A brick lighthouse by a calm body of water at sunset.

Find Hotels with a Pool in Haines City, FL

Q: What are some accommodations with pools in Haines City?

Rodeway Inn & Suites Haines City - Winter Haven : Offers kitchens, a pool, and Smart TVs. Disney Family Retreat, 3 Bedroom with Private Pool/Spa and Game Room : Provides complimentary wireless internet access, a pool, and kitchens. Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater : Features complimentary wireless internet access, a pool, and kitchens. Stay in Luxury, Private Pool/Spa, Games Room, Close to Disney and Golf : Offers complimentary wireless internet access, a communal pool, and kitchens. Villa Bonita. Southern Dunes 4 star golf course. Disney and Legoland area. : Features complimentary wireless internet access, a communal pool, and kitchens.

Dates

November 2026

December 2026

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Our top choices for Haines City hotels with a pool

A residential house with a garage, a mailbox, and a large tree in the front yard.

1. Golfview Pool Home Southern Dunes

Haines City

AED 1,827 total

includes taxes & fees

21 Nov - 22 Nov

An indoor swimming pool with a glass ceiling, surrounded by a covered patio area with seating and a view of the outside.

2. Golf, Dine & Unwind Poolside! Haines City Getaway

Haines City

AED 1,459 total

includes taxes & fees

1 Dec - 2 Dec

3. Golf, Dine & Unwind Poolside! Haines City Getaway

Haines City

AED 1,576 total

includes taxes & fees

1 Dec - 2 Dec

A swimming pool with clear water, surrounded by palm trees and a glass enclosure.

4. Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

Haines City

AED 1,538 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with metal handrails, a tiled edge, and a view of a golf course through large windows.

5. Casa Amma is just that,like being at grandma's!Where u feel like home bc u are!

Haines City

AED 1,485 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with a glass enclosure, lounge chairs, and a covered patio area.

6. Relaxing Retreat with Private Pool

Haines City

AED 1,246 total

includes taxes & fees

9 Nov - 10 Nov

A poolside area with two lounge chairs, a barbecue grill, and a lifebuoy on the wall.

7. Spacious Orlando Poolside Getaway 4BR Retreat w/ Suites Near Disney and Legoland

Haines City

Lakeside water park getaway with a pool and hot tub offers aquatic adventures just minutes from Disney and Legoland.

AED 1,162 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with grey cabinets, stainless steel appliances, and a breakfast bar with various foods and drinks.

8. Modern Lux Villa near Disney-Lego Land

Haines City

AED 705 total

includes taxes & fees

16 Nov - 17 Nov

A residential area with a swimming pool, surrounded by palm trees and a well-maintained lawn.

9. Modern Villa

Haines City

AED 813 total

includes taxes & fees

15 Nov - 16 Nov

A covered swimming pool with a view of a golf course.

10. Southern Dunes vacation rental with private pool in Haines City

Haines City

AED 1,718 total

includes taxes & fees

1 Dec - 2 Dec

View all properties

Choose what matters most at hotels with a pool in Haines City

Breakfast included

Hot tub

Top Haines City Hotel Reviews

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.

Best Western Plus Winter Haven Inn & Suites

Winter Haven

10/10 Excellent

Ricardo

A swimming pool area with people playing with building blocks.

LEGOLAND Beach Retreat

Winter Haven

10/10 Excellent

This is a child’s dream come true. I only wish it was around when I was little. We felt so safe, they have security on golf carts, life guards, the friendliest staff. We will definitely be back. It is the first time my daughter had independence, she would walk to the restaurant, make me coffee, and bring it to the bungalow. She made friends in other bungalows and they would play in the playground. We loved it.

LaineyNYC

A pool area with a water feature, outdoor seating, and a building in the background.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

10/10 Excellent

Chris

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

10/10 Excellent

Amy Dawn

A hotel pool area with lounge chairs, a fire pit, and a large pool.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

10/10 Excellent

We had an excellent stay! The hotel is clean, modern, and very well-appointed, with comfortable rooms that made us feel right at home. Traveling with our toddler, we found everything to be exceptional—the accommodations were spacious and family-friendly. The free breakfast was a fantastic bonus, with a variety of options, including some vegan-friendly choices, which we really appreciated. The staff was welcoming and attentive, ensuring we had everything we needed for a great stay. We would...

