Title: Lakeland - Winter Haven Vacation Rentals from CA $187: Short-Term Rentals for 2025 | Expedia.ca

 

[Lakeland - Winter Haven Travel Guide](https://expedia.ca/Lakeland-Winter-Haven.dx6048230)[Hotels in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Hotels.d6048230.Travel-Guide-Hotels)[Flights to Lakeland - Winter Haven](https://expedia.ca/Cheap-Flights-To-Lakeland-Winter-Haven.d6048230.Travel-Guide-Flights)[Things to do in Lakeland - Winter Haven](https://expedia.ca/Things-To-Do-In-Lakeland-Winter-Haven.d6048230.Travel-Guide-Activities)[Lakeland - Winter Haven Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeland-Winter-Haven.d6048230.Car-Rental-Guide)[Lakeland - Winter Haven Vacation Packages](https://expedia.ca/Lakeland-Winter-Haven.d6048230.Destination-Travel-Guides)

![Lakeland - Winter Haven showing a sporting event as well as a large group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63660-Lakeland-Winter-Haven.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Lakeland - Winter Haven Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Lakeland - Winter Haven

![Interior](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/23050871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Elite Cottage, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/09444671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/8bc597c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/f3c73455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Margaritaville Cottages Orlando by Rentyl

Kissimmee

8.8/10

Excellent

(1692)

"Having your private pool-spa was excellent and the rest of the grounds were excellent too, the pool with the hotel was my best pool ever.."

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

Mary

CA $226

CA $538 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c7c5e131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 4 Bedrooms (2 King, 1 Queen, & 2 Trundle Bed) | Balcony view](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/c3a6b674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/cb9347c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Berkley, Orlando

Kissimmee

9.6/10

Exceptional

(1970)

"This property meets ALL my needs and I'll continue to stay here when i visit Orlando. Always friendly staff when i arrive there! Looking forward to my next visit, next year."

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

Julia

CA $171

CA $208 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Orlando-Hotels-The-Berkley.h1695932.Hotel-Information)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/2fcd2016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/e651e5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/623713dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/b0f8f739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Encantada Resort Vacation Townhomes by IDILIQ

Kissimmee

8.6/10

Excellent

(1397)

"2nd time staying here safe to say this is our second home "

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

Melanie

CA $131

CA $426 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Orlando-Hotels-CLC-Encantada-Resort-Vacation-Townhomes.h4651255.Hotel-Information)

![2 outdoor pools, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/027f136a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/c50e45b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 3 Bedrooms (Lodge) | Private kitchen](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/b4b69417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property amenity](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/2909eab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

9.2/10

Wonderful

(495)

"Everything was excellent! "

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

Laura

CA $162

CA $202 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-Orlando-Breeze-Resort.h597113.Hotel-Information)

![Dock](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/6af08a1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/8b42a824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV, DVD player](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/aead982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lake](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/d6c448ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Lake Resort

Kissimmee

9.2/10

Wonderful

(147)

"Very nice property staff are very nice "

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

Dian

[](https://www.expedia.ca/Orlando-Hotels-The-Grand-Lake-Resort.h37613141.Hotel-Information)

![Private pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/9a3d3e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 4 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/f89a4e36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 5 Bedrooms, Private Pool | Living area](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/85d76152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Townhome, 5 Bedrooms, Private Pool](https://images.trvl-media.com/lodging/76000000/75970000/75962100/75962058/74efd052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Formosa Valley Resort by UNE Homes

Kissimmee

9.4/10

Exceptional

(186)

"Overall a clean house, one of the best properties I’ve stayed in. "

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

Cristian

CA $209

CA $685 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Orlando-Hotels-Formosa-Valley-Resort-By-UNE-Homes.h75962058.Hotel-Information)

![Lake view](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/cacc5dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/a57e1571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/68ec9286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/1f6424a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lifetime of Vacations Resort

Kissimmee

9.4/10

Exceptional

(148)

"Quiet place "

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

Iliana

[](https://www.expedia.ca/Orlando-Hotels-Lifetime-Of-Vacations-Resort.h1068972.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/cabb0dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![BBQ/picnic area](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/df2bf72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/c576889a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![50-inch TV with digital channels](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/ef3697cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Landing Townhomes Davenport

Davenport

8.6/10

Excellent

(7)

"Entrega una hora más tarde de lo acordado y al llamar al servicio al cliente una “Dama” si se le puede llamar así muy mal educada y poco cordial "

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

Duamel González

[](https://www.expedia.ca/Orlando-Hotels-Landing-Townhomes-Davenport.h119208817.Hotel-Information)

![2 outdoor pools](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358085/f4f51507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, Balcony | Terrace/patio](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358085/d70dd7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, Balcony | Private kitchen](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358085/8396dbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment, Balcony | Living area](https://images.trvl-media.com/lodging/112000000/111360000/111358100/111358085/w1479h998x0y0-fe77f980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Champions Gate condos by UNE

Champions Gate

9.0/10

Wonderful

(49)

"Very beautiful property."

