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Lake Mary Holiday Rentals

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50 rentals in Lake Mary.
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Cozy and picture perfect Little house on the Lake, holiday rental in Lake Mary

Cozy and picture perfect Little house on the Lake

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Quiet Home Families Teams Seniors Business, holiday rental in Lake Mary

Cozy Quiet Home Families Teams Seniors Business

2 bedrooms
2 bathrooms
Sleeps 12
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3 bed/2 both Lake Front home, holiday rental in Lake Mary

3 bed/2 both Lake Front home

3 bedrooms
2 bathrooms
Sleeps 6
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The Lux At Lake Mary., holiday rental in Lake Mary

The Lux At Lake Mary.

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Comfortable oasis 1 bedroom and 1 bathroom with private access, holiday rental in Lake Mary

Comfortable oasis 1 bedroom and 1 bathroom with private access

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Temporary living that feels like home where you can relax and be yourself., holiday rental in Lake Mary

Temporary living that feels like home where you can relax and be yourself.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Newly updated! Great Location*Grill*Free WiFi*AC*Baby Equipment*Pet-Friendly/dog, holiday rental in Lake Mary

Newly updated! Great Location*Grill*Free WiFi*AC*Baby Equipment*Pet-Friendly/dog

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relax by the pool at this retreat near parks, kayaking, and downtown., holiday rental in Lake Mary

Relax by the pool at this retreat near parks, kayaking, and downtown.

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Home Located Between Theme Parks and Beaches., holiday rental in Lake Mary

Charming Home Located Between Theme Parks and Beaches.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!, holiday rental in Lake Mary

NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic Cottage, super clean, comfortable and well equipped., holiday rental in Lake Mary

Historic Cottage, super clean, comfortable and well equipped.

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Charming Carriage House In Sanford's Historic District, holiday rental in Lake Mary

Charming Carriage House In Sanford's Historic District

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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30 minutes to Orlando, Daytona Speedway & 15 minutes to Boombah Sports Complex., holiday rental in Lake Mary

30 minutes to Orlando, Daytona Speedway & 15 minutes to Boombah Sports Complex.

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Just Like Home... With A Pool!, holiday rental in Lake Mary

Just Like Home... With A Pool!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Orlando/Sanford Lake-front home near SFB Airport, holiday rental in Lake Mary

Orlando/Sanford Lake-front home near SFB Airport

3 bedrooms
2 bathrooms
Sleeps 7
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Large living area, tropical backyard with swimming pool & covered  back porch, holiday rental in Lake Mary

Large living area, tropical backyard with swimming pool & covered back porch

2 bedrooms
2 bathrooms
Sleeps 5
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Lovely, Spacious, Comfortable house in Altamonte Springs. Very clean ., holiday rental in Lake Mary

Lovely, Spacious, Comfortable house in Altamonte Springs. Very clean .

4 bedrooms
2 bathrooms
Sleeps 9
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The Orlando perfect villa, holiday rental in Lake Mary

The Orlando perfect villa

2 bedrooms
2 bathrooms
Sleeps 5
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Beautiful 2 bedroom 2 bath fantastic location., holiday rental in Lake Mary

Beautiful 2 bedroom 2 bath fantastic location.

2 bedrooms
2 bathrooms
Sleeps 5
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Floating Cottage . . .afloat on the St. Johns River in Florida, holiday rental in Lake Mary

Floating Cottage . . .afloat on the St. Johns River in Florida

1 bedroom
1 bathroom
Sleeps 4
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The Historic Craftsman, holiday rental in Lake Mary

The Historic Craftsman

3 bedrooms
3 bathrooms
Sleeps 6
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Ninovan on the Shore, A river retreat with history, holiday rental in Lake Mary

Ninovan on the Shore, A river retreat with history

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Three-Bedroom Two Bath Lake Jesup Home at Gator Den, holiday rental in Lake Mary

Three-Bedroom Two Bath Lake Jesup Home at Gator Den

3 bedrooms
2 bathrooms
Sleeps 6
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The Charming & Chic Suite, holiday rental in Lake Mary

The Charming & Chic Suite

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Two-Bedroom Gator Cottage, holiday rental in Lake Mary

Two-Bedroom Gator Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Debary Florida Cozy Getaway, holiday rental in Lake Mary

