Title: Highland City Vacation Home Rentals from CA $145: Search Top Private Vacation Homes for Rent | Expedia.ca

[Highland City Travel Guide](https://expedia.ca/Highland-City.dx553248635975864405)[Hotels in Highland City](https://expedia.ca/Highland-City-Hotels.d553248635975864405.Travel-Guide-Hotels)[Vacation Rentals in Highland City](https://expedia.ca/Highland-City-Vacation-Rentals.d553248635975864405.Travel-Guide-VacationRentals)[Highland City Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-City.d553248635975864405.Car-Rental-Guide)[Highland City Vacation Packages](https://expedia.ca/Highland-City.d553248635975864405.Destination-Travel-Guides)

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# Highland City Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975864405&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975864405&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975864405&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975864405&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highland City vacation homes

![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/ebb18c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/ad804664.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games, books](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/4d2e3d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91230000/91221300/91221257/5af1b204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Pool-Home-Near-Legoland.h91221257.Hotel-Information)

9.8/10

Exceptional

(39)

"We had a great stay!"

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

Harper B.

CA $160

CA $437 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Winter-Haven-Hotels-Pool-Home-Near-Legoland.h91221257.Hotel-Information)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/90000000/89670000/89670000/89669957/41df8f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89670000/89670000/89669957/130fa487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/90000000/89670000/89670000/89669957/fac53170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89670000/89670000/89669957/63016d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Plant City

[](https://www.expedia.ca/Plant-City-Hotels-Kick-Back-And-Relax-In-This-Calm.h89669957.Hotel-Information)

10/10

Exceptional

(4)

"Great location and was exactly what we needed for a weekend getaway in Tampa. "

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

Oscar C.

CA $104

CA $420 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Plant-City-Hotels-Kick-Back-And-Relax-In-This-Calm.h89669957.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97110000/97109400/97109338/2b392310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97110000/97109400/97109338/873bc81e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/98000000/97110000/97109400/97109338/386a6a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/98000000/97110000/97109400/97109338/923868e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cleveland Heights

[](https://www.expedia.ca/Lakeland-Hotels-Hidden-Emerald-Apartment-With-Kitchen-And-Laundry.h97109338.Hotel-Information)

10/10

Exceptional

(10)

"Very clean and comfortable. Would definitely stay there again!!"

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

Margaret S.

CA $77

CA $206 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Lakeland-Hotels-Hidden-Emerald-Apartment-With-Kitchen-And-Laundry.h97109338.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/e2756784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/0ba8f3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/361a40f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122920000/122916100/122916008/751fd822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-1-Bedroom-Home-In-Winter-Haven-Perfect-For-Your-Getaway.h122916008.Hotel-Information)

10/10

Exceptional

(1)

"Yes the dogs liked it and they enjoyed walking in the neighborhood."

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

John W.

CA $121

CA $225 total

includes taxes & fees

Dec 19 - Dec 20

[](https://www.expedia.ca/Winter-Haven-Hotels-Cozy-1-Bedroom-Home-In-Winter-Haven-Perfect-For-Your-Getaway.h122916008.Hotel-Information)

![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/b66928f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/0b0e24b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/513516b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/110000000/109410000/109405200/109405182/e99c1d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Live-Oak-Oasis-Getaway-Close-To-Legoland-Sleeps-8-Guests.h109405182.Hotel-Information)

10/10

Exceptional

(1)

"This house was perfect for our 1 night stay. We had ecerything we needed. Thank you!"

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

Stephen and Jenni H.

CA $123

CA $398 total

includes taxes & fees

Dec 30 - Dec 31

[](https://www.expedia.ca/Winter-Haven-Hotels-Live-Oak-Oasis-Getaway-Close-To-Legoland-Sleeps-8-Guests.h109405182.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107910000/107906100/107906074/3a484a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107906100/107906074/d8c996c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107906100/107906074/afdcac51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107910000/107906100/107906074/53ed904c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Alfred

[](https://www.expedia.ca/Cozy-House-In-Peaceful-Lake-Alfred-With-AC.h107906074.Hotel-Information)

8.2/10

Very good

(17)

"Very nice & peaceful "

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

Kilean S.

