Winter Park, Florida Vacation Rentals

optional
optional
optional
your search
Location: Winter Park, FL undo
refine your search
Location
Property Type
Nightly Rate (median: 137)
Bedrooms
Bathrooms
Sleeps
Star-rating
Activities
Amenities

1 - 20 of about 9,208 from 10 sites
sort by: best match | distance nightly rate
Location:Kissimmee, Florida
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Basketball Court, CD Player, Cable/Satellite TV, Coffee Maker, Computer Access, Disability Access, Dishwasher, Full kitchen, Garage, Hot Tub, Internet Access, Jacuzzi, Linens, Microwave, Pets OK, Phone, Refrigerator, Stereo, Stove, Swimming Pool, TV, Utensils, VCR, Wireless Internet Access & more amenities »
Activities:Basketball, Golf, Restaurants, Shopping, Tennis & more activities »

Description: Kissimmee Vacation rental is an Executive private 4bed/3 bath villa with pool and spa and open views to the rear. 3.5miles from Disney and minutes from local shops and restaurants. Our location is one of ... more details »
Location:Kissimmee, Florida
Bedrooms:2
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Blender, CD Player, Cable/Satellite TV, Ceiling fans, Coffee Maker, DVD Player, Fenced Yard, Full kitchen, Garage, Internet Access, Iron, Laundry, Linens, Microwave, Phone, Refrigerator, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, Utensils, VCR & more amenities »
Activities:Restaurants, Shopping, Swimming

Description: 2BR 2 bath Lovely Vacation Rental Kissimmee, Florida USA Relax in our fully-furnished, two-bedroom, two-bath home with a large community swimming pool. We 're located just minutes from Disney World. Lake Buena Vista and US ... more details »
Location:Kissimmee, Florida
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, CD Player, Cable/Satellite TV, DVD Player, Deck, Dishwasher, Full kitchen, Laundry, Linens, Microwave, No Pets, Non-Smoking, Phone, Refrigerator, Stereo, Swimming Pool, Utensils, VCR & more amenities »
Activities:Beach, Golf, Restaurants, Shopping, Theme Parks & more activities »

Description: Enjoy the magic as you vacation less than 5 miles from Disney at our beautiful Emerald Island Resort home Emerald Oasis. This luxurious private home is fully air-conditioned and includes a fully screened, south facing ... more details »
Location:Davenport, Florida
Bedrooms:6
Sleeps:12
Property Type:Vacation Home

Amenities:DVD Player, Deck, Disability Access, Internet Access, Lounge, Swimming Pool, TV, Wireless Internet Access & more amenities »
Activities:Restaurants

Description: The Manors at Westridge Florida is an ideal location for families wishing to visit Orlando 's great attractions, or for a relaxing Florida vacation by the pool. Located only 10 minutes from Walt Disney World ... more details »
Location:New Smyrna Beach, Florida
Bedrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Balcony, Beachfront View, CD Player, Cable/Satellite TV, Coffee Maker, Crib, DVD Player, Disability Access, Dishes, Dishwasher, Full kitchen, Internet Access, Linens, Microwave, Oceanfront, Phone, Refrigerator, Stove, Swimming Pool, TV, Utensils, Wireless Internet Access & more amenities »
Activities:Beach, Boating, Fishing, Golf, Restaurants, Shopping, Tennis & more activities »

Description: BEACHFRONT CONDO -Large one-bedroom (with separate make-up/ dressing area) one bath condo, fabulous ocean views from private balcony, pristine no autos beach, Fully furnished and equipped, crib/cot rental available, all new appliances and newly renovated ... more details »
Location:Kissimmee, Florida
Bedrooms:2
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Computer Access, Crib, DVD Player, Deck, Disability Access, Dishwasher, Garage, Internet Access, Linens, Microwave, Playground, Refrigerator, Shower, Stove, Swimming Pool, TV, Towels, VCR, Wireless Internet Access & more amenities »
Activities:Beach, Fishing, Golf, Gym, Restaurants, Shopping, Tennis & more activities »

Description: There are few neighborhoods east of Disney World that can say they are less than 5 minutes from Disney World, are surrounded by PGA Golf and has dozens of world class restaurants and shopping malls ... more details »
Location:Kissimmee, Florida
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, CD Player, Cable/Satellite TV, Deck, Disability Access, Full kitchen, Hot Tub, Internet Access, Laundry, Linens, Microwave, Phone, Refrigerator, Stove, Swimming Pool, TV, Towels, Utensils, VCR, Wireless Internet Access & more amenities »
Activities:Gym, Swimming, Theme Parks

