Vacation Rentals & Villas in Windwood Bay

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575 Houses

Champions Gate| 5★ Resort|South Facing Pool 1640

ChampionsGate house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$133

3 bedroom home private pool near Disney I4 & shops

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Supervisor” It was really nice. We stayed for three nights and we enjoyed it. It was close to the parks, to publix, restaurants, and gas stations. Only one negative was that there were no phone signal.

Responds fast! avg. 44 minutes

Price per night from

$121

Gorgeous Disney Home - Resort Free Access with Lazy River

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Price per night from

$178

Luxury 4 bedroom villa in Davenport, near Disney,

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Great family home close to everything” We were a group of 4 adults and 3 kids. This house was perfect and room to spare for additional people if needed. Very well maintained, equipped home. Location was a plus, close to everything, quiet neighborhood. The owner and management team was very quick to respond. Only had to contact them once the morning after arrival, for nothing more than something minor with WiFi. The private pool was a big hit with our grandkids, once the water was warm enough to get in. Definitely would stay here again. Great week.

Price per night from

$173

3Bd Sleeps10 w/ Pool & Close to Disney *Festival 282

ChampionsGate house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$137

Champions Gate | 5★ Clubhouse | Water Slides 9059

ChampionsGate villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$98

Spacious Disney pool home w/ Spa, near golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“PERFECT FAMILY VILLA!” This villa is HUGE and gorgeous! We were traveling with a large family and with 7 bedrooms and 9 beds plus a crib in the master there is more than enough room for your whole family to enjoy a get away! There are 2 rooms located down stairs so if anyone is disabled they can use these rooms. This home is beautifully decorated and so comfortable for us. We thoroughly enjoyed the screened in private pool -with a bathroom entrance right off the pool area! We felt very safe in the community this villa is in and the area surrounding it. Champions Gate is a gorgeous little community with everything you need within 10 minutes. We were visiting Disney and found this villa a wonderful option to staying in the parks. It took us 15 minutes to get to any park and we always parked and loaded a tram quickly and went right to the door. I don't know why people have always convinced me staying of property would be such a hassle..it was no hassle at all! A lovely bonus to this villa was an ice cream truck driver lives right down the street and hits the neighborhood 2 times a day. The kids LOVED that! The home came with all the comforts needed to make us feel at home. Including pool toys, 2 high chairs, iron/ironing board, hair dryers, big beach towels, bath towels and rags, kitchen towels and all the cooking utensils and appliances needed for cooking meals. We did have a dilemma with an odd shape staircase that our child gate would not fit and a toddler but we just moved a couch to block the entry from the livingroom to the front area and that worked well. The home is tiled so it was easy to keep the floors clean. The beds were comfortable and the pillows were mixtures of full and flat to suit all preferences. The home smelled nice and did not have the mild moldy smell many FL homes can have from the high humidity in the area. The owners were a pleasure to work with, very accommodating, helpful and prompt to answer my silly questions about where items in the house were and how to work locks etc We will for sure stay here the next time we visit orlando area. This villa felt like home and was hard to leave. It truly is so comfortable and I am a hard one to please! If you are reading this and considering this home...seriously do not continue your search. There is so much that can go wrong when renting homes on vacations. But this one does everything right!

Price per night from

$212

Champions Gate | 5 Star Resort | Disney Area 9021

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$97

“Disney vacation” Beautiful vacation home! We loved the spacious living arrangement and proximity to a shopping center. Only about 15-20 minutes to Disney parks. Would certainly recommend this house and stay again!

Responds fast! avg. 30 minutes

Price per night from

$170

5 Suites Luxury Single Home with private pool RE1492

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Price per night from

$1,236

Reserve at Town Center Lake View Disney Villa with free Wi-Fi and Netflix

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 7 minutes

Price per night from

$132

The House the Mouse would stay in

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$183

Luxury Vacation Home Near Disney

Davenport house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Price per night from

$343

8BR Marvelous Home w/ Pool, Spa, Theater, Gameroom

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 22

Responds fast! avg. 1 hour 32 minutes

Price per night from

$266

5 star luxury Florida home - close to Disney

Davenport house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Fantastisk” Det var f?rste gang, min familie og jeg var i usa, s? vi var rigitg sp?ndte p? hvad vi skulle bo i, og hvad vi kom over til. Huset er som beskrevet, Super. Et rigitg l?kket hus, og vi kommer helt sikkert igen, hvis turen g?r forbi orlando.

Price per night from

$201

8BR Charming Villa near Disney, Theater, Pool, Spa

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Responds fast! avg. 1 hour 32 minutes

Price per night from

$287

Upscale 2BR Condo at Terrace Ridge near Disney FL

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very Nice Location, Property, and Experience” The booking process was very easy and straightforward. It was much easier than bookings I have done on other sites. I felt my payment and information was secure. The process of checking in and getting access to the condo was very efficient as well. There was a minor hiccup with the entry code, but the customer service line was able to correct it right away. The house was nice and spacious. It had everything we needed to ensure we had a proper vacation. While there were some initial headaches, the owner and customer support line were always there to ensure we were satisfied. The location was great. it seems that there is a lot of development going on in this location. There were multiple places to eat, and shop. It was not far from all of the main attractions. Because of its proximity to I-4, there was minimal traffic. The pool and facilities were clean and comfortable. I met a lot of nice people there. I would recommend this condo to anyone looking for a peaceful vacation that is close to all the great things in Orlando.

