Holiday rentals near Theatre Winter Haven
We found 5,658 holiday rentals — enter your dates for availability
Select the perfect holiday home within close proximity to Theatre Winter Haven. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as parking and a hot tub. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Theatre Winter Haven
Showing deals for:28 Nov - 5 Dec
Image gallery for Ultimate Experience! 8br-Arcade-Theater
1010 out of 10 rating
Exceptional
(23 reviews)
Ultimate Experience! 8br-Arcade-Theater
Davenport, FL
7% off
Price is AU$7,200
AU$7,200
AU$1,029 nightly
Includes taxes & fees
Image gallery for Modern Townhouse, Balmoral Resort Haines City Vacation Rentals
9.69.6 out of 10 rating
Exceptional
(15 reviews)
Modern Townhouse, Balmoral Resort Haines City Vacation Rentals
Haines City, FL
7% off
Price is AU$1,647
AU$1,647
AU$235 nightly
Includes taxes & fees
Image gallery for Amazing Lakeview 4 BR Vacation Home with Heated Pool! Near All Parks.
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Amazing Lakeview 4 BR Vacation Home with Heated Pool! Near All Parks.
Haines City, FL
8% off
Price is AU$2,909
AU$2,909
AU$416 nightly
Includes taxes & fees
Image gallery for Near Disney! Villa with Private Pool
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Near Disney! Villa with Private Pool
Davenport, FL
11% off
Price is AU$2,935
AU$2,935
AU$419 nightly
Includes taxes & fees
Image gallery for Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
9.89.8 out of 10 rating
Exceptional
(204 reviews)
Welcome To Our Beautiful Villa In The Gorgeous Community Solterra!
Davenport, FL
7% off
Price is AU$3,018
AU$3,018
AU$431 nightly
Includes taxes & fees
Image gallery for Close to Disney- 4 Bdrm Luxury with Private Pool
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Close to Disney- 4 Bdrm Luxury with Private Pool
Davenport, FL
5% off
Price is AU$2,243
AU$2,243
AU$320 nightly
Includes taxes & fees
Image gallery for Wonderful house! Grill, Heating pool and Jacuzzi included.
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Wonderful house! Grill, Heating pool and Jacuzzi included.
Davenport, FL
6% off
Price is AU$3,549
AU$3,549
AU$507 nightly
Includes taxes & fees
Image gallery for Luxury Pool/Spa themed home near Disney World/Universal
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Luxury Pool/Spa themed home near Disney World/Universal
Davenport, FL
6% off
Price is AU$2,180
AU$2,180
AU$311 nightly
Includes taxes & fees
Image gallery for LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
1010 out of 10 rating
Exceptional
(64 reviews)
LAKE HOUSE WITH PRIVATE Free HEATED POOL & GAME ROOM 4 min FROM LEGOLAND
Winter Haven, FL
5% off
Price is AU$4,499
AU$4,499
AU$643 nightly
Includes taxes & fees
Image gallery for Luxe Championsgate Villa w/ pool, Close to Disney
9.09.0 out of 10 rating
Wonderful
(30 reviews)
Luxe Championsgate Villa w/ pool, Close to Disney
Davenport, FL
7% off
Price is AU$5,528
AU$5,528
AU$790 nightly
Includes taxes & fees
Image gallery for 9 Bedrooms-sleeps 22!! Mario Themed Game Room!! Avatar themed bedroom!!
9.89.8 out of 10 rating
Exceptional
(29 reviews)
9 Bedrooms-sleeps 22!! Mario Themed Game Room!! Avatar themed bedroom!!
Davenport, FL
7% off
Price is AU$5,857
AU$5,857
AU$837 nightly
Includes taxes & fees
Image gallery for Near Disney - 5BR - 10PPL - Pool - Spa - Gameroom!
9.29.2 out of 10 rating
Wonderful
(13 reviews)
Near Disney - 5BR - 10PPL - Pool - Spa - Gameroom!
Davenport, FL
7% off
Price is AU$2,824
AU$2,824
AU$403 nightly
Includes taxes & fees
Image gallery for Luxury Home in Champions' Gate with Private Pool & Game Room!
9.29.2 out of 10 rating
Wonderful
(23 reviews)
Luxury Home in Champions' Gate with Private Pool & Game Room!
Davenport, FL
7% off
Price is AU$2,517
AU$2,517
AU$360 nightly
Includes taxes & fees
Image gallery for Stunning 3 bed/2 bath w Den/Near Disney/South Facing Pool/Hot Tub/FreeWiFi/Xbox1
9.29.2 out of 10 rating
Wonderful
(99 reviews)
Stunning 3 bed/2 bath w Den/Near Disney/South Facing Pool/Hot Tub/FreeWiFi/Xbox1
Davenport, FL
7% off
Price is AU$1,986
AU$1,986
AU$284 nightly
Includes taxes & fees
Image gallery for The Fairytale Escape – Arcade, Pool & Magic!