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

Alfred

CA $157

CA $434 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Orlando-Hotels-Champions-Gate-Condos-By-UNE.h111358085.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1596h1063x4y3-b97aec9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1599h1066x1y1-ab5809ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Twin Room](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1597h1066x3y0-ce1a1905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Design Room](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1597h1062x3y4-9a957826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### VedaHive Luxury Villa

Solterra Resort

5.6/10

(5)

"The entire house was nice but what I didn’t like is that it didn’t say anything about a shared bathroom only says shared kitchen. The only thing private you have is the room. The parking is not reserved as they say, it’s a first come first serve basis and on the weekends when it’s busy your guaranteed to have no choice but to wait til midnight when they start to tow cars that didn’t have permits. We actually had a long trip and came back at 9:30pm but had to sit outside and wait til midnight....

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

Maribel

CA $84

CA $268 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Orlando-Hotels-VedaHive-Luxury-Villa.h119860410.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/59585f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, foosball, stereo](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/2724dcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/4655c996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/42000000/41900000/41898100/41898043/2de67906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool

Kissimmee

9.6/10

Exceptional

(48)

"Very nice property. The kids really enjoyed the themed rooms."

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

Ahmed E.

[](https://www.expedia.ca/Orlando-Hotels-Glam-Villa-Near-The-Parks-W-Gamer-Princess-BRs.h41898043.Hotel-Information)

![4 bedrooms, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/dc616ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/dab9adc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private pool](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/9da06a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/44531f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Doppio Westside

Davenport

9.4/10

Exceptional

(23)

"My family loved our stay highly recommend for family vacation. I would stay here again in the future!"

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

Myia

CA $233

CA $599 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Orlando-Hotels-Doppio-Westside.h113245577.Hotel-Information)

![House (6 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/ee7c7efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/bacf9da1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/7e1ca6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350018/685ab0a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Encore Swanky

Kissimmee

[](https://www.expedia.ca/Orlando-Hotels-411-Wanderlust-Heaven-5bedpool.h119350018.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/d4d1d522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/153c379c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/6dcc5e01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/14ed7ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Caribe Cove Resort

Kissimmee

8.8/10

Excellent

(2259)

"The property was clean and quiet. "

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

THEIRICK

[](https://www.expedia.ca/Orlando-Hotels-Caribe-Cove-Resort.h1688356.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/792c5bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Encore Resort 10 bd Home with Pool(2302) | Living room](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/848640fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe House](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/b086d4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![ACO Encore Resort 6 Bedroom Vacation Home with Pool (1913) | Private kitchen](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/94348808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Encore Resort

Kissimmee

6.4/10

(117)

"I stayed at Encore Resort from"

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

Ben

[](https://www.expedia.ca/Orlando-Hotels-Encore-Resort.h22247019.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350019/w1200h797x0y3-0a9b128e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350019/f5513f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350019/cebf31a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119360000/119350100/119350019/w1200h896x0y3-80a64688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Reunion Swanky

Reunion

[](https://www.expedia.ca/Orlando-Hotels-7901-Luxury-Retreat-3BR-Villa-W-Pool-Game.h119350019.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/1444f16f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Food and drink](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/8ed33251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/c9b6e306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Arcade](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/af02678d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villas At Regal Palms

Highlands Reserve

8.4/10

Very good

(579)

"This was the 2nd time we’ve stayed at Regal Palms and will definitely be back again. "

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

JulieAnn

[](https://www.expedia.ca/Orlando-Hotels-Villas-At-Regal-Palms.h2858797.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/48f41cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House, Multiple Bedrooms | Living area](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/6370c7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Villa, Multiple Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/9031cd18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Villa, Multiple Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/b683aa14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bear's Den Resort Orlando

Reunion

8.0/10

Very good

(22)

"The best stay we’ve ever had!"

