Vacation rentals in Winter Haven
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Top-rated vacation rentals in Winter Haven
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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!
Sep. 24 – Oct. 1
$221 CAD per night
4.79 out of 5 average rating, 110 reviews
Guest favourite
Guesthouse in Lake Alfred
Adorable Agave Suite w/ private pool and entrance
Relax & unwind in The Agave Suite, located in a peaceful lake town. This will be your “shome” away from home. Upon entry of the the property you will find a private back entrance, covered parking, private screened in pool and mature trees. Your guesthouse comes equipped with 1 cozy queen size bed, pull-out sofa bed, walk-in shower, kitchenette, smart tv, wifi and more. Looking to explore? We are centrally located to your nearest parks & Florida attractions. Close to fishing docks & bike trails.
Jun. 22 – 29
$139 CAD per night
4.96 out of 5 average rating, 113 reviews
Guest favourite
Apartment in Winter Haven
Florida Penthouse in luxurious mansion!
Stay in your own themed Florida apartment . Tropical, palm trees, beaches ,marine life, flamingos throughout this stunning apartment in a multimillion dollar home. After parking on gated driveway walk up to your own private entrance way to paradise. Keyless entrance. One flight up and your viewing gorgeous lake views second to none. Executive kitchen with everything you need to cook a 5 course meal. Outdoor balcony that will leave you amazed. Opulence, security, with Florida Style awaits you!
Apr. 28 – May 5
$167 CAD per night
4.99 out of 5 average rating, 135 reviews
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Quick stats about vacation rentals in Winter Haven
Total rentals | 360 properties |
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Rentals with dedicated workspaces | 210 properties have a dedicated workspace |
Rentals with a pool | 80 properties have a pool |
Pet-friendly rentals | 120 properties allow pets |
Family-friendly rentals | 200 properties are a good fit for families |
Total number of reviews | 13K reviews |
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