Winter Park, Florida Vacation Rentals

optional
optional
optional
your search
Location: Winter Park, FL undo
refine your search
Location
Property Type
Nightly Rate (median: 139)
Bedrooms
Bathrooms
Sleeps
Star-rating
Activities
Amenities

1 - 20 of about 9,183 from 11 sites
sort by: best match | distance nightly rate
Location:Orlando, Florida
Bedrooms:2
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Cable/Satellite TV, Coffee Maker, Dishwasher, Fitness Room, Free Parking, Full kitchen, Garage, Internet Access, Laundry, Linens, Lounge, Microwave, Phone, Refrigerator, Stove, Swimming Pool, TV, Utensils, VCR & more amenities »
Activities:Basketball, Beach, Golf, Gym, Shopping, Tennis & more activities »

Description: ---Proud Member of the Better Business Bureau in Central Florida--- Tired of the stuffy overcrowded rooms in hotels and at ridiculous rates? Then, welcome to Ventura Country Club, where you will have ample space in ... more details »
Location:Kissimmee, Florida
Bedrooms:4
Bathrooms:3
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Coffee Maker, Concierge Service, DVD Player, Dishwasher, Fitness Room, Full kitchen, Garage, Hot Tub, Internet Access, Jacuzzi, Laundry, Linens, Microwave, Phone, Playground, Refrigerator, Sauna, Stove, Swimming Pool, TV, Towels, Utensils, VCR, Video Game Console & more amenities »
Activities:Basketball, Gym, Shopping, Swimming, Tennis, Volleyball & more activities »

Description: In our house, fell like you are at home, with the comfort of a King suite and an attached bathroom with garden tub and 3 more bed : queen bed and fully attached bathroom and ... more details »
Location:New Smyrna Beach, Florida
Bedrooms:3
Bathrooms:2
Sleeps:12
Property Type:Vacation Home

Amenities:Cable/Satellite TV, DVD Player, Full kitchen, Garage, Internet Access, Laundry, No Pets, Non-Smoking, Ocean View, Swimming Pool, VCR & more amenities »
Activities:Beach, Tennis

Description: Family Owned, Large Condo with a Side Ocean View and Pool view. Our unit is a large 3 bedroom, two bath condo with over 1700 square feet. Large enough for two families. Includes: Tile floors ... 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: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:Kissimmee, Florida
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, Covered Parking, Crib, DVD Player, Dishwasher, Full kitchen, Garage, Internet Access, Iron, Ironing Board, Laundry, Linens, Microwave, Non-Smoking, Oven, Refrigerator, Stereo, Stove, Swimming Pool, TV, Toaster, Towels, Utensils, VCR, Wireless Internet Access & more amenities »
Activities:Biking, Board Games, Boating, Fishing, Golf, Horseback Riding, Miniature Golf, Shopping, Sightseeing, Theme Parks & more activities »

Description: Luxury Florida vacation home with screen enclosed private pool in the Orlando Disney area. This smoke free home has 3 bedrooms and 2 full baths. The master bedroom has a King sized bed, master suite, ... 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:Orlando, Florida
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Cable/Satellite TV, Coffee Maker, DVD Player, Disability Access, Dishwasher, Full kitchen, Internet Access, Microwave, Patio, Pets OK, Phone, Playground, Pool Table, Refrigerator, Stove, Swimming Pool, TV, Towels, Utensils, VCR, Wireless Internet Access & more amenities »
Activities:Fishing, Golf, Restaurants, Shopping, Tennis & more activities »

Description: PROPERTY DESCRIPTION Stunningly attractive executive south facing very popular 4 bedroom 3 bathroom vacation home with private pool, spa, WIFI and FREE phone calls to the US, Canada and the UK. SO BOOK EARLY.... Dream ... more details »
Location:Orlando, Florida
Bedrooms:2
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Balcony, Blender, CD Player, Coffee Maker, DVD Player, Disability Access, Dishes, Dishwasher, Forest View, Full kitchen, Jacuzzi, Laundry, Linens, Microwave, Refrigerator, Stove, Swimming Pool, Toaster, Utensils & more amenities »
Activities:Golf

