5 Best Winter Haven Apartments on Holiday Lettings - Vacation rentals

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Winter Haven

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7 Vacation rentals

36

Vacation villa rental

Central Florida / Winter Haven

5 10 90 nights min

  • 5 bedrooms
  • Sleeps 10
  • 90 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
A truly elegant house with sweeping marble staircase situated on possibly the cleanest prettiest spring feed lake on the famous 6,000 acre 16 interconnecting chain of lakes in Winter haven " LAKE WINTERSET " Fish from your dock for Bass, Bream, Sunfish, or gaze on …see more

from $635 / night

$4445 / week

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from $635 / night

(4) Excellent 

24

Vacation home in Winter Haven

Central Florida / Winter Haven

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Nice and Cozy house next to Legoland. Enjoy this magnificent vacation home that has 3 bedrooms it will comfortably accommodate 6 guests. It has a nice back yard and the house is completely furnished and has everything you need to enjoy your vacations with us. Please …see more

from $65 / night

$455 / week

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from $65 / night

(1) Excellent 

20

Vacation home in Winter Haven

Central Florida / Winter Haven

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our home has a beautiful enclosed salt water pool and is accessible by boat on the chain of lakes. 15 min to Legoland 45 min to Disney or Bush Gardens. One hour to the airports. Three Bedrooms with 2 King master suites (one with walk in shower and Jacuzzi and one with w …see more

from $225 / night

$1575 / week

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from $225 / night

22

Vacation apartment in Winter Haven

Central Florida / Winter Haven

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Air conditioning
Lakefront 2 bedroom 2 bath condo recently remodeled. Beautiful sunsets almost every evening. Lakeview’s, lots of green space, heated pool, hot tub, tennis & volleyball, you bring the ball. Located in Winter Haven Florida just down the road from the newest theme park in …see more

from $108 / night

$750 / week

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Responds fast!
avg. 2 hours 36 minutes

from $108 / night

(1) Very Good 

18

Winter Haven Vacation home rental

Central Florida / Winter Haven

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 129 mi
  • Swimming pool
  • Child friendly
3 Bedroom, 3 Bath, swimming pool, outdoor kitchen, 2-car garage. Cypress Gardens (LegoLand open 2011) 1 mile, Orlando (Disney) 35 miles, Universal 45 miles, Busch Gardens 45 miles. Excellent waterskiing, and fishing! …see more

from $128 / night

$900 - $2692 / week

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from $128 / night

12

Vacation home in Winter Haven

Central Florida / Winter Haven

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
Welcome to the Daffodil Cottage! A brand new quaint & charming Tiny Home on beautiful Lake Mariana, located near Legoland, Disney World & Bok Tower Gardens! Come try Tiny Life enjoying included kayaks & canoe, fish, or relax around the fire pit! This is a 160 sq ft tin …see more

from $65 / night

$400 / week

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Responds fast!
avg. 3 hours 48 minutes

from $65 / night

14

Vacation villa in Winter Haven

Central Florida / Winter Haven

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 126 mi
  • Swimming pool
  • Child friendly
This beautiful 2615 sq.ft. 3 bedrooms, 2 bathrooms, saltwater pool home, built in 2010, sits in a gated community in the south of Winter Haven, Florida, and features everything you need for a relaxing vacation. The home provides a large fully screened heated saltwater …see more

from $165 / night

$1150 / week

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from $165 / night

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