
Holiday rentals with a patio in Winter Haven
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Top-rated rentals with patio in Winter Haven
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Hidden 💎 Minimalist Design | Lego+Disney
Brand new, single family home with free parking. 4 Bed/2 Bath updated home with a large screened sun room. We made this home family-friendly because as parents ourselves, we know how nice that is! We even provided a baby crib. This home is light, breezy, comfortable, newly furnished and decorated; centered around a minimalistic vibe. Fully equipped, washer and dryer. Internet WiFi included. Close to Legoland (9 mi.), Disney (29 mi.), Golfing (6 mi.), and surrounded by beautiful lakes.

Cheerful 4 Bed, 3 Bath Home with Screened Pool
Just 6 miles to Legoland! This stylish home is perfect for vacation. 2 ensuite bedrooms, 2 additional rooms and 2 additional semi private sleeping areas there is room for everyone. Every space is newly furnished with stylish pieces and comfortable beds. The pool area is fully screened so you can enjoy the Florida weather without the bugs. The open concept space is perfect for large groups and families and the kitchen is ready for you to make a meal. A laundry room houses a washer and dryer.

Adult-Only Getaway w/ Mermaid Pool | 18+, Private
🗝️ Adults only. Ready to turn your vacation into an experience? Explore your fantasies at our romantic getaway, featuring four themed bedroom options* designed to inspire you. Bring your fave toys, experiment with our spicy 🌶️ amenities, or peruse our shop to bring home a little extra to keep the fire going after you leave. You will love our mermaid pool 🧜🏿♀️, jetted spa, & stone meditation deck while you soak up the sun or stargaze. 🌟 Your next adventure awaits. (*1 per 2 guests)

Newly remodeled House 3BR/2BA
Centrally located in Winter Haven, FL and within minutes to Legoland. Only a 45-60 minute drive to local theme parks Disney and Busch Gardens. West/East Coast Florida Beaches are only a 90 minute drive. This newly remodeled 3/2 is a very spacious and accommodating home to any family wanting to get away on a peaceful vacation or weekend retreat. Quiet neighborhood with no HOA and within walking distance to several downtown restaurants, grocery stores, and shopping establishments.

Classic Cottage in country setting
Relax with the family in this peaceful setting. Short drive to the parks, shopping, restaurants. 10 minutes from Interstate 4. Walmart and Posner Park Shopping Center nearby. Patio area with fire pit and gas grill and lawn chairs. 2 car carport parking on premise. 2 bedroom w/HDTV's, 2 bath, fully furnished kitchen, dishwasher, breakfast nook, dining room, living room w/HDTV. Washer/dryer. Fully fenced 3/4 acre yard with plenty of room for kids to play. Self check in with keypad.

Kid-friendly Home w/ Pool & BBQ
Enjoy a delightful stay in our Renovated 3BD house for your Winter Haven trip. The unit is equipped with dryer, washer, Wi-Fi, fully equipped kitchen, baby proofed, and BBQ to make your stay comfortable. Enjoy the private pool, free parking, and large patio. Our house is 20 mins away from LEGOLAND and 50 mins away from Disney Parks and attractions. Discover Winter Haven’s chain of lakes with all the water sports and its surroundings in the best way. We look forward to hosting you!

Lakefront Home on the Winter Haven Chain O’Lakes!
Completely renovated 2 Bedroom, 1.5 bath home location on beautiful Lake Roy on the Winter Haven Chain O’Lakes. This is a mother-in-law suite that is connected to the main home. One bedroom on the lower level with a queen bed. Second story with king bed and twin bed. Full bath located upstairs). Comfortably sleeps 5. Dog welcome with prior approval and pet fee. Boat parking at dock. Boat rental available at Central Florida Water Sports. Private entry with keyless touchpad.

Linda Casita, Lake Wales
Cute older house with modern amenities. Located right downtown within a block from the playpark, Lake Wailes lake, walking path, and the historic downtown shopping area. All of the appliances in the home are brand new, as well as the washer and dryer. There is a large TV in the living room, as well as one in each bedroom - each with Roku and Netflix. Each bedroom also has a mini split A/C unit to sleep as cold, or hot, as you like. Parking is in the rear covered carport.

