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Villa vacation rentals in Haines City

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Top-rated villa rentals in Haines City

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Villa in Davenport

4.81 out of 5 average rating, 58 reviews

Lake Shore Villa-Golf/Pool/Hot tub/Playground

Enjoy this private and brand new modern farmhouse home. The house has shared walls with another home on one side but is still super quiet. Enjoy full and private access to the home, paved patio, and amazing neighborhood amenities(pool, sand volleyball court, picnic area w/ grills, basketball court, tennis courts, and playground). Follow us @completestay_fl_rentals 🙌 Outdoor Hot tub ($20/night)👍 Longer stays Better Discounts 👍 Youtube TV 👍 Non-Smoking 👍 Free parking 👍 Wifi-Washer/dryer 👍

May 12 – 19

$196 CAD per night

Guest favourite

Villa in Haines City

4.89 out of 5 average rating, 87 reviews

Villa Forest Hills Ln with Private Pool

My house is located near Disney World, Universal Studios, Legoland, art and culture points of interest, as well as parks, restaurants and a beautiful scenery. It is perfect for couples, solo travelers, business trips and families with children. It includes wifi and a private pool, for your entertainment. Ma propriété est située près de Disney World, Universal Studios, Legoland, plusieurs lieux d'art et de culture, en plus d'excellents restaurants et de parcs, le tout dans un paysage de rêve.

Sep. 14 – 21

$384 CAD per night

Guest favourite

Villa in Davenport

4.95 out of 5 average rating, 61 reviews

Modern & Clean Home with MOVIE/GAME Room. POOL.

Looking for a vacation that will create life-long memories? Look no further. Enjoy your stay in our DISNEY inspired 1-Story, 4 bed 3 bath, 2500 sq ft POOL home with a separate THEATRE and ARCADE GAME ROOM! Sleeping accommodations for up to 10 guests. Newly updated with everything you need to create this a magical vacation! Short drive to all Theme Parks, Publix supermarket, Walmart, restaurants and great golf courses! Bring the whole family to this great place with lots of room for fun.

May 14 – 21

$302 CAD per night

Guest favourite

Villa in Davenport

5.0 out of 5 average rating, 9 reviews

Spacious Pool Home, Games Room, Quiet Gated Resort

Relax with the whole family at this quiet, peaceful retreat. After a day at Disney World, one of our nearby world-class golf courses, or other attractions, come home to your gated community and unwind in your private pool or enjoy the games room. This 2200 square ft home has 2 master suites, queen and twin bedrooms, and 3 full bathrooms. Bedrooms have new luxury vinyl flooring installed December 2023. The home is wheelchair accessible - upon request we have portable ramps for all entrances.

Oct. 2 – 9

$265 CAD per night

Guest favourite

Villa in Kissimmee

4.96 out of 5 average rating, 167 reviews

4 bed villa w/private pool near Disney, sleeps 6+

Lovely, updated Vacation Villa, near Disney & Universal Studios. Located on the beautiful, resort-style property of Trafalgar Village. It's your "home-away-from-home" equipped with complimentary high-speed Wifi and flat-screen TVs in every bedroom. You can relax at the home's private pool w/spa or venture off to the clubhouse's community pool, spa, fitness center, game room, and movie theater, just steps away from the villa. The home is 10mins in both directions to shops and restaurants.

Aug. 22 – 29

$272 CAD per night

Guest favourite

Villa in Davenport

4.97 out of 5 average rating, 32 reviews

Graystone Villa, 3 bedrooms with private pool

Beautiful Villa in family friendly community, 3 bedroom and 2 bath pool home with bonus room. Open concept with family room overlooking large pool and patio. Get cozy and enjoy the fire place in the formal living room. Master bedroom with extra large walk in closet. This beautiful villa is located in gated community, close to Posner Park with shopping and lots of entertainment. Close to Disney and Orlando attractions. Bring the whole family to this great place with lots of room for fun.

