Title: Winter Haven Villas from CA $332 | Expedia.ca

  

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# Search Winter Haven Villa Rentals from CA $332

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## Browse Select Winter Haven Villas

![A heated pool](https://images.trvl-media.com/lodging/58000000/57760000/57756000/57755936/6e109d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/58000000/57760000/57756000/57755936/3a68177c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/58000000/57760000/57756000/57755936/2fbb7daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57760000/57756000/57755936/c1b47882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Luxurious 6 Bedroom 5 Bath Villa Sleeps 12 Pool, Jacuzzi, near Disney

Trafalgar Village

8.8/10

Excellent

(9)

"House was big enough for the whole family nice pool great area "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chrystal S.

CA $157

CA $691 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Orlando-Hotels-Spacious-Luxurious-6-Bedroom-5-Bath-Villa-Sleeps-12-Pool.h57755936.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/20000000/19320000/19318200/19318186/11201f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/20000000/19320000/19318200/19318186/2dc64017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/20000000/19320000/19318200/19318186/589cf295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19320000/19318200/19318186/6666a227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amazing Villa with south facing pool and conservation view

Watersong

9.8/10

Exceptional

(211)

"Its was beautiful house, we all had a great time in the house, amazing experience "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Janeth M.

CA $194

CA $648 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Davenport-Hotels-Amazing-Villa-With-South-Facing-Pool-And-Conservation-View.h19318186.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979181/13441746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979181/c0d450a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979181/3a48ff9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Highchair](https://images.trvl-media.com/lodging/19000000/18980000/18979200/18979181/be886865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Close to Disney - shabby chic style villa with private pool!!

Lake Berkley

9.4/10

Exceptional

(120)

"We loved our stay in this cute home. It was just what my family and I were looking for. Pool was great, beds were comfortable and a/c worked great. The location is the absolute best!!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michelle R.

CA $236

CA $580 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Orlando-Hotels-Close-To-Disney-Shabby-Chic-Style-Villa-With-Private-Pool.h18979181.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/42000000/41920000/41918000/41917939/78a8ed13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/42000000/41920000/41918000/41917939/23d0b5d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/42000000/41920000/41918000/41917939/9d5f303a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/42000000/41920000/41918000/41917939/cf6a2219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MAGIC 5\* LAKE VIEW VILLA HEATED POOL&HOT SPA, near DISNEY, 10 Guests

Lake Berkley

8.4/10

Very good

(29)

"I booked the property for the weekend. The pool and hot tub were amazing! My children 5 and 1 both enjoyed their Winnie yhe Pooh room. My niece and son loved all the costumes in the closet and played dress up. The only downside was that the A/C too cold and we couldn't adjust it but there're worst things. Overall, a nice stay and a great time. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tiffany W.

CA $195

CA $697 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Orlando-Hotels-MAGIC-5-LAKE-VIEW-VILLA-HEATED-POOLHOT-SPA.h41917939.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83010000/83004200/83004139/5052ab59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/84000000/83010000/83004200/83004139/d5dc73ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, printers](https://images.trvl-media.com/lodging/84000000/83010000/83004200/83004139/6221ba9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83010000/83004200/83004139/241acca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fully-Equipped Villa Next to Disney!

Kissimmee

9.4/10

Exceptional

(73)

"It was clean and centrally located to the disney parks "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela S.

CA $161

CA $332 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Orlando-Hotels-Stylish-And-Fully-Equipped-Villa-Next-To-Disney.h83004139.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/545380d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/da341ad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/6c219382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83060000/83058500/83058477/caa75277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5BR Heated Pool & Grill w/ Pool Table & Darts!

Sandy Ridge

10/10

Exceptional

(3)

"Wonderful group to work with. Enjoyed a much needed vacation. Host was very easy to get in contact with and solved any issues in a timely manner! Plan on staying again sometime in the future!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stacy C.