CA $99

CA $239 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Cozy-House-In-Peaceful-Lake-Alfred-With-AC.h107906074.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112440000/112437900/112437852/b5c25157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112440000/112437900/112437852/cf9d9e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112440000/112437900/112437852/c449842a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112440000/112437900/112437852/ef314323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Wales

[](https://www.expedia.ca/Lake-Wales-Hotels-Charming-2-Bedroom-House-In-Downtown-Lake-Wales.h112437852.Hotel-Information)

9.8/10

Exceptional

(9)

"Our stay was enjoyable and close to everything. "

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

LaShunda M.

CA $158

CA $205 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Lake-Wales-Hotels-Charming-2-Bedroom-House-In-Downtown-Lake-Wales.h112437852.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/8f2f3c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/cdc79dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/53526b1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/65000000/64410000/64407800/64407773/9ffa9c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lake Hollingsworth

[](https://www.expedia.ca/Lakeland-Hotels-Great-Quiet-And-Comfortable.h64407773.Hotel-Information)

9.8/10

Exceptional

(169)

"The property is awesome, great location and very quiet. Will stay there again. "

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

Fred

CA $105

CA $145 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Lakeland-Hotels-Great-Quiet-And-Comfortable.h64407773.Hotel-Information)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/eeab406a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/3a6c2050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/21d4d7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100610000/100604600/100604549/fd9c8147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information)

10/10

Exceptional

(3)

"Great welcoming and answered every question I had. Highly recommend this lovely cottage. "

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

Kristofer G.

CA $132

CA $323 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Winter-Haven-Hotels-Chain-Of-Lakes-Cottage.h100604549.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/97000000/96090000/96086200/96086131/7c489aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96086200/96086131/c145e243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96090000/96086200/96086131/024ecddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96090000/96086200/96086131/bfe7e898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in South Lake Morton

[](https://www.expedia.ca/Lakeland-Hotels-Boho-Chateau-In-Downtown-LKLD-Close-To-Florida-Southern.h96086131.Hotel-Information)

10/10

Exceptional

(8)

"This is a great property. Central to dining, shopping and schools."

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

Cheryl L.

CA $153

CA $431 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Lakeland-Hotels-Boho-Chateau-In-Downtown-LKLD-Close-To-Florida-Southern.h96086131.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/73000000/72290000/72288800/72288736/9d413c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/73000000/72290000/72288800/72288736/3a730428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72290000/72288800/72288736/8f600f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72288800/72288736/13749b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lakeland

[](https://www.expedia.ca/Lakeland-Hotels-MODERN-TWO-BEDROOM-HOME.h72288736.Hotel-Information)

10/10

Exceptional

(11)

"This place was perfect! We stayed for my son’s Weigjtlifting tournament and the area didn’t disappoint. The host was amazing and very accommodating! "

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

Kris

CA $138

CA $336 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Lakeland-Hotels-MODERN-TWO-BEDROOM-HOME.h72288736.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/73000000/72290000/72288600/72288502/b31d450c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/73000000/72290000/72288600/72288502/f844c6c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72290000/72288600/72288502/08b3d17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72290000/72288600/72288502/609746e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lakeland

[](https://www.expedia.ca/Lakeland-Hotels-Lovely-One-Bedroom-Home.h72288502.Hotel-Information)

9.6/10

Exceptional

(14)

"Nice little cozy getaway. Just right for one or two people. Stayed there four nights while working in the area."

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

Darrell H.