Price per night from

$109

Large Sunny Pool Home Near Disney and Golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“Very Good” Nice quite location. It is close to the theme parks and all the family attractions. My family is well pleased with the spacious home, The children and adults are taking full advantage of the pool throughout the entire day prior to leaving the house and upon our return.

Price per night from

$182

♥EEV♥ Relax in the HOT TUB & Private Pool

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Perfect short stay!” This house felt just like home with a few perks! It was comfortable, spacious and I loved the decorations and feel to the house. The pool was good, but the perfect plus was the jacuzzi! Everything was ready and perfect upon arrival to the property, and we were sad to go when our weekend vacation to Disney World was over. We'd love to rent this property for a longer vacation as it was exactly what we needed. Thank you!

Price per night from

$228

SR_905BR Solterra Preserve

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Price per night from

$180

Disney, Universal, Beaches, Golf, New Rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$218

Beautiful Villa in the community of Solterra

Loughman villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$297

Impressive Villa with Private Pool and Free WI-FI

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Beautiful Home-Definitely Recommend” This home is an amazing home away from home. Has everything available that you would need. Just bring your clothes and your good to go. Plenty of room and very comfortable seating and sleeping. The screened in pool was a wonderful place to spend some time outdoors without worrying about the insects. The owners are very quick to respond with any questions and are very kind! Very close to amenities and restaurants if you decide to eat out, but the home has a fully equipped kitchen to prepare your own meals!! Not a very far drive from the airport or amusement parks—very conveniently located. Close enough but not to close! We highly recommend and will definitely stay here again if the situations permits. We very much enjoyed our stay!!

Responds fast! avg. 1 hour 30 minutes

Price per night from

$144

Reunion Resort - Golf views private pool and summer kitchen

Reunion villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Excellent location and great house” We (two families) selected the house from a wide list and we where very pleased with the property, the location, cleanliness, facilities and service. Its ideal for the usual mix or Orlando resorts and days out plus it was also excellent to use the giant BBQ each night for dinner while the kids messed around in the pool. The beds and bedding where very comfy and also very quiet.

Price per night from

$402

“Great Family Memories” We give this home an A+!! Everything about it from the appearance, to the owner (Liz), to the location, and the management company combine to give you unprecedented good customer service that insures a great experience. Everything is geared towards you! The house is actually even nicer than the pictures depict!! We had 5 adults and one child stay and there was plenty of room for everyone. We loved the layout. Our granddaughter squealed with delight when she saw the Mickey Mouse room. She even asked to go to bed several nights!! We enjoyed going to nearby outlet malls, Disney, Disney Springs, restaurants close by, and even grilling out on the patio while family members swam in the pool. The game tables in the garage provided some lively competition. The greatest compliment you can give a place is to say you would return again. When we come back to this area again, Pilgrim's Paradise will be at the top of our list to stay at again! Liz made everything run smooth and was a delight to work with!! Thanks for sharing your beautiful villa with our family!!

Responds fast! avg. 1 hour 56 minutes

Price per night from

$190

5 Star Luxury Resort Condo

Reunion condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$137

Willow View Villa 5+ Bed, 3xKing Master 2xTwin + Den

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

“Willow View Villa” First, let me say the home is not what you see in the pics. The home has flat screen throughout. The home was convenient to parks, outlets and restaurants. My family and I stay in Davenport a few times a year but this was a last minute trip and based on pics we were really nervous. The home was clean and kids loved the pool. We cooked out and enjoyed the patio. I had 2 problems that was unfortunately fixed the day we were leaving but it was nature not the owner!. The other was the downstairs bedroom smelled like smoke, we sprayed but was in the linen. Again, it was clean but smelled like smoke and being non smokers it was annoying. We spent most of our time on the comfy recliners or at the pool so it was ok. Thank you Martin!

Responds fast! avg. 2 hours 12 minutes

Price per night from

$276

Price per night from

$160

Terrace Ridge condo ideal for Disney and I4

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“AMAZING Condo!” This was by far, hands down, the best place to stay! This condo is set up well, decorated adorably and fully equipped with anything you can imagine you would need. The kitchen is completely stocked with any cookware or gadget you may need. I highly recommend this condo. It was much closer to all of the Disney parks than I expected it to be.

Price per night from

$126

Solterra Resort, 5 Star Clubhouse, Lazy River 4095

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$136

Luxury 4 Bedroom Condo, Terrace Ridge, Davenport.

Davenport apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Beautiful Condo” I recently stayed in this condo. We were a group of 6 (2 kids and 4 adults). This condo was perfect. It is bigger and nicer than it looks in the pictures. It is very well stocked. We had all the dishes we needed, dish soap, laundry detergent, there were even books and movies and toys for the kids. If we get to take another trip to orlando I am definitely gonna try to book this one again.

Price per night from

$115

BT652RB

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$115

Terrace Tower

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$103

Stunning 4 bedroom pool villa sitting on a lake

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$172

Willowdale Retreat

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$121

4 BDRM,GAME ROOM,2 MASTER BDRMS,2 LIV RMS.10MIN TO DISNEY. PRV POOL SUN ALL DAY

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$167

ChampionsGate Best Florida Vacation Home

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$217

The Great Titan

Orlando villa

  • 14 bedrooms
  • 16 bathrooms
  • sleeps 30

Responds fast! avg. 2 hours 21 minutes

Price per night from

$4,008

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