CA $187

CA $595 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Orlando-Hotels-5BR-Tropical-Disco-Game-Room-Heated-Pool-Grill.h83058477.Hotel-Information)

![Outdoor pool, a heated pool, sun loungers](https://images.trvl-media.com/lodging/93000000/92210000/92205000/92204982/302ca1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92210000/92205000/92204982/443c8b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92210000/92205000/92204982/06e4e73d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, table tennis](https://images.trvl-media.com/lodging/93000000/92210000/92205000/92204982/992e32c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Splendid Lake View Villa With Heated Pool/spa Near Disney

Loughman

9.2/10

Wonderful

(39)

"We totally enjoyed everything,the host extremely friendly and helpful. I would go back and would recommend this property to any families or just friends to go and relax."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ibis r.

CA $233

CA $732 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Orlando-Hotels-SPLENDID-5-LAKE-VIEW-VILLA-With-HEATED-POOLSPA-Near-DISNEY.h92204982.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/93000000/92080000/92073800/92073748/89990a79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92080000/92073800/92073748/2233d534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92080000/92073800/92073748/743e532f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92080000/92073800/92073748/80a0f437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous VILLA near Disney, Private Heated South Pool

Sandy Ridge

9.2/10

Wonderful

(9)

"Great place, close to everything, enjoyed the pool, appreciated everything on one floor, the owner checked in on us, which was nice. We would definitely stay here again."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Bruce P.

CA $120

CA $590 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Orlando-Hotels-Gorgeous-VILLA-Near-Disney.h92073748.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811972/ef5aeb33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811972/de40e79b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811972/c5910bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811972/3085bb88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Retreat @ Resort with Private Pool, 6Bdrm

Solterra Resort

9.8/10

Exceptional

(17)

"My family and I had a fantastic time in Florida and the Solterra resort was such a nice community. We could not have found a better home to stay in then yours. Everything was great and it was clean and spacious. Thank you for allowing us to stay in your beautiful home. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Son N.

CA $113

CA $605 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Orlando-Hotels-Family-Retreat-Resort-With-Private-Pool.h114811972.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811974/1f6ba839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811974/55a2a1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811974/a07185b6_edited_864e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114820000/114812000/114811974/b85de3d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Vacation @ Resort with Private Pool, 6Bdrm

Solterra Resort

9.2/10

Wonderful

(17)

"Stay Was Wonderful Quite Friendly Neighbors Spoke And Was A Great Time Had "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dwandell B.

CA $105

CA $595 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Orlando-Hotels-Family-Vacation-Resort-With-Private-Pool.h114811974.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/44267087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/3a6e0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/03b64fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/110000000/109350000/109346400/109346335/71137ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux 6BRVilla w/ Pool&ResortAmenities -10m to Parks

Kissimmee

10/10

Exceptional

(2)

"We had a fantastic stay at Franks place. Its absolutely perfect for familys. A really spacious property with everything you need to make it a comfortable stay. Really clean and tidy with lots of towels. The beach towels ready to be used were a great addition.Perfectly located, extremely close to Disney and the 192 which has lots of restaurants, giftshops and supermarkets. We would all 100% stay here again."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Kris S.

CA $203

CA $715 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Orlando-Hotels-Gated-ResortSpacious-6Bedroom-Villa-Near-Disney.h109346335.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/0f7bc4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/e71c9e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, DVD player, foosball](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/fb1d15ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33590000/33584900/33584838/a9db2dc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*Tinkerbells Castle 2\* Private Pool & Spa Overlooking Lake & Disney Fire Works

kissimmee

9.4/10

Exceptional

(77)

"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Terrianne T.

CA $210

CA $608 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Orlando-Hotels-Tinkerbells-Castle-2-Private-Pool-Spa-Overlooking-Lake-Disney-Fire-Works.h33584838.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/81000000/80860000/80856800/80856730/ec115b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/81000000/80860000/80856800/80856730/96391aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80860000/80856800/80856730/7e097f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80860000/80856800/80856730/8ed0c654.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VRBO 5 Star Luxury Resort Villa close to Disney World and Orlando area

Reunion

10/10

Exceptional

(12)

"We enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Everick

CA $192

CA $657 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Orlando-Hotels-6-Minutes-To-Disney-At-5-Star-Luxury-Resort-Villa-In-Orlando-Area.h80856730.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72990000/72985200/72985195/56dceb98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72990000/72985200/72985195/7f35193c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72990000/72985200/72985195/bb14e7df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/73000000/72990000/72985200/72985195/e52b4e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Disneyworld Orlando - Themed 6BR Villa, Waterpark, Pool, Games – 15 Min to Parks

Kissimmee

9.8/10

Exceptional

(79)

"Are host was absolutely amazing... we didn't meet personally but we text and he was fast to respond. Thank you! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Daniel M.

