When is the best time to go to Cypress Pointe?

The best time to visit Cypress Pointe is during the dry season, from November to April, for pleasant weather and lower humidity. This period avoids the intense heat and frequent afternoon thunderstorms of the summer months. You can expect warm, sunny days with average temperatures ranging from 20-25°C, making it ideal for outdoor activities like exploring the nature trails or enjoying the beach. Couples often find this time great for a relaxing getaway. The cooler evenings are lovely for dining outdoors at the waterfront restaurants in the Marina District, and many resorts offer outdoor entertainment. It's also a great time to enjoy the area's golf courses without the discomfort of high humidity. Families travelling with children will also appreciate the dry season. The comfortable temperatures are ideal for visits to the theme parks and other attractions, as well as for spending extended time at the resort pools or the beach.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cypress Pointe.

How much is the nightly rate at a Cypress Pointe hotel?

Hotel prices in Cypress Pointe often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

The Best Hotels in Cypress Pointe, Orlando - 2026 Updated Prices

A waterfront with a gazebo, a blue building, and a tower.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Cypress Pointe hotels

A swimming pool with a glass enclosure, surrounded by lounge chairs and a patio area.

1. Cypress Pointe House 4 Bedroom

Cypress Pointe

Kendale

includes taxes & fees

7 Oct - 8 Oct

2. A-POP of Sunshine

Cypress Pointe

includes taxes & fees

13 Oct - 14 Oct

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

3. Kompose Boutique Resort at Theme Parks

5.9 mi from Cypress Pointe

RAJA

includes taxes & fees

3 Oct - 4 Oct

A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.

4. Hilton Vacation Club Mystic Dunes Orlando

4.7 mi from Cypress Pointe

Juan

includes taxes & fees

19 Oct - 20 Oct

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

5. Margaritaville Resort Orlando with H2O Waterpark

6.7 mi from Cypress Pointe

Mike

includes taxes & fees

1 Nov - 2 Nov

A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

6. Club Sevilla

7.7 mi from Cypress Pointe

Adanise

includes taxes & fees

3 Oct - 4 Oct

An aerial view of a curved swimming pool with lounge chairs and umbrellas around it.

7. Meliá Orlando Celebration

6 mi from Cypress Pointe

David

includes taxes & fees

11 Oct - 12 Oct

A resort with multiple swimming pools, palm trees, and lounge areas.

8. Spectrum Resort Villas Orlando and Waterparks

2.3 mi from Cypress Pointe

Susan

includes taxes & fees

4 Oct - 5 Oct

A hotel with a central entrance, palm trees, and a clear sky.

9. Comfort Suites Maingate East

6.5 mi from Cypress Pointe

Diahiana

includes taxes & fees

1 Nov - 2 Nov

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

10. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.1 mi from Cypress Pointe

Cassandra

includes taxes & fees

25 Oct - 26 Oct

A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

11. Galleria Palms Hotel

5.9 mi from Cypress Pointe

Gioconda

includes taxes & fees

13 Oct - 14 Oct

A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

12. Seasons Florida Resort

8 mi from Cypress Pointe

Antonio

includes taxes & fees

6 Oct - 7 Oct

A spacious dining area with a long table and multiple seating options, including booths and chairs.

13. Quality Inn & Suites By the Parks

5.9 mi from Cypress Pointe

Kurt C

includes taxes & fees

26 Oct - 27 Oct

A hotel entrance with a pool, palm trees, and a fountain.

14. Ramada by Wyndham Kissimmee Gateway

5.7 mi from Cypress Pointe

Jacquelyn

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio area with wicker furniture, a fire feature, and umbrellas.

15. Nobile Hotel Parkway at Celebration Orlando

6.7 mi from Cypress Pointe

Jose

includes taxes & fees

11 Oct - 12 Oct

A water play area with a slide and water jets.

16. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

8.6 mi from Cypress Pointe

Luis

includes taxes & fees

1 Nov - 2 Nov

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

17. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

9.5 mi from Cypress Pointe

Deidra

includes taxes & fees

27 Oct - 28 Oct

A swimming pool with a blue slide, surrounded by palm trees and a fenced area.

18. Radisson Hotel Orlando Lake Buena Vista South

7.6 mi from Cypress Pointe

Angela

includes taxes & fees

11 Oct - 12 Oct

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

19. Wyndham Grand Orlando Resort Bonnet Creek

7.7 mi from Cypress Pointe

Carlos

includes taxes & fees

29 Oct - 30 Oct

A modern waiting area with two black chairs, a small table with a plant, and a large window offering a view of trees and buildings.

20. Travelodge by Wyndham Orlando Lake Buena Vista South

7.3 mi from Cypress Pointe

Paola

includes taxes & fees

1 Nov - 2 Nov

View all properties

Where to stay in Cypress Pointe

Find the best Cypress Pointe areas for the activities you enjoy most.

The entrance to the Hollywood Studios area with a large sign and distinctive architecture.

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

See properties

A large Ferris wheel with a blue light, surrounded by a water fountain display and palm trees.

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

See properties

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

See properties

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Ample dining options and top golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

See properties

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

See properties

Top Cypress Pointe Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"We really enjoyed our stay here. The breakfast was top tier and the staff were so friendly. Will definitely be back!"

The Grove Resort & Water Park Orlando

8/10 Good

"Rooms are really clean. The water park is awesome for both adults and kids in the party. We also spend some time at the arcade and played glow in the dark golf the kids really enjoyed it. Over all the property is really big and clean with a lot of things to do to spend your day at the hotel."

Walt Disney World Dolphin

10/10 Excellent

"Beautiful hotel with many amenities. Being able to walk only 20 minutes to the Epcot International Gateway was really special. We were able to enjoy the quick service café called Fuel right off the main lobby of the hotel. Our room was spacious and clean, located on the 2nd floor. The mattress and pillows were excellent. Wish we could have stayed longer. We will be back."

Search Hotels in Cypress Pointe, Orlando

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cypress Pointe hotels

1. Cypress Pointe House 4 Bedroom

2. A-POP of Sunshine

3. Kompose Boutique Resort at Theme Parks

4. Hilton Vacation Club Mystic Dunes Orlando

5. Margaritaville Resort Orlando with H2O Waterpark

6. Club Sevilla

7. Meliá Orlando Celebration

8. Spectrum Resort Villas Orlando and Waterparks

9. Comfort Suites Maingate East

10. Embassy Suites by Hilton Orlando Lake Buena Vista South

11. Galleria Palms Hotel

12. Seasons Florida Resort

13. Quality Inn & Suites By the Parks

14. Ramada by Wyndham Kissimmee Gateway

15. Nobile Hotel Parkway at Celebration Orlando

16. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

17. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

18. Radisson Hotel Orlando Lake Buena Vista South

19. Wyndham Grand Orlando Resort Bonnet Creek

20. Travelodge by Wyndham Orlando Lake Buena Vista South

Where to stay in Cypress Pointe

Bay Lake

International Drive District

Florida Center

Champions Gate

Downtown Orlando

Top Cypress Pointe Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

Frequently asked questions

Explore a world of travel with Expedia