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Lake Mary Vacation Rentals

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

Cozy and picture perfect Little house on the Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Lakeside Cottage, vacation rental in Lake Mary
Cozy Lakeside Cottage, vacation rental in Lake Mary
Cozy Lakeside Cottage, vacation rental in Lake Mary

Cozy Lakeside Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Quiet Home Families Teams Seniors Business, vacation rental in Lake Mary
Cozy Quiet Home Families Teams Seniors Business, vacation rental in Lake Mary
Cozy Quiet Home Families Teams Seniors Business, vacation rental in Lake Mary

Cozy Quiet Home Families Teams Seniors Business

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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3 bed/2 both Lake Front home, vacation rental in Lake Mary
3 bed/2 both Lake Front home, vacation rental in Lake Mary
3 bed/2 both Lake Front home, vacation rental in Lake Mary

3 bed/2 both Lake Front home

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable oasis 1 bedroom and 1 bathroom with private access, vacation rental in Lake Mary
Comfortable oasis 1 bedroom and 1 bathroom with private access, vacation rental in Lake Mary
Comfortable oasis 1 bedroom and 1 bathroom with private access, vacation rental in Lake Mary

Comfortable oasis 1 bedroom and 1 bathroom with private access

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Paradise in a country setting . ( Note this an upstairs apartment 1100 sq ft ), vacation rental in Lake Mary
Paradise in a country setting . ( Note this an upstairs apartment 1100 sq ft ), vacation rental in Lake Mary
Paradise in a country setting . ( Note this an upstairs apartment 1100 sq ft ), vacation rental in Lake Mary

Paradise in a country setting . ( Note this an upstairs apartment 1100 sq ft )

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private, quiet oasis, with 1 bedroom and 1 bathroom and sleeps 2 guests, vacation rental in Lake Mary
Private, quiet oasis, with 1 bedroom and 1 bathroom and sleeps 2 guests, vacation rental in Lake Mary
Private, quiet oasis, with 1 bedroom and 1 bathroom and sleeps 2 guests, vacation rental in Lake Mary

Private, quiet oasis, with 1 bedroom and 1 bathroom and sleeps 2 guests

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Floating Cottage . . . Gently on the river, vacation rental in Lake Mary
Floating Cottage . . . Gently on the river, vacation rental in Lake Mary
Floating Cottage . . . Gently on the river, vacation rental in Lake Mary

Floating Cottage . . . Gently on the river

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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BedderontheLake Houseboat. Amazing Location!!, vacation rental in Lake Mary
BedderontheLake Houseboat. Amazing Location!!, vacation rental in Lake Mary
BedderontheLake Houseboat. Amazing Location!!, vacation rental in Lake Mary

BedderontheLake Houseboat. Amazing Location!!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic Cottage, super clean, comfortable and well equipped., vacation rental in Lake Mary
Historic Cottage, super clean, comfortable and well equipped., vacation rental in Lake Mary
Historic Cottage, super clean, comfortable and well equipped., vacation rental in Lake Mary

Historic Cottage, super clean, comfortable and well equipped.

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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2BR COTTAGE IN SANFORD HISTORIC DISTRICT, vacation rental in Lake Mary
2BR COTTAGE IN SANFORD HISTORIC DISTRICT, vacation rental in Lake Mary
2BR COTTAGE IN SANFORD HISTORIC DISTRICT, vacation rental in Lake Mary

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!, vacation rental in Lake Mary
NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!, vacation rental in Lake Mary
NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!, vacation rental in Lake Mary

NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Water Lover's Retreat, vacation rental in Lake Mary
Water Lover's Retreat, vacation rental in Lake Mary
Water Lover's Retreat, vacation rental in Lake Mary

Water Lover's Retreat

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Orlando/Sanford Lake-front home near SFB Airport, vacation rental in Lake Mary
Orlando/Sanford Lake-front home near SFB Airport, vacation rental in Lake Mary
Orlando/Sanford Lake-front home near SFB Airport, vacation rental in Lake Mary

Orlando/Sanford Lake-front home near SFB Airport

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Florida Farmhouse- Sanford Historic District, vacation rental in Lake Mary
Florida Farmhouse- Sanford Historic District, vacation rental in Lake Mary
Florida Farmhouse- Sanford Historic District, vacation rental in Lake Mary

Florida Farmhouse- Sanford Historic District

Rental Home
5 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Edgewater home Sanford/Orlando near SFB, vacation rental in Lake Mary
Edgewater home Sanford/Orlando near SFB, vacation rental in Lake Mary
Edgewater home Sanford/Orlando near SFB, vacation rental in Lake Mary

Edgewater home Sanford/Orlando near SFB

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Entire House For Rent - North Of Orlando In Longwood, Florida, vacation rental in Lake Mary
Entire House For Rent - North Of Orlando In Longwood, Florida, vacation rental in Lake Mary
Entire House For Rent - North Of Orlando In Longwood, Florida, vacation rental in Lake Mary

