissimmee, FL, USA
7.7k from Cherry Pocket center

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

1 Bedroom9 Guests
New to Booking
$251
Average price / night
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Your next getaway is our 3 bed 2 bath home available for your travel needs.
Your next getaway is our 3 bed 2 bath home available for your travel needs.
House
Dundee, FL, 33838, United States
6.0k from Cherry Pocket center

AC, Heater, Internet

3 Bedrooms6 Guests
New to Booking
$154
Average price / night
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Family-Friendly 3BR Getaway BBQ Game Room Fun
Family-Friendly 3BR Getaway BBQ Game Room Fun
House
Lake Wales, FL, 33859, United States
6.0k from Cherry Pocket center

AC, Arcade, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$302
Average price / night
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Kozy Korner in Kissimmee 2
Kozy Korner in Kissimmee 2
House
Kissimmee, FL, 34759, United States
6.2k from Cherry Pocket center

1 Bedroom2 Guests
New to Booking
$102
Average price / night
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Spacious Lakefront Retreat |Fire Table, Screen Patio, Sunset Views |Near Legoland & Bok Tower Garden
Spacious Lakefront Retreat |Fire Table, Screen Patio, Sunset Views |Near Legoland & Bok Tower Garden
House
Lake Wales, FL, 33859, United States
6.3k from Cherry Pocket center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$320
Average price / night
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One private bedroom with shared full bathroom in Kissimmee.
One private bedroom with shared full bathroom in Kissimmee.
House
Kissimmee, FL, 34759, United States
6.4k from Cherry Pocket center

1 Bedroom2 Guests
New to Booking
$70
Average price / night
Check Availability

Other accommodation types in Cherry Pocket:

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 Short-Term Rentals in Cherry Pocket.

Cherry Pocket Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 88 verified short-term rentals in Cherry Pocket, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Cherry Pocket vary depending on location, property size, and travel dates. Rates typically start from around $70 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Cherry Pocket include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Cherry Pocket, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Cherry Pocket often include amenities such as Fireplace/Heating, Child Friendly, and Guest Services, providing a comfortable and convenient stay.

Short-term rentals in Cherry Pocket are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.