Debary Florida Cozy Getaway

3 bedrooms
2 bathrooms
Sleeps 6
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The Chef's Suite, holiday rental in Lake Mary

The Chef's Suite

1 bedroom
1 bathroom
Sleeps 2
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The Coastal Cottage, holiday rental in Lake Mary

The Coastal Cottage

2 bedrooms
1 bathroom
Sleeps 4
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The Ivy Cottage, holiday rental in Lake Mary

The Ivy Cottage

2 bedrooms
1 bathroom
Sleeps 4
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Warm and Inviting. Ideally located, 3BR/2BA Home, holiday rental in Lake Mary

Warm and Inviting. Ideally located, 3BR/2BA Home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gator Nest - Three-Bedroom Two Bath Lake View House, holiday rental in Lake Mary

Gator Nest - Three-Bedroom Two Bath Lake View House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Luxury Furnished  Split Floor Plan First Floor Condo, holiday rental in Lake Mary

Lakefront Luxury Furnished Split Floor Plan First Floor Condo

3 bedrooms
2 bathrooms
Sleeps 4
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Eagles Nest - North of Orlando, holiday rental in Lake Mary

Eagles Nest - North of Orlando

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Five-Bedroom House at Gator Palace, holiday rental in Lake Mary

Five-Bedroom House at Gator Palace

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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2 Bedroom 1 Bathroom Near Lake With Boat Slip and Trailer Parking, holiday rental in Lake Mary

2 Bedroom 1 Bathroom Near Lake With Boat Slip and Trailer Parking

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Casa Vista Verde I Dream House & Vacation Paradise Orlando Area 5/2 Pool Disney, holiday rental in Lake Mary

Casa Vista Verde I Dream House & Vacation Paradise Orlando Area 5/2 Pool Disney

5 bedrooms
2 bathrooms
Sleeps 20
Match: Sleeps
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Storey Lake Resort 21 - townhouse with private pool near Disney, holiday rental in Lake Mary

Storey Lake Resort 21 - townhouse with private pool near Disney

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gator Mansion, holiday rental in Lake Mary

Gator Mansion

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Gator Cove Brand New 2-bedroom, 1-bathroom cottage, holiday rental in Lake Mary

Gator Cove Brand New 2-bedroom, 1-bathroom cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Orlando Area 5BR/2BA Home w/ Jacuzzi!, holiday rental in Lake Mary

Orlando Area 5BR/2BA Home w/ Jacuzzi!

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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3 Bedroom, 1.5 Bathroom perfect for 4 p in the middle of Black Hammock Fish Camp, holiday rental in Lake Mary

3 Bedroom, 1.5 Bathroom perfect for 4 p in the middle of Black Hammock Fish Camp

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tranquil, Spacious property in a gated Community, holiday rental in Lake Mary

Tranquil, Spacious property in a gated Community

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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⭐Hotel Quality Stay Between Theme Parks & ☼Beaches⭐, holiday rental in Lake Mary

⭐Hotel Quality Stay Between Theme Parks & ☼Beaches⭐

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Orlando Area 4BR/2BA Home w/Jacuzzi & communal pool Disney Unioversal Daytona, holiday rental in Lake Mary

Orlando Area 4BR/2BA Home w/Jacuzzi & communal pool Disney Unioversal Daytona

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Orlando Area 3BR/2BA/2Ki nearby New City pool, Jacuzzi Disney Universal Daytona, holiday rental in Lake Mary

Orlando Area 3BR/2BA/2Ki nearby New City pool, Jacuzzi Disney Universal Daytona

3 bedrooms
2 bathrooms
Sleeps 11
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Affordable, convenient and private family space, holiday rental in Lake Mary

Affordable, convenient and private family space

1 bedroom
1 bathroom
Sleeps 4
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Amazing Private Room Master Suite, holiday rental in Lake Mary

Amazing Private Room Master Suite

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Orlando Area 4/2 Pool Disney Universal Daytona, holiday rental in Lake Mary

Orlando Area 4/2 Pool Disney Universal Daytona

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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New Sanford Hideaway Studio Apartment + Free Parking, holiday rental in Lake Mary

New Sanford Hideaway Studio Apartment + Free Parking

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Florida Pool Home near outdoor activities and waterways, holiday rental in Lake Mary

Florida Pool Home near outdoor activities and waterways

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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