Best Winter Springs Vacation Rentals
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Great deal
Margaritaville Cottages Orlando By Rentyl With H2O Waterpark
- Cookware/ Kitchen utensils
- Valet parking
- 24-hour reception
- Air conditioning
- Sauna
- Outdoor swimming pool
Margaritaville Cottages Orlando By Rentyl With H2O Waterpark Kissimmee is located only 1.5 km from Mighty Jungle Golf and provides guests with a sauna for a more relaxing stay. Offering a convenient location in Celebration, that is a Walt Disney Company made town, which is just a few miles out from Disney Land and offers an ideal area to stay in, the Kissimmee holiday home features Wi-Fi and a car park.
If you want to discover the area, car rentals are the best option, but you can also relax near an outdoor swimming pool on site. The spa treatments include pedicure, manicure, and facial treatments after a busy day.
Margaritaville Cottages Orlando By Rentyl With H2O Waterpark
- Cookware/ Kitchen utensils
- Valet parking
- 24-hour reception
- Air conditioning
- Sauna
- Outdoor swimming pool
Margaritaville Cottages Orlando By Rentyl With H2O Waterpark
Margaritaville Cottages Orlando By Rentyl With H2O Waterpark Kissimmee is located only 1.5 km from Mighty Jungle Golf and provides guests with a sauna for a more relaxing stay. Offering a convenient location in Celebration, that is a Walt Disney Company made town, which is just a few miles out from Disney Land and offers an ideal area to stay in, the Kissimmee holiday home features Wi-Fi and a car park.
If you want to discover the area, car rentals are the best option, but you can also relax near an outdoor swimming pool on site. The spa treatments include pedicure, manicure, and facial treatments after a busy day.
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Guest favorite
Orlando Resort Rentals At Universal Boulevard
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Offering Wi-Fi, a lift and a vending machine, Orlando Resort Rentals At Universal Boulevard villa is located 2.9 km from Discovery Cove Theme Park. Nestled in the Universal Orlando Resort district, this property provides a Jacuzzi, along with a heated pool.
Orlando Resort Rentals At Universal Boulevard villa offers a movie theatre, a game room, and a games room for entertainment, as well as billiard and fisheries for sport lovers. To enhance your stay, you can make use of a picnic area and a golf course, and even join fitness classes.
Orlando Resort Rentals At Universal Boulevard
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Heated swimming pool
Orlando Resort Rentals At Universal Boulevard
Offering Wi-Fi, a lift and a vending machine, Orlando Resort Rentals At Universal Boulevard villa is located 2.9 km from Discovery Cove Theme Park. Nestled in the Universal Orlando Resort district, this property provides a Jacuzzi, along with a heated pool.
Orlando Resort Rentals At Universal Boulevard villa offers a movie theatre, a game room, and a games room for entertainment, as well as billiard and fisheries for sport lovers. To enhance your stay, you can make use of a picnic area and a golf course, and even join fitness classes.
Voyager Inn
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
A convenient location of Voyager Inn Merritt Island provides easy access to Obloy Family Ranch 2.3 km away. Wi-Fi and parking are also available at the homestay.
Voyager Inn
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Voyager Inn
A convenient location of Voyager Inn Merritt Island provides easy access to Obloy Family Ranch 2.3 km away. Wi-Fi and parking are also available at the homestay.
Cheap Winter Springs Vacation Rentals
Formosa Valley By Une Homes
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Formosa Valley By Une Homes Orlando is situated a mere 5 minutes' walk from Mystic Dunes Lane, featuring such comforts as Wi-Fi and private parking. The 10-room villa boasts a terrace, a patio, and a picnic area, while Mystic Dunes Golf Club at Mystic Dunes Resort is merely 250 metres away.
Formosa Valley By Une Homes
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Formosa Valley By Une Homes
Formosa Valley By Une Homes Orlando is situated a mere 5 minutes' walk from Mystic Dunes Lane, featuring such comforts as Wi-Fi and private parking. The 10-room villa boasts a terrace, a patio, and a picnic area, while Mystic Dunes Golf Club at Mystic Dunes Resort is merely 250 metres away.
