House vacation rentals in Winter Park

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Top-rated house rentals in Winter Park

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Guest favorite

Home in Winter Park

4.93 out of 5 average rating, 113 reviews

A Rare Jewel in the heart of Winter park. Can walk

This lovely 3 bedrooms, 2 bath house is located in the most desirable area of Winter Park. Only few steps from Park Ave. You can walk to all the restaurants, Wine room, coffee shops, stores, art galleries, Museum, Park, Rollins College, Winter Park Community Center. Its only 25 minutes drive to the airport, 45 minutes to the beach, and close to family-friendly activities, nightlife, public transport. This house is great for families, couples, solo adventurers, business travelers, and big groups.

Guest favorite

Home in Altamonte Springs

4.97 out of 5 average rating, 298 reviews

A Home Where Eclectic Luxury Meets Affordability

Welcome to the Haven at Temper Wild - Your home away from home. We offer fully free amenities, luxury bedding and pillows, and quintessential design throughout the rooms and home. There are work spaces in every bedroom, ultra-fast wifi, games galore, and a beautiful outdoor space equipped with outdoor dining and lounging. Pet Fee's per pet: $100 (You must notify host if you are bringing a pet prior to booking) Read the rules of the property before booking, to ensure that you are OK with them.

Guest favorite

Home in Orlando

4.84 out of 5 average rating, 197 reviews

Waterside Pet Friendly Lakefront

Waterside Estates is a family friendly and safe community. Close to supermarkets, restaurants, entertainment and minutes away from major highways like 417 and 528, just a 15 minute drive from the Orlando International Airport and 45 minutes from the Space Coast!! Disney and Universal are 20-25 mins away. Home is fully equipped with a stocked kitchen to cook. WIFI throughout. Easy Check in and Check out. Property in compliance with Ord. No. 2018-3. NO Garage access. No post surgery guest.

Guest favorite

Home in Orlando

4.94 out of 5 average rating, 125 reviews

★Modern DT 2/1👑King Bed✔Long Stays⚡️WiFi📺Netflix★

Enjoy your relaxing stay near the heart of downtown Orlando in this beautifully styled modern home! ✓ Private Entrance & Self-Check In ✓ Perfect for Longer Stays & Vacations ✓ Fast Wifi - Work Remote! ✓ Professionally Cleaned & Sanitized ✓ Fully Stocked Kitchen ✓ Complimentary Netflix ✓ In-Suite Laundry ✓ King Bed in Master ✓ Free Parking ✓ Outdoor Patio Seating ✓ Walking Distance to Downtown Orlando ✓ Shampoo, Conditioner & Body Wash Provided ✓ Folding Queen Mattress Included (3rd Bed)

Guest favorite

Home in Winter Park

4.94 out of 5 average rating, 138 reviews

Modern, Quiet & Cozy - Entire house 2/2

Embrace Tranquil Living in Winter Park, Florida. Located in a quiet neighborhood NE of downtown this recently renovated house is modern, clean, and cozy. Short drive to other great attractions in Orlando. Its central location is minutes away from Park Ave, the University of Central Florida, Rollins College, Full Sail University, Downtown Orlando, MCO Airport, Amway Center, Dr. Phillips, Science Center, Orlando City Stadium, and much more! You need to be at least 18 years old to book.

Guest favorite

Home in Oviedo

4.96 out of 5 average rating, 247 reviews

Cute cottage near UCF & trails. No cleaning fee

Our cottage is nestled behind Oviedo’s oldest home. The cottage boasts lots of windows with a beautiful view of the outdoors. Inside the cottage is a queen-size bed, table for 2-4, kitchenette with refrigerator, toaster and microwave, TV with Netflix and Prime, plus WiFi. There is a tall claw foot tub which can be difficult for people with mobility issues. The cottage is connected to the main house but has its own entrance and guests have complete privacy. There are no shared spaces.

Guest favorite

Home in Maitland

4.96 out of 5 average rating, 140 reviews

The Butterfly Bungalow near Park Ave

This 1950s bungalow has been lovingly restored to maintain it's Florida charm and offer simple comforts. Located in a family-friendly neighborhood just a few blocks from the Enzian Theater, the bungalow is close to restaurants and shops lining the cobblestone streets of Park Ave, and centrally located to historic areas of both Winter Park and Maitland. Park Ave shopping district - 1.5 miles Whole Foods - 0.8 miles Publix - 0.8 miles SunRail - 1.7 miles Downtown Orlando - 8 miles

Guest favorite

Home in Altamonte Springs

4.96 out of 5 average rating, 136 reviews

3/1 house conveniently located in central Florida!

Relax with your whole family in this peaceful quiet home. Your home away from home is Conveniently Located close to all the attraction and beaches. It's a small 800 sq ft 3 bed 1 bath House with Casper beds and flat screen in every room. 10 Minutes away from the Altamonte Springs hospital. Full Stocked kitchen with everything you need to cook a home cooked meal. It's a perfect place to stay with your family instead of a Hotel for a more comfortable stay and peace of mind.

Guest favorite

Home in College Park

4.95 out of 5 average rating, 105 reviews

Trendy Downtown Orlando Oasis

Updated three-bedroom home, only minutes from I-4, which means easy access to your favorite spots in and around Orlando. - Winter Park Village: 5 minutes - Downtown Orlando: 10 minutes - Amway Center and Camping World Stadium: 10 minutes - Disney World, Universal Studios, and I-Drive: 20 minutes Perfect for groups or families. Plenty of free parking in driveway and curb side. No parties or events please. Orlando Permit #: STR – 1094537.

Guest favorite

Home in Winter Park

4.88 out of 5 average rating, 114 reviews

Comfy 3 Bedrooms - 2 Bathrooms home with pool.

Nice home, with pool and spacious backyard, located in quiet neighborhood with small park for kids. Attractions: Located 30 minutes from Universal Studios, 40 minutes from Disney World and an hour to either Daytona or Cocoa Beach. Universities: 15 minutes or less to Full Sail, UCF, Valencia and Rollins College. **DISCLAIMER- No lifeguard on duty, enter the pool at your own risk**

Guest favorite

Home in East Central Park

4.91 out of 5 average rating, 102 reviews

Cozy Home near Dtwn w/ Parking

Centrally located near downtown in the Milk District with private entrance, private parking (1 assigned spot), and private fenced backyard. We are pet friendly (pet fee is $40) and work from home friendly! Walking distance to many fun things to do like parks, breweries, restaurants, coffee shops. The home is very colorful, inviting and cozy! It is very clean and newly renovated.

Superhost

Home in Orlando

4.84 out of 5 average rating, 192 reviews

King suite , Modern house perfect for vacation

The house is very well designed and furnished very comfortably all the spaces are very well used, it is a large house where all the areas are private , have a double driveway where guests from the other part of the house will also park, driveway is the only space shared , all the rest of the property is is independent and private as it appears in the photos