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House vacation rentals in Cypress Gardens

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Top-rated house rentals in Cypress Gardens

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Home in Winter Haven

4.89 out of 5 average rating, 261 reviews

The Old Haven - An Enduring Piece of Nostalgia

This charming home was built in 1908 and is located 45 minutes from Tampa/Orlando. Fully furnished, this space is perfect for families and friends providing plenty of space to sleep 8 people comfortably. With games, puzzles and Dvds, backyard fun for kids while the parents watch from the porch. Enjoy downtown entertainment within walking distance! Home is centrally located to dining, shopping, and small town fare. 4 bar restaurants walking distance on the lake. Live music from Lake sometimes.

Oct 28 – Nov 4

G$30,688 GYD per night

Home in Winter Haven

4.95 out of 5 average rating, 82 reviews

3/2 House w Heated Pool 5mins to Legoland

Come enjoy our heated pool! Relax with the whole family at this peaceful home in Winter Haven 5mins to Legoland and the new Peppa Pig theme park, perfect for your next family vacation! Right across the street from lake Ned park with lake View from the front porch and office, bring your small water toys as there is a public boat ramp across the street. There are many restaurants as well as a Publix grocery store all within 2 miles from the home! Downtown winter haven is a short 10 minute commute.

Jul 29 – Aug 5

G$37,049 GYD per night

Home in Winter Haven

4.99 out of 5 average rating, 95 reviews

Beautiful Lake House Boating Fishing near Legoland

Welcome to The Executive Lake House ten minutes from Lego Land in beautiful Winterhaven, Florida. The brand new rental home sits on a lake and offers a dock, with boats, fishing gear and beautiful views of the lake. The home offers two bedrooms, a loft , full kitchen and laundry and one full bathroom. The 1100 square foot space which offers 12 foot ceilings and unique interior design will leave you amazed. If your looking for more than a space to sleep but a place to vacation than this is It.

Jul 11 – 18

G$24,833 GYD per night

Home in Auburndale

4.95 out of 5 average rating, 136 reviews

three bedroom family house, near legoland

Relax with the whole family at this just renovate house with many amenities. everything new and really clean, is in a central location right next to the highway and many places like beautiful like. You will have a really nice experience. is centrally located to the Tampa and Orlando parks and just 10 miles from Legoland , next to the highway, close to many shops and restaurants, We have a super lake very close, for those who like to fish or ride a jet ski or boat,southeastern university 7.9 mi

Jul 12 – 19

G$27,104 GYD per night

Home in Lake Wales

4.96 out of 5 average rating, 28 reviews

La Casita Redonda

Enjoy a memorable visit when you stay in this unique and historical place in Lake Wales, FL. Constructed in 1936 this home is nestled within a quiet and friendly neighborhood just minutes from the downtown area and just a short walk to Lake Wailes itself. Although the current owner updated the home with practical renovations, the peculiar house still has the character and features from the time it was built, features that once granted it a place among the pages of Ripley’s Believe it or Not.

Aug 13 – 20

G$22,825 GYD per night

Home in Winter Haven

5.0 out of 5 average rating, 12 reviews

Cozy Legoland Pool House

Enjoy your stay at the Cozy Legoland Pool House! 3 ml from Legoland, 2 ml from Downtown WH, 35 ml from Disney/Seaworld, and less than 1 ml from Boat Access Ramp of Lake Eloise. Our Airbnb has a beautiful outdoor patio, bbq grill, fully shaded picnic bench, and an outdoor pool! The kitchen is fully equipped with all the essentials you will need. Kids will love the Legoland themed room. The property has a mother in law suite with a tenant that has a SEPARATE PRIVATE entrance from the Airbnb.

