Oceanfront Rentals in Windsor Palms, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Florida
  5.  Orlando

  6.  Windsor Palms

Refine your search

Price per night

Amenity Filter

Rating

1724 Best Oceanfront Rentals in Windsor Palms (Starting from $102)

Windsor Palms Home - Pool, Theatre &Near Disney
Windsor Palms Home - Pool, Theatre &Near Disney
House
Kissimmee, FL, USA
0.0k from Windsor Palms center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Beach

3 Bedrooms7 Guests
New to Booking
$159
Average price / night
Check Availability
Mickey's Whimsical Wonderland
Mickey's Whimsical Wonderland
Apartment
Kissimmee, FL, USA
0.1k from Windsor Palms center

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

3 Bedrooms6 Guests
9.6

Exceptional

25 reviews

$178
Average price / night
Check Availability
Family- Friendly 4 Bedroom Disney Villa :4 Miles to Disney World, Private Pool
Family- Friendly 4 Bedroom Disney Villa :4 Miles to Disney World, Private Pool
House
Kissimmee, FL, 34747, United States
0.3k from Windsor Palms center

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

4 Bedrooms8 Guests
10.0

Exceptional

9 reviews

$223
Average price / night
Check Availability
Windsor Palms, next to clubhouse
Windsor Palms, next to clubhouse
Apartment
Kissimmee, FL, USA
0.1k from Windsor Palms center

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

3 Bedrooms6 Guests
9.1

Superb

10 reviews

$152
Average price / night
Check Availability
LUXURY HOME/PRIVATE POOL WITH EXTENDED DECK !! POOL HEAT INCLUDED!!
LUXURY HOME/PRIVATE POOL WITH EXTENDED DECK !! POOL HEAT INCLUDED!!
House
Kissimmee, FL, 34747, United States
0.4k from Windsor Palms center

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

6 Bedrooms14 Guests
9.8

Exceptional

98 reviews

$287
Average price / night
Check Availability
Making Memories Resort Windsor Palms Condo
Making Memories Resort Windsor Palms Condo
House
Kissimmee, FL, USA
0.1k from Windsor Palms center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs

3 Bedrooms8 Guests
10.0

Exceptional

5 reviews

$118
Average price / night
Check Availability
FALL/WINTER SPECIAL - Veteran Owned 3bdr/3bath Townhome 3mi to Disney; Free WiFi
FALL/WINTER SPECIAL - Veteran Owned 3bdr/3bath Townhome 3mi to Disney; Free WiFi
House
Kissimmee, FL, 34747, United States
0.4k from Windsor Palms center

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

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$166
Average price / night
Check Availability
Lilo and stitch Ohana Oasis
Lilo and stitch Ohana Oasis
House
Kissimmee, FL, USA
0.1k from Windsor Palms center

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

3 Bedrooms6 Guests
New to Booking
$202
Average price / night
Check Availability
3 Miles from Disney!!!!! 4 Bedroom Villa with Private Pool/Game Room
3 Miles from Disney!!!!! 4 Bedroom Villa with Private Pool/Game Room
Villa
Kissimmee, FL, 34747, United States
0.4k from Windsor Palms center

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

4 Bedrooms12 Guests
10.0

Exceptional

32 reviews

$278
Average price / night
Check Availability
Adventureland Oasis - Resort Near Disney
Adventureland Oasis - Resort Near Disney
Apartment
Kissimmee, FL, USA
0.1k from Windsor Palms center

Apartments, Accommodations, Pools, Lodgings, Jacuzzis, Places to stay, Family

3 Bedrooms8 Guests
New to Booking
$264
Average price / night
Check Availability
Disney Paradise: 2BR Villa, Near Magic & More! - 2306 SP
Disney Paradise: 2BR Villa, Near Magic & More! - 2306 SP
Condo
Kissimmee, FL, 34747, United States
0.4k from Windsor Palms center

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

2 Bedrooms6 Guests
New to Booking
$178
Average price / night
Check Availability
2302 Butterfly Palm 102
2302 Butterfly Palm 102
Apartment
Kissimmee, FL, USA
0.1k from Windsor Palms center

Guest Services, Breakfast, View, Pool, Ocean View, Laundry, Air Conditioner

1 Bedroom6 Guests
New to Booking
$102
Average price / night
Check Availability
Orlando Villa 6449: Experience Magic and Relaxation
Orlando Villa 6449: Experience Magic and Relaxation
House
Orlando, FL, 34747, United States
0.5k from Windsor Palms center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
New to Booking
$372
Average price / night
Check Availability
The Great Escape - A spacious 1st floor condo on Windsor Palms Resort - close to Disney
The Great Escape - A spacious 1st floor condo on Windsor Palms Resort - close to Disney
Apartment
Kissimmee, FL, USA
0.1k from Windsor Palms center

