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Cypress Gardens Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Cypress Gardens.
Luxury Home w/ Lanai, Billiards, 6min to Legoland, holiday rental in Cypress Gardens
Luxury Home w/ Lanai, Billiards, 6min to Legoland, holiday rental in Cypress Gardens
Luxury Home w/ Lanai, Billiards, 6min to Legoland, holiday rental in Cypress Gardens

Luxury Home w/ Lanai, Billiards, 6min to Legoland

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Luxury lakehouse with private pool, hot tub, pool table, office & jetted tub, holiday rental in Cypress Gardens
Luxury lakehouse with private pool, hot tub, pool table, office & jetted tub, holiday rental in Cypress Gardens
Luxury lakehouse with private pool, hot tub, pool table, office & jetted tub, holiday rental in Cypress Gardens

Luxury lakehouse with private pool, hot tub, pool table, office & jetted tub

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Relaxing location To 10 minutes Legoland , 40 minutes Disney word, holiday rental in Cypress Gardens
Relaxing location To 10 minutes Legoland , 40 minutes Disney word, holiday rental in Cypress Gardens
Relaxing location To 10 minutes Legoland , 40 minutes Disney word, holiday rental in Cypress Gardens

Relaxing location To 10 minutes Legoland , 40 minutes Disney word

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Bright Cypress Gardens Home Near Legoland!, holiday rental in Cypress Gardens
Bright Cypress Gardens Home Near Legoland!, holiday rental in Cypress Gardens
Bright Cypress Gardens Home Near Legoland!, holiday rental in Cypress Gardens

Bright Cypress Gardens Home Near Legoland!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Legoland 3 Bedroom Pet Friendly Pool Home, holiday rental in Cypress Gardens
Legoland 3 Bedroom Pet Friendly Pool Home, holiday rental in Cypress Gardens
Legoland 3 Bedroom Pet Friendly Pool Home, holiday rental in Cypress Gardens

Legoland 3 Bedroom Pet Friendly Pool Home

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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The following properties within 20 miles of Cypress Gardens match all your filters:
LAKE HOUSE WITH PRIVATE  HEATED  POOL & GAME ROOM 4 min FROM LEGOLAND, holiday rental in Cypress Gardens
LAKE HOUSE WITH PRIVATE  HEATED  POOL & GAME ROOM 4 min FROM LEGOLAND, holiday rental in Cypress Gardens
LAKE HOUSE WITH PRIVATE  HEATED  POOL & GAME ROOM 4 min FROM LEGOLAND, holiday rental in Cypress Gardens

LAKE HOUSE WITH PRIVATE HEATED POOL & GAME ROOM 4 min FROM LEGOLAND

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!, holiday rental in Cypress Gardens
Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!, holiday rental in Cypress Gardens
Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!, holiday rental in Cypress Gardens

Awesome Lake House With Private Dock, Canoe, Kayaks, Game-Room, & Lots To Do!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Charming Lakefront Pool Home - 5 Min to Legoland!, holiday rental in Cypress Gardens
Charming Lakefront Pool Home - 5 Min to Legoland!, holiday rental in Cypress Gardens
Charming Lakefront Pool Home - 5 Min to Legoland!, holiday rental in Cypress Gardens

Charming Lakefront Pool Home - 5 Min to Legoland!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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The Lakeview Oasis Getaway!, holiday rental in Cypress Gardens
The Lakeview Oasis Getaway!, holiday rental in Cypress Gardens
The Lakeview Oasis Getaway!, holiday rental in Cypress Gardens

The Lakeview Oasis Getaway!