CA $94

CA $270 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Lakeland-Hotels-Lovely-One-Bedroom-Home.h72288502.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91710000/91709400/91709365/1d745cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91710000/91709400/91709365/af5d823a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91710000/91709400/91709365/579c49ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91710000/91709400/91709365/739c5736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Polk City

[](https://www.expedia.ca/Polk-City-Hotels-Midway-Between-Disney-And-The-Gulf-Beaches.h91709365.Hotel-Information)

10/10

Exceptional

(63)

"Nice place to stay on our trip"

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

John M.

CA $136

CA $257 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Polk-City-Hotels-Midway-Between-Disney-And-The-Gulf-Beaches.h91709365.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/cccedb1c.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/74000000/73240000/73230300/73230248/af924fb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/7179b1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/74000000/73240000/73230300/73230248/5a1482ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-Disney.h73230248.Hotel-Information)

9.0/10

Wonderful

(2)

"I'm town for family graduation party. Perfect place to stay"

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

John S.

CA $275

CA $592 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Winter-Haven-Hotels-Disney.h73230248.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/a62d22f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/c2fbf719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/23efd9f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/110000000/109310000/109302000/109301953/f46a3f6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.Hotel-Information)

9.6/10

Exceptional

(9)

"Had a great time. Great location. Looking forward to my next visit. Great hosts as well. "

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

James K.

CA $165

CA $410 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Winter-Haven-Hotels-The-Old-Haven-An-Enduring-Piece-Of-Nostalgia.h109301953.Hotel-Information)

![Smart TV, foosball](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/9ca0bf77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/86323ef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, foosball](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/68bc0ab3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36870000/36863800/36863729/3f2914a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-32GorgeousNEWLakeHome2AceLoc4miLEGOLAND1724.h36863729.Hotel-Information)

9.4/10

Exceptional

(65)

"The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe."

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

Dwight

CA $172

CA $391 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Winter-Haven-Hotels-32GorgeousNEWLakeHome2AceLoc4miLEGOLAND1724.h36863729.Hotel-Information)

![Paper towels](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/4ce05735.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/2a155272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/98c256c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/91000000/90770000/90766500/90766484/6eac51d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Winter Haven

[](https://www.expedia.ca/Winter-Haven-Hotels-PrivateSpacious-1BR-Central-Near-LegoLand-2-Miles.h90766484.Hotel-Information)

9.6/10

Exceptional

(7)

"Location was great. Internet was great. Bed was good. Cleaned and comfortable.."

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

Maria

CA $112

CA $237 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Winter-Haven-Hotels-PrivateSpacious-1BR-Central-Near-LegoLand-2-Miles.h90766484.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107140000/107131100/107131076/80799f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107140000/107131100/107131076/2a1449d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107140000/107131100/107131076/9ff35f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/108000000/107140000/107131100/107131076/d9c0f8ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eagle Lake

[](https://www.expedia.ca/Eagle-Lake-Hotels-Charming-2-Bedroom-House-With-Huge-Yard-And-Firepit-In-Eagle-Lake.h107131076.Hotel-Information)

9.4/10

Exceptional

(12)

"Great for a relaxing weekend"

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

Melissa g.

CA $158

CA $270 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Eagle-Lake-Hotels-Charming-2-Bedroom-House-With-Huge-Yard-And-Firepit-In-Eagle-Lake.h107131076.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=2025-12-27&endDate=2025-12-28&regionId=553248635975864405&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

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Aparthotels

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Highland+City%2C+Florida%2C+United+States+of+America&regionId=553248635975864405&latLong=27.965298%2C-81.877852&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APARTMENT)

Cabins

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Villas

[](https://www.expedia.ca/Hotel-Search?destination=Highland+City%2C+Florida%2C+United+States+of+America&regionId=553248635975864405&latLong=27.965298%2C-81.877852&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VILLA)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Highland+City%2C+Florida%2C+United+States+of+America&regionId=553248635975864405&latLong=27.965298%2C-81.877852&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Highland+City%2C+Florida%2C+United+States+of+America&regionId=553248635975864405&latLong=27.965298%2C-81.877852&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CONDO)

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## Top Highland City Hotel Reviews

