Cypress Pointe holiday lettings

We found 270 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Cypress Pointe that are perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as parking and air conditioning. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

Why visit Cypress Pointe

  • Family-friendly atmosphere: Cypress Pointe offers a welcoming environment perfect for families seeking adventure and relaxation.
  • Proximity to theme parks: Enjoy easy access to Disney attractions, SeaWorld Orlando, and other popular entertainment venues.
  • Scenic outdoor spaces: Explore picturesque lakes and parks, including the scenic lakefront park and Lancaster Park.
  • Diverse accommodation options: Choose from private holiday homes, elegant villas, and comfortable condos for a delightful stay.
  • Shopping opportunities: Visit the nearby Orlando Premium Outlets for a fantastic shopping experience.

Popular types of accommodation around Cypress Pointe

Embarking on a getaway to Cypress Pointe? The excitement of selecting your perfect accommodation awaits! Discover a variety of popular options, including private holiday homes, elegant villas, and comfortable condos. Whether you’re considering Cypress Pointe apartments or the renowned Cypress Pointe Resort in Orlando, you’ll find an array of delightful choices to suit your needs. Explore our selection of Cypress Pointe resort holiday rentals for a memorable stay.

  • Houses: The top choice for visitors to Cypress Pointe, offering spacious and comfortable stays ideal for families or groups.
  • Villas: A luxurious option, villas provide elegant accommodations with ample amenities for a relaxing getaway.
  • Condos: Popular for their convenience, condos offer a blend of comfort and access to community facilities.
  • Apartments: A practical choice, apartments come fully furnished, perfect for self-catering stays.
  • Cottages: Quaint and charming, cottages offer a cosy retreat for those seeking a homely atmosphere.**

Top attractions near Cypress Pointe

Cypress Pointe in Davenport, Florida, is perfect for families seeking outdoor adventures and entertainment. Visitors can enjoy nearby attractions such as theme parks, scenic lakes, and golf courses. Ideal for those wanting a cultural experience, popular destinations include the Orlando Premium Outlets, SeaWorld Orlando, and various Disney attractions. Don’t forget to capture the beauty of Cypress Pointe Resort in your holiday photos for lasting memories.

  • Walt Disney World® Resort: A magical theme park just 6.8km from Cypress Pointe, it offers enchanting entertainment and family-friendly attractions, making it an ideal destination for visitors of all ages.
  • Orange County Convention Center: Located 8.7km away, this vibrant arts centre showcases a diverse range of cultural events and exhibitions, providing a rich insight into the local arts scene.
  • ChampionsGate Golf Club: Situated a mere 2.5km from your accommodation, this welcoming golf course offers family-friendly excursions and a friendly atmosphere, perfect for both seasoned golfers and beginners.

Things to do recommended for couples

For a romantic getaway near Cypress Pointe, why not enjoy a round at Ridgewood Lakes Golf and Country Club for a touch of luxury? Alternatively, indulge in a charming experience at True Blue Winery for some delightful wines, or have fun at Disney's Winter Summerland Miniature Golf Course.

Things to do recommended for families

Families staying at Cypress Pointe can enjoy thrilling sports events at the ESPN Wide World of Sports Complex, splash about at Disney's Typhoon Lagoon Water Park, or unwind at Northeast Regional Park, all offering engaging activities and fun vibes for everyone.

Things to do recommended for groups

Groups visiting Cypress Pointe can enjoy a delightful day at Disney Springs™ for shopping and dining, explore the vibrant atmosphere at Old Town for entertainment, or challenge themselves on the greens at Mystic Dunes Golf Club, all within a short drive from their accommodation.

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

When travelling with a group, family, pets, or planning for an extended stay, it's important to prioritise your preferences when searching. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cypress Pointe with a group: Think about how many bedrooms you will require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Cypress Pointe with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, as well as to seek out facilities that cater to their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Cypress Pointe: For many families, a getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that every member of the family feels comfortably at home.
  • Planning for a long term stay visiting Cypress Pointe: If you’re in search of holiday rentals that offer discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Cypress Pointe

Cypress Pointe in Davenport, Florida, offers a delightful family-friendly atmosphere perfect for outdoor adventures and entertainment. Explore the scenic lakefront park or unwind at the Centre of Cypress Pointe Resort. Just a short drive away, the magical world of Disney awaits, alongside the tranquil Lancaster Park. Whether you’re seeking relaxation or exciting excursions, Cypress Pointe and its nearby attractions promise an unforgettable holiday experience.

