A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.

Luxury Hotels in Lakeland - Winter Haven, Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Lakeland - Winter Haven Luxury Hotels

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Lakeland - Winter Haven luxury hotels

A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.
A hotel with a blue exterior, white railings, and a well-maintained garden with a central flower bed.
A restaurant with round tables, wooden chairs, and large windows.
A waterfront hotel with multiple buildings, a large spherical structure in the background, and reflections on the water.

1. Disney's Beach Club Resort

Disney's Beach Club Resort
Bay Lake
P45,734
P51,450 total
includes taxes & fees
Oct 13 - Oct 14
Disney's Beach Club Resort
Pool
A swimming pool with palm trees and umbrellas, surrounded by a building with a curved facade and multiple balconies.
Exterior
A modern living room with a Christmas tree, a sofa, a coffee table, and a large window with a view of a green landscape.

2. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
  • Exceptional luxury awaits at this 5-star resort featuring a full-service spa, 2 outdoor pools, and 12 restaurants near Walt Disney World®.
P23,468
P29,939 total
includes taxes & fees
Oct 30 - Oct 31
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A pool area with lounge chairs and umbrellas, surrounded by tropical plants.
A person in a white bathrobe sitting at a breakfast table with plates of food, a teapot, and a cup.
A restaurant interior with wooden tables and chairs, a marble wall, and a seating area with a cushioned bench.
A man in a white suit standing in a room with a marble countertop and a hanging black lamp.

3. ette hotel Orlando

ette hotel Orlando
Kissimmee
  • Elevate each day with a full-service spa, outdoor pool, and premium dining at this elegant 5-star hotel near Walt Disney World® Resort.
P18,532
P21,034 total
includes taxes & fees
Oct 12 - Oct 13
ette hotel Orlando
A hotel with a large pool, palm trees, and a waterfall feature.
A spacious dining area with a long table set for a meal, surrounded by chairs.
A hotel lobby with a reception desk, seating area, and a staircase leading to upper floors.
An outdoor dining area with tables and chairs, a bar, and potted plants.

4. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
Orlando
  • Lavish Orlando retreat featuring a full-service spa, 3 pools, and 5 restaurants for discerning travelers.
P11,873
P16,043 total
includes taxes & fees
Oct 31 - Nov 1
Caribe Royale Orlando, WorldHotels Elite
Water park
A large, two-story hotel with a prominent clock tower, a covered entrance, and a well-lit facade.
A spacious lobby with a high ceiling, a unique wooden chandelier, a large arched glass door leading outside, and potted plants.
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with four bar stools.

5. Encore Resort and Water Park at Reunion by Rentyl

Encore Resort and Water Park at Reunion by Rentyl
Kissimmee
  • Elegant spa resort with water park offers pampered bliss in Kissimmee, a short drive from Disney's entertainment magic.
P17,547
P53,466 total
includes taxes & fees
Oct 12 - Oct 13
Encore Resort and Water Park at Reunion by Rentyl
A spacious lobby with high ceilings, large windows, and traditional decor.
A cozy living room with a stone fireplace, comfortable seating, and a large window overlooking greenery.
A spacious lobby with high ceilings, wooden beams, and a large window offering a view of the sky. Furnishings include wicker chairs and tables, and the area is well-lit with hanging lamps.
A pool area with a wooden fence, surrounded by lush greenery and a stone pillar.

6. Disney's Animal Kingdom Lodge

Disney's Animal Kingdom Lodge
Bay Lake
P32,730
P36,821 total
includes taxes & fees
Oct 13 - Oct 14
Disney's Animal Kingdom Lodge
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.
An indoor dining area with multiple tables and chairs, large windows, and a bar counter.
A pathway lined with tall, vertically planted trees and well-maintained greenery, leading towards a building with classical architecture.
A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.

7. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
  • Experience lavish relaxation at this lake-adjacent Disney resort with a full-service spa and 3 pools.
P79,873
P94,102 total
includes taxes & fees
Oct 13 - Oct 14
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A pool area with lounge chairs, a water slide, and a building with illuminated signage.
A modern hotel with a unique architectural design, featuring a prominent overpass and lush landscaping.
A lobby with a central fountain, seating areas, and a large windowed wall.
A hallway with a sign reading "STEAKHOUSE" and framed pictures on the wall.

