Title: Lakeland - Winter Haven Vacation Rentals from CA $153: 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

Tonight

[Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-05&endDate=2025-11-06&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 6 - Nov 7](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-06&endDate=2025-11-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6048230&startDate=2025-11-14&endDate=2025-11-16&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)

![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)

![Aerial view](https://images.trvl-media.com/lodging/28000000/27550000/27548600/27548551/26d508b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Margaritaville Cottages Orlando by Rentyl

Kissimmee

8.8/10

Excellent

(1686)

"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 $252

CA $567 total

includes taxes & fees

Nov 10 - Nov 11

[](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)

![Lobby](https://images.trvl-media.com/lodging/2000000/1700000/1696000/1695932/93c8e502.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)

### The Berkley, Orlando

Kissimmee

9.6/10

Exceptional

(1968)

"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 $172

CA $209 total

includes taxes & fees

Nov 16 - Nov 17

[](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)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/5000000/4660000/4651300/4651255/8a7bab70.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)

### Encantada Resort Vacation Townhomes by IDILIQ

Kissimmee

8.6/10

Excellent

(1395)

"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 $149

CA $447 total

includes taxes & fees

Nov 6 - Nov 7

[](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)

![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)

![Room, 3 Bedrooms (Lodge)](https://images.trvl-media.com/lodging/1000000/600000/597200/597113/085be557.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)

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

Davenport

9.2/10

Wonderful

(494)

"Was an awesome relaxing type of staycation "

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

Stephen

CA $137

CA $175 total

includes taxes & fees

Nov 6 - Nov 7

[](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)

![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/38000000/37620000/37613200/37613141/15a7f110.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)

![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)

### 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, 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)

![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, 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)

### Formosa Valley Resort by UNE Homes

Kissimmee

9.4/10

Exceptional

(185)

"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 11 - Nov 12

[](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)

![Boating](https://images.trvl-media.com/lodging/2000000/1070000/1069000/1068972/7e68d8eb.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)

"Very nice quiet place... very polite front desk personnel "

![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)

![Outdoor pool, free cabanas, sun loungers](https://images.trvl-media.com/lodging/120000000/119210000/119208900/119208817/b1c65566.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)

![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)

### Landing Townhomes Davenport

Davenport

9.0/10

Wonderful

(6)

"I appreciate everything that was provided. Everthing was great with the exception no access to gym after office hours and closed on Sunday. "

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

ANGEL

[](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 9 - Nov 10

[](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)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/4ded3167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/120000000/119870000/119860500/119860410/w1599h1066x1y1-5cfa44d7.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)

### 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 $80

CA $153 total

includes taxes & fees

Nov 6 - Nov 7

[](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)

![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)

![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)

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

Kissimmee

9.6/10

Exceptional

(48)

"Great location Sun all day and communication with management company was fantastic Will definitely stay again I’ve stayed for over 30 yrs and the best villa yet"

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

mark s.

[](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)

![Living room](https://images.trvl-media.com/lodging/114000000/113250000/113245600/113245577/268ce36b.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)

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

### Doppio Westside

Davenport

9.4/10

Exceptional

(22)

"Amazing place to stay at! "

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

Amer

CA $233

CA $705 total

includes taxes & fees

Nov 9 - Nov 10

[](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/120000000/119360000/119350100/119350018/7e1ca6e0.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/120000000/119360000/119350100/119350018/685ab0a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 411 Wanderlust Heaven 5bed/pool

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)

![Exterior](https://images.trvl-media.com/lodging/2000000/1690000/1688400/1688356/14ed7ad8.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)

### Caribe Cove Resort

Kissimmee

8.8/10

Excellent

(2258)

"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)

![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)

![Deluxe House](https://images.trvl-media.com/lodging/23000000/22250000/22247100/22247019/b086d4e2.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/cebf31a6.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)

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

### 7901 Luxury Retreat 3BR Villa w/ Pool & Game!

Reunion

CA $133

CA $458 total

includes taxes & fees

Nov 6 - Nov 7

[](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)

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

![Waterslide](https://images.trvl-media.com/lodging/3000000/2860000/2858800/2858797/e8d7fd46.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)

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

![Premier Villa, Multiple Bedrooms | Living area](https://images.trvl-media.com/lodging/39000000/38820000/38814300/38814230/39c2ad6b.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 8 - Nov 9

[](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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34280000/34271300/34271273/7e8373fd.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)

![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)

### 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=2025-11-19&endDate=2025-11-20&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

![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

"The room we were in smelled like sour baby milk. The previous guest may have spilled milk but housekeeping did come back to evaluate."

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

"The resort is beautiful. "

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

![Embassy Suites By Hilton Orlando Sunset Walk](//images.trvl-media.com/lodging/91000000/90610000/90603800/90603708/68d1bc67_y.jpg)

### Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent

"Beautiful, clean and peaceful"

[](https://expedia.ca/Orlando-Hotels-Embassy-Suites-By-Hilton-Orlando-Sunset-Walk.h90603708.Hotel-Information)

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

### Meliá Orlando Celebration

10/10 Excellent

"Liam was very get busy baby friendly and "

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

"This resort had everything we could want for a great stay! The kids waterpark was amazing, the staff was all kind, friendly, and joyful. Our room was very big and extremely comfortable. We could even see the fireworks at Disney from our balcony in building 500! Very happy with our whole experience. "

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

![Days Inn & Suites by Wyndham Lakeland](//images.trvl-media.com/lodging/2000000/1640000/1635700/1635682/9412c3cb_y.jpg)

### Days Inn & Suites by Wyndham Lakeland

10/10 Excellent

"The room was extremely clean and the front desk staff were very helpful and friendly."

[](https://expedia.ca/Lakeland-Hotels-Days-Inn-Suites-By-Wyndham-Lakeland.h1635682.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

"clean, staff"

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

![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

"Great place for relaxation and families to stay. "

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

"Everything was absolutely perfect"

[](https://expedia.ca/Orlando-Hotels-Margaritaville-Resort-Orlando-Cottages-By-Rentyl.h27548551.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 $153 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)
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-   [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,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)