Nicolette

A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Excellent

Joel

A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

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

Bay Lake

10/10 Excellent

Bharat

A resort with a central swimming pool, multiple lounge areas, and a view of a lake.

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

10/10 Excellent

This property gave me international resort vibes in Florida. It really was an oasis. I had a two bedroom and our party was five, three were children. The entire property is clean. The staff from the front desk to the support staff were polite and professional. Great location, if you only want to drive a couple of minutes for access to restaurants, you're in a perfect location. It's also not too far out from the theme parks. TIP: There is a $40 daily resort fee that will be deducted from your...

Serene

A pool area with a chandelier, a statue, and a view of the outside.

Kompose Boutique Resort at Theme Parks

Kissimmee

10/10 Excellent

Patrik

A swimming pool with a slide and a small waterfall feature, surrounded by lounge chairs and umbrellas.

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Excellent

The property was amazing it is 10 mins away from Disney parks and 5 mins away from the Disney entrance gates. There is a target, 5-below, lime fresh Mexican grill, and a Starbucks at walking distance. The pool is very large and amazing for kids. The hotel rooms are very large with pull couches, comfortable beds, and a fully stocked kitchen perfect cooking. The hotel staff is on another level they offer top-tier service at all hours. The free breakfast is great. Parking is 20 dollars per day and...

Jada

A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

Galleria Palms Hotel

Kissimmee

10/10 Excellent

Rebecca

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

10/10 Excellent

Ashley Rhiannon

A hotel with a swimming pool, multiple balconies, and outdoor seating areas.

Quality Inn & Suites By the Parks

Kissimmee

10/10 Excellent

Deshawn

Pestana Orlando Suites - Lake Buena Vista

Orlando

10/10 Excellent

Christopher

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

Wyndham Grand Orlando Resort Bonnet Creek

Orlando

10/10 Excellent

Holly

An indoor swimming pool with clear blue water, surrounded by beige walls and a tiled floor.

Drury Inn & Suites near Universal Orlando Resort

Orlando

10/10 Excellent

Drew

Frequently Asked Questions

What are some accommodations with pools in Haines City?

Rodeway Inn & Suites Haines City - Winter Haven: Offers kitchens, a pool, and Smart TVs. Disney Family Retreat, 3 Bedroom with Private Pool/Spa and Game Room: Provides complimentary wireless internet access, a pool, and kitchens. Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater: Features complimentary wireless internet access, a pool, and kitchens. Stay in Luxury, Private Pool/Spa, Games Room, Close to Disney and Golf: Offers complimentary wireless internet access, a communal pool, and kitchens. Villa Bonita. Southern Dunes 4 star golf course. Disney and Legoland area.: Features complimentary wireless internet access, a communal pool, and kitchens.

What is there to see and do in Haines City?

Explore places like LEGOLAND® Florida, ESPN Wide World of Sports Complex, and Disney's Animal Kingdom® Theme Park while you're in the area. Spend some time experiencing the great outdoors at Lake Hatchineha and Little Lake Hamilton. Enjoy activities like golfing in Haines City.

When is the best time to book a hotel with a pool in Haines City?

You may want to consider a place to stay that offers an outdoor swimming pool if you're planning to visit Haines City in the driest months of February, December, or November when the average rainfall is 2 inches. Lodging with an indoor pool may be the way to go if you come to town during the rainiest months of August, July, and September when the average rainfall is 9 inches.

Find Hotels with a Pool in Haines City, FL

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Haines City hotels with a pool

1. Golfview Pool Home Southern Dunes

2. Golf, Dine & Unwind Poolside! Haines City Getaway

3. Golf, Dine & Unwind Poolside! Haines City Getaway

4. Paradise at Tower Lake 6 bedrooms with swimming pool/spa and movie theater

5. Casa Amma is just that,like being at grandma's!Where u feel like home bc u are!

6. Relaxing Retreat with Private Pool

7. Spacious Orlando Poolside Getaway 4BR Retreat w/ Suites Near Disney and Legoland

8. Modern Lux Villa near Disney-Lego Land

9. Modern Villa

10. Southern Dunes vacation rental with private pool in Haines City

Choose what matters most at hotels with a pool in Haines City

Top Haines City Hotel Reviews

Best Western Plus Winter Haven Inn & Suites

10/10 Excellent

Frequently Asked Questions

What are some accommodations with pools in Haines City?

What is there to see and do in Haines City?

When is the best time to book a hotel with a pool in Haines City?