Cypress Pointe vacation rentals

We found 273 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Cypress Pointe that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, such as parking and air conditioning. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Cypress Pointe

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Find out more about Cypress Pointe

Why visit Cypress Pointe

  • Family-friendly activities: Cypress Pointe offers a variety of outdoor adventures and entertainment suitable for all ages.
  • Proximity to attractions: Enjoy easy access to renowned theme parks, scenic lakes, and golf courses nearby.
  • Charming local boutiques: Explore unique shopping experiences in the welcoming atmosphere of the area.
  • Diverse accommodation options: Choose from private vacation homes, villas, and condos that fit your needs.
  • Relaxation and recreation: Find the perfect balance of adventure and relaxation for a memorable family getaway.

Popular types of accommodation around Cypress Pointe

Cypress Pointe offers a fantastic selection of vacation rentals, including houses, villas, and condos. Whether you're seeking an active lifestyle or a relaxing getaway, you'll find wonderful apartment features and access to a fitness center that cater to your needs. Explore the perfect Cypress Pointe apartments for your stay, ensuring a memorable experience for you and your travel companions.

  • Houses: The top choice for vacation rentals in Cypress Pointe, offering spacious living for families and groups.
  • Villas: A luxurious option, villas provide stylish accommodations with amenities for an upscale experience.
  • Condos: Ideal for those seeking convenience, condos offer a blend of comfort and accessibility close to local attractions.
  • Apartments: A versatile option, apartments are perfect for travelers wanting a home-like atmosphere during their stay.
  • Cottages: These quaint and cozy retreats are great for a charming getaway surrounded by nature.**

Top attractions near Cypress Pointe

Cypress Pointe in Davenport, Florida, is an ideal destination for family-friendly outdoor vacations, offering a mix of entertainment and cultural experiences. Visitors can explore nearby attractions such as theme parks, scenic lakes, and golf courses. Whether you're seeking adventure or relaxation, Cypress Pointe provides a variety of activities that cater to all ages and interests, making it a perfect spot for memorable family outings.

  • Walt Disney World® Resort: A magical theme park located 11 miles from Cypress Pointe, this destination offers thrilling rides, enchanting attractions, and beloved Disney characters, perfect for family fun and entertainment.
  • Orange County Convention Center: Situated 14 miles away, this arts center hosts various cultural events and exhibitions, showcasing the vibrant arts scene of Orlando and providing an enriching experience for visitors.
  • ChampionsGate Golf Club: Just 4 miles from Cypress Pointe, this family-friendly golf course offers beautiful landscapes, excellent facilities, and a welcoming atmosphere, ideal for golf enthusiasts and friendly outings.

Things to do recommended for couples

For a romantic getaway near Cypress Pointe, indulge in a round at Ridgewood Lakes Golf and Country Club, just 5 miles away. Challenge each other at Disney's Winter Summerland Miniature Golf Course, 7 miles away, or enjoy a cozy afternoon at True Blue Winery, also 7 miles away.

Things to do recommended for families

Families visiting Cypress Pointe can experience the excitement of ESPN Wide World of Sports Complex, just 6 miles away, enjoy thrilling water rides at Disney's Typhoon Lagoon Water Park, 8 miles away, or relax at Northeast Regional Park, also 8 miles away, for some wellness and fun.

Things to do recommended for groups

Explore Disney Springs™ for shopping and dining just 9 miles away, visit Old Town for entertainment and unique shops 7 miles from Cypress Pointe, or enjoy a round of golf at Mystic Dunes Golf Club, located 5 miles away, perfect for sports enthusiasts and outdoor lovers.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Cypress Pointe

If you're traveling with a group, with family, bringing your pets, or seeking extended stays, be sure to use the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Cypress Pointe with a group: Think about how many bedrooms you'll require, as well as additional features like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Cypress Pointe with young kids: Traveling with little ones can be tough. It's essential to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Cypress Pointe: For many families, a vacation isn't truly fulfilling without their furry companion by their side. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Cypress Pointe: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Cypress Pointe

Cypress Pointe in Davenport, Florida, is the perfect family-friendly destination for a memorable vacation. With its great location, you'll find a mix of entertainment and outdoor recreation nearby. Explore charming boutiques, relax in the welcoming atmosphere, and enjoy excursions that cater to all ages. Venture into nearby Coral Springs for more unique experiences, ensuring your trip is filled with relaxation and fun for the whole family.