Description: 1, 2, 3 and 4 bedroom Deluxe and *Presidential *condos available: Each condo has a Master Bedroom with a King bed and 2 person in room Jacuzzi. There are TV 's in all bedrooms and ... 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:Orlando, Florida
Bedrooms:4
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Garage, Hot Tub, Jacuzzi, Linens, Lounge, Microwave, Patio, Phone, Refrigerator, Stove, Swimming Pool, TV, Towels, Utensils, VCR & more amenities »
Activities:Beach, Restaurants, Tennis

Description: Beautiful four bedroom Orlando vacation rental villa with extended south facing pool deck. Exquisitely furnished, a glorious Orlando villa for up to eight or a palace just for two! A spacious lounge opens onto a ... 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:Daytona Beach, Florida
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

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

Description: Drift in time to a Florida that few experience. Gentle breezes & fresh sweet air hinting of blossoms smells from some far off grove hidden in the dense tropical forest. Canoeing with such a variety ... 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:Kissimmee, Florida
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Condo

Amenities:Alarm Clock, BBQ, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Amusement Parks, Basketball, Golf, Gym, Miniature Golf, Shopping, Tennis, Volleyball, Water Parks & more activities »

Description: Located minutes from the Disney Parks and Orlando attractions, and within one of the most beautiful gated resort community in the area, our new professionally decorated townhome is absolutely perfect for family groups. This open ... more details »
Location:Reunion, Florida
Bedrooms:3
Bathrooms:2
Sleeps:10
Property Type:Apartment

Amenities:Air Conditioning, Balcony, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Internet Access, Jacuzzi, Laundry, Linens, Oven, Patio, Pets OK, Refrigerator, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Golf

Description: Villa ubicada en planta baja 3 dormitorios, 2 baos 1,344 pies cuadrados. condominio est ubicado en Heritage Crossing Way de la exclusiva Reunion Resort. Disfruta de espectaculares vistas al campo de golf y hermosas puestas ... more details »
Location:Davenport, Florida
Bedrooms:5
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, Towels & more amenities »
Activities:Amusement Parks, Basketball, Beach, Golf, Gym, Hiking, Ice Skating, Miniature Golf, Shopping, Tennis, Theme Parks, Water Parks & more activities »

Description: Spend your tropical Disney vacation in this spacious 4 bedroom 3 bathroom home located in the gated community of Aviana with access to exclusive amenities. This home has two master bedrooms with ensuite bathrooms attached. ... more details »
Location:Bushnell, Florida
Bedrooms:1
Bathrooms:1
Sleeps:4
Property Type:Apartment

Amenities:Air Conditioning, Cable/Satellite TV, Coffee Maker, Dishwasher, Full kitchen, Laundry, Linens, Microwave, Oven, Pets OK, Refrigerator, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Boating, Fishing, Golf, Hiking & more activities »

Description: Our cozy one bedroom cottage in Bushnell features a bedroom with a queen bed and a flat screen TV, a fully equipped kitchen, washer/dryer, a living room with a full size sofa sleeper and a ... more details »
Location:Haines City, Florida
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, CD Player, Cable/Satellite TV, Coffee Maker, Computer Access, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Hot Tub, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Pool Table, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Swimming Pool, TV, Toaster, VCR & more amenities »
Activities:Amusement Parks, Boating, Fishing, Golf, Miniature Golf, Shopping, Soccer, Theme Parks, Water Parks & more activities »

Description: * Built March 2007 * Gated, Lakeside Community * Fully Airconditioned * 4 Bedrooms including 2 Masters each with En-suite Bathrooms * Den with Queen Size Sleeper Sofa * Large Private South facing pool * ... more details »
123...50
Showing 20 of about 9,183