Aug 16 – 23

G$36,371 GYD per night

Home in Lakeland

4.96 out of 5 average rating, 116 reviews

Cute, Historic District Home - GREAT LOCATION

Enjoy a stylish experience at this centrally-located place 5 mins from downtown Lakeland, 8 mins from I-4, 40 mins from Tampa and Orlando (Disney World/Universal), 1 hour from several beaches including Clearwater. 🐕 Pet friendly but you MUST include your pets in the reservation Nearby places of interest: - Downtown Lakeland - Southeastern University and Florida Southern College - RP Funding Center - Lakeland Linder International Airport - Polk Theatre - Circle B Nature Reserve - and more!

May 15 – 22

G$25,848 GYD per night

Home in Winter Haven

5.0 out of 5 average rating, 46 reviews

Glass Haven: Serene Getaway 7 min from Legoland!

Come relax with your whole family in this peaceful home! Our 2 bedroom 2.5 bathroom home is very spacious and can accommodate up to 7 people. Enjoy your day only 7 minutes to LEGOLAND. You will have pool access as well as access to many board games and arcade games within the home. Fun for the whole family! Our home is wheelchair accessible with an elevator that goes between floors so your family can accommodate well if needed! We do not allow parties. The home is strictly no-smoking.

Oct 25 – Nov 1

G$33,800 GYD per night

Home in Winter Haven

4.89 out of 5 average rating, 37 reviews

Newly remodeled House 3BR/2BA

Centrally located in Winter Haven, FL and within minutes to Legoland. Only a 45-60 minute drive to local theme parks Disney and Busch Gardens. West/East Coast Florida Beaches are only a 90 minute drive. This newly remodeled 3/2 is a very spacious and accommodating home to any family wanting to get away on a peaceful vacation or weekend retreat. Quiet neighborhood with no HOA and within walking distance to several downtown restaurants, grocery stores, and shopping establishments.

Aug 8 – 15

G$21,036 GYD per night

Home in Lake Alfred

5.0 out of 5 average rating, 132 reviews

LA Loft, Upstairs private studio

We are so excited to open our loft for guests. Located conveniently between Tampa and Orlando, you get to experience the best of both worlds in Central Florida. Our home is in a quiet, lakeside neighborhood where guests will have the benefit of a separate entrance to the private and spacious upstairs suite. Our loft is designed to comfortably fit one or two people for the perfect getaway. Come and enjoy the best southern hospitality Central Florida has to offer!

Oct 1 – 8

G$18,474 GYD per night

Home in Winter Haven

4.9 out of 5 average rating, 154 reviews

Hidden Haven Lakehouse Pool by Legoland

Relax in style in this 96 year old custom built home.Tall ceilings,large rooms and wood floors throughout.With an extra large swimming pool overlooking Little Lake Otis this outdoor area is second to none.Less than 2 miles from Legoland,Chain of Lakes Fieldhouse,and Downtown Winter Haven. It is possible that days may be available and not listed on the calendar. This is to give ample time for cleaning. Feel free to ask for additional availability and shorter stays.

Aug 28 – Sep 4

G$39,457 GYD per night

Home in Winter Haven

4.94 out of 5 average rating, 144 reviews

Cozy Family Home Near Legoland

Relax with the fam after a fun day at LEGOLAND (4.1 miles) or Disney World (36 miles) in our cozy home complete with a well-stocked kitchen, fully-fenced backyard, and comfortable beds. Spend a day on the famous Chain of Lakes (24 canal-connected lakes), catch a free ski show on Lake Silver, wander downtown to shop, or toast a pint at Union Taproom. Winter Haven is centrally located between Tampa and Orlando with plenty of fun nearby for the whole family.