  • Thousand Oaks: Thousand Oaks is a charming neighbourhood located a mere 124m from Cypress Pointe. This area is perfect for families seeking outdoor and entertainment-themed experiences. Visitors can indulge in a variety of activities, including golfing at nearby courses or relaxing at local resorts. The proximity to attractions such as a renowned theme park, beautiful beaches, and a film studio adds an extra layer of excitement, making Thousand Oaks an ideal base for fun-filled family outings.
  • Paradise Woods: Just 249m from Cypress Pointe, Paradise Woods is a delightful neighbourhood that caters to outdoor enthusiasts and sports lovers. It offers a range of activities, including access to excellent golf courses and resorts. Families will enjoy the nearby urban parks, which provide a great space for picnics and recreational activities. Additionally, the area's close proximity to a vibrant theme park and a film studio ensures that there is no shortage of entertainment options, making Paradise Woods an appealing destination for all ages.
  • Sandy Ridge: Located 311m from Cypress Pointe, Sandy Ridge is an inviting neighbourhood perfect for families and those looking for outdoor entertainment. With access to resorts and top-notch golf courses, visitors can enjoy a variety of recreational activities. Sandy Ridge is also near a popular theme park, a film studio, and a convention centre, making it a versatile spot for both leisure and events. Whether you're looking for relaxation or excitement, Sandy Ridge has something to offer everyone.

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 SunnyAverageAverage
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Light RainMostly SunnyAverageSlightly High
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 simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Furthermore, opting for a longer stay frequently results in significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up where you last stopped, or review and arrange your travel plans. You can easily access properties you’ve previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Cypress Pointe?
In Cypress Pointe, holiday houses are the most popular type of rental, with around 20 options available throughout the area. These homes typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and private outdoor areas, making them ideal for families or groups looking to enjoy a comfortable stay. Additionally, there are approximately 12 villas in the vicinity, which offer a more luxurious experience with amenities such as private pools and landscaped gardens. For those preferring a more compact accommodation, several condos can also be found, often including communal facilities like pools and fitness centres.
How much does it cost to rent a holiday home in Cypress Pointe?
Prices for holiday 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 holiday 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 rental amenities include private pools, which are a standout feature for many properties, allowing guests to enjoy a refreshing swim in the comfort of their own space. Most holiday rentals also come equipped with fully functional kitchens, enabling visitors to prepare their own meals and snacks. Additionally, many rooms feature heated pools, great for a comfortable swim regardless of the weather. Coffee and tea makers are commonly found in these rentals, ensuring guests can easily brew their favourite beverages.
Are there any family house rentals in Cypress Pointe?
In Cypress Pointe, Florida, there are numerous family-friendly house rentals available, with around 29 options to choose from. This area is particularly appealing for families, as it offers spacious rooms close to several attractions. Many of these homes feature large living rooms, fully equipped kitchens for preparing meals together, and outdoor areas where children can play safely.
Can I rent a holiday home with a pool or hot tub in Cypress Pointe?
In Cypress Pointe, Florida, there are several holiday homes available that come with either pools or hot tubs, with around 34 properties featuring pools and 17 offering hot tubs. This scenic area is known for its beautiful landscapes and proximity to attractions such as theme parks, making it a great destination for families and groups.
Are there any Cypress Pointe holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cypress Pointe with parking available—perfect for families or travellers 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 holiday rentals in Cypress Pointe?
In Cypress Pointe, there are several pet-friendly holiday rentals available, making it a suitable destination for travellers looking to bring their furry companions. These rentals often feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy fresh air. Many properties are designed with comfort in mind, offering features like private balconies and community pools, great for relaxation after a day of exploring the area.
Can I find long-stay holiday rentals in Cypress Pointe?
A long-stay holiday rental in Cypress Pointe is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Cypress Pointe for a holiday rental?
The best time to visit Cypress Pointe for a holiday rental is during the peak season from July to September. This bustling period attracts families and sun-seekers eager to revel in the warmth of Florida's summer sunshine. With temperatures often soaring into the high 30s Celsius, visitors can enjoy a range of outdoor activities, from relaxing by the pool to thrilling water sports in the nearby Gulf waters.

July, in particular, stands out as the most popular month. The lively atmosphere during this time is electric, with plenty of events and activities designed to entertain the whole family. You can indulge in local festivals, take part in beach games, or simply unwind on the beautiful sandy shores.

For those seeking a quieter experience while still soaking up the Florida sunshine, October presents a fantastic alternative. The weather remains pleasantly warm, typically in the mid to high 20s Celsius, and the crowds begin to thin out. This makes it an ideal time for leisurely beach walks, exploring nearby attractions, or enjoying a peaceful getaway without the hustle and bustle of peak season.
Are there any remote work holiday rentals in Cypress Pointe?
In Cypress Pointe, Florida, there are a variety of remote work holiday rentals available, with around 33 options to choose from. These properties are well-equipped to cater to the needs of remote workers, offering amenities such as high-speed Wi-Fi, dedicated desks, comfortable desk chairs, and safe storage for valuables. Many of the rentals also provide access to business centres, often available 24 hours, which can be particularly useful for those needing a professional environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Cypress Pointe holiday rental?
Book your Cypress Pointe holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Cypress Pointe home rental booking on Vrbo?
To find Cypress Pointe holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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