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 21
Match: Sleeps
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Pool home near Legoland, Disney, Theme parks, holiday rental in Cypress Gardens
Pool home near Legoland, Disney, Theme parks, holiday rental in Cypress Gardens
Pool home near Legoland, Disney, Theme parks, holiday rental in Cypress Gardens

Pool home near Legoland, Disney, Theme parks

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722, holiday rental in Cypress Gardens
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722, holiday rental in Cypress Gardens
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722, holiday rental in Cypress Gardens

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1722

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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View Container 5*Centrally Located*Private Bed/Bath, holiday rental in Cypress Gardens
View Container 5*Centrally Located*Private Bed/Bath, holiday rental in Cypress Gardens
View Container 5*Centrally Located*Private Bed/Bath, holiday rental in Cypress Gardens

View Container 5*Centrally Located*Private Bed/Bath

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Cheerful New Construction Home, holiday rental in Cypress Gardens
Cheerful New Construction Home, holiday rental in Cypress Gardens
Cheerful New Construction Home, holiday rental in Cypress Gardens

Cheerful New Construction Home

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Lego Land Estate, holiday rental in Cypress Gardens
Lakefront Lego Land Estate, holiday rental in Cypress Gardens
Lakefront Lego Land Estate, holiday rental in Cypress Gardens

Lakefront Lego Land Estate

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!, holiday rental in Cypress Gardens
Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!, holiday rental in Cypress Gardens
Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!, holiday rental in Cypress Gardens

Central FL Vacation Home - Dog Friendly with no pet fee. 7 minutes to LEGOLand!!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks), holiday rental in Cypress Gardens
Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks), holiday rental in Cypress Gardens
Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks), holiday rental in Cypress Gardens

Luxury Getaway in Winter Haven (10 mins to LegoLand and Parks)

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Winter Haven Abode Near Lakes & Attractions, holiday rental in Cypress Gardens
Winter Haven Abode Near Lakes & Attractions, holiday rental in Cypress Gardens
Winter Haven Abode Near Lakes & Attractions, holiday rental in Cypress Gardens

Winter Haven Abode Near Lakes & Attractions

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724, holiday rental in Cypress Gardens
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724, holiday rental in Cypress Gardens
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724, holiday rental in Cypress Gardens

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Winter Haven Home with Dock & Hot Tub!, holiday rental in Cypress Gardens
Waterfront Winter Haven Home with Dock & Hot Tub!, holiday rental in Cypress Gardens
Waterfront Winter Haven Home with Dock & Hot Tub!, holiday rental in Cypress Gardens

Waterfront Winter Haven Home with Dock & Hot Tub!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida, holiday rental in Cypress Gardens
PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida, holiday rental in Cypress Gardens
PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida, holiday rental in Cypress Gardens

PEACE & LOVE ROOM 5 Minutes from Winter Haven Florida

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fun and Relaxation in Winter Haven!! 2 Queen Beds,, holiday rental in Cypress Gardens
Fun and Relaxation in Winter Haven!! 2 Queen Beds,, holiday rental in Cypress Gardens
Fun and Relaxation in Winter Haven!! 2 Queen Beds,, holiday rental in Cypress Gardens

Fun and Relaxation in Winter Haven!! 2 Queen Beds,

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Peace & Love Room 5 minutes from Winter Haven Hospital, holiday rental in Cypress Gardens
Peace & Love Room 5 minutes from Winter Haven Hospital, holiday rental in Cypress Gardens
Peace & Love Room 5 minutes from Winter Haven Hospital, holiday rental in Cypress Gardens

Peace & Love Room 5 minutes from Winter Haven Hospital

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Winter Haven-Historic property- N Legoland Sleep 4, holiday rental in Cypress Gardens
Winter Haven-Historic property- N Legoland Sleep 4, holiday rental in Cypress Gardens
Winter Haven-Historic property- N Legoland Sleep 4, holiday rental in Cypress Gardens

Winter Haven-Historic property- N Legoland Sleep 4

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All, holiday rental in Cypress Gardens
Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All, holiday rental in Cypress Gardens
Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All, holiday rental in Cypress Gardens

Amazing!!! WINTER HAVEN 2 Queen Beds fun 4 All

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private/Spacious 1BR Central Near LegoLand 2 Miles, holiday rental in Cypress Gardens
Private/Spacious 1BR Central Near LegoLand 2 Miles, holiday rental in Cypress Gardens
Private/Spacious 1BR Central Near LegoLand 2 Miles, holiday rental in Cypress Gardens

Private/Spacious 1BR Central Near LegoLand 2 Miles

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Modern HouseBoat*AceLoca*4Miles*LegoLand*, holiday rental in Cypress Gardens
Modern HouseBoat*AceLoca*4Miles*LegoLand*, holiday rental in Cypress Gardens
Modern HouseBoat*AceLoca*4Miles*LegoLand*, holiday rental in Cypress Gardens

