Oceanfront Rentals in Hillcrest Estates, FL: Compare 10+ Sites & Save

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  6.  Hillcrest Estates

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1537 Best Oceanfront Rentals in Hillcrest Estates (Starting from $55)

Luxury Modern Pool House close to theme parks Four Bedrooms
Luxury Modern Pool House close to theme parks Four Bedrooms
House
Kissimmee, FL, USA
0.1k from Hillcrest Estates center

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

4 Bedrooms12 Guests
8.7

Fabulous

10 reviews

$171
Average price / night
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Luxury 3-bed Large Condo-12-Kilometres to Disney World, Kingsize Bed, Beach Area
Luxury 3-bed Large Condo-12-Kilometres to Disney World, Kingsize Bed, Beach Area
Condo
Davenport, FL, 33897, United States
0.1k from Hillcrest Estates center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
9.6

Exceptional

108 reviews

$157
Average price / night
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Bahama Bay Resort - Privacy - Apartment - 3rd Floor
Bahama Bay Resort - Privacy - Apartment - 3rd Floor
Apartment
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$127
Average price / night
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Amazing Bahama Bay Resort, close to Disney
Amazing Bahama Bay Resort, close to Disney
Apartment
Davenport, FL, 33897, United States
0.1k from Hillcrest Estates center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub

3 Bedrooms6 Guests
8.8

Fabulous

13 reviews

$146
Average price / night
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A Spooktacular Haunted Mansion.
A Spooktacular Haunted Mansion.
Apartment
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

3 Bedrooms6 Guests
8.7

Fabulous

18 reviews

$250
Average price / night
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Executive Disney Pool/Hot Tub Villa with Outdoor Kitchen
Executive Disney Pool/Hot Tub Villa with Outdoor Kitchen
House
Davenport, FL, 33897, United States
0.1k from Hillcrest Estates center

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

5 Bedrooms10 Guests
8.8

Fabulous

20 reviews

$358
Average price / night
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1st Floor Park Free Disney
1st Floor Park Free Disney
House
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

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

3 Bedrooms6 Guests
8.0

Good

1 reviews

$247
Average price / night
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Chic Disney Condo/w Fireplace at Bahama Bay Resort 15 mins from Disney
Chic Disney Condo/w Fireplace at Bahama Bay Resort 15 mins from Disney
Condo
Davenport, FL, 33897, United States
0.1k from Hillcrest Estates center

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

3 Bedrooms7 Guests
9.4

Superb

36 reviews

$170
Average price / night
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Bahama Bay Resort 16109
Bahama Bay Resort 16109
Apartment
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

Apartments, Cheap, Accommodations, Pools, Parking, Spa, Lodgings, Beach, Hot tubs

3 Bedrooms6 Guests
9.0

Fabulous

13 reviews

$237
Average price / night
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Hillcrest Hideaway, Peaceful 4 Bed Pool Home with Games and Minutes from Disney
Hillcrest Hideaway, Peaceful 4 Bed Pool Home with Games and Minutes from Disney
House
Davenport, FL, 33897, United States
0.1k from Hillcrest Estates center

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

4 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$186
Average price / night
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Bahama Bay Resort Disney 3 Bedroom No Fees
Bahama Bay Resort Disney 3 Bedroom No Fees
Villa
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

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

1 Bedroom6 Guests
9.3

Superb

3 reviews

$137
Average price / night
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Vista Grande - Resort & Spa - 15 Minutes to Disney! Beach, Pools & More!
Vista Grande - Resort & Spa - 15 Minutes to Disney! Beach, Pools & More!
Condo
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

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

3 Bedrooms8 Guests
7.4

Good

3 reviews

$354
Average price / night
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Enjoy Life and Fun at Orlandos Best location
Enjoy Life and Fun at Orlandos Best location
Apartment
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Beach, Jacuzzis, Places to stay

1 Bedroom6 Guests
New to Booking
$145
Average price / night
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Bahama Bay Resort * Disney Area * Free Parking
Bahama Bay Resort * Disney Area * Free Parking
Villa
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

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

3 Bedrooms6 Guests
New to Booking
$161
Average price / night
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Family Friendly Condo near Disney
Family Friendly Condo near Disney
Apartment
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Condos

