Vacation rentals with a pool in Haines City

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Top-rated rentals with a pool in Haines City

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Haines City

4.88 out of 5 average rating, 136 reviews

3 Bedroom Executive with Private Pool near Disney

Stunning executive home with a south facing screened in-ground pool overlooking the 2nd hole of the Southern Dunes Golf Course. Only 15 minutes from LEGOLAND and 25 minutes from WALT DISNEY WORLD, this is the perfect place to relax after a busy day at the parks. Impeccably maintained, our villa features upgraded furniture, electronics, mattresses and flooring. Southern Dunes is a gated golf community that prides itself on the quality of its golf course and the security and beauty of its homes.

Nov 18 – 25

G$27,199 GYD per night

Superhost

Home in Davenport

4.87 out of 5 average rating, 135 reviews

Insta-worthy getaway near Disney w/ free parking!💎

Welcome to our place! Very quiet neighborhood, with free WIFI, a pool, a gym, and a tennis court. Distance to main places: - Walt Disney World: approx 20 min driving - Disney Springs: approx 30 min driving - Universal Studios: approx 40 min driving IMPORTANT: Clubhouse hours are Mon-Sat, 9:30 am to 5:30 pm. If you arrive after clubhouse hours, you will have to park in the guest parking for the night. Guest parking is a short walk from the property. You can get your parking pass the next day.

Sep 27 – Oct 4

G$22,022 GYD per night

Guest favorite

Guesthouse in Lake Alfred

4.95 out of 5 average rating, 119 reviews

Adorable Agave Suite w/ private pool and entrance

Relax & unwind in The Agave Suite, located in a peaceful lake town. This will be your “shome” away from home. Upon entry of the the property you will find a private back entrance, covered parking, private screened in pool and mature trees. Your guesthouse comes equipped with 1 cozy queen size bed, pull-out sofa bed, walk-in shower, kitchenette, smart tv, wifi and more. Looking to explore? We are centrally located to your nearest parks & Florida attractions. Close to fishing docks & bike trails.

Aug 12 – 19

G$18,622 GYD per night

Guest favorite

Home in Haines City

4.95 out of 5 average rating, 139 reviews

Luxury Home 4/3 near Disney, 2 Masters

Luxury 4 bedroom home located in a quiet, gated community about 15 miles from Disney World. The travel time to Disney will depend on the traffic but is usually between 30 and 40 minutes. Fully furnished with 2 master King bed suites, one queen bedroom and one bedroom with 2 twin beds. 3 full baths. 5 high definition televisions, high speed Wifi, free long distance phone calls to US, Canada and UK. Large pool and spa. Large game room with many games and activities for children of all ages.

Sep 18 – 25

G$32,250 GYD per night

Guest favorite

Guest suite in Davenport

4.88 out of 5 average rating, 118 reviews

Unique Studio *public Pool access* Disney*

Your family will be close to Disney/ Disney springs/Universal Studios**prime location 5 -8 minutes to I4 2 minutes from Major Highway 27 plus Posner park , Movies and mayor Restaurants nearby like Cracker Barrel, Panera bread, Olive Garden, crazy crab, long horn, chili’s, Ale house , Chipotle , Starbucks and much more when you stay at this centrally-located beautiful and private studio place. Publix 6 minutes away, BJ 8 minutes away . No sharing space , private bathroom, kitchen n spa jet bath

Sep 5 – 12

G$14,976 GYD per night

Guest favorite

Home in Haines City

4.82 out of 5 average rating, 106 reviews

Southern Dunes Golf Vacation Villa

This picture perfect executive villa has been awarded Trip Advisor’s Certificate of Excellence is located within the Southern Dunes Golf and Country Club. This open concept villa includes 3 bedrooms that can comfortably accommodate up to 6 guests. This villa is located on the prestigious 4.5 Star Southern Dunes Golf Course and offers guests a beautiful private swimming pool, outdoor dining area with a TV and BBQ within a fully gated community accompanied by 24 hr security at the front gate.

