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Longwood Holiday Rentals

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Bedrooms

Bathrooms

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Distance from

5 mi
29 rentals in Longwood.
Updated family-friendly house with pool, holiday rental in Longwood
Updated family-friendly house with pool, holiday rental in Longwood
Updated family-friendly house with pool, holiday rental in Longwood

Updated family-friendly house with pool

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Mountbrobg, holiday rental in Longwood
Mountbrobg, holiday rental in Longwood
Mountbrobg, holiday rental in Longwood

Mountbrobg

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Floridian tropical condo., holiday rental in Longwood
Cozy Floridian tropical condo., holiday rental in Longwood
Cozy Floridian tropical condo., holiday rental in Longwood

Cozy Floridian tropical condo.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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6 months min, holiday rental in Longwood
6 months min, holiday rental in Longwood
6 months min, holiday rental in Longwood

6 months min

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family Home in Longwood: Private Yard & Fire Pit!, holiday rental in Longwood
Family Home in Longwood: Private Yard & Fire Pit!, holiday rental in Longwood
Family Home in Longwood: Private Yard & Fire Pit!, holiday rental in Longwood

Family Home in Longwood: Private Yard & Fire Pit!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Quiet Home Near Shopping & 15 Miles From Orlando!, holiday rental in Longwood
Quiet Home Near Shopping & 15 Miles From Orlando!, holiday rental in Longwood
Quiet Home Near Shopping & 15 Miles From Orlando!, holiday rental in Longwood

Quiet Home Near Shopping & 15 Miles From Orlando!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxurious Home, Beautiful Views, Gated Community, min. 6 mo. rental, May -Nov., holiday rental in Longwood
Luxurious Home, Beautiful Views, Gated Community, min. 6 mo. rental, May -Nov., holiday rental in Longwood
Luxurious Home, Beautiful Views, Gated Community, min. 6 mo. rental, May -Nov., holiday rental in Longwood

Luxurious Home, Beautiful Views, Gated Community, min. 6 mo. rental, May -Nov.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The lakefront Brantley House, holiday rental in Longwood
The lakefront Brantley House, holiday rental in Longwood
The lakefront Brantley House, holiday rental in Longwood

The lakefront Brantley House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private 4-Bedroom home with pool! The luxury neighborhood of Markham Woods., holiday rental in Longwood
Private 4-Bedroom home with pool! The luxury neighborhood of Markham Woods., holiday rental in Longwood
Private 4-Bedroom home with pool! The luxury neighborhood of Markham Woods., holiday rental in Longwood

Private 4-Bedroom home with pool! The luxury neighborhood of Markham Woods.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Recharge * Timberland Lodge: Pool  Hottub Sauna, holiday rental in Longwood
Recharge * Timberland Lodge: Pool  Hottub Sauna, holiday rental in Longwood
Recharge * Timberland Lodge: Pool  Hottub Sauna, holiday rental in Longwood

Recharge * Timberland Lodge: Pool Hottub Sauna

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Cozy House in Historic Longwood FL, holiday rental in Longwood
Cozy House in Historic Longwood FL, holiday rental in Longwood
Cozy House in Historic Longwood FL, holiday rental in Longwood

Cozy House in Historic Longwood FL

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 30
Match: Sleeps
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Downtown Historic Longwood steps to City park & SunRail, holiday rental in Longwood
Downtown Historic Longwood steps to City park & SunRail, holiday rental in Longwood
Downtown Historic Longwood steps to City park & SunRail, holiday rental in Longwood

Downtown Historic Longwood steps to City park & SunRail

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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5 Bedroom Single_family (420896) by Houzlet, holiday rental in Longwood
5 Bedroom Single_family (420896) by Houzlet, holiday rental in Longwood
5 Bedroom Single_family (420896) by Houzlet, holiday rental in Longwood

5 Bedroom Single_family (420896) by Houzlet

Condo/Apartment
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Sun-filled oasis with furnished patio, private pool, & fire pit - dog-friendly, holiday rental in Longwood
Sun-filled oasis with furnished patio, private pool, & fire pit - dog-friendly, holiday rental in Longwood
Sun-filled oasis with furnished patio, private pool, & fire pit - dog-friendly, holiday rental in Longwood

Sun-filled oasis with furnished patio, private pool, & fire pit - dog-friendly

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home, holiday rental in Longwood
WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home, holiday rental in Longwood
WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home, holiday rental in Longwood

WHEELCHAIR ACCESSIBLE 3 Bedroom 2 Bathroom Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEAR THEME  PARKS UNIVERSAL - DISNEY  AND DOWNTOWN ORLANDO, holiday rental in Longwood
NEAR THEME  PARKS UNIVERSAL - DISNEY  AND DOWNTOWN ORLANDO, holiday rental in Longwood
NEAR THEME  PARKS UNIVERSAL - DISNEY  AND DOWNTOWN ORLANDO, holiday rental in Longwood