Entire House For Rent - North Of Orlando In Longwood, Florida

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Family Home w/Shared Pool - 6.5Mi to Wekiva Island, vacation rental in Lake Mary
Family Home w/Shared Pool - 6.5Mi to Wekiva Island, vacation rental in Lake Mary
Family Home w/Shared Pool - 6.5Mi to Wekiva Island, vacation rental in Lake Mary

Family Home w/Shared Pool - 6.5Mi to Wekiva Island

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Disney-Daytona Centrally Located, vacation rental in Lake Mary
Disney-Daytona Centrally Located, vacation rental in Lake Mary
Disney-Daytona Centrally Located, vacation rental in Lake Mary

Disney-Daytona Centrally Located

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Sanford Garden Properties - Fully Renovated 'Old Florida' Apartment, vacation rental in Lake Mary
Sanford Garden Properties - Fully Renovated 'Old Florida' Apartment, vacation rental in Lake Mary
Sanford Garden Properties - Fully Renovated 'Old Florida' Apartment, vacation rental in Lake Mary

Sanford Garden Properties - Fully Renovated 'Old Florida' Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lakeside and Beautiful, vacation rental in Lake Mary
Lakeside and Beautiful, vacation rental in Lake Mary
Lakeside and Beautiful, vacation rental in Lake Mary

Lakeside and Beautiful

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Historic Craftsman*Park Place Inn, vacation rental in Lake Mary
The Historic Craftsman*Park Place Inn, vacation rental in Lake Mary
The Historic Craftsman*Park Place Inn, vacation rental in Lake Mary

The Historic Craftsman*Park Place Inn

Rental Home
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront cottage beautiful !, vacation rental in Lake Mary
Lakefront cottage beautiful !, vacation rental in Lake Mary
Lakefront cottage beautiful !, vacation rental in Lake Mary

Lakefront cottage beautiful !

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Coastal Cottage*Park Place Inn, vacation rental in Lake Mary
The Coastal Cottage*Park Place Inn, vacation rental in Lake Mary
The Coastal Cottage*Park Place Inn, vacation rental in Lake Mary

The Coastal Cottage*Park Place Inn

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Chef's Suite*Park Place Inn, vacation rental in Lake Mary
The Chef's Suite*Park Place Inn, vacation rental in Lake Mary
The Chef's Suite*Park Place Inn, vacation rental in Lake Mary

The Chef's Suite*Park Place Inn

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private House with Pool, vacation rental in Lake Mary
Private House with Pool, vacation rental in Lake Mary
Private House with Pool, vacation rental in Lake Mary

Private House with Pool

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Historic Craftsman , vacation rental in Lake Mary
The Historic Craftsman , vacation rental in Lake Mary
The Historic Craftsman , vacation rental in Lake Mary

The Historic Craftsman

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Chic Farmhouse - Sleeps 8 - near Orlando, vacation rental in Lake Mary
Chic Farmhouse - Sleeps 8 - near Orlando, vacation rental in Lake Mary
Chic Farmhouse - Sleeps 8 - near Orlando, vacation rental in Lake Mary

Chic Farmhouse - Sleeps 8 - near Orlando

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Large super clean residence with a modern touch close to Sanford Downtown, vacation rental in Lake Mary
Large super clean residence with a modern touch close to Sanford Downtown, vacation rental in Lake Mary
Large super clean residence with a modern touch close to Sanford Downtown, vacation rental in Lake Mary

Large super clean residence with a modern touch close to Sanford Downtown

Rental Home
6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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The Charming & Chic Suite, vacation rental in Lake Mary
The Charming & Chic Suite, vacation rental in Lake Mary
The Charming & Chic Suite, vacation rental in Lake Mary

The Charming & Chic Suite

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Large annex close to downtown Sanford.   Super clean with beutiful tile floor., vacation rental in Lake Mary
Large annex close to downtown Sanford.   Super clean with beutiful tile floor., vacation rental in Lake Mary
Large annex close to downtown Sanford.   Super clean with beutiful tile floor., vacation rental in Lake Mary

Large annex close to downtown Sanford. Super clean with beutiful tile floor.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful rustic 1923 Grand Carriage House, vacation rental in Lake Mary
Beautiful rustic 1923 Grand Carriage House, vacation rental in Lake Mary
Beautiful rustic 1923 Grand Carriage House, vacation rental in Lake Mary

Beautiful rustic 1923 Grand Carriage House

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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3 Bedroom House near Sanford Airport, vacation rental in Lake Mary
3 Bedroom House near Sanford Airport, vacation rental in Lake Mary
3 Bedroom House near Sanford Airport, vacation rental in Lake Mary

3 Bedroom House near Sanford Airport

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Chef's Suite, vacation rental in Lake Mary
The Chef's Suite, vacation rental in Lake Mary
The Chef's Suite, vacation rental in Lake Mary

The Chef's Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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The Coastal Cottage, vacation rental in Lake Mary
The Coastal Cottage, vacation rental in Lake Mary
The Coastal Cottage, vacation rental in Lake Mary

The Coastal Cottage

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Ivy Cottage, vacation rental in Lake Mary
The Ivy Cottage, vacation rental in Lake Mary
The Ivy Cottage, vacation rental in Lake Mary