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

Lauren

[](https://www.expedia.ca/Orlando-Hotels-The-Bears-Den-At-Reunion.h38814230.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/52b7f872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/ba0b3e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/1c6c8ee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double Room, 1 Queen Bed, Non Smoking, Private Bathroom](https://images.trvl-media.com/lodging/120000000/119230000/119223100/119223033/8f3a9bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jade Manor

Solterra Resort

CA $82

CA $187 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Orlando-Hotels-Jade-Manor.h119223033.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/c77b3c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/b9372bcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/3ab062b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/2a976aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

Kissimmee

9.2/10

Wonderful

(97)

"It was great."

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

Jerutha H.

[](https://www.expedia.ca/Orlando-Hotels-Luxury-20-Bedroom-Reunion-Villas-Disneys-Doorstep.h34271273.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=2025-11-23&endDate=2025-11-24&regionId=6048230&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Lakeland - Winter Haven Hotel Reviews

![Summer Bay Orlando by Exploria Resorts](//images.trvl-media.com/lodging/1000000/110000/104100/104060/9a5b9775_y.jpg)

### Summer Bay Orlando by Exploria Resorts

10/10 Excellent

"we enjoyed all of the pools and the activities for the kids. The worst thing I would say about the place is that none of the TVs are smart TVs, we had hoped to have a couple of movie nights, which did not get to happen because the TVs are so old. The TVs are also one of the reasons why I did not want to invest in a timeshare. "

[](https://expedia.ca/Orlando-Hotels-Summer-Bay-Orlando-By-Exploria-Resorts.h104060.Hotel-Information)

![Margaritaville Resort Orlando with H2O Waterpark](//images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/5f422c24_y.jpg)

### Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"Great stay, only one night stop over before the main holiday but wanted to check out the hotel as planning on staying next year. Staff were great, room was massive and great views, definitely on top of the list for the next Orlando stay "

[](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando.h24054711.Hotel-Information)

![Hilton Vacation Club Aqua Sol Orlando West](//images.trvl-media.com/lodging/1000000/700000/692700/692650/0986573c_y.jpg)

### Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Great trip. "

[](https://expedia.ca/Orlando-Hotels-Liki-Tiki-Village.h692650.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

"Good"

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

![Home2 Suites by Hilton Orlando South Davenport](//images.trvl-media.com/lodging/95000000/94800000/94797500/94797473/efc0c0ed_y.jpg)

### Home2 Suites by Hilton Orlando South Davenport

10/10 Excellent

"Spotless Room- everything brand new! Clean, professional, easy check in, great breakfast, easy quick check out! and the fastest elevators!! "

[](https://expedia.ca/Orlando-Hotels-Home2-Suites-By-Hilton-Davenport-Orlando-I-4.h94797473.Hotel-Information)

![Holiday Inn Club Vacations at Orange Lake Resort by IHG](//images.trvl-media.com/lodging/1000000/10000/6400/6315/ac7826b3_y.jpg)

### Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"very good"

[](https://expedia.ca/Orlando-Hotels-Holiday-Inn-Club-Vacations-At-Orange-Lake-Resort.h6315.Hotel-Information)

![Margaritaville Cottages Orlando with H2O Waterpark by Rentyl](//images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/23050871_y.jpg)

### Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

10/10 Excellent

"Clean room"

[](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.Hotel-Information)

![Meliá Orlando Celebration](//images.trvl-media.com/lodging/2000000/1760000/1759600/1759572/b440f6b4_y.jpg)

### Meliá Orlando Celebration

10/10 Excellent

"Friendly, welcoming staff. Explained the hotel and its amenities and wished us a happy stay. Spacious suite, wish we were staying longer!"

[](https://expedia.ca/Orlando-Hotels-Melia-Orlando-Celebration.h1759572.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

"Beautiful property. Rooms were great. Staff did a wonderful job. Service at the pool was excellent "

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

## Find out more about Lakeland - Winter Haven

**Everything you need to know about** **Lakeland - Winter Haven** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeland - Winter Haven vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeland - Winter Haven vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Lakeland - Winter Haven vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Lakeland - Winter Haven. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeland - Winter Haven vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeland - Winter Haven vacation rentals we have selected for you start as low as CA $187 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Lakeland - Winter Haven rentals**