CA $254

CA $681 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Orlando-Hotels-Luxury-6-Bed6-Bath-Frozen-Star-Wars-Paradise-Encore-Resort.h72985195.Hotel-Information)

![Villa](https://images.trvl-media.com/lodging/114000000/113390000/113385100/113385069/f6c6bf09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/114000000/113390000/113385100/113385069/da61dd88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/114000000/113390000/113385100/113385069/0c806252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa](https://images.trvl-media.com/lodging/114000000/113390000/113385100/113385069/d0c239dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New 4BR Villa Themed Beds Magic

Davenport

10/10

Exceptional

(1)

"The house was immaculate and the owners were very responsive to any needs we had."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kirsten

CA $275

CA $733 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Orlando-Hotels-New-4BR-Villa-Themed-Beds-Magic.h113385069.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/5b450052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/a4a09670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/98a67179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32840000/32831700/32831662/fd7005da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 7 Bedroom Villa - 4 King Suites, 5.5 Bath, Sleeps 16!

Kissimmee

8.8/10

Excellent

(83)

"The property was nice ,our family needed more mixing bowls, utensils. On the last night the hot tub (spa) quite working we let the owner know.Our family had a great time overall and we will be back againg next year."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Penny B.

CA $290

CA $1,237 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Orlando-Hotels-Luxury-Disney-7-Bedroom-Villa.h32831662.Hotel-Information)

![Villa, 6 Bedrooms | Property grounds](https://images.trvl-media.com/lodging/91000000/90320000/90314600/90314561/b6926094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms](https://images.trvl-media.com/lodging/91000000/90320000/90314600/90314561/w1024h764x0y4-41c73224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms | Interior](https://images.trvl-media.com/lodging/91000000/90320000/90314600/90314561/1ad10d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, 6 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/91000000/90320000/90314600/90314561/b2906202.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Perennial Paradise At Solterra Resort 6 Bedroom Condo

Solterra Resort

CA $145

CA $931 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Orlando-Hotels-Perennial-Paradise-At-Solterra-Resort-6-Bedroom-Condo.h90314561.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/83000000/82940000/82939400/82939391/5724b303.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82940000/82939400/82939391/0dc538ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/83000000/82940000/82939400/82939391/01bcafe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82940000/82939400/82939391/8b5131c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Single Level 5 Bedrm/Pool/SPA/3Miles Disney

Kissimmee

10/10

Exceptional

(3)

"This house worked out really well for our disney trip. The layout was great for young kids. The kids really the themed rooms, pool and games!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kari S.

CA $151

CA $779 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Orlando-Hotels-Disney-Themed-5-Bdrm-Pool-Home-3-Miles-To-Disney.h82939391.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350009/2b7e3b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350009/ebffebd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350009/w1596h1067x4y0-9c19f898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350009/w1597h1065x3y0-379ba882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2440 One of a Kind 5bd&4ba Villa

Kissimmee

CA $166

CA $591 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Orlando-Hotels-2440-One-Of-A-Kind-5bd4ba-Villa.h119350009.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/100000000/99510000/99505900/99505876/e3fc0cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99510000/99505900/99505876/dd37c5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Highchair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/100000000/99510000/99505900/99505876/49ba5605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99510000/99505900/99505876/a615b745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pelican by Migration Travel

Davenport

10/10

Exceptional

(5)

"My family stayed at this home in June 2024 and we had a wonderful time, very comfortable home and is stocked with everything you will need, the owners are wonderful people and answer any questions you may have right away, we would love to stay there again on our next trip to Florida"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

mary p.