8. Disney's Contemporary Resort

Disney's Contemporary Resort
Bay Lake
P44,528
P50,093 total
includes taxes & fees
Oct 18 - Oct 19
Disney's Contemporary Resort
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.
An outdoor dining area with wicker furniture and hanging lights, overlooking a beach and hotel buildings.
A spacious lobby with a view of a body of water, large wooden columns, and a modern tiled floor.

9. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
  • Nestled on a white sand beach, this Orlando resort pampers with a full-service spa, golf course, and private cabanas.
P26,112
P32,914 total
includes taxes & fees
Oct 11 - Oct 12
Conrad Orlando at Evermore
A water slide structure with a person at the bottom of the slide, water splashing around.
A cozy room with a stone wall, wooden furniture, a fireplace, a television, and a chandelier.
A rustic kitchen with a stone floor, wooden cabinets, and a fruit display.
A beach with sand, trees, and a body of water.

10. The Cabins at Disney's Fort Wilderness Resort

The Cabins at Disney's Fort Wilderness Resort
Bay Lake
P37,106
P41,745 total
includes taxes & fees
Oct 14 - Oct 15
The Cabins at Disney's Fort Wilderness Resort
View all properties

Top Lakeland - Winter Haven Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Large facility with great pool."
RONALD 2-night trip
Posted 2 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent
"Increíble atención!"
Maria 4-night trip
Posted 2 hours ago
Quality Inn & Suites By the Parks
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"I had a wonderful stay! The room was incredibly clean and comfortable, making it easy to relax. The staff was friendly and always ready to help with anything I needed. The pool area was fantastic, and the whole place felt very family-friendly. I would definitely recommend this spot to other travelers!"
Celenia 4-night trip
Posted 3 hours ago
The Grove Resort & Water Park Orlando
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Staff was amazing very helpful. Area was really nice."
Nicole 3-night trip
Posted 7 hours ago
Hilton Vacation Club Aqua Sol Orlando West
Meliá Orlando Celebration

Meliá Orlando Celebration

8/10 Good
"The check in process is confusing and unnecessary. The app lets you check in and tells you to scan the QR code on arrival for the key cards. When you arrive to scan the code, there are 2 guest agents there who tell you to go over to the desk. Basically do the check in process again. Just seems like a big circle that could be streamlined. The only other negative, is that the rooms are sound proof but the entry door is NOT. You can hear everyone and everything in the hallway. Now for the positives — I mentioned it was our anniversary with our reservation, and they set up the sweetest display in our room. It was a great added touch. The food at The Wilson is so, so good. The bed was comfy and the toiletries smelled great."
Kelli 1-night trip
Posted 9 hours ago
Meliá Orlando Celebration
La Quinta Inn & Suites by Wyndham Lakeland East

La Quinta Inn & Suites by Wyndham Lakeland East

10/10 Excellent
"❤️❤️❤️☕❤️☕"
Tammy 1-night trip
Posted 10 hours ago
La Quinta Inn & Suites by Wyndham Lakeland East
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Loved everything about this trip, my 7 year old won't stop talking about it. The staff was so nice and they went above and beyond to get us a nicer, quieter part of the resort because of constuction near our initial booking. I only wish we went for longer!!!"
Francis 4-night trip
Posted 12 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent
"It was great"
Josh 1-night trip
Posted 14 hours ago
Omni Orlando Resort at ChampionsGate
The Berkley, Orlando

The Berkley, Orlando

10/10 Excellent
"We arrived from Canada at 2 am and a late check in was a smoothly accommodated. Staff were very pleasant and helpful. Rooms were very large and clean. Loved the convenience of the ensuite washer and dryer and the full Kitchen. Large balcony was a great evening retreat.We stayed for 9 nights and will definitely stay here again for our next Orlando stay."
Kelly 9-night trip
Posted 1 day ago
The Berkley, Orlando

Explore a world of travel with Expedia