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.

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Why visit Cypress Pointe

  • Family-friendly atmosphere: Cypress Pointe offers a welcoming environment ideal for families, ensuring a memorable holiday experience.
  • Private vacation homes: Enjoy a range of comfortable villas and condos that provide a home-away-from-home feel.
  • Resort-style amenities: Relax by the inviting outdoor pool and take advantage of fitness centres available in the area.
  • Proximity to attractions: Cypress Pointe serves as an excellent base for exploring nearby theme parks and outdoor activities.
  • Serene lakes: Discover tranquil spots perfect for relaxation and outdoor leisure activities.

Popular types of accommodation around Cypress Pointe

Welcome to Cypress Pointe, a charming neighbourhood in Davenport, Florida, where you can enjoy a tranquil retreat with a variety of houses, villas, and condos. Experience resort-style living with fantastic amenities, including an inviting outdoor pool perfect for relaxation. Nestled close to local attractions, Cypress Pointe offers a delightful blend of comfort and convenience for your holiday getaway, ensuring a memorable stay for all travellers.

  • Houses: The top choice for accommodation in Cypress Pointe, offering spacious living and a home-like atmosphere.
  • Villas: A popular option, these luxurious properties provide private amenities and scenic surroundings.
  • Condos: Ideal for a convenient stay, these stylish units often feature shared facilities and great locations.
  • Apartments: A practical choice, offering comfort and flexibility for short or extended visits.
  • Cottages: Quaint and charming, these properties provide a cosy retreat amidst nature.**

Top attractions near Cypress Pointe

Cypress Pointe in Davenport, Florida, offers a delightful vacation experience for families and outdoor enthusiasts. Visitors can enjoy thrilling adventures at nearby theme parks, relax by serene lakes, or indulge in a round of golf at local country clubs. The area is perfect for those seeking a blend of entertainment, outdoor activities, and family-friendly experiences, making it an ideal destination for a memorable holiday.

  • Walt Disney World® Resort: A world-renowned theme park offering magical experiences with immersive attractions, entertainment, and beloved characters, perfect for families seeking adventure.
  • ChampionsGate Golf Club: An inviting golf course with stunning landscapes, ideal for golf enthusiasts and families alike, offering friendly service and enjoyable excursions.
  • Fun Spot America: An exciting amusement park featuring outdoor rides and games, providing a thrilling atmosphere for families and adventure seekers.

Things to do recommended for couples

For a romantic getaway in Davenport, explore the enchanting Lake Louisa State Park, perfect for a sunset picnic. Take a leisurely stroll through the charming boutiques in downtown Celebration or indulge in a couple's spa day at a local resort for a truly relaxing experience.

Things to do recommended for families

Families staying at Cypress Pointe can enjoy thrilling adventures at the nearby Walt Disney World Resort, explore the enchanting Legoland Florida, and have fun at the interactive Give Kids the World Village, ensuring unforgettable memories for everyone.

Things to do recommended for groups

Groups visiting Cypress Pointe can enjoy a thrilling day at the nearby theme parks, explore the picturesque Lake Davenport for some serene boating, or indulge in a lively evening at local dining spots offering authentic Floridian cuisine and vibrant entertainment.

*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

When travelling with a group, family, pets, or seeking extended stays, it's essential to prioritise your preferences during your search. Here are some helpful booking tips for Vrbo.

  • 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 apply filters for all of these options and 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, along with providing suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Cypress Pointe: For many families, a getaway wouldn't feel complete 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, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cypress Pointe: If you're in search of holiday rentals offering great deals 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 such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Cypress Pointe

Cypress Pointe in Davenport, Florida, offers a delightful retreat for families seeking a blend of relaxation and recreation. Nestled in a prime location, this charming neighbourhood boasts access to fitness centres and outdoor activities, ensuring an active holiday. With its friendly atmosphere and proximity to popular attractions, Cypress Pointe serves as an excellent base for exploring the surrounding areas while enjoying a peaceful stay filled with family-friendly experiences.

  • Orlando: Orlando is a bustling metropolis known for its vibrant family-friendly atmosphere and entertainment options. Located in close proximity to Cypress Pointe, it offers an array of attractions that cater to all ages. Visitors can immerse themselves in world-famous theme parks, indulge in shopping at various centres, or explore the local arts scene. Additionally, Orlando is home to stunning beaches and film studios, making it a hub for leisure and business alike. Whether you're seeking thrill rides or cultural experiences, Orlando promises a diverse travel experience.
  • Thousand Oaks: Situated a mere 322m from Cypress Pointe, Thousand Oaks is a charming neighbourhood that appeals to families and outdoor enthusiasts. This locale boasts convenient access to resorts and golf courses, providing ample opportunities for recreation. Within the vicinity, visitors can enjoy attractions such as theme parks and film studios, while the nearby beaches offer a perfect spot for relaxation. The inviting atmosphere of Thousand Oaks makes it an ideal base for exploring the surrounding natural beauty and entertainment options.
  • Paradise Woods: Located 644m away from Cypress Pointe, Paradise Woods is another delightful neighbourhood that prioritises family and outdoor adventures. Visitors can partake in various activities at local resorts and golf courses while enjoying the serene environment. The area is close to several attractions, including theme parks, film studios, and urban parks, perfect for leisurely strolls and picnics. Paradise Woods provides a tranquil yet engaging experience, ideal for those looking to unwind and explore the natural surroundings.