CA $145

CA $623 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Orlando-Hotels-Pelican-By-Migration-Travel.h99505876.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&regionId=7464&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Winter Haven Hotel Reviews

![Galleria Palms Hotel](//images.trvl-media.com/lodging/1000000/90000/84700/84682/47b4a2b7_y.jpg)

### Galleria Palms Hotel

10/10 Excellent

"The staff are so kind and welcoming. We noted that on our last trip and it was the same this time. It makes a huge impression and the consistency of customer service has us as repeat guests. "

[](https://expedia.ca/Orlando-Hotels-Galleria-Palms-Hotel.h84682.Hotel-Information)

![Comfort Inn & Suites Kissimmee by the Parks](//images.trvl-media.com/lodging/1000000/440000/430500/430452/578ae569_y.jpg)

### Comfort Inn & Suites Kissimmee by the Parks

10/10 Excellent

"VIAJE CON FAMILIA Y ESTA BIEN UBICADO EL HOTEL PERSONAL AMABLE, LIMPIO EL HOTEL Y HABITACION, EL DESAYUNO MUY COMPLETO, MUY SEGURO YA QUE TENIA VARIOS ARTICULOS EN LA HABITACION Y TODO COMPLETO, EL PRECIO VS LO OFRECIDO EXCELENTE MUCHAS GRACIAS"

[](https://expedia.ca/Orlando-Hotels-Comfort-Inn-Maingate.h430452.Hotel-Information)

![Staybridge Suites Winter Haven Auburndale by IHG](//images.trvl-media.com/lodging/95000000/94680000/94674300/94674232/0585f081_y.jpg)

### Staybridge Suites Winter Haven Auburndale by IHG

10/10 Excellent

"I would like to give thanks to the staff for all their help with my elderly parents and meeting our expectations and great service. "

[](https://expedia.ca/Winter-Haven-Hotels-Staybridge-Suites-Winter-Haven-Auburndale.h94674232.Hotel-Information)

![Parkway International Resort](//images.trvl-media.com/lodging/1000000/700000/692700/692651/fd297cb8_y.jpg)

### Parkway International Resort

10/10 Excellent

"Our stay was short, so we didn't get to enjoy the pool area. I loved the garden tub and the spacious rooms. The screened balcony was a great surprise! "

[](https://expedia.ca/Orlando-Hotels-Parkway-International-Resort.h692651.Hotel-Information)

![Vacation Village Orlando, Celebration](//images.trvl-media.com/lodging/2000000/1070000/1069000/1068973/fb6985f5_y.jpg)

### Vacation Village Orlando, Celebration

10/10 Excellent

"Clean room. Loved the pool and hot tub design "

[](https://expedia.ca/Orlando-Hotels-Vacation-Village-At-Parkway.h1068973.Hotel-Information)

![Holiday Inn & Suites Orlando SW - Celebration Area by IHG](//images.trvl-media.com/lodging/1000000/10000/7900/7855/e4318c5d_y.jpg)

### Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent

"Nice clean room"

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Orlando-SW-Celebration-Area.h7855.Hotel-Information)

![The Grove Resort & Water Park Orlando](//images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/c5a7d392_y.jpg)

### The Grove Resort & Water Park Orlando

10/10 Excellent

"Nice property and clean room"

[](https://expedia.ca/Orlando-Hotels-The-Grove-Resort-Water-Park-Orlando.h4691657.Hotel-Information)

![Holiday Inn Resort Kissimmee by the Parks by IHG](//images.trvl-media.com/lodging/1000000/60000/52900/52821/48f5f27b_y.jpg)

### Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"great keep it up "

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Resort-Kissimmee-By-The-Parks-By-IHG.h52821.Hotel-Information)

![Hilton Vacation Club Mystic Dunes Orlando](//images.trvl-media.com/lodging/1000000/900000/891000/890951/0b826e24_y.jpg)

### Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Big and clean rooms. "

[](https://expedia.ca/Orlando-Hotels-Mystic-Dunes-Resort-Golf-Club-By-Diamond-Resorts.h890951.Hotel-Information)

## Find out more about Winter Haven

## Winter Haven Villas information

| Number of reviews | 731 |
| --- | --- |
| Accommodation | 8812 Villas |
| Lowest Price | CA $332 |
| Highest Price | CA $1,237 |

## Frequently asked questions

### How much do villas in Winter Haven cost?

> Villas in Winter Haven cost between CA $332 and CA $1,237 per night. These stays offer the privacy to enjoy your own space at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

### What are the best villas in Winter Haven?

> Winter Haven has multiple villas with a total average guest review rating of 9.4. [Private Pool 3 Bedroom Home By Redawning](https://www.expedia.ca/Lakeland-Winter-Haven-Hotels-Private-Pool-3-Bedroom-Home.h45405583.Hotel-Information) is a popular option with Expedia guests. Visitors staying at this 3.5-star getaway will have access to a swimming pool and a lanai. [Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa](https://www.expedia.ca/Haines-City-Hotels-Ov4051-Southern-Dunes-3-Bed-25-Baths-Villa.h30456760.Hotel-Information) is also a highly recommended stay. This 3.5-star villa comes with a tennis court and a swimming pool, among other conveniences.

