Tree House Rentals in Cypress Pointe
Cottage
6.8Good
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $164/Night
7 Nights - US $1,151
House
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
10.76 ft²
- Parking
Pool
View
Internet
US $211/Night
7 Nights - US $1,477
House
- Orlando
- ·
- Sandy Ridge
- 0.39 mi to center
8.0Excellent
(26 Reviews)
4 Bedrooms
3 Baths
8 Guests
5663 ft²
Private Pool- Parking
- Pool
- Kitchen
US $170/Night
7 Nights - US $1,191
House
10.0Exceptional
(22 Reviews)
12 Bedrooms
13 Baths
34 Guests
7200 ft²
- Private Pool
Hot Tub- Parking
- Pool
US $1,244/Night
7 Nights - US $8,705
Villa
9.0Exceptional
(1 Review)
10 Bedrooms
12 Baths
24 Guests
5209.73 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $1,096/Night
7 Nights - US $7,672
House
10.0Exceptional
(16 Reviews)
11 Bedrooms
12 Baths
28 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,270/Night
7 Nights - US $8,890
House
10.0Exceptional
(16 Reviews)
11 Bedrooms
12 Baths
28 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,219/Night
7 Nights - US $8,532
House
10.0Exceptional
(14 Reviews)
12 Bedrooms
13 Baths
34 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,241/Night
7 Nights - US $8,687
House
10.0Exceptional
(13 Reviews)
11 Bedrooms
12 Baths
28 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,294/Night
7 Nights - US $9,055
Luxury Tree House Rentals in Cypress Pointe
Over 10000+ Luxury Tree House Rentals in or Near Cypress Pointe
Villa
10.0Exceptional
(1 Review)
12 Bedrooms
14 Baths
33 Guests
7546 ft²
- Private Pool
Breakfast- Parking
- Pool
US $3,705/Night
7 Nights - US $25,935
House
10 Bedrooms
10 Baths
36 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $2,627/Night
7 Nights - US $18,387
Villa
10.0Exceptional
(2 Reviews)
10 Bedrooms
11 Baths
36 Guests
11027 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $2,381/Night
7 Nights - US $16,668
Villa
Small World Castle | 8BR Lux Castle w Play Room, Arcade, Theater, Themed Rooms, and Pool Near Disney
9.4Exceptional
(3 Reviews)
8 Bedrooms
8 Baths
24 Guests
8732 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,163/Night
7 Nights - US $15,139
House
9.2Exceptional
(24 Reviews)
12 Bedrooms
13 Baths
34 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,295/Night
7 Nights - US $9,066
House
9.6Exceptional
(14 Reviews)
12 Bedrooms
13 Baths
34 Guests
7200 ft²
- Private Pool
Oceanfront- Hot Tub
- Parking
US $1,294/Night
7 Nights - US $9,055
House
9.8Exceptional
(18 Reviews)
11 Bedrooms
12 Baths
28 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,279/Night
7 Nights - US $8,953
House
- Orlando
- ·
- West Kissimmee
- 3.14 mi to center
11 Bedrooms
11 Baths
23 Guests
5490 ft²
- Parking
- Kitchen
- Air Conditioner
Child Friendly
US $1,262/Night
7 Nights - US $8,834
House
9.6Exceptional
(15 Reviews)
12 Bedrooms
13 Baths
34 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,255/Night
7 Nights - US $8,788
Top-Rated Treehouses with a Pool in Cypress Pointe
Over 9212+ Top-Rated Private Treehouses with a Pool in or Near Cypress Pointe
House
10.0Exceptional
(12 Reviews)
12 Bedrooms
13 Baths
34 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,255/Night
7 Nights - US $8,788
House
10.0Exceptional
(10 Reviews)
11 Bedrooms
12 Baths
28 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,226/Night
7 Nights - US $8,585
House
10.0Exceptional
(10 Reviews)
6 Bedrooms
6 Baths
18 Guests
4000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $777/Night
7 Nights - US $5,442
House
10.0Exceptional
(10 Reviews)
6 Bedrooms
6 Baths
18 Guests
4000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $746/Night
7 Nights - US $5,222
House
- Orlando
- ·
- West Kissimmee
- 3.43 mi to center
9.8Exceptional
(31 Reviews)
10 Bedrooms
11 Baths
29 Guests
5496 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $930/Night
7 Nights - US $6,507
House
9.8Exceptional
(22 Reviews)
11 Bedrooms
12 Baths
28 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,241/Night
7 Nights - US $8,686
House
9.8Exceptional
(7 Reviews)
6 Bedrooms
6 Baths
18 Guests
4000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $788/Night
7 Nights - US $5,517
House
9.6Exceptional
(14 Reviews)
6 Bedrooms
6 Baths
18 Guests
4000 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $776/Night
7 Nights - US $5,433
House
9.2Exceptional
(15 Reviews)
11 Bedrooms
12 Baths
28 Guests
7200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,101/Night
7 Nights - US $7,704
Pet-Friendly Treehouses in Cypress Pointe
Over 1606+ Pet-Friendly Private Treehouses in or Near Cypress Pointe
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Pool
Ocean View
US $240/Night
7 Nights - US $1,682
House
10.0Exceptional
(6 Reviews)
5 Bedrooms
8 Baths
10 Guests
4144.11 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $382/Night
7 Nights - US $2,674
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $473/Night
7 Nights - US $3,309
Condo
9.6Exceptional
(152 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $157/Night
7 Nights - US $1,096
Villa
10.0Exceptional
(5 Reviews)
5 Bedrooms
5 Baths
10 Guests
1776.05 ft²
- Hot Tub
- Parking
- Pool
- View
US $157/Night
7 Nights - US $1,099
Condo
6.0Good
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $195/Night
7 Nights - US $1,362
Apartment
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $318/Night
7 Nights - US $2,228
Apartment
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $237/Night
7 Nights - US $1,658
Apartment
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $236/Night
7 Nights - US $1,649
Large Private Treehouses in Cypress Pointe
