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Vacation Rentals & Villas in Seasons Resort

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18,194 Houses

Magnificent 5BR 4BA Villa in Seasons, Kissimmee

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$171

⭐ Cozy and Comfortable Condo at Sun Lake Resort ⭐

Kissimmee condo

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$77

Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 10

“Family Disney Vacation!!” We had a wonderful visit staying here. The house was wonderful and just as the pictures showed. The kids loved the pool and the location was absolutely perfect!! We had some issues with "sugar/ghost" ants when we arrived at the property but called the pest control company and they were quick to get there on Monday morning but they were unable to get in the house as the property management appears to have not had extra keys and I took both from the lock box as we had multiple cars and not sure who would make it back to the house first. We bought traps and they were gone in a day or two. I would absolutely stay here again and recommend to anyone who is planning to come to Orlando/Kissimmee

Responds fast! avg. 3 hours 31 minutes

Price per night from

$101

The Seasons Villa, lake view and 4 master bedrooms

Kissimmee villa

6 bedrooms / 6 bathrooms / sleeps 13

“Beautiful home !!!” Everything was so beautiful in this home it was the perfect choice the bedroom all had their own bathroom with the exception of the kid rooms. Owner was very easy to reach and they give you step by step instructions for the home. I loved it ! This will be our go to for our Disney vacations! Stores and restaurants are near by so easy if you want to shop for food or in general.

Price per night from

$220

Sunny Seasons Vacation Rental with Wireless Internet

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 59 minutes

Price per night from

$159

Huge 7 Bedroom Villa with a Big Pool and Private Y

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

Price per night from

$138

Great rentals within 20 miles that match your search

Amazing views from the pool! Windsor Hills Resort!

Four Corners house

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$208

Luxury Six Bedroom Home - Close to Disneyworld

Four Corners villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$202

VISTA CAY. New!POOLSIDE ESCAPE NEAR ALL PARKS, ATTRACTIONS & INTERNATIONAL DRIVE

Orlando apartment

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 31 minutes

Price per night from

$290

477-ORLANDO-15 Min FROM DISNEY & OMNI RESORT

Four Corners house

8 bedrooms / 6 bathrooms / sleeps 26

Price per night from

$320

ORLANDO-CHAMPIONS GATE-15 Min FROM DISNEY & OMNI RESORT

ChampionsGate house

4 bedrooms / 1 bathroom / sleeps 11

Price per night from

$118

1580-ORLANDO-15 Min FROM DISNEY & OMNI RESORT

ChampionsGate house

8 bedrooms / 6 bathrooms / sleeps 17

Price per night from

$284

730-ORLANDO-CHAMPIONS GATE-15 Min FROM DISNEY & OMNI RESORT

Four Corners house

4 bedrooms / 1 bathroom / sleeps 11

Price per night from

$118

Warmescape

Haines City house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$191

Beautiful Private Villa Close To Disney Parks

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$187

3 Bedroom Condo, Windsor Palms Resort *10 MINUTES from DISNEY* (105)

Four Corners villa

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$119

Luxurious

Orlando apartment

3 bedrooms / 4 bathrooms / sleeps 8

“Absolutly Wonderful!” Best value, best decor, most room for the $ Would have had to pay 3x more for a resort suite of the same size!

