A sunset over a water body with trees silhouetted against the sky.

Cypress Gardens Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Cypress Gardens vacation rentals

A compact living space with a dining area, kitchen, and a seating area with a sofa and a rug.

1. Family-Friendly 2BR Near LEGOLAND with Parking

Family-Friendly 2BR Near LEGOLAND with Parking
Winter Haven
8.6 out of 10, Excellent, (21 reviews)
"Absolutely great location for Legoland. The house had everything my family of 5 needed. Nice and quiet neighborhood. We would stay again! "
United States
Carolyn S.
The price is ￥18,111
￥32,411 total
includes taxes & fees
Oct 29 - Oct 30
Family-Friendly 2BR Near LEGOLAND with Parking
Private kitchen

2. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (28 reviews)
"Great property!"
United States
Glenn C.
The price is ￥24,962
￥70,046 total
includes taxes & fees
Oct 29 - Oct 30
Peaceful Place
A living room with a brick fireplace, a sofa, a coffee table, and a dining area in the background.

3. Spacious 4-bedroom house in pleasant Winter Haven with AC

Spacious 4-bedroom house in pleasant Winter Haven with AC
Winter Haven
9.6 out of 10, Exceptional, (4 reviews)
"An outstanding stay! The house was extremely clean, welcoming, and had all the amenities that made our family vacation unforgettable in our visit to Legoland park"
Mexico
Monica
The price is ￥24,568
￥70,511 total
includes taxes & fees
Oct 29 - Oct 30
Spacious 4-bedroom house in pleasant Winter Haven with AC
A swimming pool with a fence, lounge chairs, and a palm tree.

4. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
"Clean room and private area loved it"
United States
Heather
The price is ￥9,811
￥10,988 total
includes taxes & fees
Nov 2 - Nov 3
Lake Ida Beach Resort
A modern reception area with a wooden panel design, a tiled floor, and a white door in the background.

5. Elita Inn

Elita Inn
3.0 star property
Dundee
7.2 out of 10, Good, (38 reviews)
"Very nice accommadations..friendly staff"
United States
lance
The price is ￥10,631
￥11,906 total
includes taxes & fees
Oct 29 - Oct 30
Elita Inn
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

6. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (25 reviews)
"Nice place!"
United States
Jake D.
The price is ￥10,631
￥33,012 total
includes taxes & fees
Oct 30 - Oct 31
The Russell Lake House
A compact living space with a loft bed, a TV mounted on the wall displaying streaming services, a small bathroom, and a wooden floor.

7. Lakefront Tiny Cottage 4 Miles to LEGOLAND.

Lakefront Tiny Cottage 4 Miles to LEGOLAND.
winter have
9.0 out of 10, Wonderful, (42 reviews)
"Awesome location, very nice"
United States
Kyle P.
The price is ￥11,024
￥23,434 total
includes taxes & fees
Nov 2 - Nov 3
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

8. Dundee FL | 2 Full Bed

Dundee FL | 2 Full Bed
Dundee FL
10.0 out of 10, Exceptional, (104 reviews)
"We enjoyed relaxing by the pool on our short trip. Clean accommodations were also a big plus!"
United States
Anonymous traveler
The price is ￥12,295
￥15,500 total
includes taxes & fees
Nov 26 - Nov 27
Dundee FL | 2 Full Bed
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

9. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (8 reviews)
"Very nice house for a small family! Close to everything!"
United States
Yuliett
The price is ￥7,203
￥36,910 total
includes taxes & fees
Nov 12 - Nov 13
BlockHaven near Legoland & Disney
A cozy cabin-style bedroom with a large bed, a sitting area with a couch, and a kitchenette.

10. The Lake Alfred Citrus Wood Guest Cabin

The Lake Alfred Citrus Wood Guest Cabin
Lake Alfred
9.6 out of 10, Exceptional, (63 reviews)
"Very peaceful and clean place to stay. Easy to find and in a great location."
United States
Teresa
The price is ￥14,032
￥20,631 total
includes taxes & fees
Nov 1 - Nov 2
The Lake Alfred Citrus Wood Guest Cabin
A spacious lobby with a seating area, a counter with a menu board, and a kitchen area in the background.

11. Dundee | King Bed Non Smoking

Dundee | King Bed Non Smoking
Dundee FL
10.0 out of 10, Exceptional, (122 reviews)
"Comfy beds really helped recharge after busy days at nearby attractions."
United States
Anonymous traveler
The price is ￥10,807
￥13,735 total
includes taxes & fees
Oct 31 - Nov 1
Dundee | King Bed Non Smoking
A building with a red door, numbered 132C, and a small porch area with a metal stool and a green bucket with a wooden stick.

12. Tiny Paradise

Tiny Paradise
Winter Haven
9.6 out of 10, Exceptional, (17 reviews)
"Check in was easy, this little house had everything we needed! Owner very responsive to needs very quickly through app. We would stay again!"
United States
Cheryl K.
The price is ￥11,497
￥20,436 total
includes taxes & fees
Nov 1 - Nov 2
Tiny Paradise
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

13. Dundee | 2 Queen Bed Nmsk

Dundee | 2 Queen Bed Nmsk
Dundee FL
10.0 out of 10, Exceptional, (90 reviews)
"Location is close to Legoland, so perfect for families visiting with kids."
United States
Anonymous traveler
The price is ￥12,445
￥15,667 total
includes taxes & fees
Nov 6 - Nov 7
Dundee | 2 Queen Bed Nmsk
A spacious lobby with a seating area, a counter with a menu board, and a kitchen area in the background.

14. Deluxe Queen Bed | Dundee

Deluxe Queen Bed | Dundee
Dundee FL
10.0 out of 10, Exceptional, (124 reviews)
"Solid choice for budget travelers like us looking for comfort close to attractions nearby."
United States
Anonymous traveler
The price is ￥10,796
￥13,941 total
includes taxes & fees
Nov 6 - Nov 7
Deluxe Queen Bed | Dundee
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

15. Deluxe King Bed | Dundee

Deluxe King Bed | Dundee
Dundee FL
10.0 out of 10, Exceptional, (93 reviews)
"Fantastic access to nearby attractions!"
United States
Anonymous traveler
The price is ￥10,796
￥13,721 total
includes taxes & fees
Nov 6 - Nov 7
Deluxe King Bed | Dundee
A compact washing machine, a metal cart, and a potted plant in a corner.

16. Queen Bed Non Smoking|Dundee

Queen Bed Non Smoking|Dundee
Dundee FL
10.0 out of 10, Exceptional, (89 reviews)
"Slept well here, comfortable beds do wonders after exploring all day long."
United States
Anonymous traveler
The price is ￥10,807
￥13,955 total
includes taxes & fees
Oct 31 - Nov 1
Queen Bed Non Smoking|Dundee
A bedroom with a bed, a ceiling fan, a desk, a chair, and a door.

17. THE SIGNATURE ORANGE GROVE KING SUITE

THE SIGNATURE ORANGE GROVE KING SUITE
Lake Alfred
9.6 out of 10, Exceptional, (27 reviews)
"Great place to stay while there on business by myself!"
United States
Don V.
The price is ￥11,339
￥17,613 total
includes taxes & fees
Nov 1 - Nov 2
THE SIGNATURE ORANGE GROVE KING SUITE
An outdoor hot tub area with a pool, surrounded by chairs and a table.

18. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (77 reviews)
"Great location"
United States
Michelle
The price is ￥19,844
￥51,707 total
includes taxes & fees
Oct 29 - Oct 30
Legoland Splash Escape with pool and hot tub!
A modern kitchen with white cabinetry, granite countertops, stainless steel appliances, and a wooden floor.

19. Modern Dundee Townhome Near Lakes & Legoland!

Modern Dundee Townhome Near Lakes & Legoland!
3.5 star property
Dundee
The price is ￥20,789
￥55,649 total
includes taxes & fees
Oct 30 - Oct 31
Modern Dundee Townhome Near Lakes & Legoland!
A grassy area with a view of the sunset over a body of water, a covered structure, and a palm tree.

20. Cozy 1 Bedroom home on Beautiful Lake Alfred

Cozy 1 Bedroom home on Beautiful Lake Alfred
Lake Alfred
8.6 out of 10, Excellent, (38 reviews)
"Great for baseball tournaments or couples traveling alone. Evening on the lake is magical."
United States
Mike T.
The price is ￥12,757
￥30,667 total
includes taxes & fees
Oct 29 - Oct 30
Cozy 1 Bedroom home on Beautiful Lake Alfred
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cypress Gardens Hotel Reviews

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Everything was great and very clean."
John 1-night trip
Posted 5 hours ago
Holiday Inn Winter Haven by IHG

Find out more about Cypress Gardens

Search for holiday rentals in Cypress Gardens on Expedia! You can easily find your home rentals, villas, holiday apartments in Cypress Gardens using one of the methods below:

  • View our selection of featured holiday rentals in Cypress Gardens
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Look no further and take a look at our great range of rental properties in Cypress Gardens!

Frequently asked questions

Can I find a vacation rental in Cypress Gardens?

Yes, we offer vacation rentals in Cypress Gardens close to LEGOLAND® Florida, or you can choose a more remote option if you want a relaxing stay.

What's the top vacation rental that Cypress Gardens has to offer?

The Most Fun House with tons of room, huge pool, pickleball and an amazing view.: This vacation home rental near Cypress Gardens is located next to a golf course and has an outdoor pool, a fireplace, and air-conditioning to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Cypress Gardens?

Choose from 22 Expedia vacation rentals in Cypress Gardens for a memorable vacation.

What’s there to see and do in Cypress Gardens?

Lake Eloise and Lake Mariam are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include LEGOLAND® Florida. While here, Northgate Shopping Center and Baytree Golf Club are other places worth a visit.

What’s a vacation rental in Cypress Gardens like?

Vacation rentals are private properties where you can stay for a couple of days or more in Cypress Gardens. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.