Beach Home Rentals in Cherokee Park, FL: Compare 10+ Sites & Save

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  4.  Florida

  5.  Sarasota
  6.  Cherokee Park

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323 Beach Home Rentals in Cherokee Park (Starting from $131)

Heated Saltwater Pool, Breathtaking outdoor terraces, beautiful landscaping- Villa Serene Escape
Heated Saltwater Pool, Breathtaking outdoor terraces, beautiful landscaping- Villa Serene Escape
House
Cherokee Park, Sarasota, Florida, USA
0.5k from Cherokee Park center

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

6 Bedrooms12 Guests
New to Booking
$456
Average price / night
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Tropical Beach/Town Studio Prime Mainland Location
Tropical Beach/Town Studio Prime Mainland Location
Apartment
Sarasota, FL, 34239, United States
0.2k from Cherokee Park center

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

10.0

Exceptional

35 reviews

$202
Average price / night
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Coastal Retreat near Siesta Key Beach and Downtown
Coastal Retreat near Siesta Key Beach and Downtown
House
Sarasota, FL, USA
0.7k from Cherokee Park center

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

2 Bedrooms4 Guests
7.0

Good

3 reviews

$288
Average price / night
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Amazing Location West of the Trail
Amazing Location West of the Trail
House
Sarasota, FL, 34239, United States
0.3k from Cherokee Park center

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

2 Bedrooms4 Guests
9.6

Exceptional

20 reviews

$276
Average price / night
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Sunny Oasis in Sarasota Florida
Sunny Oasis in Sarasota Florida
House
Sarasota, FL, USA
0.9k from Cherokee Park center

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

1 Bedroom6 Guests
New to Booking
$445
Average price / night
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Coastal Beach Cabana, Siesta Key beach access, best neighborhood in Sarasota!
Coastal Beach Cabana, Siesta Key beach access, best neighborhood in Sarasota!
House
Sarasota, FL, 34239, United States
0.3k from Cherokee Park center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$455
Average price / night
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Southside Village Resort
Southside Village Resort
Apartment
Sarasota, FL, USA
1.1k from Cherokee Park center

Fireplace/Heating, Pet Friendly, Pool, Oceanfront, Guest Services, Ocean View, View

4 Bedrooms2 Guests
New to Booking
$175
Average price / night
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The Shaded Sanctuary: Enjoy this beautiful home surrounded by some of Florida's
The Shaded Sanctuary: Enjoy this beautiful home surrounded by some of Florida's
House
Sarasota, FL, 34239, United States
0.4k from Cherokee Park center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$469
Average price / night
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Paradise Palace
Paradise Palace
House
Sarasota, FL, USA
1.2k from Cherokee Park center

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

4 Bedrooms11 Guests
New to Booking
$530
Average price / night
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Bayview Cottage - Cozy Cottage near Siesta Key by Gulfcoast Holiday Homes!
Bayview Cottage - Cozy Cottage near Siesta Key by Gulfcoast Holiday Homes!
House
Sarasota, FL, 34239, United States
0.4k from Cherokee Park center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$364
Average price / night
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Modern, Fresh - Only 3 miles to the Beach!
Modern, Fresh - Only 3 miles to the Beach!
Apartment
Sarasota, FL, USA
1.3k from Cherokee Park center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms5 Guests
8.8

Fabulous

5 reviews

$191
Average price / night
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Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!
Hidden Oasis Newly Updated Beautiful Condo & Private Courtyard to Wine & Dine!
Condo
Sarasota, FL, 34239, United States
0.5k from Cherokee Park center

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

2 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$159
Average price / night
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Coastal Luxe, SaltPool Spa, 5miles to Siesta
Coastal Luxe, SaltPool Spa, 5miles to Siesta
House
Sarasota, FL, USA
1.3k from Cherokee Park center

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

5 Bedrooms18 Guests
9.5

Superb

2 reviews

$989
Average price / night
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Near Siesta Key 5BR • Pool, Spa, Outdoor Kitchen
Near Siesta Key 5BR • Pool, Spa, Outdoor Kitchen
House
Sarasota, FL, 34239, United States
0.5k from Cherokee Park center

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

5 Bedrooms8 Guests
New to Booking
$1113
Average price / night
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Lovely Cottage near the Beach and Downtown Sarasota
Lovely Cottage near the Beach and Downtown Sarasota
House
Sarasota, FL, USA
1.3k from Cherokee Park center

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

2 Bedrooms4 Guests
9.5

Superb

2 reviews

$131
Average price / night
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Travel Nurse Retreat | 3BR Near Hospitals | Monthly
Travel Nurse Retreat | 3BR Near Hospitals | Monthly
House
Sarasota, FL, 34239, United States
0.5k from Cherokee Park center

