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Winter Park Vacation Rentals & Beach Rentals - 100 Rentals Available

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Winter Park Florida Vacation Rentals - Home
1 / 18

Winter Park Home
8 BR / 5 BA / Sleeps 18 8 18 5 night min stayHome / 8 Bedrooms / Sleeps 18
8 bedrooms 5 bathrooms Sleeps 18
SummaryIf you are planning a big Orlando vacation with family and friends, this is perfect for you! Designed purely for large groups of fun seeking visitors, this 8 Bedroom home offers the opportunity to save on accom...

from

$350

/ night

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Winter Park Florida Vacation Rentals - Home
1 / 18

Winter Park Home
8 BR / 5 BA / Sleeps 18 8 18 5 night min stayHome / 8 Bedrooms / Sleeps 18
8 bedrooms 5 bathrooms Sleeps 18
SummaryLess than 15 minutes from Walt Disney World, the exclusive new Retreat community at Champions Gate offers luxury travelers, the perfect place to call home during their magical vacation in the Sunshine State! Wi...

from

$350

/ night

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Orlando Florida Vacation Rentals - Home
1 / 28

Orlando Home - 2.6 mi away
4 BR / 3 BA / Sleeps 10 4 10 3 night min stayHome / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Waterfront Escape! 3 Night Minimum Booking, And 15% Discount For Weekly Booking, And A 30% Discount For Monthly Bookings. Rent The Amazing Orlando Lake House! 4 Bedroom 3 Bath And Perfect For Your Family's Next V...
(2)“ Excellent ”(2 reviews)

from

$175

/ night

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Orlando Florida Vacation Rentals - Home
1 / 30

Orlando Home - 3.4 mi away
7 BR / 4.5 BA / Sleeps 14 7 14 Min stay variesHome / 7 Bedrooms / Sleeps 14
7 bedrooms 4.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
Watersong Resort - Davenport, Florida is a 46 acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become o...

from

$150

/ night

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Orlando Florida Vacation Rentals - Home
1 / 32

Orlando Home - 4.2 mi away
6 BR / 5 BA / Sleeps 12 6 12 Min stay variesHome / 6 Bedrooms / Sleeps 12
6 bedrooms 5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Solterra Resort - Davenport, Florida is a paradise located only 15 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become on...
(1)“ Excellent ”(1 review)

from

$

/ night

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Orlando Florida Vacation Rentals - Home
1 / 32

Orlando Home - 4.2 mi away
8 BR / 6 BA / Sleeps 16 8 16 Min stay variesHome / 8 Bedrooms / Sleeps 16
8 bedrooms 6 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most de...

from

$285

/ night

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Orlando Florida Vacation Rentals - Home
1 / 23

Orlando Home - 4.2 mi away
5 BR / 3 BA / Sleeps 10 5 10 Min stay variesHome / 5 Bedrooms / Sleeps 10
5 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Highlands Reserve - Davenport, Florida is an upscale community located just 7 miles from Walt Disney World. This golf resort community sits nestled just outside of Orlando, Florida and has quickly become one of the mo...

from

$164

/ night

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Orlando Florida Vacation Rentals - Home
1 / 28

Orlando Home - 4.2 mi away
5 BR / 5 BA / Sleeps 10 5 10 Min stay variesHome / 5 Bedrooms / Sleeps 10
5 bedrooms 5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Solterra Resort - Davenport, Florida is a paradise located only 15 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become on...

from

$140

/ night

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Orlando Florida Vacation Rentals - Townhouse
1 / 32

Orlando Townhouse - 4.2 mi away
5 BR / 4 BA / Sleeps 10 5 10 Min stay variesTownhouse / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly ...

from

$160

/ night

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Orlando Florida Vacation Rentals - Townhouse
1 / 23

Orlando Townhouse - 4.2 mi away
4 BR / 3 BA / Sleeps 8 4 8 Min stay variesTownhouse / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
PLEASE NOTE: Regal Palms charges a $12. 95 resort fee per townhome (not per person) per day plus tax which is not included in our nightly rates below. This fee is not included in the quote. Guests will pay this upon chec...
(1)“ Excellent ”(1 review)

from

$95

/ night

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Orlando Florida Vacation Rentals - Home
1 / 25