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Top location
Roy'S Guest House
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
The 1-bedroom Roy'S Guest House Orlando villa is located approximately a 25-minute walk from Harry P Leu Gardens, giving access to various tourist spots nearby. This property is suitable for up to 2 guests and features parking.
Roy'S Guest House
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Roy'S Guest House
The 1-bedroom Roy'S Guest House Orlando villa is located approximately a 25-minute walk from Harry P Leu Gardens, giving access to various tourist spots nearby. This property is suitable for up to 2 guests and features parking.
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Best-rated
Balcony Lake Views - Pool, Gym, Wifi & Parking
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Set 4.5 km from Local amusement Theme Park, Balcony Lake Views - Pool, Gym, Wifi & Parking Orlando apartment comprises a balcony and a dressing area overlooking the lake. The spacious 10-room apartment is situated about 40 minutes by car from Church Street train station and just near SR-535 and Lake Bryan Drive bus station.
The presence of a solarium and a Jacuzzi also contributes to a more enjoyable stay. You can take advantage of a fitness centre, so it’s easy to keep up with your exercise routine.
Balcony Lake Views - Pool, Gym, Wifi & Parking
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Outdoor swimming pool
Balcony Lake Views - Pool, Gym, Wifi & Parking
Set 4.5 km from Local amusement Theme Park, Balcony Lake Views - Pool, Gym, Wifi & Parking Orlando apartment comprises a balcony and a dressing area overlooking the lake. The spacious 10-room apartment is situated about 40 minutes by car from Church Street train station and just near SR-535 and Lake Bryan Drive bus station.
The presence of a solarium and a Jacuzzi also contributes to a more enjoyable stay. You can take advantage of a fitness centre, so it’s easy to keep up with your exercise routine.
Pet Friendly Vacation Rentals Winter Springs Florida
La Maison De Lorbu Private Apt Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Patio
La Maison De Lorbu Private Apt Breakfast Orlando is located 4.7 km from Central Florida Research Park and 15 minutes' drive from Baterbys Art Gallery. This apartment can host up to 2 guests.
La Maison De Lorbu Private Apt Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Patio
La Maison De Lorbu Private Apt Breakfast
La Maison De Lorbu Private Apt Breakfast Orlando is located 4.7 km from Central Florida Research Park and 15 minutes' drive from Baterbys Art Gallery. This apartment can host up to 2 guests.
2 Beds With Pool, Parking, Wi-Fi & Smart Tv
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
The 4-room 2 Beds With Pool, Parking, Wi-Fi & Smart Tv Apartment Kissimmee includes a terrace and is located around 25 minutes' walk from the creative Mortem Manor Haunted Attraction. The apartment features Wi-Fi, along with parking for guests travelling by car.
Access to a year-round outdoor pool ensures a more relaxing stay.
2 Beds With Pool, Parking, Wi-Fi & Smart Tv
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
2 Beds With Pool, Parking, Wi-Fi & Smart Tv
The 4-room 2 Beds With Pool, Parking, Wi-Fi & Smart Tv Apartment Kissimmee includes a terrace and is located around 25 minutes' walk from the creative Mortem Manor Haunted Attraction. The apartment features Wi-Fi, along with parking for guests travelling by car.
Access to a year-round outdoor pool ensures a more relaxing stay.
Stunning Townhouses 5 Minutes Away Disney!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heated swimming pool
Situated nearly a 25-minute walk from Shingle Creek Regional Park, the 10-room Stunning Townhouses 5 Minutes Away Disney! Kissimmee villa offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and parking, the property is 3.9 km from Museum of Military History.
Stunning Townhouses 5 Minutes Away Disney! villa has a terrace to relax on after a busy day, along with a heated pool.
Stunning Townhouses 5 Minutes Away Disney!