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 August to October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnySlightly LowAverage
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 SunnyAverageAverage
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. Moreover, extending your stay can often result 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: Planning as easy as it gets

Vrbo's innovative Trip Board offers you a dedicated space to plan new adventures, pick up from where you last stopped, or manage your existing arrangements. You can easily access your previously saved and booked properties within the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, please 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 choice, with around 52 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, allowing guests to enjoy a comfortable, home-like atmosphere. Many also come with private outdoor areas, superb for relaxing after a day of exploring the nearby attractions. Villas are also a great option, with about 44 available, often boasting upscale amenities such as private pools, luxurious furnishings, and beautiful landscaping.
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 fully equipped kitchens, which allow guests to prepare their own meals conveniently. Many properties also feature private pools, offering a refreshing escape right at your doorstep. Outdoor spaces such as decks or patios are common, providing an ideal setting for relaxation or outdoor dining. Onsite parking is typically available, ensuring ease of access for those travelling by car. Additionally, many rentals come equipped with coffee and tea makers, superb for starting the day with a warm beverage.
Can I find family house rentals in Cypress Pointe?
In Cypress Pointe, Florida, there are some available family house rentals, with around 21 options for those seeking a comfortable getaway. This area is well-known for its proximity to Orlando, making it a fantastic choice for families wanting to experience the excitement of theme parks like Disney World and Universal Studios, both just a short drive away.

Many of these properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for relaxation or play. Visitors can typically find amenities such as air conditioning, Wi-Fi, and laundry facilities, ensuring a convenient stay for everyone.

Furthermore, the surrounding locale offers a range of attractions, from shopping centres to golf courses, providing plenty of opportunities for family-friendly activities.
Can I rent a holiday home with a pool or hot tub in Cypress Pointe?
In Cypress Pointe, Florida, there are plenty of holiday homes available for rent that come with desirable amenities such as pools and hot tubs, with around 24 properties featuring pools and 14 offering hot tubs. This lovely area is known for its family-friendly atmosphere and proximity to various attractions, making it an appealing destination for travellers.

Many of these rentals boast spacious layouts, fully equipped kitchens suitable for family meals, and comfortable living areas for relaxation. Outdoor spaces often include private pools and hot tubs, great for unwinding after a day of exploring. Additionally, some properties may offer amenities like barbecue grills and access to communal facilities, enhancing the overall holiday experience for guests.
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.
Can I book pet-friendly holiday rentals in Cypress Pointe?
In Cypress Pointe, there are several pet-friendly holiday rentals available for those looking to enjoy a getaway with their furry companions. Visitors can expect a variety of amenities that cater to both comfort and convenience, including well-equipped kitchens, spacious living areas, and often private outdoor spaces where pets can play.

The area is conveniently located near local parks that offer great opportunities for walking and exercising pets, making it an ideal choice for animal lovers. Many of the rentals are situated in peaceful neighbourhoods, allowing for a relaxing stay while still being close to attractions and amenities.
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 book a holiday rental in Cypress Pointe is during the peak season from July to September, when the area comes alive with vibrant energy and a plethora of activities. This period is great for sun-seekers and families looking to enjoy the warm Florida climate, with temperatures typically ranging from 25 to 33 degrees Celsius. Whether you're relaxing by the pool, exploring nearby attractions, or indulging in water sports, the summer months offer an ideal backdrop for a memorable getaway.

July stands out as the most popular month to visit, drawing in a lively crowd eager to take advantage of the long days and abundant sunshine. The local atmosphere buzzes with excitement, and you'll find numerous events and activities tailored to all ages, making it a fantastic time for family holidays or reunions with friends.

For those considering a visit outside the high season, October presents a wonderful opportunity to experience Cypress Pointe with fewer crowds. This month offers milder temperatures and a chance to enjoy the beautiful natural surroundings without the hustle and bustle of peak tourist season. You can partake in scenic walks or cycling along the picturesque trails, all while enjoying the stunning autumn colours.

Ultimately, your choice of when to visit will depend on whether you prefer the vibrant energy of the summer months or the quieter charm of October.
Are there any remote work holiday rentals in Cypress Pointe?
In Cypress Pointe, Florida, there are numerous remote work-friendly holiday rentals available, with around 96 options to choose from. Many of these accommodations are equipped with essential amenities such as free Wi-Fi in rooms and additional internet services, ensuring a reliable connection for remote work. You can expect to find properties that offer comfortable workspaces, including desks and ergonomic seating, alongside features like safes for securing personal items.

The area itself is known for its beautiful surroundings and recreational opportunities, including nearby parks and lakes that provide great spots for relaxation after a day of work. 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.
What are the top attractions in Cypress Pointe, Florida, United States of America?
Cypress Pointe, located near the bustling area of Orlando, offers visitors a variety of attractions to explore. The nearby Walt Disney World® Resort is a major draw, featuring multiple theme parks such as Magic Kingdom and Epcot, ideal for families seeking adventure and entertainment. Just a short drive away, Universal Orlando Resort provides thrilling rides and attractions based on popular films.

For those who prefer a more relaxed atmosphere, the area is close to Lake Buena Vista, where visitors can enjoy beautiful lakeside parks, dining options, and shopping venues. Additionally, the nearby Orlando Vineland Premium Outlets offers a fantastic shopping experience with a range of designer and brand-name stores.

Nature enthusiasts can explore the nearby Shingle Creek Regional Park, which features scenic trails for hiking, biking, and wildlife viewing, providing a superb escape from the bustling theme park atmosphere.
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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