Orlando Home - 4.2 mi away
5 BR / 4 BA / Sleeps 10 5 10 Min stay variesHome / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
Dishwasher • Microwave • Washer/Dryer
Solterra Resort - Davenport, Florida is a paradise located only 15 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become on...
(2)“ Excellent ”(2 reviews)

from

$145

/ night

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Orlando Florida Vacation Rentals - Home
1 / 30

Orlando Home - 4.2 mi away
7 BR / 6 BA / Sleeps 14 7 14 Min stay variesHome / 7 Bedrooms / Sleeps 14
7 bedrooms 6 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
The Shires at Westhaven - Davenport, Florida is an upscale gated community located just 6 miles from Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of th...

from

$185

/ night

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Orlando Florida Vacation Rentals - Townhouse
1 / 24

Orlando Townhouse - 4.2 mi away
4 BR / 3 BA / Sleeps 8 4 8 Min stay variesTownhouse / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most de...

from

$110

/ night

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Orlando Florida Vacation Rentals - Villa
1 / 56

Orlando Villa - 4.2 mi away
7 BR / 4.5 BA / Sleeps 16 7 16 Min stay variesVilla / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
~~ Looking For Multiple Homes? We Have Three 7 Bedroom Homes Available Almost Next To Each Other In Gated Resort. ~~ Welcome To The Ideal Villa, And Thank You For Taking The Time To Visit Our Site. We Know You Have L...
(7)“ Excellent ”(7 reviews)

from

$150

/ night

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Orlando Florida Vacation Rentals - Home
1 / 30

Orlando Home - 4.2 mi away
5 BR / 5 BA / Sleeps 10 5 10 Min stay variesHome / 5 Bedrooms / Sleeps 10
5 bedrooms 5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Reunion Resort - Kissimmee, Florida is only 15 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most d...

from

$325

/ night

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Orlando Florida Vacation Rentals - Home
1 / 25

Orlando Home - 4.2 mi away
5 BR / 5 BA / Sleeps 10 5 10 Min stay variesHome / 5 Bedrooms / Sleeps 10
5 bedrooms 5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Experience the enchantment of Orlando in this one of a kind luxury vacation home. Brand new, this 5 bedroom 5 bath home is located in the gated resort community of Solterra, just minutes from Walt Disney World Resort. ...
(2)“ Excellent ”(2 reviews)

from

$230

/ night

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Orlando Florida Vacation Rentals - Townhouse
1 / 15

Orlando Townhouse - 4.2 mi away
4 BR / 3 BA / Sleeps 8 4 8 Min stay variesTownhouse / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Storey Lake - Kissimmee is a brand new luxurious vacation community located just 4 miles to the magical world of Disney and just minutes to Universal, Sea World and the many water parks in the area. Central Florida is ...
(4)“ Excellent ”(4 reviews)

from

$100

/ night

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Huge community pool, super close to the home
1 / 40

Orlando Villa - 4.2 mi away
7 BR / 5 BA / Sleeps 18 7 18 Min stay variesVilla / 7 Bedrooms / Sleeps 18
7 bedrooms 5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
! ! ! Look For Multiple Homes? We Have Two 7 Bedroom Homes In Same Community Close To Each Other ! ! ! Welcome To The Ideal Villa At Hampton Lakes, A Beautifully Decorated Nearly 4000 Square Feet Large Home Is Ide...
(5)“ Excellent ”(5 reviews)

from

$150

/ night

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Orlando Florida Vacation Rentals - Villa
1 / 45

Orlando Villa - 4.2 mi away
4 BR / 3 BA / Sleeps 8 4 8 Min stay variesVilla / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
This is the new house on the West Haven block of Davenport, FL, a fresh 4 bedroom, 3 bathroom vacation home rental. Dignified by its large palm tree out front and open green lawn, this house stands out through its ri...

from

$179

/ night

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Orlando Florida Vacation Rentals - Home
1 / 27

