Lake Shore Village Holiday Rentals

Compare Villas, Resorts, & Rentals in Lake Shore Village, Orlando, Florida, USA

Happy Home
House
Happy Home
From US $62 per night
10.0 (4 Reviews)
3 Bedrooms 6 Guests
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Hilton Garden Inn Winter Park
Hotel
Hilton Garden Inn Winter Park
From US $206 per night
|
9.2 (607 Reviews)
1 Bedroom 2 Guests
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Modern DT Home-King size Bed-Patios-Long Stays-WiFi
House
Modern DT Home-King size Bed-Patios-Long Stays-WiFi
From US $201 per night
|
10.0 (2 Reviews)
3 Bedrooms 8 Guests
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SpringHill Suites by Marriott Winter Park
Hotel
SpringHill Suites by Marriott Winter Park
From US $213 per night
9.2 (321 Reviews)
1 Bedroom 2 Guests
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Stylish Boutique Guest house in Winter Park
Apartment
Stylish Boutique Guest house in Winter Park
From US $326 per night
10.0 (90 Reviews)
2 Bedrooms 4 Guests
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Homewood Suites by Hilton Orlando-Maitland
Hotel
Homewood Suites by Hilton Orlando-Maitland
From US $128 per night
|
9.0 (1006 Reviews)
1 Bedroom 2 Guests
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The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
Cottage
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
From US $281 per night
10.0 (28 Reviews)
2 Bedrooms 8 Guests
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Beautiful Bungalow
House
Beautiful Bungalow
From US $167 per night
|
9.8 (10 Reviews)
2 Bedrooms 4 Guests
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Cottage Retreat in the City
Cottage
Cottage Retreat in the City
From US $147 per night
10.0 (28 Reviews)
1 Bedroom 2 Guests
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Chic Orlando Family Getaway with Fenced Yard!
House
Chic Orlando Family Getaway with Fenced Yard!
From US $230 per night
|
9.5 (4 Reviews)
4 Bedrooms 10 Guests
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2 MI to DT Orlando & Winter Park
House
2 MI to DT Orlando & Winter Park
From US $227 per night
|
9.0 (4 Reviews)
2 Bedrooms 4 Guests
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The Cottage Lakefront Tiny Home 6 plus month Rental
House
The Cottage Lakefront Tiny Home 6 plus month Rental
From US $170 per night
10.0 (13 Reviews)
2 Bedrooms 4 Guests
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Luxury Tiny Home 2 Miles from Downtown Orlando
House
Luxury Tiny Home 2 Miles from Downtown Orlando
From US $165 per night
8.6 (12 Reviews)
1 Bedroom 2 Guests
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The Universal · The Universal
House
The Universal · The Universal
From US $83 per night
10.0 (7 Reviews)
2 Bedrooms 4 Guests
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Necessary Retreat
House
Necessary Retreat
From US $142 per night
|
8.4 (18 Reviews)
3 Bedrooms 7 Guests
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The Getaway NEW Secluded Unique Experience
House
The Getaway NEW Secluded Unique Experience
From US $76 per night
10.0 (7 Reviews)
2 Bedrooms 4 Guests
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Fire Pit + Grill + 2MI to DT Orlando
House
Fire Pit + Grill + 2MI to DT Orlando
From US $349 per night
|
8.0 (1 Review)
3 Bedrooms 6 Guests
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A Hidden Oasis in the city!
Condo
A Hidden Oasis in the city!
From US $295 per night
10.0 (3 Reviews)
2 Bedrooms 6 Guests
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The Villa Orlando@College Park. Sleeps16
House
The Villa Orlando@College Park. Sleeps16
From US $2,389 per night
|
7.6 (7 Reviews)
4 Bedrooms 16 Guests
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Home Away from Home- Winter Park
House
Home Away from Home- Winter Park
From US $146 per night
10.0 (2 Reviews)
2 Bedrooms 4 Guests
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Tiny Home w MIL suite - 3 MI to DT
House
Tiny Home w MIL suite - 3 MI to DT
From US $478 per night
|
New
3 Bedrooms 7 Guests
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Luxury Tiny Home -2 MI to DT Orlando & Winter Park
Apartment
Luxury Tiny Home -2 MI to DT Orlando & Winter Park
From US $188 per night
10.0 (1 Review)
1 Bedroom 3 Guests
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NEW + DELIGHTFUL 2 Bedroom Disney Camper/RV!
House
NEW + DELIGHTFUL 2 Bedroom Disney Camper/RV!
From US $186 per night
10.0 (1 Review)
3 Bedrooms 8 Guests
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Modern, fabulous two-bedroom with parking in Winter Park
House
Modern, fabulous two-bedroom with parking in Winter Park
From US $162 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Lakefront Condo w/Sunroom, Office, & Lakeside Pool
Condo
Lakefront Condo w/Sunroom, Office, & Lakeside Pool
From US $133 per night
10.0 (1 Review)
1 Bedroom 2 Guests
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Mid-Century Chic in Old Orlando's College Park
House
Mid-Century Chic in Old Orlando's College Park
From US $136 per night
9.8 (39 Reviews)
2 Bedrooms 4 Guests
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Courtyard Orlando Altamonte Springs Maitland