  • Orlando: As a bustling metropolis, Orlando is renowned for its family-friendly attractions and entertainment themes. Nestled in the heart of Central Florida, travelers flock here for its world-famous theme parks, including Walt Disney World and Universal Studios. Beyond the thrills, Orlando offers diverse shopping areas and cultural venues like the Dr. Phillips Center for the Performing Arts. For outdoor enthusiasts, nearby beaches and lush parks provide a perfect escape from the city's excitement, making it an ideal destination for endless fun.
  • Thousand Oaks: Located a mere 0.2 miles from Cypress Pointe, Thousand Oaks is a charming neighborhood that caters to families and outdoor lovers alike. Visitors can enjoy a variety of recreational activities, including golf at local courses and relaxation at nearby resorts. The proximity to theme parks adds an extra layer of excitement, while the inviting beaches and film studios in the area provide ample opportunities for exploration. Whether you're seeking adventure or tranquility, Thousand Oaks offers a delightful blend of experiences.
  • Paradise Woods: Just 0.4 miles from Cypress Pointe, Paradise Woods is a serene neighborhood perfect for outdoor activities and family outings. Famous for its golf courses and beautiful resorts, this area invites visitors to enjoy both leisure and sport. Local attractions include vibrant urban parks and scenic trails that are ideal for hiking and picnicking. The nearby theme parks promise thrilling adventures, making Paradise Woods a charming retreat that balances relaxation with excitement.

Best time to go to Cypress Pointe

If you're planning a trip to Cypress Pointe, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)Light RainMostly SunnySlightly HighSlightly Low
March67.6°F (19.8°C)Light RainMostly SunnySlightly HighAverage
April72.7°F (22.6°C)Light RainMostly SunnyAverageSlightly High
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Moderate RainMostly SunnySlightly HighSlightly High
August82.6°F (28.1°C)Moderate RainMostly SunnyAverageAverage
September80.4°F (26.9°C)Moderate RainMostly SunnySlightly LowSlightly Low
October75.2°F (24.0°C)Light RainMostly SunnySlightly LowSlightly Low
November68.5°F (20.3°C)Light RainMostly SunnySlightly LowAverage
December64.4°F (18.0°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to significant price variations. Also, booking an extended stay can often result in fantastic savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your options by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. Being the planner truly has its rewards. When you become a member of our travel rewards program, One Key, you'll gain access to exclusive discounts and start accumulating OneKeyCash on eligible bookings. Join today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's new Trip Board feature offers you a convenient way to plan your travels. You can start new trips, pick up right where you left off, or easily view and organize all your travel arrangements. Any properties you've previously saved or booked are now organized under Potential, Upcoming, or Current Trips for your convenience. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Cypress Pointe?
In Cypress Pointe, vacation houses are the most popular type of vacation rental, with around 21 available throughout the area. These properties typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking comfort and convenience. Additionally, there are about 12 villas which offer a more luxurious experience, often including private pools and outdoor spaces for relaxation. Several condos are also available, generally located in convenient spots close to local attractions, providing travelers with easy access to the area's amenities.
Are there any beach house rentals in Cypress Pointe?
In Cypress Pointe, Florida, there are about 12 beach house rentals available, primarily situated in tranquil neighborhoods close to local parks and recreational areas. These vacation homes typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, superb for families or groups looking to enjoy a beach getaway. Many properties also include outdoor spaces such as patios or balconies, allowing guests to relax and take in the beautiful Florida weather.
How much does it cost to rent a vacation home in Cypress Pointe?
Prices for vacation rentals in Cypress Pointe vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cypress Pointe to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Cypress Pointe vacation house rentals?
You can find great discounts on house rentals in Cypress Pointe on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Cypress Pointe?
In Cypress Pointe, popular vacation rental amenities include private pools, fully equipped kitchens, and heated pools, making these properties ideal for families and groups looking to enjoy the Florida sunshine. Many rentals also feature coffee and tea makers for added convenience, allowing guests to start their mornings with a warm beverage before heading out to explore the nearby attractions.
Are there any family house rentals in Cypress Pointe?
In Cypress Pointe, Florida, there are numerous family-friendly house rentals available, with about 30 options to choose from. This area is well-known for its beautiful landscapes and proximity to attractions that cater to all ages. Many of these homes boast spacious living areas, full kitchens for preparing family meals, and outdoor patios where kids can safely play. Additionally, amenities such as Wi-Fi and air conditioning are commonly included, ensuring that families enjoy a comfortable stay.