Over 7683+ Large Treehouses in or Near Cypress Pointe for Groups and Families
House
8.6Fabulous
(4 Reviews)
15 Bedrooms
11 Baths
44 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $998/Night
7 Nights - US $6,989
Villa
10.0Exceptional
(20 Reviews)
4 Bedrooms
4 Baths
8 Guests
2195.84 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $177/Night
7 Nights - US $1,237
Villa
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Hot Tub
- Pool
- Kitchen
- Internet
US $672/Night
7 Nights - US $4,707
House
- Orlando
- ·
- West Kissimmee
- 3.39 mi to center
9.0Exceptional
(26 Reviews)
12 Bedrooms
12 Baths
32 Guests
6351 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,010/Night
7 Nights - US $7,072
House
10.0Exceptional
(10 Reviews)
5 Bedrooms
4 Baths
13 Guests
10763.91 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $351/Night
7 Nights - US $2,454
House
7.0Very Good
(4 Reviews)
5 Bedrooms
5 Baths
14 Guests
4700 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $582/Night
7 Nights - US $4,074
House
1 Bedroom
5 Baths
16 Guests
4100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $461/Night
7 Nights - US $3,224
New
House
2 Bedrooms
5 Baths
10 Guests
2598 ft²
- Kitchen
- Air Conditioner
- Internet
TV
US $403/Night
7 Nights - US $2,819
Wheelchair Accessible Holiday Homes in Cypress Pointe
Over 878+ Wheelchair Accessible Treehouses and Holiday Homes in or Near Cypress Pointe
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $179/Night
7 Nights - US $1,250
House
10.0Exceptional
(1 Review)
4 Bedrooms
6 Baths
10 Guests
2798.62 ft²
- Oceanfront
- Hot Tub
- Breakfast
EV Charge Station
US $637/Night
7 Nights - US $4,460
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $370/Night
7 Nights - US $2,587
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1076 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $199/Night
7 Nights - US $1,393
House
- Orlando
- ·
- West Kissimmee
- 3.44 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
12 Guests
2400.35 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $189/Night
7 Nights - US $1,323
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1076 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $196/Night
7 Nights - US $1,370
Condo
9.8Exceptional
(27 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $171/Night
7 Nights - US $1,198
Condo
9.6Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
6 Guests
1261 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $140/Night
7 Nights - US $979
Apartment
9.2Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1261 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $231/Night
7 Nights - US $1,618
Cypress Pointe Treehouses, Airbnb and Holiday Homes Under $200
Over 1679+ Cypress Pointe Private Treehouses, Airbnb and Holiday Homes Under $200
Condo
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $174/Night
7 Nights - US $1,220
Apartment
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
8 Guests
10763.91 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $200/Night
7 Nights - US $1,400
House
3 Bedrooms
2 Baths
6 Guests
1 ft²
US $151/Night
7 Nights - US $1,056
House
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $118/Night
7 Nights - US $824
New
Apartment
- Orlando
- ·
- Windwood Bay
- 0.10 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
1485.42 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $153/Night
7 Nights - US $1,071
Apartment
- Orlando
- ·
- Windwood Bay
- 0.08 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $199/Night
7 Nights - US $1,394
Apartment
- Orlando
- ·
- Thousand Oaks
- 0.40 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $148/Night
7 Nights - US $1,034
House
2 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $186/Night
7 Nights - US $1,305
Apartment
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $167/Night
7 Nights - US $1,169
Instantly Bookable Treehouse Rentals in Cypress Pointe
Over 6946+ Instantly Bookable Private Treehouses in or Near Cypress Pointe
Apartment
- Orlando
- ·
- Pinewood Country Estates
- 0.08 mi to center
9.4Exceptional
(88 Reviews)
2 Bedrooms
2 Baths
4 Guests
1261 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $265/Night
7 Nights - US $1,856
House
6 Bedrooms
5 Baths
12 Guests
4004.17 ft²
- Pool
- Balcony/Terrace
- Child Friendly
- Laundry
US $341/Night
7 Nights - US $2,387
Condo
3 Bedrooms
2 Baths
6 Guests
1419 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $221/Night
7 Nights - US $1,548
Condo
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1274 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $206/Night
7 Nights - US $1,445
Cabin
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $290/Night
7 Nights - US $2,031
Condo
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1261 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $213/Night
7 Nights - US $1,489
Apartment
6.0Good
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $282/Night
7 Nights - US $1,971
House
1 Bedroom
4 Baths
10 Guests
2508 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $333/Night
7 Nights - US $2,328
Book a Last Minute Place to Stay in Cypress Pointe
About Cypress Pointe Treehouse Rentals
Explore more than 10798 treehouses in Cypress Pointe. From luxurious treetop retreats to cozy forest homes, cabins and off-grid properties, each offers premium amenities designed for families, groups, and adventurers. Enjoy exceptional comfort and a one-of-a-kind nature experience with these incredible accommodations. Perfect for tranquil escapes, adventurous retreats, or nature-inspired getaways, these treehouses provide style and comfort in Cypress Pointe.