Orlando Home - 4.2 mi away
7 BR / 4.5 BA / Sleeps 16 7 16 Min stay variesHome / 7 Bedrooms / Sleeps 16
7 bedrooms 4.5 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
Have a large group? WE HAVE TWO 7 BEDROOM HOMES IN THIS COMMUNITY Welcome to The Ideal Villa at Windwood Bay, a beautifully decorated near 3500 square foot luxury home with SOUTH- FACING private pool and hot tub, i...
(1)“ Excellent ”(1 review)

from

$150

/ night

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Orlando Florida Vacation Rentals - Home
1 / 23

Orlando Home - 4.2 mi away
5 BR / 4 BA / Sleeps 10 5 10 Min stay variesHome / 5 Bedrooms / Sleeps 10
5 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Providence - Davenport, Florida is only 20 minutes to the area's main attraction... Walt Disney World. This gated luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desi...

from

$145

/ night

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Orlando Florida Vacation Rentals - Townhouse
1 / 20

Orlando Townhouse - 4.2 mi away
3 BR / 3 BA / Sleeps 6 3 6 Min stay variesTownhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Serenity Resort- Clermont, Florida is a community located just 8 miles from Walt Disney World. This family oriented resort sits nestled just off US 27 in Clermont, Florida and is one of the most desired tourist areas ...
(1)“ Excellent ”(1 review)

from

$115

/ night

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Orlando Florida Vacation Rentals - Townhouse
1 / 30

Orlando Townhouse - 4.2 mi away
4 BR / 3 BA / Sleeps 8 4 8 Min stay variesTownhouse / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
WOW! TAKE A LOOK AT THIS! All the benefits of a first class hotel and private home rolled into one... This includes: 24 hour Reception Desk, WaterPark with Waterslide, Restaurant, Bar, Outdoor & Indoor Jacu...
(77)“ Excellent ”(77 reviews)

from

$89

/ night

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1 / 22

Orlando Villa - 4.2 mi away
6 BR / 6 BA / Sleeps 12 6 12 Min stay variesVilla / 6 Bedrooms / Sleeps 12
6 bedrooms 6 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
The Entertainer at Providence is the ideal Vacation Home for your next trip to Orlando! The large 6 Bedroom - 6 Bath home offers every Luxury and Amenity you can imagine. The Private resort- style Pool with plenty of l...
(1)“ Excellent ”(1 review)

from

$240

/ night

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Orlando Florida Vacation Rentals - Home
1 / 30

Orlando Home - 4.2 mi away
6 BR / 6 BA / Sleeps 12 6 12 Min stay variesHome / 6 Bedrooms / Sleeps 12
6 bedrooms 6 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly ...

from

$175

/ night

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Orlando Florida Vacation Rentals - Townhouse
1 / 19

Orlando Townhouse - 4.2 mi away
3 BR / 3 BA / Sleeps 6 3 6 Min stay variesTownhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Bella Vida - Kissimmee, Florida is an upscale gated community located just 7 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resorts ...

from

$85

/ night

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Orlando Florida Vacation Rentals - Home
1 / 41

Orlando Home - 4.2 mi away
4 BR / 3 BA / Sleeps 8 4 8 Min stay variesHome / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
Dishwasher • Microwave • Washer/Dryer
The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly ...

from

$190

/ night

Email OwnerInquire
Orlando Florida Vacation Rentals - Condo
1 / 26

Orlando Condo - 4.2 mi away
3 BR / 2 BA / Sleeps 6 3 6 Min stay variesCondo / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Windsor Hills - Kissimmee, Florida is an upscale gated community located just 2 miles from Walt Disney World. This luxury resort sits nestled just off Hwy 192 in Kissimmee, Florida and is one of the most desired resor...

from

$99

/ night

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Orlando Florida Vacation Rentals - Home
1 / 38

Orlando Home - 4.2 mi away
8 BR / 6 BA / Sleeps 16 8 16 Min stay variesHome / 8 Bedrooms / Sleeps 16
8 bedrooms 6 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
Windsor at Westside - Kissimmee, Florida is an upscale community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most de...
(1)“ Excellent ”(1 review)

from

$200

/ night

Email OwnerInquire
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