![Motel 6 Lakeland, FL](https://images.trvl-media.com/lodging/1000000/990000/988800/988786/361b1343_y.jpg)

### Motel 6 Lakeland, FL

10/10 Excellent

"Good people nice place"

[](https://expedia.ca/Lakeland-Hotels-Motel-6-Lakeland.h988786.Hotel-Information)

![Holiday Inn Winter Haven by IHG](https://images.trvl-media.com/lodging/1000000/10000/7900/7835/1b5518c0_y.jpg)

### Holiday Inn Winter Haven by IHG

10/10 Excellent

"Staff very nice and efficient. "

[](https://expedia.ca/Winter-Haven-Hotels-Holiday-Inn-Winter-Haven.h7835.Hotel-Information)

![Home2 Suites By Hilton Lakeland North I-4](https://images.trvl-media.com/lodging/113000000/112740000/112737600/112737553/c9426dd5_y.jpg)

### Home2 Suites By Hilton Lakeland North I-4

10/10 Excellent

"Room was clean, staff were very friendly and helpful. Love that they offer guest laundry"

[](https://expedia.ca/Lakeland-Hotels-Home2-Suites-By-Hilton-Lakeland-North-I-4.h112737553.Hotel-Information)

![Home2 Suites By Hilton Winter Haven](https://images.trvl-media.com/lodging/107000000/106210000/106204500/106204409/533a79f7_y.jpg)

### Home2 Suites By Hilton Winter Haven

10/10 Excellent

"Great property. Great Staff! We had a very relaxing stay! "

[](https://expedia.ca/Winter-Haven-Hotels-Home2-Suites-By-Hilton-Winter-Haven.h106204409.Hotel-Information)

![Best Western Plus Winter Haven Inn & Suites ](https://images.trvl-media.com/lodging/92000000/91030000/91030000/91029909/b48185c3_y.jpg)

### Best Western Plus Winter Haven Inn & Suites 

10/10 Excellent

"Nice staff. "

[](https://expedia.ca/Winter-Haven-Hotels-Best-Western-Plus-Winter-Haven-Inn-Suites.h91029909.Hotel-Information)

![Howard Johnson by Wyndham Lakeland](https://images.trvl-media.com/lodging/1000000/10000/9600/9597/6ad2183e_y.jpg)

### Howard Johnson by Wyndham Lakeland

10/10 Excellent

"Wish they had warm breakfast like eggs. They do have the facility"

[](https://expedia.ca/Lakeland-Hotels-Howard-Johnson-By-Wyndham-Lakeland.h9597.Hotel-Information)

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

### Staybridge Suites Winter Haven Auburndale by IHG

10/10 Excellent

"The staff was great! The room was clean, large, and comfortable. "

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

![Best Western Plus Lakeland](https://images.trvl-media.com/lodging/70000000/69370000/69360400/69360400/b4c0d922_y.jpg)

### Best Western Plus Lakeland

10/10 Excellent

"Everything was absolutely spotless! I would absolutely recommend this best western to anyone. I stay in a lot of hotels and this one is doing it right.. to the owner and staff great job!"

[](https://expedia.ca/Lakeland-Hotels-Best-Western-Plus-Lakeland.h69360400.Hotel-Information)

![Comfort Inn & Suites Lakeland North I-4](https://images.trvl-media.com/lodging/1000000/30000/20800/20754/2ebe4f87_y.jpg)

### Comfort Inn & Suites Lakeland North I-4

10/10 Excellent

"Clean comfortable. The only suggestion is ground floor acustics are very loud from the lobby. "

[](https://expedia.ca/Lakeland-Hotels-Comfort-Inn-Suites-Lakeland-North-I-4.h20754.Hotel-Information)

## Find out more about Highland City

## Highland City Vacation Homes information

| Number of reviews | 472                |
| ----------------- | ------------------ |
| Accommodation     | 982 Vacation Homes |
| Lowest Price      | CA $145            |
| Highest Price     | CA $592            |

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