### How many villas are there in Winter Haven?

> Pack your bags and pick from 8812 villas in Winter Haven. For a family vacation, a getaway with friends and everything in between, Expedia will help you find the ideal space in a few easy clicks.

### Are there any family-friendly villas in Winter Haven?

> Put your feet up at [Private Pool 3 Bedroom Home By Redawning](https://www.expedia.ca/Lakeland-Winter-Haven-Hotels-Private-Pool-3-Bedroom-Home.h45405583.Hotel-Information), a 3.5-star option just a quick drive from downtown. Conveniences here include WiFi and a pool table. Another family-friendly getaway is [Ov4051 - Southern Dunes - 3 Bed 2. 5 Baths Villa](https://www.expedia.ca/Haines-City-Hotels-Ov4051-Southern-Dunes-3-Bed-25-Baths-Villa.h30456760.Hotel-Information). Laundry facilities and an oven help make this 3.5-star retreat a guest favourite. Once you've checked in and unpacked your bags, there's a host of family-friendly attractions to visit around Winter Haven. [LEGOLAND® Florida](https://www.expedia.ca/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction) and [Indigo's Family Fun Centre](https://www.expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction) are two popular options.

### Why book your villa in Winter Haven with Expedia?

> Expedia makes it a cinch to find your ideal villa in Winter Haven. Vacationing with the family? Use our handy filters to look for stays with amenities like a pool and WiFi. If you have a budget, click on how much you're willing to spend and the star rating of the property. We'll help you find a perfect place in tune with your style and taste.

### How can I find cheap villas in Winter Haven?

> The easiest way to get cheap villas in Winter Haven is with Expedia's user-friendly filter tool. Fine-tune your search results by amenities, star rating and budget to land awesome bargains in just a click or two.

### What is there to do near my villa in Winter Haven?

> Whatever you love doing, Winter Haven has a whole lot to keep you on the move. [Indigo's Family Fun Center](https://www.expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction), [Lake Henry Golf Club](https://www.expedia.ca/Lake-Henry-Golf-Club-Winter-Haven.d6128460.Vacation-Attraction) and [Cypresswood Golf and Country Club](https://www.expedia.ca/Cypresswood-Golf-And-Country-Club-Winter-Haven.d6259146.Vacation-Attraction) are on many visitors' agendas. Don't leave without exploring [LEGOLAND® Florida](https://www.expedia.ca/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction), [Chain of Lakes Park](https://www.expedia.ca/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction) and [Theatre Winter Haven](https://www.expedia.ca/Theatre-Winter-Haven-Winter-Haven.d553248621532652812.Vacation-Attraction) either. With Expedia's Winter Haven hotel deals, you'll be able to discover even more renowned attractions like these with the money you save.