NEAR THEME PARKS UNIVERSAL - DISNEY AND DOWNTOWN ORLANDO

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Relaxing Oasis: Massage Chair, Game Garage, Large Fenced Backyard, and more, holiday rental in Longwood
Relaxing Oasis: Massage Chair, Game Garage, Large Fenced Backyard, and more, holiday rental in Longwood
Relaxing Oasis: Massage Chair, Game Garage, Large Fenced Backyard, and more, holiday rental in Longwood

Relaxing Oasis: Massage Chair, Game Garage, Large Fenced Backyard, and more

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Tropical Oasis - Heated Luxury Pool - Game Room, holiday rental in Longwood
Tropical Oasis - Heated Luxury Pool - Game Room, holiday rental in Longwood
Tropical Oasis - Heated Luxury Pool - Game Room, holiday rental in Longwood

Tropical Oasis - Heated Luxury Pool - Game Room

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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4500 sq ft Tropical waterfront pool home with incredible indoor/outdoor, holiday rental in Longwood
4500 sq ft Tropical waterfront pool home with incredible indoor/outdoor, holiday rental in Longwood
4500 sq ft Tropical waterfront pool home with incredible indoor/outdoor, holiday rental in Longwood

4500 sq ft Tropical waterfront pool home with incredible indoor/outdoor

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful family retreat-centrally located for attraction options!, holiday rental in Longwood
Peaceful family retreat-centrally located for attraction options!, holiday rental in Longwood
Peaceful family retreat-centrally located for attraction options!, holiday rental in Longwood

Peaceful family retreat-centrally located for attraction options!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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WHOLE HOUSE Near Universal & Seaworld, holiday rental in Longwood
WHOLE HOUSE Near Universal & Seaworld, holiday rental in Longwood
WHOLE HOUSE Near Universal & Seaworld, holiday rental in Longwood

WHOLE HOUSE Near Universal & Seaworld

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tiny Hidden Cottage, holiday rental in Longwood
Tiny Hidden Cottage, holiday rental in Longwood
Tiny Hidden Cottage, holiday rental in Longwood

Tiny Hidden Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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This Charming House with an outdoor pool, 3 bedrooms, 2 full baths., holiday rental in Longwood
This Charming House with an outdoor pool, 3 bedrooms, 2 full baths., holiday rental in Longwood
This Charming House with an outdoor pool, 3 bedrooms, 2 full baths., holiday rental in Longwood

This Charming House with an outdoor pool, 3 bedrooms, 2 full baths.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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"Discover Longwood's Historic Gems: Cozy 3BR VRBO - Your Home Away!", holiday rental in Longwood
"Discover Longwood's Historic Gems: Cozy 3BR VRBO - Your Home Away!", holiday rental in Longwood
"Discover Longwood's Historic Gems: Cozy 3BR VRBO - Your Home Away!", holiday rental in Longwood

"Discover Longwood's Historic Gems: Cozy 3BR VRBO - Your Home Away!"

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious and relaxing  Home - North Of Orlando In Longwood, Florida, holiday rental in Longwood
Spacious and relaxing  Home - North Of Orlando In Longwood, Florida, holiday rental in Longwood
Spacious and relaxing  Home - North Of Orlando In Longwood, Florida, holiday rental in Longwood

Spacious and relaxing Home - North Of Orlando In Longwood, Florida

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida, holiday rental in Longwood
Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida, holiday rental in Longwood
Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida, holiday rental in Longwood

Beautiful Resort like Chalet - North Of Orlando In Longwood, Florida

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Relaxing and Spacious Oasis near the Springs, holiday rental in Longwood
Relaxing and Spacious Oasis near the Springs, holiday rental in Longwood
Relaxing and Spacious Oasis near the Springs, holiday rental in Longwood

Relaxing and Spacious Oasis near the Springs

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy a tailor made experience at this centrally-located place., holiday rental in Longwood
Enjoy a tailor made experience at this centrally-located place., holiday rental in Longwood
Enjoy a tailor made experience at this centrally-located place., holiday rental in Longwood

Enjoy a tailor made experience at this centrally-located place.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Home Where You Can Retreat And Relax, holiday rental in Longwood
Lakefront Home Where You Can Retreat And Relax, holiday rental in Longwood
Lakefront Home Where You Can Retreat And Relax, holiday rental in Longwood

Lakefront Home Where You Can Retreat And Relax

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Showing results 1-29 of 29
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