Modern HouseBoat*AceLoca*4Miles*LegoLand*

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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*CentralLocated*PrivateKingSuitew/Bath, Washer&Dryer(Eagle), holiday rental in Cypress Gardens
*CentralLocated*PrivateKingSuitew/Bath, Washer&Dryer(Eagle), holiday rental in Cypress Gardens
*CentralLocated*PrivateKingSuitew/Bath, Washer&Dryer(Eagle), holiday rental in Cypress Gardens

*CentralLocated*PrivateKingSuitew/Bath, Washer&Dryer(Eagle)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, holiday rental in Cypress Gardens
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, holiday rental in Cypress Gardens
Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL, holiday rental in Cypress Gardens

Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀, holiday rental in Cypress Gardens
★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀, holiday rental in Cypress Gardens
★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀, holiday rental in Cypress Gardens

★2/1★Central★Location★☀2-Mile LEGOLAND&Dining☀

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Updated 2 Bedroom Condo On Lake Lulu, holiday rental in Cypress Gardens
Updated 2 Bedroom Condo On Lake Lulu, holiday rental in Cypress Gardens
Updated 2 Bedroom Condo On Lake Lulu, holiday rental in Cypress Gardens

Updated 2 Bedroom Condo On Lake Lulu

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*, holiday rental in Cypress Gardens
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*, holiday rental in Cypress Gardens
*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*, holiday rental in Cypress Gardens

*Modern Tiny Lake Cottage*AceLoc*4miles*LEGOLAND*

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy retirement community with golf course, holiday rental in Cypress Gardens
Cozy retirement community with golf course, holiday rental in Cypress Gardens
Cozy retirement community with golf course, holiday rental in Cypress Gardens

Cozy retirement community with golf course

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Large 3/1 Near DownTown and Dining, holiday rental in Cypress Gardens
Large 3/1 Near DownTown and Dining, holiday rental in Cypress Gardens
Large 3/1 Near DownTown and Dining, holiday rental in Cypress Gardens

Large 3/1 Near DownTown and Dining

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Cozy Family Home Near Legoland, holiday rental in Cypress Gardens
Cozy Family Home Near Legoland, holiday rental in Cypress Gardens
Cozy Family Home Near Legoland, holiday rental in Cypress Gardens

Cozy Family Home Near Legoland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spacious 3 Bed, 2 Bath Home Near Legoland, holiday rental in Cypress Gardens
Spacious 3 Bed, 2 Bath Home Near Legoland, holiday rental in Cypress Gardens
Spacious 3 Bed, 2 Bath Home Near Legoland, holiday rental in Cypress Gardens

Spacious 3 Bed, 2 Bath Home Near Legoland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great Family Home Near Legoland, holiday rental in Cypress Gardens
Great Family Home Near Legoland, holiday rental in Cypress Gardens
Great Family Home Near Legoland, holiday rental in Cypress Gardens

Great Family Home Near Legoland

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming Home 5 Minutes From Legoland, holiday rental in Cypress Gardens
Charming Home 5 Minutes From Legoland, holiday rental in Cypress Gardens
Charming Home 5 Minutes From Legoland, holiday rental in Cypress Gardens

Charming Home 5 Minutes From Legoland

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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55+ community, Sleeps 6-8, Minimum monthly rental, Pets Considered, holiday rental in Cypress Gardens
55+ community, Sleeps 6-8, Minimum monthly rental, Pets Considered, holiday rental in Cypress Gardens
55+ community, Sleeps 6-8, Minimum monthly rental, Pets Considered, holiday rental in Cypress Gardens

55+ community, Sleeps 6-8, Minimum monthly rental, Pets Considered

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Winter Haven Retreat w/ Private Pool!, holiday rental in Cypress Gardens
Winter Haven Retreat w/ Private Pool!, holiday rental in Cypress Gardens
Winter Haven Retreat w/ Private Pool!, holiday rental in Cypress Gardens