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-   [Palaces in Longboat Key](https://www.expedia.ca/Longboat-Key-Palaces.d8409-aaPalaces.Travel-Guide-Accommodation)
-   [Vacation Homes in Longboat Key](https://www.expedia.ca/Longboat-Key-Private-Vacation-Homes.d8409-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Resorts in Longboat Key](https://www.expedia.ca/Longboat-Key-Resort-Hotels.d8409-aaResortHotels.Travel-Guide-Accommodation)
-   [Townhomes in Longboat Key](https://www.expedia.ca/Longboat-Key-Townhomes.d8409-aaTownhomes.Travel-Guide-Accommodation)
-   [Treehouses in Longboat Key](https://www.expedia.ca/Longboat-Key-Treehouses.d8409-aaTreehouses.Travel-Guide-Accommodation)
-   [Villas in Longboat Key](https://www.expedia.ca/Longboat-Key-Villas.d8409-aaVillas.Travel-Guide-Accommodation)
-   [Aparthotels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Apart-Hotels.d9113-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Bed-And-Breakfast.d9113-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Guest Houses in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Guest-Houses.d9113-aaGuestHouses.Travel-Guide-Accommodation)
-   [Holiday Park Resorts in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Holiday-Parks.d9113-aaHolidayParks.Travel-Guide-Accommodation)
-   [Inns in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Inns.d9113-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Lodges.d9113-aaLodges.Travel-Guide-Accommodation)
-   [Motels in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Motels.d9113-aaMotels.Travel-Guide-Accommodation)
-   [Rv Parks in Pinellas Park](https://www.expedia.ca/Pinellas-Park-RV-Parks.d9113-aaRVParks.Travel-Guide-Accommodation)
-   [Riads in Pinellas Park](https://www.expedia.ca/Pinellas-Park-Riads.d9113-aaRiads.Travel-Guide-Accommodation)
-   [Lodges in Polk City](https://www.expedia.ca/Polk-City-Lodges.d6154853-aaLodges.Travel-Guide-Accommodation)
-   [Riads in Polk City](https://www.expedia.ca/Polk-City-Riads.d6154853-aaRiads.Travel-Guide-Accommodation)
-   [Hotels near Walt Disney World® Resort](https://www.expedia.ca/Walt-Disney-World-Resort-Hotels.0-l6034120-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Winter Haven Station](https://www.expedia.ca/Winter-Haven-Station-Hotels.d6195285.Travel-Guide-Hotels)

-   [Flights to Florida](https://www.expedia.ca/Destinations-In-Florida.d211.Flight-Destinations)
-   [Flights from Waco (ACT) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/act/gif/waco-to-winter-haven)
-   [Flights from Cedar Rapids (CID) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/cid/gif/cedar-rapids-to-winter-haven)
-   [Flights from Daytona Beach (DAB) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/dab/gif/daytona-beach-to-winter-haven)
-   [Flights from Grand Rapids (GRR) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/grr/gif/grand-rapids-to-winter-haven)
-   [Flights from Washington (IAD) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/iad/gif/washington-to-winter-haven)
-   [Flights from McAllen (MFE) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/mfe/gif/mcallen-to-winter-haven)
-   [Flights from Miami (MIA) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/mia/gif/miami-to-winter-haven)
-   [Flights from Montreal (YUL) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/yul/gif/montreal-to-winter-haven)
-   [Flights from Toronto (YYZ) to Winter Haven (GIF)](https://www.expedia.ca/lp/flights/yyz/gif/toronto-to-winter-haven)
-   [Flights from Toronto (YYZ) to Orlando (MCO)](https://www.expedia.ca/lp/flights/yyz/mco/toronto-to-orlando)

-   [Chain of Lakes Park](https://www.expedia.ca/Chain-Of-Lakes-Park-Winter-Haven.d6127913.Vacation-Attraction)
-   [Indigo's Family Fun Center](https://www.expedia.ca/Indigos-Family-Fun-Center-Winter-Haven.d6259153.Vacation-Attraction)
-   [Legoland® Florida](https://www.expedia.ca/LEGOLAND-Florida-Winter-Haven.d6153639.Vacation-Attraction)

-   [Car rentals near LEGOLAND® Florida](https://www.expedia.ca/Car-Rentals-In-LEGOLAND-Florida.d6153639.Car-Rental-Guide)
-   [Rental cars Winter Haven Municipal airport](https://www.expedia.ca/Car-Rentals-In-Winter-Haven-Municipal.d6064276.Car-Rental-Guide)
-   [Hertz Rental Cars in Winter Haven Municipal](https://www.expedia.ca/Hertz-Car-Rentals-In-Winter-Haven-Municipal.d6064276-c40.Car-Rental-Guide-Suppliers)

-   [Things to do in Eagle Lake](https://www.expedia.ca/Things-To-Do-In-Eagle-Lake.d3000431007.Travel-Guide-Activities)

-   [Book Villas in Winter Haven on Expedia.com](https://www.expedia.com/Winter-Haven-Villas.d7464-aaVillas.Travel-Guide-Accommodation)