Beach Home Rentals in Rose Isle, FL: Compare 10+ Sites & Save

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16 Beach Home Rentals in Rose Isle (Starting from $127)

Vibrant Orlando Lakefront Cat Lover's Retreat with Pool & Gardens
Vibrant Orlando Lakefront Cat Lover's Retreat with Pool & Gardens
House
Orlando, FL, 32803, United States
1.6k from Rose Isle center

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

4 Bedrooms7 Guests
New to Booking
$200
Average price / night
Check Availability
Winter Park Pool home close to Lake Virginia, Rollins College & Park Ave.
Winter Park Pool home close to Lake Virginia, Rollins College & Park Ave.
House
Winter Park, FL, 32789, United States
1.6k from Rose Isle center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$374
Average price / night
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Modern, fabulous two-bedroom with parking in Winter Park
Modern, fabulous two-bedroom with parking in Winter Park
House
Winter Park, FL, 32789, United States
1.7k from Rose Isle center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$161
Average price / night
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Amazing lakefront mid-modern 3-bed Winter Park home surrounded by Natural Beauty
Amazing lakefront mid-modern 3-bed Winter Park home surrounded by Natural Beauty
House
Winter Park, FL, 32789, United States
1.9k from Rose Isle center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$289
Average price / night
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Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia
Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia
House
Winter Park, FL, 32789, United States
2.1k from Rose Isle center

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

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$279
Average price / night
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Amazing location- walk to everything
Amazing location- walk to everything
Condo
Winter Park, FL, 32789, United States
2.2k from Rose Isle center

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

2 Bedrooms5 Guests
9.8

Exceptional

30 reviews

$281
Average price / night
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Greatest location! Condo with private yard!
Greatest location! Condo with private yard!
Condo
Winter Park, FL, 32789, United States
2.2k from Rose Isle center

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

2 Bedrooms4 Guests
New to Booking
$426
Average price / night
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Luxury Ranch 2 Master Kg Bed w/ heated Salted Pool
Luxury Ranch 2 Master Kg Bed w/ heated Salted Pool
House
Orlando, FL, 32804, United States
2.2k from Rose Isle center

Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms13 Guests
10.0

Exceptional

11 reviews

$1001
Average price / night
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Ideal Location, Charming 4 bedroom home w Pool, fenced yard.
Ideal Location, Charming 4 bedroom home w Pool, fenced yard.
House
Winter Park, FL, 32789, United States
2.4k from Rose Isle center

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

4 Bedrooms10 Guests
10.0

Exceptional

112 reviews

$370
Average price / night
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Cottage Retreat in the City
Cottage Retreat in the City
Cottage
Orlando, FL, 32804, United States
2.4k from Rose Isle center

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

1 Bedroom2 Guests
10.0

Exceptional

31 reviews

$152
Average price / night
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ORL Modern Zen Vibe Brand new 2/2 construction in the Heart of Downtown Orlando
ORL Modern Zen Vibe Brand new 2/2 construction in the Heart of Downtown Orlando
House
Orlando, FL, 32803, United States
2.5k from Rose Isle center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
10.0

Exceptional

14 reviews

$409
Average price / night
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Lakefront Condo w/ Sunroom, Office, & Lakeside Pool
Lakefront Condo w/ Sunroom, Office, & Lakeside Pool
Condo
Winter Park, FL, 32789, United States
2.6k from Rose Isle center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$133
Average price / night
Check Availability
Luxury Living Just 3 Blocks From Park Ave!!!
Luxury Living Just 3 Blocks From Park Ave!!!
Apartment
WINTER PARK, FL, 32789, United States
2.6k from Rose Isle center

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

2 Bedrooms4 Guests
8.0

Good

1 reviews

$136
Average price / night
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The Gojjo Tiny House Walkable Retreat
The Gojjo Tiny House Walkable Retreat
House
Orlando, FL, 32803, United States
2.7k from Rose Isle center

AC, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

3 reviews

$271
Average price / night
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Light, Bright and Full of Delight! 2 Blocks to Park Ave
Light, Bright and Full of Delight! 2 Blocks to Park Ave
Apartment
Winter Park, FL, 32789, United States
2.7k from Rose Isle center

AC, Internet, Kitchen, Living Area, No Smoking, Pool, TV

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$127
Average price / night
Check Availability
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
Quiet Garden Retreat Downtown Orlando - Private Apartment, Shared Pool and Patio
House
Orlando, FL, 32801, United States
2.9k from Rose Isle center

AC, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
9.6

Exceptional

17 reviews

$281
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 Rose Isle.

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Frequently Asked Questions

You can explore 16 verified beach rentals in Rose Isle. 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 Rose Isle vary depending on the season, property size, and distance from the shoreline. Rates typically start from around $127 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 Rose Isle 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 Rose Isle welcome pets. Currently, 8 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 Rose Isle often include amenities designed for coastal living, such as Bedding/Linens, Ocean View, and View. 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.