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Heated swimming pool
Stunning Townhouses 5 Minutes Away Disney!
Situated nearly a 25-minute walk from Shingle Creek Regional Park, the 10-room Stunning Townhouses 5 Minutes Away Disney! Kissimmee villa offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and parking, the property is 3.9 km from Museum of Military History.
Stunning Townhouses 5 Minutes Away Disney! villa has a terrace to relax on after a busy day, along with a heated pool.
Winter Springs Vacation Rentals Oceanfront
Lovely Apartments 18 Minutes Away From Disney!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
The 144 m² Lovely Apartments 18 Minutes Away From Disney! Kissimmee is located 3.2 km from Highlands Reserve GC and a 10-minute ride from Tuscan Hills Boulevard. The apartment offers private car parking on site and modern comforts like Wi-Fi.
Lovely Apartments 18 Minutes Away From Disney!
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
Lovely Apartments 18 Minutes Away From Disney!
The 144 m² Lovely Apartments 18 Minutes Away From Disney! Kissimmee is located 3.2 km from Highlands Reserve GC and a 10-minute ride from Tuscan Hills Boulevard. The apartment offers private car parking on site and modern comforts like Wi-Fi.
Shares View Luxury Apt
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Laundry
- Tea and coffee facilities
To enjoy your vacation in Rockledge, stay at the 1-bedroom Shares View Luxury Apt Rockledge, which is 2.3 km from Cocoa Village and nearly 25 minutes' walk from Cocoa Riverfront Park. The 59 m² apartment capacity is based on up to 4 guests.
Shares View Luxury Apt
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Laundry
- Tea and coffee facilities
Shares View Luxury Apt
To enjoy your vacation in Rockledge, stay at the 1-bedroom Shares View Luxury Apt Rockledge, which is 2.3 km from Cocoa Village and nearly 25 minutes' walk from Cocoa Riverfront Park. The 59 m² apartment capacity is based on up to 4 guests.
Premier Resort Condos Near Disney & Universal
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Heated swimming pool
Premier Resort Condos Near Disney & Universal Orlando is a great place to stay in the Universal Orlando Resort district, 2.6 km from The Wizarding World of Harry Potter. 10 minutes' drive from the indoor simulated Simpsons Ride Roller Coaster, this apartment comes with a fitness room and a heated pool.
This apartment also offers a hot tub to elevate guests' overall stay experience. To further enhance their stay at Premier Resort Condos Near Disney & Universal, guests are invited to take part in fitness classes. This apartment also offers a kitchenette and a swimming pool on its balcony.
Premier Resort Condos Near Disney & Universal
- Cookware/ Kitchen utensils
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Heated swimming pool
Premier Resort Condos Near Disney & Universal
Premier Resort Condos Near Disney & Universal Orlando is a great place to stay in the Universal Orlando Resort district, 2.6 km from The Wizarding World of Harry Potter. 10 minutes' drive from the indoor simulated Simpsons Ride Roller Coaster, this apartment comes with a fitness room and a heated pool.
This apartment also offers a hot tub to elevate guests' overall stay experience. To further enhance their stay at Premier Resort Condos Near Disney & Universal, guests are invited to take part in fitness classes. This apartment also offers a kitchenette and a swimming pool on its balcony.
Winter Springs Vacation Rentals with Private Pool
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Beach access
Penthouse Beach Oasis 704 Lovely Daytona Ocean Front Incredible Ocean View
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Sun terrace
Set 2.5 km from Catholic Church of the Epiphany, the 125 m² Penthouse Beach Oasis 704 Lovely Daytona Ocean Front Incredible Ocean View Daytona Beach apartment comprises a patio and a dressing room overlooking the ocean. Situated in close proximity to Pirates Island Adventure Golf, the apartment will suprise you with a sunbathing terrace and a picnic area.
Guests will have an enhanced experience at the property by being provided with opportunities for table tennis.