Winter Haven Retreat w/ Private Pool!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly remodeled Vacation Home with Saltwater Pool, holiday rental in Cypress Gardens
Newly remodeled Vacation Home with Saltwater Pool, holiday rental in Cypress Gardens
Newly remodeled Vacation Home with Saltwater Pool, holiday rental in Cypress Gardens

Newly remodeled Vacation Home with Saltwater Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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An Amazing Mid-Century Modern Experience, holiday rental in Cypress Gardens
An Amazing Mid-Century Modern Experience, holiday rental in Cypress Gardens
An Amazing Mid-Century Modern Experience, holiday rental in Cypress Gardens

An Amazing Mid-Century Modern Experience

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Welcome Snowbirds, Sunbirds welcome you! Newly Renovated, holiday rental in Cypress Gardens
Welcome Snowbirds, Sunbirds welcome you! Newly Renovated, holiday rental in Cypress Gardens
Welcome Snowbirds, Sunbirds welcome you! Newly Renovated, holiday rental in Cypress Gardens

Welcome Snowbirds, Sunbirds welcome you! Newly Renovated

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Modern 4bd/2ba Home! Amazing Location, holiday rental in Cypress Gardens
Spacious Modern 4bd/2ba Home! Amazing Location, holiday rental in Cypress Gardens
Spacious Modern 4bd/2ba Home! Amazing Location, holiday rental in Cypress Gardens

Spacious Modern 4bd/2ba Home! Amazing Location

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Summer Promo 25% Off Thru 8/31~Pet-friendly~Boat Dock~Pristine Lake Water, holiday rental in Cypress Gardens
Summer Promo 25% Off Thru 8/31~Pet-friendly~Boat Dock~Pristine Lake Water, holiday rental in Cypress Gardens
Summer Promo 25% Off Thru 8/31~Pet-friendly~Boat Dock~Pristine Lake Water, holiday rental in Cypress Gardens

Summer Promo 25% Off Thru 8/31~Pet-friendly~Boat Dock~Pristine Lake Water

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family, holiday rental in Cypress Gardens
Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family, holiday rental in Cypress Gardens
Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family, holiday rental in Cypress Gardens

Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxury 3BR Lake House on Quiet Private Lake, with Pool and Hot Tub, holiday rental in Cypress Gardens
Luxury 3BR Lake House on Quiet Private Lake, with Pool and Hot Tub, holiday rental in Cypress Gardens
Luxury 3BR Lake House on Quiet Private Lake, with Pool and Hot Tub, holiday rental in Cypress Gardens

Luxury 3BR Lake House on Quiet Private Lake, with Pool and Hot Tub

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular Waterfront Home in Winter Haven, holiday rental in Cypress Gardens
Spectacular Waterfront Home in Winter Haven, holiday rental in Cypress Gardens
Spectacular Waterfront Home in Winter Haven, holiday rental in Cypress Gardens

Spectacular Waterfront Home in Winter Haven

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Promo 25% Off Thru 8/31~Lake Silver V~Pet-friendly~Dock~Pristine Lake Water, holiday rental in Cypress Gardens
Promo 25% Off Thru 8/31~Lake Silver V~Pet-friendly~Dock~Pristine Lake Water, holiday rental in Cypress Gardens
Promo 25% Off Thru 8/31~Lake Silver V~Pet-friendly~Dock~Pristine Lake Water, holiday rental in Cypress Gardens

Promo 25% Off Thru 8/31~Lake Silver V~Pet-friendly~Dock~Pristine Lake Water

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family, holiday rental in Cypress Gardens
Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family, holiday rental in Cypress Gardens
Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family, holiday rental in Cypress Gardens

Lakefront Luxury: Boat Dock, Pet-Friendly, Close to LegoLand, Perfect for Family

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Your Dream Vacation Awaits at this Fantastic Lake House with a Pool!, holiday rental in Cypress Gardens
Your Dream Vacation Awaits at this Fantastic Lake House with a Pool!, holiday rental in Cypress Gardens
Your Dream Vacation Awaits at this Fantastic Lake House with a Pool!, holiday rental in Cypress Gardens

Your Dream Vacation Awaits at this Fantastic Lake House with a Pool!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Showing results 1-50 of 50
Frequently Asked Questions about Cypress Gardens