Price per night from

$164

Brand New 5BD/4BA & private pool home next to Disney & Universal

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 41 minutes

Price per night from

$187

1570-ORLANDO-CHAMPIONS GATE-15 Min. da DISNEY & OMNI RESORT-

ChampionsGate house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$152

3 MILES FROM DISNEY / SUN LAKE / 2 BED / 2 BATH/

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 59 minutes

Price per night from

$118

At Last You can Rent the Perfect Luxury Villa on Solterra Resort, minutes from

Loughman villa

6 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$255

139 - Luxury 2 Masterbed/bath Unit with Garden View - International Drive

Orlando apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 43 minutes

Price per night from

$223

How to Rent Your Own Private Luxury Holiday Villa on Champions Gate Resort

Loughman villa

8 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$394

Stunning 4 bed villa with south facing pool and spa

Davenport house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$141

Sheraton Vistana Fountains II - Timeshare

Kissimmee hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$159

Stunning 7 bedroom Villa Lake Berkley, Private pool and Jacuzzi

Kissimmee house

7 bedrooms / 4 bathrooms / sleeps 14

Price per night from

$212

Gorgeous 6BR 6Bth Champions Gate Home with Private Pool, Spa and Gameroom

ChampionsGate house

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 1 hour 4 minutes

Price per night from

$274

Unit 25- 3 bedroom Emerald Island 8417

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 10 minutes

Price per night from

$105

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$336

An amazing 4 bedroom house with ots own swimming pool.

ChampionsGate villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$161

Joy Palace - Luxury new home in Champions Gate, South facing,Disney,Golf

Davenport villa

9 bedrooms / 5 bathrooms / sleeps 24

Responds fast! avg. 2 hours 56 minutes

Price per night from

$335

Pat and Ron's Holiday Home, Relaxing Retreat

Kissimmee villa

3 bedrooms / 2 bathrooms / sleeps 6

“Good” I was a little disappointed this time. I have been going there since 2015. In the past when I had minor problems with the home, the response was quick. This time I called on Saturday to ask about no input message on the tv screen, I was told me they would come on Sunday to check it. They come on Sunday and knocked at 10:30 but we were sleep and did not hear them, so I called again and someone came over in about 1 and 30 minutes. I pointed out that the main bathroom in the hall had a problem with the bathroom and needed to get fixed. He looked at it and said he needed a piece for the door and he would fix it on Monday. I told him people were getting locked up inside. Well I left on 12/18/18 and no one ever came to fix the lock on the door. The clean in the kitchen needed some attention with the over. I did not get a chance to show anyone as no one came back to fix the door. The oven has some spilled grease on the bottom and needed to be cleaned before I got there. These are minor issues with me, that I lived with and had a good time, I would come again. The management should realize that certain things the guests are not responsible for even though it may seem small to them, but it is not small for the renter. I do not have then same cable company that is used where I was, so I did not complain about it when it went off and on and in and out half the day, it is not my fault nor was it the fault of Pat and Ron so I did not complain about it.

Price per night from

$115

Gorgeous, newly refurbished throughout 3 bed 2 bath private pool home

Four Corners villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 21 minutes

Price per night from

$165

H9063 Brand New 9B6.5B Poolvilla Minutes to Disney

Four Corners villa

9 bedrooms / 6 bathrooms / sleeps 18

Price per night from

$451

Excellent apartment in Orlando for up to 10 people

Four Corners apartment

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$319

Magical Disney Vacation Rental

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 31 minutes

Price per night from

$130

New listing, Modern home, 10 min to disney with private pool

Four Corners villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$177

3BR 1st Floor Condo Near Disney, Lots of Amenities

Kissimmee condo

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$100

Viewing 38 of 18,194
rentals in Seasons Resort

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Top Destination reviews

The Seasons Villa, lake view and 4 master bedrooms
Excellent

This place was excellent, plenty of space for the whole family to get together and sleep comfortably. … see more
Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10
Perfect home away from home

This is is in an amazing location. All Disney has to offer is within a 20 minute drive as well as Walmart, Aldi’s and many restaurants are right around the corner. This is a small development that is very well lit and has sidewalks for evening strolls. There is a small children’s playground in the development. The villa exceeded our expectations. It was immaculately clean & very comfortable. There is plenty of room for the whole family to enjoy the wall mounted TV in the living room on the 3 couches. The bedrooms are comfortable. The outstanding attraction for this home is the huge south facing pool & spa. We were here for 5 weeks & had the pool heated. The water temperature was so comfortable even When going for a swim before bed. Peter was excellent to rent from. He responded quickly to any questions & was very helpful. His management company was quick to respond to a minor issue and was very friendly. Overall this is the best villa we have rented in the Orlando area over the past 3 years and is an exceptional value for the price. We would highly recommend this villa & will book again. Thanks, Peter for sharing your Florida home with us.see more

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