Description: WITHIN MINUTES OF THE DISNEY THEME PARKS!! Our condo is a 3 bed, 2 bath condo that will sleep 6 in the gated community of Windsor HIlls Resort. Large screen TV in living room and ... more details »
Location:Kissimmee, Florida
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Cable/Satellite TV, Computer Access, DVD Player, Disability Access, Full kitchen, Jacuzzi, Linens, Lounge, Phone, Playground, Shower, Swimming Pool, TV, Video Game Console, Wireless Internet Access & more amenities »
Activities:Basketball, Gym, Restaurants, Tennis, Volleyball & more activities »

Description: Excellent 3 bedroom home on the popular Venetian Bay in Kissimmee. This is the perfect place to relax after your busy day at the parks. Only 15 minutes from Disney World and great facilities in ... more details »
Location:Orlando, Florida
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Ceiling fans, Full kitchen, Hot Tub, Jacuzzi, Microwave, Pool Table, Refrigerator, Swimming Pool & more amenities »
Activities:Golf, Restaurants, Shopping, Tennis, Volleyball & more activities »

Description: Come view our fabulous Private rental Pool Homes and Condos located in Kissimmee just 7-10 minutes to the Disney Entrance. Location - Reputation - Value. Orlando and Kissimmee, FLA Our units are exceptionally clean, thoroughly ... more details »
Location:Orlando, Florida
Bedrooms:4
Bathrooms:3
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Disability Access, Dishwasher, Foosball Table, Full kitchen, Garage, Internet Access, Laundry, Linens, Microwave, Phone, Refrigerator, Stereo, Stove, Swimming Pool, TV, Utensils, VCR, Video Game Console, Wireless Internet Access & more amenities »

Description: This Orlando vacation home is fully furnished and ready for your family to arrive. The vacation rental has no rear neighbors for your privacy lounging or dining on the lanai near the pool. The pool ... more details »
Location:Daytona Beach, Florida
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, Disability Access, Full kitchen, Hot Tub, Jacuzzi, Linens, Microwave, Pets OK, Refrigerator, Stereo, Stove, TV, VCR & more amenities »
Activities:Beach, Canoeing, Fishing, Hiking, Hunting, Snorkeling & more activities »

Description: MELROSE FLORIDA VACATIONS: OCALA NATIONAL FOREST lies between the Forest and the River. MELROSE RANCH 2/2 AND A 3/2 Perfect for a hunter, a fisherman, ATV or your horse.2 Bedrooms 2 Baths & Jacuzzi Ranch ... more details »
Location:Kissimmee, Florida
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, CD Player, Cable/Satellite TV, Coffee Maker, Disability Access, Dishwasher, Full kitchen, Hot Tub, Internet Access, Jacuzzi, Linens, Microwave, Phone, Refrigerator, Stove, Swimming Pool, TV, Utensils, VCR & more amenities »

Description: Hello yes , this lovely condo is available.With everything you need to feel at home, away from home. Enjoy thie 3 bedroom property in Kissimmee , close to all Orlando attractions. Thanks ... more details »
Location:Kissimmee, Florida
Bedrooms:3
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Breakfast Bar, CD Player, Cable/Satellite TV, Coffee Maker, Dishwasher, Full kitchen, Internet Access, Laundry, Linens, Lounge, Microwave, Phone, Refrigerator, Stereo, Stove, Swimming Pool, TV, Towels, Utensils, VCR, Wireless Internet Access & more amenities »
Activities:Beach, Boating, Fishing, Golf, Restaurants, Shopping & more activities »

Description: Beautifully built Townhome ideally located on the upscale Compass Bay community just off Hwy 192 in Kissimmee. This Air Conditioned 3 bed 2.5 bath fully equipped home sleeps 8 people in comfort and is perfect ... more details »
Location:Orlando, Florida
Bedrooms:1
Bathrooms:1
Sleeps:6
Property Type:Condo

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, Dishes, Full kitchen, Internet Access, Linens, Microwave, Pets OK, Phone, Refrigerator, Stove, Swimming Pool, TV, Toaster, Utensils, Wireless Internet Access & more amenities »

