Holiday rentals in Cypress Gardens

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Top-rated holiday rentals in Cypress Gardens

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Cottage in Winter Haven
Just Beachin' Cabin Unit 10
Experience the tranquility of the Sunshine State from this quaint-yet-modern vacation rental home, complete with 2 bedrooms, 2 bathrooms, a private deck, and modern interior finishes. You’ll enjoy direct access to a boat launch and the Chain of Lakes, a fishing and boating paradise complete with 24 canal-connected lakes! Spend your days out on the water, make incredible memories with your family at LEGOLAND Florida, or opt to visit the theme parks in Orlando - from this home, you can do it all!
15–22 SeptIndividual Host,
£129 per night
4.79 out of 5 average rating, 110 reviews
Guest favourite
Home in Winter Haven
💎3/2💎SpeciouS☀Modern🎢4Miles-LEGOLAND🎢
WELCOME to our Lake Mariam Vacation Home (2), duplex on 3 acres of Lakefront property. We are a family own business & genuinely hope to tailor our properties to meet our Guest needs. We adhere to a 3 Core Property Standards that we expect; so, you'll always arrive to a home that is Safe, Clean and Guest Ready! This property is centrally located, 2 mi to dtwn Winter Haven and the Hospital & 4 mi to LEGOLAND & Peppa Pig. Orlando attractions (SeaWorld, Disney/Universal) are all w/in an hr. drive!
17–24 MayIndividual Host,
£153 per night
4.93 out of 5 average rating, 278 reviews
Guest favourite
Guest house in Winter Haven
The Paradise Hide Away
This is a beautiful and private place newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! Talk to me if you need different check in/out times? Dogs are allowed with permission. There is a $200 fully refundable pet security deposit to cover any damages that may occur since Airbnb doesn’t cover damages caused by pets plus a non refundable pet fee of $50 per pet for every 1-7 day period and must be paid before checking in !
22–29 JulIndividual Host,
£81 per night
4.94 out of 5 average rating, 197 reviews

Popular amenities for Cypress Gardens holiday rentals

Stay near Cypress Gardens's top sights

LEGOLAND Florida Water Park104 locals recommend
Azteca D' Oro8 locals recommend
Cypress Lanes6 locals recommend
Harry's Old Place17 locals recommend
Publix Super Market at Winter Haven Square6 locals recommend
Beef 'O' Brady's6 locals recommend

Other great holiday rentals in Cypress Gardens

Guest favourite
Home in Winter Haven
Glass Haven: Serene Getaway 7 min from Legoland!
25 Nov – 2 Dec
£158 per night
5.0 out of 5 average rating, 37 reviews
Guest favourite
Guest suite in Winter Haven
Cute & Cozy Guesthouse in Winter Haven
14–21 Jan
£77 per night
4.86 out of 5 average rating, 71 reviews
Guest favourite
Home in Winter Haven
The Dalt Retreat
4–11 Jun
£127 per night
4.97 out of 5 average rating, 62 reviews
Guest favourite
Home in Wahneta
SuperHost in Winter Haven (10 mins to Legoland)
3–10 Feb
£194 per night
4.94 out of 5 average rating, 32 reviews
Guest favourite
Home in Winter Haven
Cozy Lakefront Home w/ Pool -7 mins from Legoland
8–15 Jul
£188 per night
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Lake Wales
*This must be THE PLACE FL*
3–10 Jun
£131 per night
4.92 out of 5 average rating, 59 reviews
Guest favourite
Home in Winter Haven
Newly remodeled House 3BR/2BA
23–30 Oct
£108 per night
4.87 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Haven
Lake Front Lego Land Estate
15–22 AprIndividual Host,
£342 per night
4.9 out of 5 average rating, 31 reviews
Guest favourite
Home in Winter Haven
The Family Friendly Fun House
6–13 Jun
£171 per night
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Winter Haven
Spectacular Waterfront Home in Winter Haven
11–18 AprProfessional Host,
£587 per night
4.98 out of 5 average rating, 95 reviews
Guest favourite
Home in Winter Haven
3/2 House w Heated Pool 5mins to Legoland
21–28 JulProfessional Host,
£191 per night
4.96 out of 5 average rating, 73 reviews
Guest favourite
Home in Winter Haven
Beautiful home near downtown - 15 min to Legoland!
13–20 Apr
£143 per night
4.98 out of 5 average rating, 47 reviews

Quick stats about holiday rentals in Cypress Gardens

Total rentals

90 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

4.9K reviews

Nightly prices starting at

£16 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Polk County
  5. Cypress Gardens