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

3 Bedrooms6 Guests
New to Booking
$186
Average price / night
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Modern & Fresh - Less than 3 miles to the Beach!
Modern & Fresh - Less than 3 miles to the Beach!
House
Sarasota, FL, USA
1.3k from Cherokee Park center

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

2 Bedrooms5 Guests
8.5

Very Good

4 reviews

$259
Average price / night
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2023 Luxury Home + Pool/Spa
2023 Luxury Home + Pool/Spa
House
Sarasota, FL, 34239, United States
0.5k from Cherokee Park center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Living Area

4 Bedrooms8 Guests
New to Booking
$662
Average price / night
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Family friendly with large pool
Family friendly with large pool
House
Sarasota, FL, USA
1.7k from Cherokee Park center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$1078
Average price / night
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Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
Casamigos | West of the Trail - Private Home with Tiki Bar, Heated Pool, and Spa, Near Siesta Key!
House
Sarasota, FL, 34239, United States
0.5k from Cherokee Park center

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

5 Bedrooms10 Guests
9.4

Superb

32 reviews

$699
Average price / night
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The Serene Retreat near Siesta Key and Downtown Sarasota
The Serene Retreat near Siesta Key and Downtown Sarasota
House
Sarasota, FL, 34239, United States
0.5k from Cherokee Park center

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

3 Bedrooms8 Guests
10.0

Exceptional

16 reviews

$346
Average price / night
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The Natural Retreat near to Siesta Key & Downtown Sarasota
The Natural Retreat near to Siesta Key & Downtown Sarasota
House
Sarasota, FL, 34239, United States
0.5k from Cherokee Park center

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

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$362
Average price / night
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Sarasota Escape w/ Pool, Firepit, Mins to Siesta Key
Sarasota Escape w/ Pool, Firepit, Mins to Siesta Key
House
Sarasota, FL, 34239, United States
0.6k from Cherokee Park center

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

4 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$583
Average price / night
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FlipFlopsOn III • 1/2 Mile to Siesta Key • FL’s Gulf Coast • Sarasota
FlipFlopsOn III • 1/2 Mile to Siesta Key • FL’s Gulf Coast • Sarasota
House
Sarasota, FL, 34239, United States
0.6k from Cherokee Park center

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

2 Bedrooms6 Guests
New to Booking
$351
Average price / night
Check Availability
Sunny Sarasota Retreat • Steps to Siesta Key Bridge
Sunny Sarasota Retreat • Steps to Siesta Key Bridge
House
Sarasota, FL, 34239, United States
0.6k from Cherokee Park center

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

2 Bedrooms6 Guests
9.4

Superb

45 reviews

$177
Average price / night
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Cute 2 Bedroom 2 bath Home In Great Neighborhood.
Cute 2 Bedroom 2 bath Home In Great Neighborhood.
House
Sarasota, FL, 34239, United States
0.6k from Cherokee Park center

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

2 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$139
Average price / night
Check Availability
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta's North Bridge
Close to Beach & Shops | Private Home | Dog OK | Outdoor Seating | 1/2 mile to Siesta's North Bridge
House
Sarasota, FL, 34239, United States
0.6k from Cherokee Park center

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

3 Bedrooms8 Guests
9.6

Exceptional

47 reviews

$353
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 Beach Rentals in Cherokee Park.

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Cherokee Park Beach Rentals on the Map

Frequently Asked Questions

You can explore 323 verified beach rentals in Cherokee Park. Our listings are sourced from trusted booking providers, giving you access to a wide selection of oceanfront homes, seaside condos, and coastal stays—all in one place.

Beach rental prices in Cherokee Park vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $131 per night, with beachfront properties and peak summer dates often priced higher. Comparing available options can help you find the best fit for your budget.

Many beach rentals in Cherokee Park offer direct access to the sand or are located within a short walking distance of the shoreline. You can use filters to find properties with beachfront locations, private walkways, or unobstructed ocean views.

Yes, many beach rentals in Cherokee Park welcome pets. Currently, 42 listings allow pets, although policies may vary by property. It’s also a good idea to check local beach regulations for any restrictions on pets during your stay.

For peak travel periods such as summer holidays or spring break, it’s recommended to book your beach rental 90 to 120 days in advance to secure the best options. During off-peak seasons, you may find more flexibility and availability closer to your travel dates.

Beach rentals in Cherokee Park often include amenities designed for coastal living, such as Ocean View, View, and Oceanfront. These features help enhance comfort and make it easier to enjoy time by the water.

Some beach rentals provide extras like chairs, umbrellas, or beach gear, but this can vary by property. It’s best to review the amenities section of each listing to confirm what is included and plan accordingly.