
Condo vacation rentals in Winter Haven
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Quick stats about condo rentals in Winter Haven

Nightly prices starting at
Winter Haven vacation rentals start at G$14,648 GYD per night before taxes and fees

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Over 70 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Haven rentals

4.6 Average rating
Winter Haven stays receive an average rating of 4.6 out of 5 from guests
Top-rated condo rentals in Winter Haven
Guests agree: these condos are highly rated for location, cleanliness, and more.

Chic Disney Resort Condo • Pool Access Near Parks
Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

Orlando Spacious 2 Suites & Resort-Style Pool
Freshly renovated condo featuring TWO SPACIOUS PRIVATE SUITES, each with its own full bathroom — ideal for families, couples, and business stays. Located in ChampionsGate, 19 minutes from Disney and 30 minutes from Epic Universe and Universal Parks. Only 4 minutes from the Omni Orlando Resort at ChampionsGate, popular for golf, conferences, and special events. Enjoy full access to Tuscana Resort amenities at no extra cost, including a heated pool with conservation views and a relaxing hot tub.

Stylish Condo 20 mins to Disney/King Bed
Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

Magic Gate: Amazing Condo Near Disney Delights
Nestled in the prime locale of ChampionsGate Resort, just moments away from Disney and other major attractions, this 3BD/2BA unit awaits to make your vacation dreams come true. Spanning 1,558 Sq. Ft. has a fully equipped kitchen for culinary adventures, a cozy living room for family gatherings, a dedicated working station with desk and chair, a delightfully themed bedroom for the young, and a private game room ensuring endless family fun. Your ultimate retreat for cherished moments together!

Disney Orlando Bahama Bay Resort, Pools & Games!
➤ Caribbean-Style 1st floor 3 Bed 2 Bath Condo with Pools & Hot Tubs • Near Walt Disney World, Universal Studios, Sea World Orlando & Restaurants ! ★ RESORT AMENTIES: •4 heated pools, 6 hot tubs, children's splash park •Sandy Beach on Lake Davenport · BBQ grills •Tennis, TT , basketball, volleyball, & a fishing dock •Closest unit to Gran Bahama Pool •The unit has everything you need including linens, towels •Fully equipped kitchen, Dining, Living Room ➤ Please add us to your WISHLIST !

Time Out!
Quiet and well appointed, Time Out! Is not a punishment, but a place to relax, regroup, and refresh. Spacious and comfortable, it has all the amenities of a home—fully equipped kitchen, baths, workspace, washer and dryer, WiFi, cable TV, and dining area. A heated community pool is available. The neighborhood has no through traffic—ideal for walking or running. Nearby are shopping and eating establishments, Lakeland-Linder airport, Publix headquarters, and I-4 for travel to Tampa or Orlando.

Stunning Orlando Condo 3 BR/2 bath, pets OK
This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

3/2 Lake View King Bed Disney Family Condo Resort
✨ Second-Floor Condo (No Elevator) Completely remodeled 3-bedroom, 2-bath condo in a Caribbean-style resort 🏖️. Features include a Kids Splash Zone, spa, restaurants, lake with dock, and private beach. Smart TVs (Netflix & more). 🌸 Relax on the balcony with peaceful views. Conveniently located, just 15 minutes from Disney, perfect for an unforgettable getaway! 🚗NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

No Cleaning fee - 3 bed 3 full bath near Disney
New Paint, New Carpets, New bedding, completely refurbished during lockdown and ready for guests. Mediterranean Style resort with 3 pools & Gym. 1,400+ sq. ft Condominium with 3 bedrooms and THREE BATHROOMS, everyone gets their own bathroom. Bella Piazza Resort is a short walk to Publix Supermarket, Irish Pub, English Pub, several other restaurants and take aways, don't want to drive you don't have to. Conveniently located for all the theme parks, especially Disney Parks. NO RESORT FEES!

ChampionsGate Tuscana Resort - Minutes to Disney!
* 10 MINUTES to WALT DISNEY WORLD and other Orlando attractions! * Free access to HEATED RESORT POOL! * Located close to the POOL! * Over 1100 sq. ft of living space! * FULLY EQUIPPED kitchen! * Private SCREENED BALCONY! * WASHER & DRYER in the unit! * LINENS & BEACH TOWELS provided! * Starter supply of toiletries! * PACK 'N PLAY and HIGH CHAIR provided! * ELEVATOR! * FREE PARKING in front of the building! * Walking distance from local RESTAURANTS and GROCERY STORES! * GATED entrance!

A luxurious living just 15 min/Disney
Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

Home Suite Home #2
Our Vacation Condo has a homey atmosphere and is very bright. The property has a small Gym that all guests are welcome to use. We are located about 25 to 30 minutes from Disney, 45 minutes from Universal and 1 hour from Legoland. We are in the Champions Gate area, in a quiet and safe Gated Community. The Property surrounded by restaurants, an Aldi's supermarket & Publix only 5 minutes away. You're sure to make fantastic memories with a stay at our place.
Popular amenities for Winter Haven condo rentals
Weekly condo rentals

Peaceful modern retreat

Costa 1BD Lake Condo | Private | Beautiful Area

Gated resort minutes from all major attractions

Cozy Poolside Retreat Gated Resort 2BR/2BA

Heron Haven Comfy 2BR condo w/pool Great Location

New! Seven Eagles Hideaway at Reunion Resort

2BR Resort Condo Near Disney – Family Ready

Waterfront Condo |Pool Access |Dock |Patio Views
Pet-friendly condo rentals

Vista Cay Luxury Vision, Next to EPIC and OCCC

Family-Friendly Condo with Pool & Sauna

Penthouse Lakeview Minutes to Disney/ Universal

Brand New AwardWinning Renovated Condo Near Disney

1st Floor. Resort style 2 BR Condo near Disney

Disney Dream Condo · Resort Pool · 20 Min to Parks

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Newly Renovated Premium Condo, Vista Cay - 2002
Condo rentals with a pool

Disney Stay w/ Private Hot Tub + Themed Rooms

Third floor unit in Bahama Bay

Fully Themed Harry Potter Magical Experience!

Resort Access: 2BR Condo Retreat near Disney World

Modern resort condo close to amusement parks

Pool View 2 Bed 2 Bath minutes to Disney World

Magic Condo at a Resort Near Disney

Ken & Tanya's Tropical Retreat (near Disney Parks)
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- Walt Disney World Resort
- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Raymond James Stadium
- Disney Springs
- SeaWorld Orlando
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Camping World Stadium
- Epcot
- Universal's Volcano Bay
- Kia Center
- Disney's Animal Kingdom Theme Park
- Reunion Resort Golf Courses - Palmer & Watson
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- Old Town
- Amalie Arena
- ESPN Wide World of Sports
- Tampa Convention Center
- LEGOLAND Florida Resort
- Disney's Hollywood Studios
- University of South Florida





