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Historic Hotels & Resorts in Lakeland - Winter Haven from AU$206

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Check availability on Lakeland - Winter Haven Historic Hotels

Our top choices for Lakeland - Winter Haven historic hotels

Meeting facility
The Terrace Hotel Lakeland, Tapestry Collection by Hilton

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

The Terrace Hotel Lakeland, Tapestry Collection by Hilton
3.5 star property
Downtown Lakeland
9.2 out of 10, Wonderful, (351)
"Good place"
United States
Octavio
The price is AU$206
includes taxes & fees
21 Dec - 22 Dec
The Terrace Hotel Lakeland, Tapestry Collection by Hilton
Interior
Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !

Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !
Brandon
9.8 out of 10, Exceptional, (203)
"Excellent location, perfect little condo with all the necessities. Had a wonderful time. Loved the added bonus of having a washer and dryer"
United States
Steve H.
The price is AU$495
includes taxes & fees
15 Dec - 16 Dec
Lake View 2 Bed 2 Bath LOFT With Pool, Gym, Pickleball ---- L@@K FOR DISCOUNTS !
Iron/ironing board, free WiFi, bed sheets
Home 1 Suites Extended Stay - Kissimmee

Home 1 Suites Extended Stay - Kissimmee

Home 1 Suites Extended Stay - Kissimmee
2.5 star property
Kissimmee
6.6 out of 10, (1001)
"Nice place to stay."
United States
Rosa
Home 1 Suites Extended Stay - Kissimmee
Pool
2BR/2BA Getaway – 7 Miles from Orlando Parks

2BR/2BA Getaway – 7 Miles from Orlando Parks

2BR/2BA Getaway – 7 Miles from Orlando Parks
Kissimmee
10.0 out of 10, Exceptional, (1)
"We had a wonderful time at this condo. Very clean a bit outdated with a few things that could improve but the overall experience at this condo was very good. It is a lot bigger then seen in photos both bedrooms are fairly big and nice big walk in closet in both rooms and two full bathrooms and. Laundry in suite was an excellent addition and convenient will definitely returning in the future ! "
Canada
Jessica R.
The price is AU$340
includes taxes & fees
12 Jan - 13 Jan 2026
2BR/2BA Getaway – 7 Miles from Orlando Parks
Smart TV, DVD player, table football, books
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (135)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is AU$660
includes taxes & fees
15 Dec - 16 Dec
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Smart TV, video games, DVD player, table football
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
9.4 out of 10, Exceptional, (77)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
The price is AU$658
includes taxes & fees
15 Dec - 16 Dec
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
Fridge, microwave, oven, stovetop
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
9.6 out of 10, Exceptional, (111)
"The location can’t be beat and the condo was great. The owner was extremely helpful and attentive. Highly recommend! "
United States
Leila P.
The price is AU$615
includes taxes & fees
15 Dec - 16 Dec
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Property grounds
Serene Oasis Lakefront Penthouse Facing Disney

Serene Oasis Lakefront Penthouse Facing Disney

Serene Oasis Lakefront Penthouse Facing Disney
Orlando
10.0 out of 10, Exceptional, (10)
"Great place to stay for WDW! Host is great! Location is great!"
United States
Kay R.
The price is AU$584
includes taxes & fees
15 Dec - 16 Dec
Serene Oasis Lakefront Penthouse Facing Disney
Exterior
🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴

🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴

🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴
Kissimmee
9.8 out of 10, Exceptional, (19)
"I really enjoyed the Disney theme at the place"
United States
Anonymous traveller
The price is AU$496
includes taxes & fees
25 Dec - 26 Dec
🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴
Indoor pool, a heated pool
7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks!

7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks!

7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks!
Kissimmee
9.2 out of 10, Wonderful, (59)
"Plenty of living space, a lovely pool/hot tub, and fantastic game room with pool table, foosball and pac man. The management were responsive to our needs and the clubhouse offered another pool and other amenities. The kids enjoyed basketball, golf and a tennis court. This was our second year in this house. I highly recommend it."
United States
John W.
The price is AU$872
includes taxes & fees
15 Dec - 16 Dec
7 BDRM, Private Pool, Hot Tub, Games, New Decor, New Mgmt., 10 min to parks!
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.
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Top Lakeland - Winter Haven Hotel Reviews

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Amazing staff and great amenities. "
Monica 7-night trip
Posted 2 days ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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