May 30 – Jun. 6

$283 CAD per night

Guest favourite

Villa in Kissimmee

4.97 out of 5 average rating, 131 reviews

Close To The Mouse: Something for Everyone!

Are you ready for four amazing bedrooms, three full baths, a fully equipped kitchen, formal dining area, reclining seats on the new couch and love seat, Tempur-Pedic mattresses on every bed, a beautiful pool, and a game room that will make you want to stay home for the day? Everything is close by: Disney World, Universal , and Sea World. No need to share the space with others, this is your own private oasis for your time here. Additional health and safety standards in place.

Mar. 17 – 24

$291 CAD per night

Guest favourite

Villa in Davenport

4.94 out of 5 average rating, 112 reviews

Beautiful 4 Bedroom Pool Villa Near Disney World

This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

Oct. 12 – 19

$316 CAD per night

Guest favourite

Villa in Davenport

4.85 out of 5 average rating, 108 reviews

3 bedroom apartment near Disney World

Our property is a 3-bedroomed, ground floor, condo offering ultra-spacious living and equipped with all the comforts you'd expect from a home. As well as being close to Walt Disney World, Universal Studios, SeaWorld to name but a few of the sights - you'll find plenty of things right on your doorstep to keep the entire family entertained. Resort facilities include 3 large heated pools, 5 whirlpool spas, sandy beach overlooking Lake Davenport as well as a bar and restaurant.

Feb. 15 – 22

$282 CAD per night

Guest favourite

Villa in Haines City

4.8 out of 5 average rating, 100 reviews

Sandy's Southern Dunes Villa

This villa is in the Southern Dunes Golf & Country Club, which is an immaculately kept, secure complex, which maintains a 24-hour manned gate, making this a safe place to stay. There are community swimming pools, tennis courts, a gym, library and children's playground for those days when meeting Mickey Mouse is just too much trouble. With a Super-Walmart a minute away plus Dicks and several well-known restaurants just further away, virtually everything is on hand.

Sep. 19 – 26

$188 CAD per night

Guest favourite

Villa in Haines City

4.97 out of 5 average rating, 33 reviews

Villa close to Disney & Legoland | Private Pool

Perfect for families large or small! 4 bd 2 ba villa with a lot of fun to be had. This house can sleep anywhere between 1-12 people. It has a private heated pool, large kitchen, foosball table, board and card games, TV and internet, BBQ grill, and much more. -30 minutes from the "Happiest Place on Earth" -30 minutes from LEGOLAND -28 miles from Universal Studios -27 minutes from ESPN Wide World of Sports Complex -5 minutes from Southern Dunes course

Feb. 3 – 10

$385 CAD per night

Guest favourite

Villa in Davenport

4.89 out of 5 average rating, 53 reviews

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Apr. 13 – 20

$266 CAD per night

Vacation rentals for every style

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Popular amenities for Haines City villa rentals

Free parking on premises

Air conditioning

Private villa rentals

Guest favourite

Villa in Davenport

4.98 out of 5 average rating, 45 reviews

Villa Close To Disney

Mar. 17 – 24

$330 CAD per night

Guest favourite

Villa in Davenport

4.92 out of 5 average rating, 51 reviews

Aquilo House is a south facing luxury pool home

Aug. 26 – Sep. 2

$273 CAD per night

Guest favourite

Villa in Four Corners

4.9 out of 5 average rating, 69 reviews

9355 Walk to Splash Fun/Resort 4 Free near Disney

Aug. 21 – 28

$222 CAD per night

Villa in Davenport

4.9 out of 5 average rating, 10 reviews

Mickey and Villains

Sep. 7 – 14

$273 CAD per night

Guest favourite

Villa in Davenport

4.9 out of 5 average rating, 63 reviews

Emerald City: Heated Pool, Near Disney & Universal

Jul. 13 – 20

$287 CAD per night

Guest favourite

Villa in Davenport

4.95 out of 5 average rating, 62 reviews

Cozy 3 bedroom condo near Disney World!