Mar 31 – Apr 7

G$27,388 GYD per night

Vacation rentals for every style

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Popular amenities for Cypress Gardens house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Haines City

4.88 out of 5 average rating, 136 reviews

3 Bedroom Executive with Private Pool near Disney

Nov 18 – 25

G$27,223 GYD per night

Home in Auburndale

4.94 out of 5 average rating, 146 reviews

Lake Whistler Beach House with lakefront pool

Aug 6 – 13

G$76,652 GYD per night

Home in Haines City

4.82 out of 5 average rating, 106 reviews

Southern Dunes Golf Vacation Villa

Oct 7 – 14

G$27,960 GYD per night

Home in Lakeland

4.86 out of 5 average rating, 108 reviews

Hollingsworth Pool Home

Jan 2 – 9

G$43,182 GYD per night

Home in Haines City

4.95 out of 5 average rating, 139 reviews

Luxury Home 4/3 near Disney, 2 Masters

Nov 25 – Dec 2

G$39,406 GYD per night

Home in Davenport

4.9 out of 5 average rating, 104 reviews

Charming Home near Disney with Private Heated Pool

Oct 31 – Nov 7

G$36,863 GYD per night

Home in Davenport

4.87 out of 5 average rating, 121 reviews

Disney getaway

Oct 29 – Nov 5

G$26,809 GYD per night

Home in Kissimmee

4.84 out of 5 average rating, 205 reviews

3 bedroom Villa in Kissimmee

Apr 21 – 28

G$25,106 GYD per night

Weekly house rentals

Home in Lake Alfred

4.95 out of 5 average rating, 41 reviews

Central FL Bungalow! 2BR/1B With Fully Fenced Yard

Aug 16 – 23

G$24,060 GYD per night

Home in Winter Haven

4.96 out of 5 average rating, 46 reviews

The Family Friendly Fun House

Jan 5 – 12

G$37,032 GYD per night

Home in Winter Haven

4.94 out of 5 average rating, 18 reviews

Overlook Joy

Jan 11 – 18

G$34,750 GYD per night

Home in Winter Haven

5.0 out of 5 average rating, 14 reviews

Scottlee's Magnolia Farmhouse

Sep 12 – 19

G$36,060 GYD per night

Home in Winter Haven

4.93 out of 5 average rating, 27 reviews

Paraiso de relax Legoland

Jan 6 – 13

G$39,317 GYD per night

Home in Winter Haven

4.94 out of 5 average rating, 16 reviews

Kid-friendly Home w/ Pool & BBQ

Nov 6 – 13

G$32,522 GYD per night

Home in Eagle Lake

4.82 out of 5 average rating, 17 reviews

Quaint Cottage. 6 mi to Legoland. Pet friendly!

Apr 22 – 29

G$22,592 GYD per night

Home in Winter Haven

4.91 out of 5 average rating, 33 reviews

Lake Front Lego Land Estate

Aug 26 – Sep 2

G$76,282 GYD per night

Private house rentals

Home in Winter Haven

4.98 out of 5 average rating, 98 reviews

Spectacular Waterfront Home in Winter Haven

Jun 24 – Jul 1

G$156,519 GYD per night

Home in Winter Haven

4.98 out of 5 average rating, 59 reviews

Lake View, Game Room, 10 min Legoland

Apr 19 – 26

G$109,007 GYD per night

Home in Winter Haven

4.96 out of 5 average rating, 26 reviews

Stylish Lakehome w.HEATED Pool/Arcade/Theater

Sep 7 – 14

G$75,029 GYD per night

Home in Davenport

4.95 out of 5 average rating, 59 reviews

Sweet vacation home.

May 13 – 20

G$21,454 GYD per night

Home in Winter Haven

4.96 out of 5 average rating, 26 reviews

2 miles Legoland-WinterHaven-FL(2BR/2BA Cozy Home)

Oct 2 – 9

G$32,600 GYD per night

Home in Winter Haven

4.87 out of 5 average rating, 30 reviews

Charming Town House

Jan 2 – 9

G$24,176 GYD per night

Home in Winter Haven

5.0 out of 5 average rating, 33 reviews

341 Legoland Sherman's Antiques Lake Silver

May 11 – 18

G$26,101 GYD per night

Home in Lakeland

4.99 out of 5 average rating, 97 reviews

Swan Studio Lakeland

Aug 15 – 22

G$20,411 GYD per night

Quick stats about house rentals in Cypress Gardens

Total rentals
60 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
3.9K reviews
Nightly prices starting at
G$6,276 GYD before taxes and fees

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