Lakeland - Winter Haven Holiday Rentals - Holiday Homes in Lakeland - Winter Haven

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Our top choices for Lakeland - Winter Haven vacation rentals

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

1. BlockHaven near Legoland & Disney

Winter Haven

Ericka

P15,633 total

includes taxes & fees

Sep 27 - Sep 28

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

2. Lake Ida Beach Resort

Winter Haven

Heather

P4,999 total

includes taxes & fees

Sep 24 - Sep 25

A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.

3. Camp Mack Lodge, Marina & RV Resort

Lake Wales

Terri

P7,517 total

includes taxes & fees

Sep 23 - Sep 24

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

4. Vacation Village Orlando, Celebration

Kissimmee

Monica

P6,420 total

includes taxes & fees

Sep 23 - Sep 24

A modern kitchen with dark cabinets, stainless steel appliances, a marble floor, and a bar area with stools.

5. The Grand Retreat at CG with pool

Champions Gate

P27,588 total

includes taxes & fees

Sep 23 - Sep 24

A golf course with a large rock formation, palm trees, and a well-maintained green.

6. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

Anquanice

P8,292 total

includes taxes & fees

Sep 23 - Sep 24

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Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

10/10 Excellent

"Absolutely great stay. The grounds were well kept, the staff was so friendly and accommodating especially TaTa who maintained great service in the rain!! We had a great time and definitely will be back!!"

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent

"This is up there with some of the best resorts I've ever visited. Positives include free parking, pet friendly (some cottages), great pools, water park access, next to Sunset walk, and close to Disney. Negatives include automatic 20% tip on all food/ drink and the pools are a drive from most cottages since the property is so large. Overall the Resort was well worth the price and I will definitely be going back!"

Meliá Orlando Celebration

10/10 Excellent

"Absolutely — here’s a tighter version that stays under 1,500 characters while keeping the fun and helpful details: This was my first time staying here, and I originally chose it because it was close to the Disney parks, but it honestly blew my expectations out of the water! At first, I thought the pool looked a little small for the size of the hotel, but there was barely anyone in it whenever we went. I also LOVED that it stayed open until 11 PM. After a long, hot day at the parks, being able to come back and cool off was perfect! The food was DELICIOUS! The turkey club was amazing. Allan, our waiter, was also fantastic—funny, friendly, and super quick. The drinks were a little pricey outside of happy hour, so definitely take advantage of the specials! They also offer shuttles to the parks, although we didn’t use them. I only have two tiny “complaints.” The shower handle was confusing because it turned both ways with no hot/cold indicator, so it took me a minute to figure out. 😂 The bed was also a little too firm for me, but that’s totally personal preference. Other than that, we had a fantastic stay. Great location, food, service, and atmosphere. I would absolutely stay here again!"

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Check prices for these dates

Our top choices for Lakeland - Winter Haven vacation rentals

1. BlockHaven near Legoland & Disney

2. Lake Ida Beach Resort

3. Camp Mack Lodge, Marina & RV Resort

4. Vacation Village Orlando, Celebration

5. The Grand Retreat at CG with pool

6. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Find vacation rentals that suit your style

Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

Embassy Suites By Hilton Orlando Sunset Walk

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

The Berkley, Orlando

Days Inn & Suites by Wyndham Lakeland

Westgate Vacation Villas Resort

Meliá Orlando Celebration

Westgate Town Center Resort

Holiday Inn Winter Haven by IHG

Find out more about Lakeland - Winter Haven

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Lakeland - Winter Haven Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Lakeland - Winter Haven vacation rentals

1. BlockHaven near Legoland & Disney

2. Lake Ida Beach Resort

3. Camp Mack Lodge, Marina & RV Resort

4. Vacation Village Orlando, Celebration

5. The Grand Retreat at CG with pool

6. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Find vacation rentals that suit your style

Top Lakeland - Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

Find out more about Lakeland - Winter Haven

Explore a world of travel with Expedia

Go further with the Expedia app