Penthouse Beach Oasis 704 Lovely Daytona Ocean Front Incredible Ocean View
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Sun terrace
Penthouse Beach Oasis 704 Lovely Daytona Ocean Front Incredible Ocean View
Set 2.5 km from Catholic Church of the Epiphany, the 125 m² Penthouse Beach Oasis 704 Lovely Daytona Ocean Front Incredible Ocean View Daytona Beach apartment comprises a patio and a dressing room overlooking the ocean. Situated in close proximity to Pirates Island Adventure Golf, the apartment will suprise you with a sunbathing terrace and a picnic area.
Guests will have an enhanced experience at the property by being provided with opportunities for table tennis.
Bahama Bay Resort
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Sauna
- Outdoor swimming pool
Bahama Bay Resort Davenport lies in the West Kissimmee district of Davenport and offers swift access to Rum Run, which is merely 5 minutes' walk away. At the apartment, located 2.8 km from Northeast Regional City Park, guests can exercise in a fitness club or relax in an outdoor swimming pool.
The property is complete with indulgent amenities such as a Jacuzzi and a sauna for the ultimate relaxation experience. Bahama Bay Resort may also organise hiking, table tennis, and billiard for active guests.
Bahama Bay Resort
- BBQ facilities
- Free parking
- Concierge desk
- Air conditioning
- Sauna
- Outdoor swimming pool
Bahama Bay Resort
Bahama Bay Resort Davenport lies in the West Kissimmee district of Davenport and offers swift access to Rum Run, which is merely 5 minutes' walk away. At the apartment, located 2.8 km from Northeast Regional City Park, guests can exercise in a fitness club or relax in an outdoor swimming pool.
The property is complete with indulgent amenities such as a Jacuzzi and a sauna for the ultimate relaxation experience. Bahama Bay Resort may also organise hiking, table tennis, and billiard for active guests.
Private Pool Disney Townhome - Walk To Water Park
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Saltwater pool
The 3-bedroom Private Pool Disney Townhome - Walk To Water Park Orlando villa is situated just 6 minutes on foot from Mystic Dunes Golf Course, featuring such comforts as Wi-Fi and a private parking lot. The Orlando holiday home can accommodate 8 guests and offers live music, film nights, and karaoke to entertain them.
Cars for hire are available at Private Pool Disney Townhome - Walk To Water Park villa along with a heated pool. Highlights at the accommodation include an aqua park, a sundeck, and a golf course, as well as mini golf, table tennis, and billiard for sport lovers.
Private Pool Disney Townhome - Walk To Water Park
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Saltwater pool
Private Pool Disney Townhome - Walk To Water Park
The 3-bedroom Private Pool Disney Townhome - Walk To Water Park Orlando villa is situated just 6 minutes on foot from Mystic Dunes Golf Course, featuring such comforts as Wi-Fi and a private parking lot. The Orlando holiday home can accommodate 8 guests and offers live music, film nights, and karaoke to entertain them.
Cars for hire are available at Private Pool Disney Townhome - Walk To Water Park villa along with a heated pool. Highlights at the accommodation include an aqua park, a sundeck, and a golf course, as well as mini golf, table tennis, and billiard for sport lovers.
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Beach access
Wonderful Place Wprivate Patio Next To The Beach
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Sun terrace
Nestled approximately 25 minutes' walk from the miniature Lighthouse Cove Mini Golf, the 3-room Wonderful Place Wprivate Patio Next To The Beach Cocoa Beach villa is boasting a sunbathing terrace, spa therapy, and a picnic area for guests' enjoyment. Located just 1.6 km from the Mellow Alan Shepard Ocean Park, this Cocoa Beach holiday home provides Wi-Fi and private parking.
