1. USA
  2. Florida
  3. Orlando
  4. Cypress Pointe
  5. Rentals by Owner

Cypress Pointe Rentals by Owner

Why Choose Rent By Owner for your Cypress Pointe vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best 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

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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.

Average Temperature Daytime: 75°F - Nighttime: 55°F
summer
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.

Average Temperature Daytime: 90°F - Nighttime: 72°F

Off-Season Highlights

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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.

Average Temperature Daytime: 80°F - Nighttime: 60°F
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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.

Average Temperature Daytime: 78°F - Nighttime: 58°F

Weekly Weather Forecast for Cypress Pointe

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

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.
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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.
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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

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?

Cancellation policies vary by individual rental listing. To find specific details, please review the cancellation terms outlined on the listing or contact the property owner directly.

4. How do I communicate with the owner before booking my stay?

You can reach out to the owner through the messaging system provided on the booking platform. This allows you to ask questions and confirm details before finalizing your reservation.

5. Are there any additional fees apart from the listed rate?

Additional fees such as cleaning, service charges, or taxes are typically specified in the rental listing. Make sure to review these details carefully before completing your booking.

6. What amenities are included in rentals by owner in this region?

Amenities vary by property; common features include Wi-Fi, fully equipped kitchens, and private pools. For a comprehensive list of amenities, refer to the individual property listing.

7. What should I know about checking in and checking out at a rental by owner?

Check-in and check-out procedures are detailed in the listing or communicated by the owner. Be sure to follow their instructions to ensure a smooth arrival and departure experience.

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