- USA
- Florida
- Orlando
- Cypress Pointe
- Rentals by Owner
Discover Your Ideal Cypress Pointe Rental by Owner for a Memorable Stay in Davenport, Florida
Discover Your Perfect Cypress Pointe Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Cypress Pointe Rentals by Owner
- Parking
- Security/Safety
- Child Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- Security/Safety
- Air Conditioner
- Parking
- Pool
- Parking
- Pool
- Balcony/Terrace
Why Choose Rent By Owner for your Cypress Pointe vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Cypress Pointe Rentals by Owner
Where are the best neighborhoods to stay in Cypress Pointe?
When choosing a neighborhood to stay in within Cypress Pointe, Davenport, Florida, you’ll find a peaceful and convenient setting that offers easy access to local attractions and amenities. This community provides a relaxed atmosphere perfect for both leisure and comfort, making it an ideal choice for travelers seeking a hassle-free experience. As you explore your rental options through Rent By Owner, you'll enjoy the blend of tranquility and accessibility that defines Cypress Pointe as a top destination in Davenport, Florida. Whether you're visiting for leisure or exploring nearby sights, this neighborhood ensures a dependable and comfortable stay tailored to your needs.
Thousand Oaks
Located within the vibrant region surrounding Cypress Pointe, here you can find rental properties that offer convenient access to local attractions and amenities. This area provides a comfortable base for exploring all that Davenport has to offer, making it an ideal choice for your next vacation.
View 28+ Rentals in Thousand OaksBest Times to Visit Cypress Pointe
When should you plan your Rentals by Owner stay?
Choosing the optimal time to visit here can enhance your experience, as the best seasons often align with pleasant weather and fewer crowds in this popular destination for vacation rentals.
Peak Season Highlights
Winter (December to February)
During the winter months, this destination experiences its peak season, attracting visitors seeking warm weather and holiday festivities. Expect busier rental availability and vibrant local activity.
Summer (June to August)
The summer months mark another peak season when families and travelers flock here for sunny days and vacation fun. Rental options tend to fill quickly during this lively period.
Off-Season Highlights
Spring (March to May)
In spring, fewer visitors visit the area, making it a great time to find more relaxed rental opportunities and enjoy pleasant weather before the summer rush begins.
Fall (September to November)
During fall, occupancy rates decline as the region transitions into cooler months, providing an excellent opportunity for those seeking quieter accommodations and lower rates.
Weekly Weather Forecast for Cypress Pointe
How to Book Your Cypress Pointe vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Cypress Pointe
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to a private outdoor swimming pool for relaxing and cooling off during your stay.
- Take advantage of well-maintained outdoor grilling areas to prepare meals al fresco.
- Make the most of spacious patios or balconies to enjoy the Florida sunshine and outdoor views.
- Benefit from lush landscaped gardens that provide a serene outdoor environment around the property.
- Utilize walkways or trails ideal for morning jogs and leisurely strolls in this welcoming area.
- Relax in shaded picnic areas designed for family gatherings or casual outdoor dining.
- Find nearby recreational spaces such as parks or playgrounds suitable for outdoor activities with children.
Top Attractions Around Cypress Pointe
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities and family-friendly attractions just minutes from your rental, making your stay in Davenport an active and memorable experience.

Family Activities
- Visit the Orlando Safari Park: Experience an exciting day exploring this nearby safari adventure park, perfect for family fun and wildlife encounters.
- Enjoy the ChampionsGate Golf Club: Spend quality time on the lush greens of this renowned golf course, offering family-friendly activities and stunning views just minutes from your rental.
- Discover local nature at Lake Davenport Park: Relax and unwind in this scenic park featuring playgrounds, walking trails, and beautiful lakeside scenery ideal for family outings.
- Explore the shopping and dining at Posner Park: Delight in a variety of shops and restaurants, making it a convenient destination for family leisure within easy reach of your accommodation.
Adult Activities
- Golfing at ChampionsGate Golf Club: Enjoy a round of world-class golf at this renowned course, perfect for relaxing amidst scenic Florida landscapes.
- Exploring local shopping and dining: Discover charming boutiques and diverse eateries that showcase the best of the region’s culinary scene just minutes away from your rental.
- Visiting nearby nature parks: Immerse yourself in the natural beauty of area parks, offering tranquil walking trails and opportunities for wildlife observation.
- Participating in recreational activities at local entertainment centers: Experience a variety of fun-filled options like bowling, arcade games, and indoor entertainment designed for adult enjoyment.
Cypress Pointe Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Arrival Time: Schedule your arrival during daylight hours to easily navigate the area and settle into your rental with confidence.
- Explore Nearby Amenities: Take advantage of local grocery stores, dining options, and entertainment venues to enhance your stay here in the region.
- Utilize Rental Amenities: Maximize your comfort by making full use of the amenities provided in your rental property, ensuring a relaxing and enjoyable visit.
- Connect with Local Hosts: Reach out to your host for personalized tips and recommendations to discover the best ways to experience this destination fully.
Transportation Options
- Rental Car Services: Major rental car agencies operating nearby give you the flexibility to explore this region at your own pace, directly from your accommodation.
- Airport Transfers: Shuttle and private transfer options provide convenient transportation from Orlando International Airport to your rental in the area.
- Taxicabs and Rideshare: Taxis and rideshare services like Uber and Lyft are readily available for quick trips within the destination and to surrounding attractions.
- Public Transportation: Local bus routes connect the region with nearby towns and key points of interest, offering an affordable way to navigate here without a car.
Local Customs Options
- Respect for Tipping Custom: Tipping is customary in the region's service industry, and understanding local expectations can enhance your experience here.
- Greetings and Personal Space: Greeting with a friendly smile and respecting personal space are valued social customs in this area.
- Dining Etiquette: When dining out, it is polite to wait for the host to start the meal, reflecting the area's courteous dining traditions.
- Local Festivals and Events: Participating in regional festivals offers insight into community customs and the vibrant culture of this destination.
Frequently Asked Questions About Cypress Pointe Rentals by Owner
1. What are the top vacation rentals in Cypress Pointe?
There are a lot of options in Cypress Pointe. If you plan on staying in the Cypress Pointe area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cypress Pointe:
- Family Villa with Pool, Spa & Entertainment Game Room
- 5 BR with pool! By shopping, restaurants, Disneyworld, & Universal Studios!
- Magical Retreat - 15 Minutes From Theme Parks! Fall Specials!
- Luxury 5 Bed 4.5 Bath Villa In Gated Communty 10 Mins from Disney
- BRAND NEW TO RENTAL MARKET - STUNNING SOUTH FACING 4 BED/3.5 BATH HOME
- 5BR,4BA villa minutes away from Disney – Sleeps 13
- UTOPIA-10 mins Disney, UPGRADED Pool/Spa,Games Room, WIFI,Gated Community
- South Facing 5 bed/4 bath Home/Cypress Dream
- Family Friendly - South Facing Pool - Game Room - Gated - Near Disney
- Exceptional 5 bedroom home, gated community, less than 30 mins from attractions.
2. How many Rentbyowner vacation rentals are available in Cypress Pointe?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 46 in the Cypress Pointe area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cypress Pointe.
3. What is the cancellation policy for rentals by owner in this area?
4. How do I communicate with the owner before booking my stay?
5. Are there any additional fees apart from the listed rate?
6. What amenities are included in rentals by owner in this region?
7. What should I know about checking in and checking out at a rental by owner?
More Rentals You May Like Near Cypress Pointe
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Pool
- Private Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly