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 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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 CA $162
CA $295 total
includes taxes & fees
Oct 29 - Oct 30
Family-Friendly 2BR Near LEGOLAND with Parking
A living room with a brick fireplace, a sofa, a coffee table, and a dining area in the background.

2. 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 CA $212
CA $617 total
includes taxes & fees
Oct 21 - Oct 22
Spacious 4-bedroom house in pleasant Winter Haven with AC
Private kitchen

3. Peaceful Place

Peaceful Place
Winter Haven
10.0 out of 10, Exceptional, (27 reviews)
"Great property!"
United States
Glenn C.
The price is CA $219
CA $618 total
includes taxes & fees
Oct 21 - Oct 22
Peaceful Place
A modern reception area with a wooden panel design, a tiled floor, and a white door in the background.

4. Elita Inn

Elita Inn
3.0 star property
Dundee
7.2 out of 10, Good, (37 reviews)
"Very nice accommadations..friendly staff"
United States
lance
The price is CA $79
CA $88 total
includes taxes & fees
Oct 24 - Oct 25
Elita Inn
A swimming pool with a fence, lounge chairs, and a palm tree.

5. 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 CA $100
CA $112 total
includes taxes & fees
Oct 27 - Oct 28
Lake Ida Beach Resort
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

6. 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 traveller
The price is CA $118
CA $147 total
includes taxes & fees
Oct 21 - Oct 22
Dundee FL | 2 Full Bed
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

7. The Russell Lake House

The Russell Lake House
Winter Haven
9.8 out of 10, Exceptional, (24 reviews)
"Nice place!"
United States
Jake D.
The price is CA $95
CA $299 total
includes taxes & fees
Oct 21 - Oct 22
The Russell Lake House
A cozy cabin-style bedroom with a large bed, a sitting area with a couch, and a kitchenette.

8. 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 CA $126
CA $185 total
includes taxes & fees
Oct 28 - Oct 29
The Lake Alfred Citrus Wood Guest Cabin
A compact living space with a loft bed, a TV mounted on the wall displaying streaming services, a small bathroom, and a wooden floor.

9. 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 CA $99
CA $210 total
includes taxes & fees
Oct 21 - Oct 22
Lakefront Tiny Cottage 4 Miles to LEGOLAND.
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

10. 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 CA $64
CA $330 total
includes taxes & fees
Nov 12 - Nov 13
BlockHaven near Legoland & Disney
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.

11. Tiny Paradise

Tiny Paradise
Winter Haven
9.4 out of 10, Exceptional, (16 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 CA $103
CA $183 total
includes taxes & fees
Oct 27 - Oct 28
Tiny Paradise
Living area

12. 3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724

3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
Winter Haven
9.4 out of 10, Exceptional, (68 reviews)
"Nice place and convenient"
United States
Tim M.
The price is CA $176
CA $401 total
includes taxes & fees
Oct 25 - Oct 26
3BR/2BA Lake Mariam Home Near LEGOLAND with Kitchen & Laundry_1724
A bedroom with a bed, a ceiling fan, a desk, a chair, and a door.

13. 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 CA $102
CA $158 total
includes taxes & fees
Oct 30 - Oct 31
THE SIGNATURE ORANGE GROVE KING SUITE
A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.

14. Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
3.0 star property
Lake Wales
9.0 out of 10, Wonderful, (225 reviews)
"Camp Mack is an awesome place for getting away for a few days or longer. The surroundings are beautiful, and the people are so friendly."
United States
Terri
The price is CA $136
CA $152 total
includes taxes & fees
Oct 25 - Oct 26
Camp Mack Lodge, Marina & RV Resort
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.

15. Lakefront Vibes w/ Lanai! Bird-watching Paradise

Lakefront Vibes w/ Lanai! Bird-watching Paradise
3.0 star property
Florence Villa
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is CA $233
CA $571 total
includes taxes & fees
Oct 21 - Oct 22
Lakefront Vibes w/ Lanai! Bird-watching Paradise
A room with a dark wood floor, a grey sofa with a white throw blanket, a small round table with a tissue box and a vase with red berries, and a large green plant in a black pot.

16. French Style 1-bedroom Unique property in Davenport with AC

French Style 1-bedroom Unique property in Davenport with AC
Davenport
10.0 out of 10, Exceptional, (2 reviews)
"One of the nicest places we've stayed. We felt at home the minute we walked in. Immaculately clean and very well decorated. Nice touch having snacks available. The bed was extremely comfortable. It was exactly what we needed while in town. We would love to stay again in the future."
United States
Laura T.
The price is CA $123
CA $278 total
includes taxes & fees
Oct 23 - Oct 24
French Style 1-bedroom Unique property in Davenport with AC
A spacious living room with a sofa, a recliner, and a glass coffee table. There is a kitchen area in the background with a microwave and refrigerator.

17. Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
9.2 out of 10, Wonderful, (7 reviews)
"Wonderful little cottage filled with fun for the whole family. Cozy backyard to enjoy some sunshine and read a book. Close to downtown shops and restaurants. Owners were quick to respond to questions. Would happily stay here again."
United States
Rachel B.
The price is CA $162
CA $397 total
includes taxes & fees
Oct 22 - Oct 23
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
A grassy area with a view of the sunset over a body of water, a covered structure, and a palm tree.

18. 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)
"Nice, older lake house with a great location. The sunsets are exceptional."
United States
Rob G.
The price is CA $114
CA $279 total
includes taxes & fees
Oct 28 - Oct 29
Cozy 1 Bedroom home on Beautiful Lake Alfred
An outdoor hot tub area with a pool, surrounded by chairs and a table.

19. Legoland Splash Escape with pool and hot tub!

Legoland Splash Escape with pool and hot tub!
Winter Haven
10.0 out of 10, Exceptional, (76 reviews)
"We had a great time staying here. The house was well maintained. The kids enjoyed the pool."
United States
Amy
The price is CA $214
CA $506 total
includes taxes & fees
Oct 21 - Oct 22
Legoland Splash Escape with pool and hot tub!
A spacious indoor area with a seating area, a counter, and a kitchen visible in the background.

20. 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 traveller
The price is CA $118
CA $147 total
includes taxes & fees
Oct 27 - Oct 28
Dundee | 2 Queen Bed Nmsk
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
"Super limpio todo el hotel en general"
Ashya 2-night trip
Posted 6 hours ago
Holiday Inn Winter Haven by IHG

Find out more about Cypress Gardens

Everything you need to know about Cypress Gardens vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cypress Gardens vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cypress Gardens vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cypress Gardens vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cypress Gardens. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cypress Gardens vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cypress Gardens vacation rentals we have selected for you start as low as CA $441 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cypress Gardens rentals

At Expedia, we put the best Cypress Gardens vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cypress Gardens rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cypress Gardens vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cypress Gardens. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.