Wonderful Place Wprivate Patio Next To The Beach
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Sun terrace
Wonderful Place Wprivate Patio Next To The Beach
Nestled approximately 25 minutes' walk from the miniature Lighthouse Cove Mini Golf, the 3-room Wonderful Place Wprivate Patio Next To The Beach Cocoa Beach villa is boasting a sunbathing terrace, spa therapy, and a picnic area for guests' enjoyment. Located just 1.6 km from the Mellow Alan Shepard Ocean Park, this Cocoa Beach holiday home provides Wi-Fi and private parking.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Winter Springs, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Margaritaville Cottages Orlando By Rentyl With H2O Waterpark |
8.8 / 10 (617 Reviews) |
From 10$ | |
| Orlando Resort Rentals At Universal Boulevard |
9.1 / 10 (1678 Reviews) |
From 112$ | |
| Voyager Inn |
9.4 / 10 (499 Reviews) |
From 127$ | |
| Formosa Valley By Une Homes |
9.1 / 10 (963 Reviews) |
From 153$ | |
| Roy'S Guest House |
10.0 / 10 (98 Reviews) |
From 110$ |
Frequently Asked Questions
What family vacation rentals near Disney World are best for a fun trip?
Bahama Bay Resort offers spacious condos ideal for families, with easy access to Disney and Universal. Consider the Private Pool Disney Townhome, which is just a short walk to a water park.
Book your stay at Bahama Bay Resort and plan park visits on weekdays to avoid crowds and long lines.
Which vacation rentals in Winter Springs offer pools that families enjoy?
Stunning Townhouses 5 Minutes Away Disney features a pool perfect for kids to splash around. The 2 Beds With Pool, Parking, Wi-Fi & Smart Tv also provides a private pool area for relaxation.
Choose a vacation rental with a pool for downtime between your family outings, especially after long days at Disney.
Are there budget-friendly vacation rentals in Winter Springs for families?
The 2 Beds With Pool, Parking, Wi-Fi & Smart Tv offers a great option under $100, perfect for families. Consider the Premier Resort Condos Near Disney & Universal for additional budget choices.
Book during off-peak seasons, like early September, to find even better rates on budget-friendly properties.
Which family vacation rentals offer kitchens for home-cooked meals?
Both Bahama Bay Resort and Private Pool Disney Townhome have full kitchens, making it easy to prepare family meals. This feature can save money on dining out during your stay.
Plan a grocery store trip upon arrival to stock up on easy-to-cook meals and snacks for the family.
What are the best winter vacation rentals near natural attractions?
Formosa Valley By Une Homes and Bahama Bay Resort are close to Lake Louisa State Park for outdoor activities. Enjoy hiking and exploring nature trails with family nearby.
Visit Lake Louisa State Park on Sundays for reduced entry fees and a chance to enjoy the scenery without large crowds.
Which vacation rentals in Winter Springs are close to theme parks?
Private Pool Disney Townhome and Stunning Townhouses 5 Minutes Away Disney are both minutes from major theme parks. These locations provide the ultimate convenience for family adventures.
Arrive at the parks right when they open to maximize your day and avoid long wait times for popular rides.
What are some bilingual vacation rentals suitable for families?
Margaritaville Cottages Orlando By Rentyl offers family-friendly amenities and services that can accommodate English and Spanish speakers. This makes communication easier for guests needing assistance.
Prior to arrival, check if your location offers bilingual services to facilitate a smoother check-in experience.
What is the best time to visit Winter Springs with family?
Visiting in early September or late April offers pleasant temperatures and fewer crowds at attractions. This timing allows for a more enjoyable family experience at the parks.
Book accommodations that include kitchen facilities to save money on meals while enjoying the attractions.
How can families get around Winter Springs easily?
Renting a car is the most convenient way to explore Winter Springs and its surrounding attractions, including Disney World and Universal Studios. This option provides flexibility in planning your daily activities.
Reserve your rental car in advance, especially during peak seasons, to ensure the best rates and availability.
What unique local events can families attend in Winter Springs?
The Winter Springs Festival of the Arts in November showcases local art and offers activities for kids. This event is a great opportunity for family fun and community engagement.
Plan your visit around this event for a unique cultural experience and plenty of activities suited for all ages.