Visitors can take advantage of the nearby theme parks, shopping centers, and dining options, making it easy to plan fun-filled days.
Can I rent a vacation home with a pool or hot tub in Cypress Pointe?
In Cypress Pointe, Florida, travelers can find a variety of vacation homes available for rent that come equipped with pools and hot tubs, with around 35 options featuring pools and 19 offering hot tubs. This area is known for its family-friendly atmosphere and proximity to various attractions, making it an ideal destination for relaxation and fun.

Many of the rentals boast amenities such as private swimming pools, relaxing hot tubs, spacious outdoor areas for gatherings, and well-appointed kitchens for preparing meals. Guests can also expect comfortable living spaces with modern furnishings, along with additional features like barbecue grills and outdoor dining areas, superb for enjoying the warm Florida weather.
Are there any Cypress Pointe vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Cypress Pointe with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Cypress Pointe?
In Cypress Pointe, there are several pet-friendly vacation rentals available, making it a great destination for travelers who wish to bring their furry companions along. Many of these rentals offer amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces like patios or balconies where pets can enjoy the fresh air. Some properties may also feature community pools, fitness centers, and easy access to nearby walking trails or parks, enhancing the overall experience for both pets and their owners.
Can I find long-stay vacation rentals in Cypress Pointe?
A long-stay vacation rental in Cypress Pointe is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Cypress Pointe for a vacation rental?
The best time to visit Cypress Pointe is during the peak season from July to September, when the area comes alive with vibrant energy and sunshine. This is an ideal period for travelers, as the warm temperatures, typically ranging from the mid-70s to the low 90s Fahrenheit, create great conditions for outdoor activities. From relaxing by the pool to exploring nearby attractions, there's no shortage of fun to be had.

July stands out as the most popular month, drawing travelers eager to soak up the sun and enjoy a variety of recreational opportunities. Whether it's engaging in water sports, golfing on scenic courses, or simply enjoying the beautiful beaches, visitors will find plenty of options to create lasting memories.

For those traveling on a budget, consider visiting in October. This month offers a lovely transition into fall, with milder temperatures and fewer crowds, making it a wonderful time to explore the tranquil surroundings. You can still enjoy outdoor activities, but with a more relaxed atmosphere and the added benefit of lower vacation rental rates.

Ultimately, your choice will depend on whether you prefer the lively summer atmosphere or the peaceful charm of the shoulder season.
Are there any remote work vacation rentals in Cypress Pointe?
In Cypress Pointe, Florida, there are numerous vacation rentals suited for remote work, with around 33 options available. Travelers can expect accommodations that cater specifically to remote working needs, featuring amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks with ergonomic chairs. Many properties also offer business centers that are accessible 24 hours, enhancing the work-from-home experience.

The area is known for its convenient access to local attractions, making it easy to balance work and leisure. Nearby, visitors can enjoy attractions like the beautiful Cypress Lake and various dining and shopping options. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Cypress Pointe vacation rental?
Book your Cypress Pointe vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Cypress Pointe?
In Cypress Pointe, visitors can enjoy a range of attractions in the surrounding area. The nearby Walt Disney World Resort is a major draw, offering a variety of theme parks such as Magic Kingdom, Epcot, and Disney's Hollywood Studios, all easily accessible from the neighborhood. For those looking for a more relaxed atmosphere, the picturesque Lake Buena Vista offers opportunities for boating and picnicking.

Additionally, the Orlando Vineland Premium Outlets are close by, providing excellent shopping options for visitors. In the vicinity, nature lovers can explore the lush landscapes of the nearby Shingle Creek Regional Park, which features walking trails, fishing spots, and wildlife viewing opportunities.
Can I change or cancel my Cypress Pointe home rental booking on Vrbo?
To find Cypress Pointe vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Cypress Pointe vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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