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

3 Bedrooms7 Guests
9.0

Fabulous

4 reviews

$113
Average price / night
Check Availability
Disney Fireworks View B/yard, 3 Mi To Disney, Pvt Pool & Spa. SUMMER DISCOUNTS!
Disney Fireworks View B/yard, 3 Mi To Disney, Pvt Pool & Spa. SUMMER DISCOUNTS!
House
Kissimmee, FL, 34747, United States
0.5k from Windsor Palms center

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

5 Bedrooms10 Guests
8.4

Very Good

41 reviews

$206
Average price / night
Check Availability
Windsor Palms Retreat
Windsor Palms Retreat
House
Kissimmee, FL, USA
0.2k from Windsor Palms center

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

3 Bedrooms6 Guests
8.8

Fabulous

4 reviews

$148
Average price / night
Check Availability
Single Level Luxury Villa with Pool and Hot tub close to Disney
Single Level Luxury Villa with Pool and Hot tub close to Disney
Villa
Kissimmee, FL, 34747, United States
0.5k from Windsor Palms center

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

4 Bedrooms8 Guests
9.2

Superb

36 reviews

$223
Average price / night
Check Availability
Vacation Fantasia - Mins to Disney - Pool & Hot Tub
Vacation Fantasia - Mins to Disney - Pool & Hot Tub
Villa
Kissimmee, FL, USA
0.2k from Windsor Palms center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs

3 Bedrooms6 Guests
8.8

Fabulous

13 reviews

$160
Average price / night
Check Availability
Magical Vacation Home with Kid-Themed Rooms 3 Miles from Disney
Magical Vacation Home with Kid-Themed Rooms 3 Miles from Disney
House
Kissimmee, FL, 34747, United States
0.5k from Windsor Palms center

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

6 Bedrooms12 Guests
9.6

Exceptional

183 reviews

$355
Average price / night
Check Availability
The Orlando Hideaway Family Townhome Steps from Disney 3BR 3BA
The Orlando Hideaway Family Townhome Steps from Disney 3BR 3BA
House
Kissimmee, FL, USA
0.2k from Windsor Palms center

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

3 Bedrooms6 Guests
New to Booking
$165
Average price / night
Check Availability
Windsor Palms Resort Near Disney
Windsor Palms Resort Near Disney
Condo
Kissimmee, FL, 34747, United States
0.5k from Windsor Palms center

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

3 Bedrooms6 Guests
9.6

Exceptional

13 reviews

$144
Average price / night
Check Availability
POOL HOME - Luxury Windsor Palms Resort - 6 miles to Disney! POOL HEAT INCLUDED!
POOL HOME - Luxury Windsor Palms Resort - 6 miles to Disney! POOL HEAT INCLUDED!
House
Kissimmee, FL, 34747, United States
0.5k from Windsor Palms center

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

4 Bedrooms10 Guests
10.0

Exceptional

179 reviews

$304
Average price / night
Check Availability
Great Sun, Pool and HOT Spa- close to Parks, Disney -Stores,-Clean, quiet, NICE!
Great Sun, Pool and HOT Spa- close to Parks, Disney -Stores,-Clean, quiet, NICE!
House
Kissimmee, FL, 34747, United States
0.6k from Windsor Palms center

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

4 Bedrooms8 Guests
9.8

Exceptional

44 reviews

$410
Average price / night
Check Availability
Disney Retreat w/ Wizard & Galaxy Rooms
Disney Retreat w/ Wizard & Galaxy Rooms
House
Kissimmee, FL, 34747, United States
1.3k from Windsor Palms center

AC, Dryer, Heater, Hot Tub, Internet, Kitchen, Living Area, Microwave, No Smoking

5 Bedrooms12 Guests
New to Booking
$485
Average price / night
Check Availability
Fully themed, free arcade, south facing pool & spa
Fully themed, free arcade, south facing pool & spa
House
Kissimmee, FL, 34747, United States
1.4k from Windsor Palms center

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

5 Bedrooms10 Guests
New to Booking
$510
Average price / night
Check Availability
6/4 Home Pool/Spa Close to Disney,  Free Water Park Use, Game RMThemed, WIFI BBQ
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
House
Kissimmee, FL, 34747, United States
1.4k from Windsor Palms center

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

6 Bedrooms14 Guests
9.4

Superb

258 reviews

$316
Average price / night
Check Availability
Awesome!! 6BR 4BA Luxury , Games-room, DUAL Waterslides, Spa
Awesome!! 6BR 4BA Luxury , Games-room, DUAL Waterslides, Spa
House
Four Corners, FL, 34747, United States
1.4k from Windsor Palms center

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

6 Bedrooms12 Guests
9.8

Exceptional

176 reviews

$351
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 Windsor Palms.

Stay Near Windsor Palms's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Windsor Palms Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 1724 verified oceanfront rentals in Windsor Palms. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Windsor Palms vary depending on the property size, exact beachfront location, and season. Rates typically start from around $102 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 Windsor Palms 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 Windsor Palms welcome pets. Currently, 17 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 Windsor Palms often include features designed for a comfortable coastal stay, such as Ocean View, View, and Oceanfront. 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.