9.89.8 out of 10 rating
Exceptional
(51 reviews)
The Fairytale Escape – Arcade, Pool & Magic!
Davenport, FL
9% off
Price is AU$4,791
AU$4,791
AU$684 nightly
Includes taxes & fees
Image gallery for Executive 5 Bed 4 Bath Villa - South Facing Pool & Spa only 15 mins from Disney
9.69.6 out of 10 rating
Exceptional
(152 reviews)
Executive 5 Bed 4 Bath Villa - South Facing Pool & Spa only 15 mins from Disney
Davenport, FL
7% off
Price is AU$3,171
AU$3,171
AU$453 nightly
Includes taxes & fees
Image gallery for 5BR Executive Villa Large Pool Gated Community in Championsgate area near Disney
1010 out of 10 rating
Exceptional
(119 reviews)
5BR Executive Villa Large Pool Gated Community in Championsgate area near Disney
Davenport, FL
8% off
Price is AU$2,711
AU$2,711
AU$387 nightly
Includes taxes & fees
Image gallery for Curated HIGH TECH Home Close to Disney 5 bedrooms, 4.5 bathrooms
9.29.2 out of 10 rating
Wonderful
(40 reviews)
Curated HIGH TECH Home Close to Disney 5 bedrooms, 4.5 bathrooms
Davenport, FL
8% off
Price is AU$3,824
AU$3,824
AU$546 nightly
Includes taxes & fees
Image gallery for Private Pool & Resort Perks: Home in Davenport
9.69.6 out of 10 rating
Exceptional
(41 reviews)
Private Pool & Resort Perks: Home in Davenport
Davenport, FL
6% off
Price is AU$3,361
AU$3,361
AU$480 nightly
Includes taxes & fees
Image gallery for My Destination Home Orlando - ChampionsGate 8 Bdrm
1010 out of 10 rating
Exceptional
(51 reviews)
My Destination Home Orlando - ChampionsGate 8 Bdrm
Davenport, FL
8% off
Price is AU$7,250
AU$7,250
AU$1,036 nightly
Includes taxes & fees
Image gallery for Exceptional villa with themed rooms throughout. Free Pool Heating Sept. 2025
9.09.0 out of 10 rating
Wonderful
(31 reviews)
Exceptional villa with themed rooms throughout. Free Pool Heating Sept. 2025
Davenport, FL
7% off
Price is AU$2,383
AU$2,383
AU$340 nightly
Includes taxes & fees
Image gallery for Beautiful & Cozy Home Away From Home Near Orlando Attractions - 4BR/3Bath
9.89.8 out of 10 rating
Exceptional
(80 reviews)
Beautiful & Cozy Home Away From Home Near Orlando Attractions - 4BR/3Bath
Davenport, FL
6% off
Price is AU$2,555
AU$2,555
AU$365 nightly
Includes taxes & fees
Image gallery for Family-Friendly Davenport Home w/ Fire Pit!
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Family-Friendly Davenport Home w/ Fire Pit!
Davenport, FL
12% off
Price is AU$1,949
AU$1,949
AU$278 nightly
Includes taxes & fees
Image gallery for 10 BR 8 BA Villa Joy
9.49.4 out of 10 rating
Exceptional
(27 reviews)
10 BR 8 BA Villa Joy
Davenport, FL
7% off
Price is AU$5,891
AU$5,891
AU$842 nightly
Includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Theatre Winter Haven
Luxury 20 bedroom Reunion Villas @ Disney's Doorstep
Sleeps 44 · 20 bedrooms · 20 bathrooms
9.29.2 out of 10
Wonderfulwonderful
96 reviews(96 reviews)
Glam Villa Near the Parks w Gamer & Princess BRs, Huge Theater, Arcade, Spa Pool
Sleeps 20 · 9 bedrooms · 6+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
3 Miles to Disney! Themed Home FREE Heated Pool & Spa Theater Grill & 7 Bedrooms
Sleeps 16 · 7 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
183 reviews(183 reviews)
BEST HOUSE! StarWars Theater, HarryPotter, Princess, Pirates!!! Disney 8-10 min!
Sleeps 20 · 8 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
221 reviews(221 reviews)
The Grand Village 4BR Pool Home near Disney Parks
Sleeps 9 · 6 bedrooms · 4 bathrooms
Newly Renovated Home - Brand New Furniture Throughout - Clubhouse With Pool and Tennis Courts!
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value