Looking for last-minute deals or the best offers on treehouses, cozy forest homes, cabins and off-grid properties? Treehouse Rentals makes it easy to compare options in Cypress Pointe. Choose from spacious family-friendly stays, charming woodland escapes, or luxurious treetop getaways tailored for ultimate relaxation and adventure
Find spacious family-friendly accommodations, cozy forest homes, or luxurious treetop stays—all designed for maximum comfort and convenience during your visit.On average, treehouses in Cypress Pointe offer approximately 2239.42 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning natural surroundings.
The average nightly rate for treehouses in Cypress Pointe typically ranges around US $505.
Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Cypress Pointe. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.
Show more
Show less
Top Treehouse Accommodation Types in Cypress Pointe
| Type | Count |
|---|---|
| Vacation Homes | 7069 |
| Villas | 2068 |
| Holiday Apartments | 572 |
| Cottages | 43 |
Use these Quick Filters to Find a Vacation Rental in Cypress Pointe
★ Pro Tip: Treehouse Rentals simplifies your search for the best treehouse accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore treehouses, cozy cabins, secluded forest homes and off-grid properties. Filter by availability, pricing, cancellation options, and amenities to discover the ideal treehouse getaway in Cypress Pointe.
Weather in Cypress Pointe, FL
View the weather forecast for Cypress Pointe before booking your Cypress Pointe Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Cypress Pointe?
What are the top treehouse rentals in Cypress Pointe?
Looking for a place to stay in Cypress Pointe? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:
- Homes by Villatel | Arcade, Sci-Fi & Ocean Themed BRs, Theater, Gym - Near Parks
- Cozy Home w Treehouse RM, Bowling Arcade, Theater, Castle Theme BR, Near Disney
- Glam Home w Treehouse RM, Bowling, Castle & Space Theme BRs, Arcade, Near Parks
- Trendy Home w/Music Studio, BBall Themed BR, Arcade & Theater, Mins to Disney
- Home w/Treehouse RM, Bowling, Gamer Themed BR, Theater & Game Loft, Near Parks
- Grand Home w Karaoke RM, Piggy Playhouse BR, Theater, Arcade & Gym, Near Disney
- Fun Home w/Treehouse Playroom, Winter Themed BR, Arcade & Theater - Near Parks
- Posh Home w Sci-Fi Theme BR, Arcade, Theater, Game Loft, Spa Pool - Near Disney
- Feature-Rich Home w Sci-Fi Themed BR, Arcade, Theater, Spa Pool - Near Parks
- Morlando Treehouse Mansion-TT338
How many treehouses with private pools are available in Cypress Pointe?
Find exceptional treehouses with private pools near Cypress Pointe on Treehouse Rentals. Relax in serene treetop accommodations with exclusive pool access and picturesque nature views. Whether it's a spacious treehouse or a secluded forest retreat, these properties provide the ideal mix of luxury and adventure.
- Formosa Valley Resort by UNE Homes
- Spacious 5BR 45BA Home w Pool
- Hills Bay Retreat
- Great Room in excellent community and location
What are the top-rated treehouses in Cypress Pointe for family stays?
Searching for a family-friendly treehouse in Cypress Pointe? Discover these top-rated options, each loved by families and groups who have stayed in Cypress Pointe:
How many treehouses are available in Cypress Pointe?
Treehouse Rentals, as of 2026, features over 10798 unique treehouse, cabins and forest homes in Cypress Pointe. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.
By 2026, Treehouse Rentals has curated over 10798 stunning properties in Cypress Pointe, sourced from trusted platforms. Plan your nature-inspired getaway now.
For 2026, Treehouse Rentals provides access to over 10798 premier accommodations in Cypress Pointe. Find your ideal escape among the treetops today.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Thousand Oaks Vacation Rentals in Orlando, Florida | 10413 |
Map