Jun. 1 – 8

$192 CAD per night

Villa in Davenport

5.0 out of 5 average rating, 4 reviews

Disney Family Villa w/screened-in deck, pool & spa

Sep. 1 – 8

$307 CAD per night

Guest favourite

Villa in Davenport

4.98 out of 5 average rating, 44 reviews

The Dorset Shire

Oct. 12 – 19

$288 CAD per night

Luxury villa rentals

Guest favourite

Villa in Davenport

4.89 out of 5 average rating, 112 reviews

Star Wars|Princess|Arcade|Sleeps 22|Waterpark

Apr. 1 – 8

$1,209 CAD per night

Guest favourite

Villa in Kissimmee

4.98 out of 5 average rating, 102 reviews

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Mar. 27 – Apr. 3

$1,014 CAD per night

Guest favourite

Villa in Davenport

4.95 out of 5 average rating, 60 reviews

Blue Paradise-Sleeps 32- FREE EV Charger-Theater

Nov. 16 – 23

$1,613 CAD per night

Guest favourite

Villa in Davenport

4.95 out of 5 average rating, 64 reviews

Lux Unique Pirate Hideaway w/ Pool+Arcade+Theatre

Jan. 7 – 14

$1,010 CAD per night

Guest favourite

Villa in Davenport

4.87 out of 5 average rating, 53 reviews

12BR 10BA Disney/Pool/Spa/Resort/24+ Guests!

Nov. 10 – 17

$1,087 CAD per night

Guest favourite

Villa in Davenport

5.0 out of 5 average rating, 33 reviews

Minnie Mansion II 8 Bedroom Luxury Villa w/Arcade

Aug. 6 – 13

$1,055 CAD per night

Guest favourite

Villa in Davenport

4.9 out of 5 average rating, 21 reviews

Arcade-Theater-Pool-8br Rare Luxury Experience!

Jan. 19 – 26

$977 CAD per night

Guest favourite

Villa in Davenport

5.0 out of 5 average rating, 62 reviews

Phenomenal 9BR FREE Pool Heat up to 16 guests

Mar. 15 – 22

$1,042 CAD per night

Villa rentals with a pool

Guest favourite

Villa in Kissimmee

4.91 out of 5 average rating, 34 reviews

Vacation 3 bedroom 2 bath Villa+pool

Sep. 26 – Oct. 3

$288 CAD per night

Villa in Davenport

4.94 out of 5 average rating, 31 reviews

Spectacular 3b/2b With Private Pool And Spa

Oct. 24 – 31

$310 CAD per night

Guest favourite

Villa in Davenport

4.88 out of 5 average rating, 33 reviews

South facing Modern villa in quiet gated estate

Dec. 8 – 15

$282 CAD per night

Guest favourite

Villa in Davenport

4.96 out of 5 average rating, 46 reviews

Charming 4br Villa w/a Pool!

May 21 – 28

$281 CAD per night

Guest favourite

Villa in Davenport

4.84 out of 5 average rating, 43 reviews

Gorgeous VILLA near Disney, Heated South Pool

Sep. 5 – 12

$285 CAD per night

Guest favourite

Villa in Davenport

4.94 out of 5 average rating, 80 reviews

Modern Coastal Farm House/Pool+Jacuzzi/near Disney

Aug. 7 – 14

$340 CAD per night

Guest favourite

Villa in Davenport

4.97 out of 5 average rating, 34 reviews

Quiet Villa w/ pool close to Theme Parks and golf!

Mar. 20 – 27

$323 CAD per night

Guest favourite

Villa in Davenport

4.95 out of 5 average rating, 88 reviews

Luxury Pool Home minutes away from Disney

Dec. 1 – 8

$361 CAD per night

Quick stats about villa rentals in Haines City

Total rentals
110 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Rentals with a pool
100 properties have a pool
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$82 CAD before taxes and fees

Destinations to explore