Holiday Rentals Lakeland - Winter Haven from Rp742.085: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Lakeland - Winter Haven holiday rentals

A swimming pool with a waterfall feature, lounge chairs, and a gazebo.

1. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

Julie

Rp2.262.058 total

includes taxes & fees

29 Nov - 30 Nov

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

2. Vacation Village Orlando, Celebration

Kissimmee

Desiree

Rp1.964.806 total

includes taxes & fees

29 Nov - 30 Nov

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

3. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Ashley

Rp8.832.104 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with a balcony in the background.

4. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

Lynn

Rp2.543.631 total

includes taxes & fees

8 Nov - 9 Nov

A lakeside dock with boats, a wooden structure with a metal roof, and dense trees in the background.

5. Camp Mack Lodge, Marina & RV Resort

Lake Wales

Terri

Rp2.405.920 total

includes taxes & fees

8 Nov - 9 Nov

A resort with a central swimming pool, lounge areas, and a landscaped garden.

6. Marriott's Royal Palms

Orlando

Makenzie

Rp3.580.235 total

includes taxes & fees

29 Nov - 30 Nov

A two-story house with a porch, surrounded by palm trees and greenery.

7. Barefoot'n Resort Kissimmee Orlando

Kissimmee

James

Rp2.386.095 total

includes taxes & fees

8 Nov - 9 Nov

8. WorldQuest Orlando Resort

Orlando

Jodi

Rp5.830.766 total

includes taxes & fees

10 Nov - 11 Nov

A swimming pool with a fence, lounge chairs, and a palm tree.

9. Lake Ida Beach Resort

Winter Haven

Heather

Rp1.599.896 total

includes taxes & fees

8 Nov - 9 Nov

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

10. BlockHaven near Legoland & Disney

Winter Haven

Yuliett

Rp4.132.185 total

includes taxes & fees

12 Nov - 13 Nov

A spacious lobby with modern furniture, large windows, and a grand piano.

11. Marriott's Sabal Palms

Orlando

Marco

Rp3.498.866 total

includes taxes & fees

28 Nov - 29 Nov

A wooden dock leading to a calm lake with a 'NO SWIMMING' sign, surrounded by trees and a clear sky.

12. Grand Lake Resort

Kissimmee

LaShonda

Rp1.811.254 total

includes taxes & fees

29 Nov - 30 Nov

A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

13. The Berkley, Orlando

Kissimmee

Kristyn

Rp2.949.627 total

includes taxes & fees

1 Dec - 2 Dec

A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

14. Regal Oaks Resort Vacation Townhomes by IDILIQ

Kissimmee

Tina

Rp5.399.619 total

includes taxes & fees

9 Nov - 10 Nov

An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

15. Barefoot Suites

Kissimmee

Mary

Rp2.282.570 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

16. Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Kissimmee

katie

Rp4.287.129 total

includes taxes & fees

11 Nov - 12 Nov

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

17. Lifetime of Vacations Resort

Kissimmee

Alena

Rp1.940.209 total

includes taxes & fees

29 Nov - 30 Nov

A modern lounge area with a wooden ceiling, a TV mounted on a wooden panel, and a seating arrangement including a sofa and chairs.

18. Marriott's Imperial Palm Villas

Orlando

Diana

Rp4.882.140 total

includes taxes & fees

29 Nov - 30 Nov

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Find holiday rentals that suit your style

Top Lakeland - Winter Haven Hotel Reviews

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

10/10 Excellent

Julie Anne

A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

Best Western Plus Winter Haven Inn & Suites

Winter Haven

10/10 Excellent

This was the first time my family travelled outside of Orlando during our vacation to Disney. We were visiting Legoland and so pre booked one nights stay before heading down to Clearwater the following evening. I will certainly be coming back for more then one night next fime and would recommend to others without hesitation. Luxury hotel for the price paid. Well worth the money. The hotel was located in an easy location to find when driving. Ample parking outside with no issues going out and...

Vishal

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

10/10 Excellent

Sanjay

An outdoor patio with teal chairs and a fire pit, large windows, and a covered area with string lights.

Home2 Suites By Hilton Lakeland North I-4

Lakeland

10/10 Excellent

Richard

A spacious lobby with a high ceiling, two exits, and comfortable seating areas with tables and chairs.

Hilton Vacation Club Polynesian Isles Kissimmee

Kissimmee

10/10 Excellent

Josephine

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Bay Lake

10/10 Excellent

Dileep

An outdoor patio with a fire pit, wicker furniture, and a checkered wall.

SpringHill Suites by Marriott Lakeland

Downtown Lakeland

10/10 Excellent

Elizabeth

The Berkley, Orlando

Kissimmee

10/10 Excellent

We really cannot fault the hotel and staff during our two week stay. We went October/November so at then end of the season, therefore the hotel was only at 25% capacity, however the style and standard of the accomodation was excellent, we would definitely reccomend it and would stay there again without reservation. Our only tiny gripe (and this is pedantic) is that it is placed a little out of the main area. However, everything is within 20 to 25 minutes drive. We also felt that the security...

Fiona

An outdoor seating area with sofas, chairs, and a fire pit.

Home2 Suites By Hilton Winter Haven

Winter Haven

10/10 Excellent

Victoria

A resort with multiple swimming pools, a large central pool, and a lake.

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

10/10 Excellent

james

A modern café with wooden tables and chairs, a counter with a coffee machine, and a refrigerator.

Home2 Suites by Hilton Orlando South Davenport

Davenport

10/10 Excellent

Geoffrey

A water play area with wooden structures and a large water fountain.

Gaylord Palms Resort & Convention Center

Kissimmee

10/10 Excellent

James

Find out more about Lakeland - Winter Haven

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lakeland - Winter Haven holiday rentals

1. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

2. Vacation Village Orlando, Celebration

3. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

4. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

5. Camp Mack Lodge, Marina & RV Resort

6. Marriott's Royal Palms

7. Barefoot'n Resort Kissimmee Orlando

8. WorldQuest Orlando Resort

9. Lake Ida Beach Resort

10. BlockHaven near Legoland & Disney

11. Marriott's Sabal Palms

12. Grand Lake Resort

13. The Berkley, Orlando

14. Regal Oaks Resort Vacation Townhomes by IDILIQ

15. Barefoot Suites

16. Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

17. Lifetime of Vacations Resort

18. Marriott's Imperial Palm Villas

Find holiday rentals that suit your style

Top Lakeland - Winter Haven Hotel Reviews

Staybridge Suites Winter Haven Auburndale by IHG

10/10 Excellent

Find out more about Lakeland - Winter Haven