Oct 7 – 14

G$27,936 GYD per night

Guest favorite

Vacation home in Haines City

4.9 out of 5 average rating, 108 reviews

Updated Southern Dunes Pool Home on Golf Course

We invite you to Stay at our Updated 3 Bedroom Southern Dunes Pool home with a Golf View located in the award winning Southern Dunes Golf & Country Club. Of all Orlando golf courses in the Central Florida area, Southern Dunes may be the most unique. Located between Disney and Legoland, and Central Florida attractions. So whether it's the theme parks, golfing, beaches, shopping, water sports, fishing, relaxing or all of these, you'll find yourself perfectly placed for a great Florida vacation.

Sep 1 – 8

G$46,843 GYD per night

Guest favorite

Townhouse in Davenport

4.97 out of 5 average rating, 102 reviews

Luxury Townhouse. Great location nearby Disney.

Beautiful 3 beds, 2-1/2 baths townhome, professionally decorated with all the comforts of home. Perfect place for those who would love to spend time with family and friends to visit the attractions, relax or just to get away. This gorgeous home is the ideal place for your Orlando vacation, look no further, book while it lasts! This property is just 18 mins away from Disney and less than 35 minutes away from Universal , Airport and Downtown. Close to restaurants, supermarkets, pharmacies, etc.

May 26 – Jun 2

G$32,749 GYD per night

Guest favorite

Condo in Davenport

4.91 out of 5 average rating, 211 reviews

3/2 King Bed Apartment near Disney Universal

This unit is on the second floor. Elevator in the building. Located in the heart of Disney World, Kissimmee and Orlando best fun spots! You will be close to everything here. Heated Pool, Free Parking, recently renovated and updated! Your much deserved fun vacation starts here! Includes 1 King bed, 1 Queen bed and 2 twin Bed. ***SMART TVs with Disney+ (includes movies from Disney, Marvel, Pixar, Star Wars, National Geographic), HBO Max, Netflix, Amazon Video and more for you to relax in home!

Nov 20 – 27

G$26,378 GYD per night

Guest favorite

Townhouse in Davenport

4.97 out of 5 average rating, 113 reviews

Luxurious Townhouse Near Disney at Champions Gate!

This Luxurious town house is located in a gated community at Champions Gate. This very spacious town house is 1600+ sq ft! 3 bed rooms , 2.5 baths, a patio plus a garage. It features a gourmet kitchen, all granite counter tops throughout and newer appliances. This resort is only a short distance from Orlando, Disney World, Universal Studios, Sea World & Legoland. The townhouse is sparkling clean, extremely well kept and has all the amenities required for a fabulous family vacation.

May 28 – Jun 4

G$23,002 GYD per night

Guest favorite

Home in Davenport

4.87 out of 5 average rating, 122 reviews

Disney getaway

Champion's Gate is in the heart of Central Florida's famous vacation spot - puts all the magic, sun and fun on your doorstep - Walt Disney World Resort, Universal Orlando, SeaWorld and many other attractions located just minutes away from the my house. You'll also find world-class shopping, championship golf and family dining in close proximity. It's only a short drive to Florida's sandy shores, restaurant coffee shop, malls, etc. Quiet and close to everything Disney area has to offer.

Nov 16 – 23

G$26,786 GYD per night

Superhost

Guesthouse in Winter Haven

4.87 out of 5 average rating, 233 reviews

The Russell Lake House

This is a Cabana. It has 2 sets of bunk beds (4 total beds). Approx 400 sq. Ft. . Includes a bathroom with sink, toilet, and walk-in shower. AC and heat are available. The property has a pool that can be used while onsite. The entire property's back yard is on a lake (lakefront) with a dock. Ample off street parking, quiet neighborhood with a private entrance for guests. **** we are in the process of rebuilding the dock so it will be unavailable until further notice ****

Jul 29 – Aug 5

G$16,396 GYD per night