1 Bedroom6 Guests
New to Booking
$173
Average price / night
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Beautiful condo with pool, hot tub, central AC & W/D - short drive to Disney
Beautiful condo with pool, hot tub, central AC & W/D - short drive to Disney
Condo
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

AC, Balcony, Crib, Dryer, Fitness Equipment, Hot Tub, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$198
Average price / night
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Bahama Bay 116
Bahama Bay 116
Apartment
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Vacation rentals, Beach, Hot tubs

3 Bedrooms8 Guests
9.0

Fabulous

22 reviews

$180
Average price / night
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Near Disney in Orlando - Entire 1269 sq ft Condo @ Bahama Bay Resort 3bed 2 bath
Near Disney in Orlando - Entire 1269 sq ft Condo @ Bahama Bay Resort 3bed 2 bath
Condo
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

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

3 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$159
Average price / night
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Bahama Bay Resort 04402
Bahama Bay Resort 04402
Apartment
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

Apartments, Cheap, Accommodations, Pools, Lodgings, Hot tubs, Places to stay, Family, Accessible hotels

3 Bedrooms8 Guests
9.6

Exceptional

6 reviews

$55
Average price / night
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Stylish Condo w/KING & UPDATED BATHS in Gated Tropical Resort 15-Mins to Disney!
Stylish Condo w/KING & UPDATED BATHS in Gated Tropical Resort 15-Mins to Disney!
Condo
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

AC, Arcade, Balcony, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub

2 Bedrooms6 Guests
9.4

Superb

14 reviews

$302
Average price / night
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Amazing Villa near Disney at the Bahama Bay Resort villa
Amazing Villa near Disney at the Bahama Bay Resort villa
Villa
Kissimmee, FL, USA
0.2k from Hillcrest Estates center

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

2 Bedrooms6 Guests
New to Booking
$104
Average price / night
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Florida Resort! 2 bedroom/2 bath! Near Disney!
Florida Resort! 2 bedroom/2 bath! Near Disney!
Condo
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

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

2 Bedrooms6 Guests
8.0

Good

8 reviews

$127
Average price / night
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3 Beds Bahama Bay Resort Next Disney
3 Beds Bahama Bay Resort Next Disney
Apartment
Kissimmee, FL, USA
0.3k from Hillcrest Estates center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Hot tubs, Places to stay, Family

3 Bedrooms8 Guests
7.0

Good

8 reviews

$197
Average price / night
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Amazing Villa near Disney at the Bahama Bay Resort by RedAwning
Amazing Villa near Disney at the Bahama Bay Resort by RedAwning
Villa
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

AC, Balcony, Barbecue, Dryer, Extra Bed, Heater, Laundry, No Smoking, Pool

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$252
Average price / night
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Your BEST choice to enjoy life and fun in Orlando´s  Attractions super location!
Your BEST choice to enjoy life and fun in Orlando´s Attractions super location!
Condo
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

AC, Arcade, Balcony, Dryer, Extra Bed, Fitness Equipment, Free Parking, Hot Tub, Internet

3 Bedrooms6 Guests
8.0

Good

8 reviews

$147
Average price / night
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Spacious 3 bedroom condo in tropical resort near Disney! Four swimming pools!
Spacious 3 bedroom condo in tropical resort near Disney! Four swimming pools!
Condo
Davenport, FL, 33897, United States
0.2k from Hillcrest Estates center

AC, Balcony, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$152
Average price / night
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Luxurious, platinum rated 3 br villa in West Kissimmee. Very close to Disney!
Luxurious, platinum rated 3 br villa in West Kissimmee. Very close to Disney!
Condo
Davenport, FL, 33897, United States
0.3k from Hillcrest Estates center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
9.6

Exceptional

72 reviews

$121
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 Oceanfront Rentals in Hillcrest Estates.

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Hillcrest Estates Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1537 verified oceanfront rentals in Hillcrest Estates. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Hillcrest Estates vary depending on the property size, exact beachfront location, and season. Rates typically start from around $55 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Hillcrest Estates offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Hillcrest Estates welcome pets. Currently, 5 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Hillcrest Estates often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.