The Ivy Cottage

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Spacious Country Estate, vacation rental in Lake Mary
Spacious Country Estate, vacation rental in Lake Mary
Spacious Country Estate, vacation rental in Lake Mary

Spacious Country Estate

Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Eagles Nest - North of Orlando, vacation rental in Lake Mary
Eagles Nest - North of Orlando, vacation rental in Lake Mary
Eagles Nest - North of Orlando, vacation rental in Lake Mary

Eagles Nest - North of Orlando

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Ivy Cottage*Park Place Inn, vacation rental in Lake Mary
The Ivy Cottage*Park Place Inn, vacation rental in Lake Mary
The Ivy Cottage*Park Place Inn, vacation rental in Lake Mary

The Ivy Cottage*Park Place Inn

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful Contemporary House with a big back yard and private swimming pool., vacation rental in Lake Mary
Beautiful Contemporary House with a big back yard and private swimming pool., vacation rental in Lake Mary
Beautiful Contemporary House with a big back yard and private swimming pool., vacation rental in Lake Mary

Beautiful Contemporary House with a big back yard and private swimming pool.

Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
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NEAR THEME  PARKS UNIVERSAL - DISNEY  AND DOWNTOWN ORLANDO, vacation rental in Lake Mary
NEAR THEME  PARKS UNIVERSAL - DISNEY  AND DOWNTOWN ORLANDO, vacation rental in Lake Mary
NEAR THEME  PARKS UNIVERSAL - DISNEY  AND DOWNTOWN ORLANDO, vacation rental in Lake Mary

NEAR THEME PARKS UNIVERSAL - DISNEY AND DOWNTOWN ORLANDO

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Amazing Unit! Fitness Center, Golf, Dining Close, Free Breakfast, vacation rental in Lake Mary
Amazing Unit! Fitness Center, Golf, Dining Close, Free Breakfast, vacation rental in Lake Mary
Amazing Unit! Fitness Center, Golf, Dining Close, Free Breakfast, vacation rental in Lake Mary

Amazing Unit! Fitness Center, Golf, Dining Close, Free Breakfast

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Two Multi Units, Pool, Golf, Free Parking, Free Breakfast, vacation rental in Lake Mary
Two Multi Units, Pool, Golf, Free Parking, Free Breakfast, vacation rental in Lake Mary
Two Multi Units, Pool, Golf, Free Parking, Free Breakfast, vacation rental in Lake Mary

Two Multi Units, Pool, Golf, Free Parking, Free Breakfast

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Comfy Unit, Pool, Hot Tub, Free Parking, Breakfast, vacation rental in Lake Mary
Comfy Unit, Pool, Hot Tub, Free Parking, Breakfast, vacation rental in Lake Mary
Comfy Unit, Pool, Hot Tub, Free Parking, Breakfast, vacation rental in Lake Mary

Comfy Unit, Pool, Hot Tub, Free Parking, Breakfast

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Great for Families, Three Units,  Pool & Waterslides, Tennis, Golf, vacation rental in Lake Mary
Great for Families, Three Units,  Pool & Waterslides, Tennis, Golf, vacation rental in Lake Mary
Great for Families, Three Units,  Pool & Waterslides, Tennis, Golf, vacation rental in Lake Mary

Great for Families, Three Units, Pool & Waterslides, Tennis, Golf

Rental Home
3 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Two Multi Units! Starbucks & Restaurant!  Pool, Golf, Fitness Center, vacation rental in Lake Mary
Two Multi Units! Starbucks & Restaurant!  Pool, Golf, Fitness Center, vacation rental in Lake Mary
Two Multi Units! Starbucks & Restaurant!  Pool, Golf, Fitness Center, vacation rental in Lake Mary

Two Multi Units! Starbucks & Restaurant! Pool, Golf, Fitness Center

Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Modern Unit! Pool, Breakfast, parking!, vacation rental in Lake Mary
Modern Unit! Pool, Breakfast, parking!, vacation rental in Lake Mary
Modern Unit! Pool, Breakfast, parking!, vacation rental in Lake Mary

Modern Unit! Pool, Breakfast, parking!

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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New Sanford Hideaway Studio Apartment + Free Parking, vacation rental in Lake Mary
New Sanford Hideaway Studio Apartment + Free Parking, vacation rental in Lake Mary
New Sanford Hideaway Studio Apartment + Free Parking, vacation rental in Lake Mary

New Sanford Hideaway Studio Apartment + Free Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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New townhome with plenty of outdoor space., vacation rental in Lake Mary
New townhome with plenty of outdoor space., vacation rental in Lake Mary
New townhome with plenty of outdoor space., vacation rental in Lake Mary

New townhome with plenty of outdoor space.

Rental Home
2 bedrooms
6 bathrooms
Sleeps 4
Match: Sleeps
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The Tiny House Cottage * Downtown Sanford, vacation rental in Lake Mary
The Tiny House Cottage * Downtown Sanford, vacation rental in Lake Mary
The Tiny House Cottage * Downtown Sanford, vacation rental in Lake Mary

The Tiny House Cottage * Downtown Sanford

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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