Hotel
Courtyard Orlando Altamonte Springs Maitland
From US $117 per night
|
8.9 (228 Reviews)
106 Bedrooms 27 Guests
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Lakefront Artist's Studio- Isolate in Luxury!
Apartment
Lakefront Artist's Studio- Isolate in Luxury!
From US $148 per night
9.6 (57 Reviews)
1 Bedroom 2 Guests
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Lakefront Artist's Loft - Relax in Luxury!
House
Lakefront Artist's Loft - Relax in Luxury!
From US $175 per night
9.6 (55 Reviews)
1 Bedroom 2 Guests
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Sunshine Escape Guesthouse ☀
House
Sunshine Escape Guesthouse ☀
From US $100 per night
9.6 (10 Reviews)
1 Bedroom 2 Guests
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Orlando Sunshine Lake Shack
House
Orlando Sunshine Lake Shack
From US $73 per night
9.6 (4 Reviews)
1 Bedroom 4 Guests
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SpringHill Suites by Marriott Winter Park
Hotel
SpringHill Suites by Marriott Winter Park
From US $189 per night
|
8.9 (123 Reviews)
11 Bedrooms 65 Guests
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Courtyard by Marriott Orlando Altamonte Springs/Maitland
Hotel
Courtyard by Marriott Orlando Altamonte Springs/Maitland
From US $110 per night
|
8.8 (1011 Reviews)
1 Bedroom 2 Guests
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Hilton Garden Inn Winter Park, FL
Hotel
Hilton Garden Inn Winter Park, FL
From US $169 per night
|
8.5 (143 Reviews)
99 Bedrooms 22 Guests
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Comfort Suites Downtown
Hotel
Comfort Suites Downtown
From US $123 per night
8.8 (1004 Reviews)
1 Bedroom 2 Guests
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Comfort Suites Downtown
Hotel
Comfort Suites Downtown
From US $140 per night
|
8.4 (448 Reviews)
115 Bedrooms 33 Guests
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Crowne Plaza Orlando - Downtown by IHG
Hotel
Crowne Plaza Orlando - Downtown by IHG
From US $137 per night
|
8.8 (490 Reviews)
1 Bedroom 2 Guests
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Crowne Plaza Orlando-Downtown by IHG
Hotel
Crowne Plaza Orlando-Downtown by IHG
From US $143 per night
|
8.2 (345 Reviews)
32 Bedrooms 28 Guests
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Humble abode downtown
Condo
Humble abode downtown
From US $146 per night
New
1 Bedroom 2 Guests
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Homewood Suites by Hilton Orlando Maitland
Hotel
Homewood Suites by Hilton Orlando Maitland
From US $114 per night
|
8.0 (281 Reviews)
141 Bedrooms 40 Guests
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DoubleTree by Hilton Orlando Downtown
Hotel
DoubleTree by Hilton Orlando Downtown
From US $151 per night
|
7.5 (946 Reviews)
340 Bedrooms 40 Guests
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Budget Inn Of Orlando
Hotel
Budget Inn Of Orlando
From US $104 per night
7.1 (202 Reviews)
20 Bedrooms 6 Guests
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2 Bed 1.5 Bath in Winter Park
House
2 Bed 1.5 Bath in Winter Park
From US $109 per night
New
2 Bedrooms 4 Guests
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Baymont by Wyndham Orlando Downtown
Hotel
Baymont by Wyndham Orlando Downtown
From US $85 per night
6.3 (584 Reviews)
26 Bedrooms 20 Guests
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Orlando Studio Retreat King Bed + Pets OK
House
Orlando Studio Retreat King Bed + Pets OK
From US $104 per night
New
1 Bedroom 4 Guests
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Motel 6-Orlando, FL - Winter Park
Hotel
Motel 6-Orlando, FL - Winter Park
From US $72 per night
|
5.8 (697 Reviews)
119 Bedrooms 16 Guests
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InTown Suites Extended Stay Select Orlando FL - Lee Rd
Hotel
InTown Suites Extended Stay Select Orlando FL - Lee Rd
From US $65 per night
5.8 (25 Reviews)
2 Bedrooms 6 Guests
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About Casai's Private Villas and Holiday Rentals in Lake Shore Village

Discover more than 337 vacation rentals available in Lake Shore Village. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Lake Shore Village.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Lake Shore Village, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Lake Shore Village. On average, places to stay near Lake Shore Village offer 457.47 ft², with nightly prices averaging US $238.

With Casai, finding and comparing holiday rentals in Lake Shore Village is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Lake Shore Village?

What are the top holiday rentals in Lake Shore Village?

How many Casai.com holiday rentals are available in Lake Shore Village?

As of 2025, Casai boasts over 337 properties listed in the Lake Shore Village area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Lake Shore Village.

Nearby Neighborhood (3)

Neighborhood Property Count
Northwest Orlando Vacation Rentals in Orlando, Florida 120
Rosemont Vacation Rentals in Orlando, Florida 166
Lake Fairview Vacation Rentals in Orlando, Florida 252

There are 337 Lake Shore Village, FL Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Lake Shore Village