Vacation Rentals in Happy Trails, FL

Luxury Estate with One-of-a-Kind Theme Bedroom at Reunion
10

Excellent

·
Happy Trails
·
8 br
·
Sleeps 24
·
Balcony · On Site Laundry · Hot Tub ·
From
$2,011/night
Check availability
Property
House · 8 Beds · 11 baths
Amenities
On Site Laundry
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
Dream Home Villa with Infinity Pool at Reunion
10

Excellent

·
Happy Trails
·
8 br
·
Sleeps 24
·
Balcony · Hot Tub · Fitness Center ·
From
$1,343/night
Check availability
Property
House · 8 Beds · 9 baths
Amenities
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Balcony, Kitchen
Brand New Luxury 9BR Villa with Lake View*Pool*Spa
8.5

Very good

·
Happy Trails
·
9 br
·
Sleeps 16
·
Lake · Waterfront · Hot Tub ·
From
$561/night
Check availability
Property
Apartment · 9 Beds · 6 baths
Amenities
Lake
Waterfront
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Kitchen
❤️Casa Bella|One of the Best homes near Disney❤️
9.3

Excellent

·
Happy Trails
·
8 br
·
Ceiling Fan · Carpet · Outdoor Space ·
From
$375/night
Check availability
Property
House · 8 Beds · 6 baths
Amenities
Ceiling Fan
Carpet
Hot Tub
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Kitchen
Dazzling 9BR Villa with Pool& Spa, Close to Disney

No reviews

·
Happy Trails
·
9 br
·
Sleeps 16
·
Hot Tub · Fitness Center · Private Pool ·
From
$315/night
Check availability
Property
Apartment · 9 Beds · 6 baths
Amenities
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Ultimate 8 Bedroom Champions Gate Resort Property with Spa and Pool

No reviews

·
Happy Trails
·
8 br
·
Sleeps 16
·
Smoking Allowed · Fitness Center · Private Pool ·
From
$604/night
Check availability
Property
Apartment · 8 Beds · 5 baths
Amenities
Smoking Allowed
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Blissful haven at Windsor Westside by Shine Villas #995
2

Poor

·
Happy Trails
·
5 br
·
Sleeps 12
·
Walk In Closets · On Site Laundry · Hot Tub ·
From
$274/night
Check availability
Property
Apartment · 5 Beds · 4 baths
Amenities
Walk In Closets
On Site Laundry
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Kitchen
Fairway Ridge Joy | 5 bed, 5.5 bath | Private Pool

No reviews

·
Happy Trails
·
5 br
·
Sleeps 14
·
Ceiling Fan · Walk In Closets · Balcony ·
From
$348/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Ceiling Fan
Walk In Closets
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Balcony, Kitchen

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Infinite Luxury | West-Facing Private Infinity-Edge Pool, Games Room, Movie Room
9.5

Excellent

·
Happy Trails
·
6 br
·
Sleeps 14
·
Fireplace · Balcony · Hot Tub ·
From
$698/night
Check availability
Property
Apartment · 6 Beds · 6 baths
Amenities
Fireplace
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Balcony, Kitchen
Be Our Guest Cottage | 5 Bed Villa with Custom Built Kids Bedroom, 2 Games Rooms
9

Excellent

·
Happy Trails
·
5 br
·
Sleeps 12
·
On Site Laundry · Hot Tub · Fitness Center ·
From
$500/night
Check availability
Property
Apartment · 5 Beds · 6 baths
Amenities
On Site Laundry
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Kitchen
8br/6ba pool villa with lake view, Near Disney
10

Excellent

·
Happy Trails
·
8 br
·
Sleeps 18
·
Smoking Allowed · Lake · Waterfront ·
From
$399/night
Check availability
Property
Apartment · 8 Beds · 6 baths
Amenities
Smoking Allowed
Lake
Waterfront
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Other spaces
Kitchen
6 Bed Villa with Pool/Spa, Game Room & Resort Clubhouse 1801NC

No reviews

·
Happy Trails
·
6 br
·
Sleeps 12
·
Fitness Center · Private Pool · Oven ·
From
$358/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Other spaces
Kitchen
Fairway Escape | 6 bed, 5.5 bath | Private Pool
9.3