Description: Studio 6 offers affordable weekly and monthly rates along with everything you need for an extended stay, whether you are on a long business trip, two-week vacation, or relocating. To ensure your stay will be ... more details »
Location:Kissimmee, Florida
Bedrooms:6
Bathrooms:4
Sleeps:14
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, Deck, Disability Access, Dishwasher, Full kitchen, Garage, Hot Tub, Internet Access, Jacuzzi, Linens, Microwave, Phone, Pool Table, Refrigerator, Stereo, Stove, Swimming Pool, TV, Utensils, VCR, Wireless Internet Access & more amenities »
Activities:Beach, Fishing, Swimming, Tennis & more activities »

Description: Welcome to paradise!! Just 10 minutes from Disney attractions. Enjoy the pristine view, peaceful meals, tropical birds and watch the bass jump as you sit poolside, overlooking our island of nature. Our newer, spacious, two-story ... more details »
Location:Kissimmee, Florida
Bedrooms:4
Bathrooms:3
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, CD Player, Cable/Satellite TV, Coffee Maker, Covered Parking, Deck, Disability Access, Dishes, Dishwasher, Full kitchen, Garage, Internet Access, Linens, Microwave, Phone, Refrigerator, Stereo, Stove, Swimming Pool, TV, Utensils, VCR & more amenities »
Activities:Restaurants

Description: Imagine a privacy gated estate only 2 miles west of Disney World ? A small community of homes that surround two private lakes. At night the surrounding conservation lands make you believe you can�t be ... more details »
Location:Kissimmee, Florida
Bedrooms:7
Bathrooms:4
Sleeps:16
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Disability Access, Dishwasher, Foosball Table, Freezer, Full kitchen, Garage, Hot Tub, Internet Access, Iron, Ironing Board, Jacuzzi, Laundry, Linens, Microwave, Patio, Phone, Pool Table, Refrigerator, Shower, Stereo, Stove, Swimming Pool, TV, Utensils, VCR, Video Game Console & more amenities »

Description: This luxuriously appointed villa is beautifully presented with upgraded furniture and fittings throughout and fully air-conditioned to create a comfortable indoor climate. With 2 bedrooms and bathrooms located on the ground floor it is an ... more details »
Location:Kissimmee, Florida
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, CD Player, Cable/Satellite TV, Coffee Maker, Covered Parking, DVD Player, Disability Access, Dishwasher, Free Parking, Full kitchen, Golf Course View, Hot Tub, Internet Access, Iron, Ironing Board, Jacuzzi, Laundry, Linens, Microwave, Non-Smoking, Patio, Phone, Playground, Refrigerator, Restaurant, Shower, Stereo, Stove, Swimming Pool, TV, Towels, Utensils, VCR, Video Game Console, Wireless Internet Access & more amenities »
Activities:Biking, Golf, Gym, Massage, Tennis, Volleyball & more activities »

Description: At Reunion Retreat, relaxation is just the beginning of your Orlando vacation. Reunion Resort features a world of Orlando vacation resort amenities to accommodate your family or group. Whether it 's you and the kids, ... more details »
Location:Davenport, Florida
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, CD Player, Cable/Satellite TV, DVD Player, Dishwasher, Full kitchen, Garage, Iron, Ironing Board, Laundry, Linens, Lounge, Microwave, Oven, Phone, Stove, Swimming Pool, TV, Towels, Utensils, VCR & more amenities »
Activities:Beach, Golf, Restaurants

Description: Not only can you have Breakfast at Tiffany 's - you can have your entire Holiday at Tiffany 's! Make your dream vacation come true when you make our Florida home your home. It is ... more details »
Location:Winter Park, Florida
Bedrooms:5
Sleeps:11
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Balcony, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Kitchenette, Lakefront, Laundry, Linens, Microwave, Outdoor Shower, Oven, Pets OK, Playground, Refrigerator, Restaurant, Sauna, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, VCR & more amenities »
Activities:Amusement Parks, Basketball, Beach, Boating, Bowling, Fishing, Golf, Gym, Horseback Riding, Ice Skating, Jetskiing, Miniature Golf, Museums, Restaurants, Shopping, Snow Skiing, Tennis, Theme Parks, Volleyball, Water Parks, Water Skiing & more activities »

Description: CONTACT REAL ESTATE AGENT NINA MARTINOV FOR MORE INFO AND BOOKING!!! The Orange County city of Winter Park, situated north of Orlando, was once considered a winter resort. Today, the arts- and culture-filled city includes ... more details »
123...50
Showing 20 of about 9,208