At Expedia, we put the best Lakeland - Winter Haven vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lakeland - Winter Haven rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeland - Winter Haven vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeland - Winter Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

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-   [Vacation Homes in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Private-Vacation-Homes.d6048230-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Villas in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Villas.d6048230-aaVillas.Travel-Guide-Accommodation)
-   [Apartments in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Apartments.d6048230-aaApartments.Travel-Guide-Accommodation)
-   [Condo Rentals in Lakeland - Winter Haven](https://expedia.ca/Lakeland-Winter-Haven-Condos.d6048230-aaCondos.Travel-Guide-Accommodation)
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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFEklEQVR4Xu3cMZYaOxBAUXEmIPQSeiksTSyNpfQSHE7AQZ4qlVRqIWxXYAfMe8lAIel2JjNn/k/lP5Tmwb8IJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKEG5J6mtjr6UR42GFadSrkNq3L5aWt62U8GAQEBqYHUsp8MAqJrPdmu6fZLG/uJ8+jU3rdRD2QxAtGWJy5GINryxMUIRFueuBiBaMsTFyMQbXniYvT3iG5P6VwRX3uTqS28Jr/jS9nlhyE6Om6UQEBA5AcISAIBsX6PFDnxh/y41VFKHxVpgUggdQgCooG0QCSQOowh9/ru1BbX8tfL9ktv6UM+AwEBscW1XEBAEgjI3yKerLXaifLaHkXdz+FEG1kgIAUEZP4ApAYCUmbk2Lj9ls7VfT2ayn4yyGI0lf1kkMVoKvvJIIvRVPaTQRajqewngyxGU9lPBlmMprKfPCCL/ES90G0k6Whc9btAQBaBTIGALAKZenvkUw7a5NW1nmgXupaLfuu+1FXH33CP134PBGQMBAREVlkgIOV4Yim7bF/+fddxpI3/CbJuHAIZRyAgICBDIOPoeyL3viHV7ZtMr3WgF7pst/xRNHEfsqr0RxkCAQGpq0A2mV7rAEQDAVHE1tqJHx3RjqNL3bbXd75RAknz6FK37fUdCEgC0UBAEsjLtTqSxV/X/r3/hrv39Ch6lqyyQEBAQEA0O0tWWSAg+oH+lbQiw2j6Pi01pJS9PoptLIdHsUBAQEBALvIKBMQaEM1O1HStXPvaZx3aic2VVU8bbVUPBEQDAQHpq3ogIPd6L/vt3XvY7V3K3k5piLR4lPTqjgcBkfwDkB4ICMj3RoptT2mrI729bftxdEyfzjYeAwEBaYGATJ+AgDiiJ5ayy65xZAmSjtf+ctQDeTpxMeqBPJ24GPVAnk5cjHogTycuRj2QpxMXox7I04mLUW9APLvjxxPt9h67NNd+6T2OEggIiAZigYCAvEL8jlfk2K3t9RPVLWWvr/XvsseybwbRQDSQQ9k3g2ggGsih7JvfErEeclV/ldLW3DaSExUZR72GyGt/YAkExAIBAQHREciA3Ouak13ofaS390UX13K94+379CafXNsdf/bzPJAEUo8AAQGZA0kgdftJXtv2caTZHa/IfOL4KPYvAQsEBKQFAgJSA+nZidN2u70v4toq63LYaI1P1wMBAQEBAQF5jczZVa2ILPbtD1sxb/SnGwIBAQFpgUyBgCyy7Sf5pfdxu7p+7ec67at8JIGALAIBAZFAQOxEb5Np/4rtq+yLuI5sqYz0USz7x4EFkkDaitYmU5AxkATSVrQ2mYKMvSuS/V0RxE889up/Y3lr70HGQEBqtvHW3oOMgYDUbOOtvf8uiJ14rkgZ7vhP+T69y3YZaYroo/TOMt/lVW7ngoCAgNS1IAUExPojIiky5qsG92GOudmXg4CAgICASCCtPyKyXfuUO15XSe3X2X23piMr+xgEBGRIR1b2MQgIyJCOrOzj90U8Q0p1L4LIyJA2ssXXpK4+St/YAwEBkUBAQEBaR+TYJlO549tX7GFU5EI/y49dluaif9+lyfsPe20TfwkiS0FAQEBaIOXbI/8ukFAgoUBCgYQCCQUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYR6H+QXCirXhWwUSAcAAAAASUVORK5CYII=)