Adorable 1 bedroom Guesthouse near Lego Land
This is a beautiful and private place offers a queen size bed, newly renovated with private access and parking. It’s a great place to get away and relax with a large and beautiful backyard! We are located less than 8.6 miles from Legoland & under 6.2 miles from the Lake Myrtle Sports complex. Winter Haven is halfway between Orlando and Tampa. Around 29 miles to Disney World, Universal and Sea World. Around 38 miles to Bush Gardens, Dali museum, Aquarium and much more!

4/2 House near Legoland w Optional Heated Pool
Relax with the whole family at this peaceful home in Winter Haven 5mins to Legoland and the new Peppa Pig theme park, perfect for your next family vacation! Right across the street from lake Ned park with lake View from the front porch and office, bring your small water toys as there is a public boat ramp across the street. There are many restaurants as well as a Publix grocery store all within 2 miles from the home! Downtown winter haven is a short 10 minute commute.

The Dalt Retreat
The Dalt Retreat in Winter Haven (LEGOLAND) Fl is named after our 10 year old Grandson Dalton. It’s a great spot to relax by the in ground pool and fenced in back yard. Enjoy the outside with your family and cookout. We want you to love The Dalt as much as we do. Located in Winter Haven and Central FL area easy to enjoy the local lakes. Also not too far from other central Fl attractions and beaches from East or West coast.

4 a Tiny House w/ Bunk Bed in Quiet Marina Unit 14
Our cozy tiny house is perfect for when less is more :-). An intimate space for a long reflective weekend or a more affordable option for a few days with the kids at nearby Legoland. Offering a queen-size Murphy bed and two additional single-size bunk beds, the Cypress Inlet Tiny House can comfortably accommodate up to four people. Equipped with a mini-fridge, a microwave, and a Keurig duo (drip & pod) coffee maker.
Popular amenities for rentals with patio in Winter Haven
Flat rentals with a patio

Hidden Ruby Apartment

Matty’s Citrus Connection

Cozy Apartment Close to Disney

casa sol | lakeland

Luxury by Legoland 106

2-Bedroom Renovated Lakeside Condo Near Disney

Modern 3 Bedroom Apartment Near the Theme Parks

“The Harmony Loft” Near Airport & Attraction’s
House rentals with a patio

30 minutes to Disney and Universal Studios

Family Home, Legoland, Group-Friendly, 8 Beds

Cozy Lakefront Home w/ Pool -7 mins from Legoland

Relaxing Lakefront Escape • Pool + 150” Theater

Lakefront home w/heated pool minutes from Legoland

Chic Boho Getaway | Peaceful Central Florida Condo

Juliana Jewel on Lake Juliana - 3B/2B lake house

Renovated Lakefront Luxury retreat by Legoland
Apartment rentals with a patio

Waterpark View, MickeyTheme 3BR Near Disney 1039

20th-Floor Lake View•Disney Fireworks•Resort Pool

A luxurious living just 15 min/Disney

New Lovely 3-bedroom Condo 5 minutes from Disney’s

Penthouse Lakeview Minutes to Disney/ Universal

Disney Area Updated Lake View Orlando Resort Condo

Top Floor Condo Lake View near Disney Storey Lake

Cozy Apartment Close to All Disney' Parks
When is the best time to visit Winter Haven?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €108 | €114 | €120 | €108 | €108 | €107 | €103 | €102 | €95 | €108 | €108 | €108 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about holiday rentals with a patio in Winter Haven

Total holiday rentals
Explore 310 holiday rentals in Winter Haven

Nightly prices starting at
Winter Haven holiday rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 14,460 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
200 properties have a dedicated workspace

Wifi availability
310 of Winter Haven holiday rentals include wifi access

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

4.8 Average rating
Winter Haven stays are highly rated by guests – averaging 4.8 out of 5!
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- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Raymond James Stadium
- Universal's Volcano Bay
- Busch Gardens Tampa Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Old Town
- Camping World Stadium
- Reunion Resort Golf Courses - Palmer & Watson
- Amalie Arena
- Tampa Convention Center
- Aquatica
- ICON Park
- Disney's Hollywood Studios
- Island H2O Live!





