Vacation Rentals & Apartment Rentals in Winter Haven

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487 apartment rentals

Mints to Legoland

Winter Haven house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Garden

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Price per night from

$167

Peaceful Lakeside Retreat

Winter Haven house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Garden

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Price per night from

$178

Great rentals within 20 miles that match your search

Disney Area Villa in gated Aviana Resort

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Mrs” This rental was clean and neat. It had great amenities and my kids love the pool and spa. The play room in the garage made it perfect for my kids when they ran out of energy from the pool. The staff was friendly and helpful. I would defiantly recommend this unit to anyone.

Responds fast! avg. 3 hours 28 minutes

Match: Garden

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Price per night from

$172

Spacious, game room, theater loft, golf view, private pool & BBQ

Reunion house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$516

Orlando villa with a conservation view Sandy Ridge

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 41 minutes

Match: Garden

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Price per night from

$158

28 Room DisneyMansionEstate by AmericanVacationLiving

Davenport house

  • 20 bedrooms
  • 11 bathrooms
  • sleeps 50

Match: Garden

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Price per night from

$2,259

Match: Garden

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Price per night from

$339

The Villa on the Lakes

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$201

Disney pool home, Great view, Gated resort

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“Iraq Home Coming” Excellent vacation home for a visiting family. It was the easiest check in process I have ever done since I’ve been traveling. Just to come back from a war zone and visit family and friends along with eating at different restaurants and amusement parks was very enjoyable. I would recommend renting a vacation home before renting a hotel room any day if it’s as pleasant as this trip has been for me. I want to personally thank the home owner and the company for such an easy process of communication and updates.

Responds fast! avg. 2 hours 48 minutes

Match: Garden

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Price per night from

$190

DisneyByTheLake

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden

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Price per night from

$123

Newly Renovated and Furnished Private South Facing Villa near Disney

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 57 minutes

Match: Garden

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Price per night from

$137

Stunning 4 bedroom pool villa sitting on a lake

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden

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Price per night from

$172

Denmark Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden

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Price per night from

$127

Large Disney Pool Home w/ game room, near golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

Responds fast! avg. 2 hours 48 minutes

Match: Garden

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Price per night from

$190

Southern Dunes Golf Vacation Villa

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Visitor” Loved it. Great neighborhood. Clean house. Easy to get a hold of people if you had questions or needed help. Walmart right around corner. Had everything you need to cook with. Great place. Defiantly will come back and recommend to anyone.

Match: Garden

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Price per night from

$117

Large Sunny Pool Home Near Disney and Golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

Match: Garden

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Price per night from

$182

Exceptional Villa Large Private South Facing Pool

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Garden

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Price per night from

$227

Jasmine Villa. Beautifully positioned overlooking lake and preserve

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden

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Price per night from

$196

Lovely 5 Bedroom Home Close To Disney

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Garden

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Price per night from

$259

Florida villa

ChampionsGate villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 30 minutes

Match: Garden

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Price per night from

$187

6 bedroom, Private Villa, Kissimmee, Private Pool

Davenport house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

“Perfect house” The house was great. The location was convenient to relatives,Disney and shopping. Would stay again.

Match: Garden

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Price per night from

$147

Self catering holiday villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$179

My-Villa-in-Florida

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Garden

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Price per night from

$172

Hampton Lakes 6 bedroom 4 bathroom Villa with private swimming pool..

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 37 minutes

Match: Garden

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Price per night from

$190

Match: Garden

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Price per night from

$237

Golfview Florida Villa, Southern Dunes

Haines City villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 26 minutes

Match: Garden

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Price per night from

$144

Sunny Disney pool home in gated resort near golf

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Garden

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Price per night from

$213

14 Room DisneyEstate by AmericanVacationLiving

Davenport house

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 24

Match: Garden

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Price per night from

$883

Villa by Disney

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“idilic location/ perfect for visiting theme parks” Service from owners fist class. House was exactly as described. Ideal location for theme parks and shopping and eating. Could not get grandkids out the pool they absolutely loved it. 2nd time we have stayed there and will have no hesitation booking again should we go back to Florida.

Responds fast! avg. 1 hour 18 minutes

Match: Garden

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Price per night from

$144

Pineview

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden

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Price per night from

$174

Valencia

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden

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Price per night from

$184

Bridgewater Crossing Villa near Disney

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Garden

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Price per night from

$138

4 Bedroom 3 bath Luxury Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Amazing” Our stay at this property was perfect. Loved the pool and games room. The house was the perfect size for our group.

Match: Garden

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Price per night from

$174

ENCHANTING DISNEY VACATION RENTAL HOME

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“A house that I could see living in permanently.” I can't think of anything negative to say, OK if I lived there I'd put a couple palm trees and a bar by the pool... I really liked the look of the tile floor in the living room and I really appreciated the fact that there is a DVR connected to the main TV. It is an awesome house.

Match: Garden

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Price per night from

$192

Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Match: Garden

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Price per night from

$207

AWARD WINNER, 5 STAR VILLA. Space, Luxury, Unique private sunny corner

Reunion villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Fabulous Location” From my initial contact with David I found that he responded promptly with any queries that I had and provided me with information on the Reunion Resort and the Kissimmee area. Arriving late on the Saturday evening, welcoming lights had been left on within the villa revealing a superbly decorated and immaculately clean home. The villa was suited to our family needs with 4 ensuite bedrooms. The provision of free wifi was a bonus for the younger family members. During our stay the well equipped kitchen with high quality utensils, including a kettle, was used to cook numerous meals. Our family did make use of items provided for guests such as sat-nav, beach towels and Tommy Bahama beach chairs which proved useful when we visited Clear Water beach. Craig from the Jeeves management team welcomed us on our first day and provided us with information on the Reunion Resort pointing out the community pools etc. The gym appealed to the enthusiastic among us. The Reunion Resort was easy to find with the instructions provided by David, unlike the 192, we experienced no traffic delays from the Disney Parks using the i 4. Publix supermarkets are located nearby. I can now understand why 7720 Link Side Loop, Patriots Landing is named 5* Villa Orlando. It certainly deserves the awards it has received. In my opinion there is a highly professional combination with David the owner and Jeeves the management team offering a high quality service and accommodation to renters. I recommend this villa and the Reunion Resort to any family contemplating a vacation in Orlando. I hope that when I return to Florida that this accommodation will be available on our chosen dates as I doubt if we will be able to find better. David thank you for all your help and playing your part in making our vacation to Florida successful and enjoyable.

Match: Garden

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Price per night from

$378

Disney Pool Home, Great view, Gated resort

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Garden

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Price per night from

$218

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Decent place but lacking in some areas” For one week in July 2014, my family from Alabama to Alaska (with us from Canada) all stayed at 928 Solona Circle. Overall we were happy with the house rental but do not stay here if you need assistance with anything. It took my 4 phone calls over 3 days to just find out what the Wi-Fi password had been changed to (the one that we were emailed was incorrect). It may not be the safest neighbourhood as there were police men in the gated area twice during our stay. And the house was filled with broken outlet covers and had very dirty couches, which needed steam cleaning. It was a spacious home and we loved the walk-in closets as well as the ease in which to find it and the easy drive to Disneyworld. But if you want to stray there, you need to supply everything- even your own toilet paper and Kleenex. The jets ion eth hot tub did not work and the game room had a broken foosball table. Overall we were mainly happy with our stay but were disappointed with a few things.

Match: Garden

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Price per night from

$190

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