Excellent

·
Happy Trails
·
6 br
·
Sleeps 14
·
Balcony · On Site Laundry · Fitness Center ·
From
$326/night
Check availability
Property
House · 6 Beds · 6 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Balcony, Kitchen
Lakeview 8br Family home w Pool Spa Near Disney

No reviews

·
Happy Trails
·
8 br
·
Sleeps 18
·
Lake · Waterfront · On Site Laundry ·
From
$457/night
Check availability
Property
House · 8 Beds · 6 baths
Amenities
Lake
Waterfront
On Site Laundry
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Other spaces
Kitchen
Modern Home Pool SPA Greenview No Rear Neighbor
6.8

Good

·
Happy Trails
·
6 br
·
Sleeps 12
·
On Site Laundry · Hot Tub · Private Pool ·
From
$253/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
On Site Laundry
Hot Tub
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Casino Mansion | 11 BR, Casino Room, Game Room, Theater, Fitness Room

No reviews

·
Happy Trails
·
11 br
·
Sleeps 27
·
High Ceilings · Fireplace · Balcony ·
From
$2,428/night
Check availability
Property
Apartment · 11 Beds · 13 baths
Amenities
High Ceilings
Fireplace
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Other spaces
Balcony, Kitchen
Windsor At Westside 8 bedroom 6 Bathroom Villas With Pool 1953NC

No reviews

·
Happy Trails
·
8 br
·
Sleeps 17
·
On Site Laundry · Fitness Center · Private Pool ·
From
$514/night
Check availability
Property
Apartment · 8 Beds · 6 baths
Amenities
On Site Laundry
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Pink Oasis @ Windsor Westside by Shine Villas #114

No reviews

·
Happy Trails
·
6 br
·
Sleeps 14
·
On Site Laundry · Hot Tub · Fitness Center ·
From
$300/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
On Site Laundry
Hot Tub
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Other spaces
Kitchen
Exceptional New 5 Bedroom Villa With Games Room and Spa on Windsor At Westside
5.6

Good

·
Happy Trails
·
5 br
·
Sleeps 10
·
Fitness Center · Private Pool · Oven ·
From
$200/night
Check availability
Property
Apartment · 5 Beds · 4 baths
Amenities
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Other spaces
Kitchen
Ultimate 9 Bedroom 5 Bathroom Windsor At Westside Resort Villa 8811MD
8

Very good

·
Happy Trails
·
9 br
·
Sleeps 22
·
Fitness Center · Private Pool · Oven ·
From
$367/night
Check availability
Property
House · 9 Beds · 5 baths
Amenities
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Other spaces
Kitchen
Happy Place Florida villa w/themed bedrooms, gameroom, walk to clubhouse !

No reviews

·
Happy Trails
·
7 br
·
Sleeps 15
·
Workspace · Private Pool · Oven ·
From
$500/night
Check availability
Property
Apartment · 7 Beds · 6 baths
Amenities
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Furnished
Other spaces
Workspace, Kitchen
☀️Stunning South Facing Pool Villa, close to Disney,Windsor at Westside
5.8

Good

·
Happy Trails
·
9 br
·
Sleeps 22
·
Outdoor Space · Hot Tub · Private Pool ·
From
$466/night
Check availability
Property
Apartment · 9 Beds · 6 baths
Amenities
Hot Tub
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Other spaces
Kitchen
Brand New Villa Theme Rooms Pool Jacuzzi 15 mins from Disney 6 bedrooms 4.5 Bath

No reviews

·
Happy Trails
·
6 br
·
Sleeps 14
·
On Site Laundry · Pool · In Unit Laundry ·
From
$259/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
On Site Laundry
Pool
In Unit Laundry
Furnished
Fitness Center
Residents Lounge
Garage Parking
Swimming Pool
Other spaces
Kitchen
The Good Place Lives On #4

No reviews

·
Happy Trails
·
5 br
·
Sleeps 13
·
Air Conditioning · In Unit Laundry · Furnished ·
From
$1,053/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
Air Conditioning
In Unit Laundry
Furnished
Amazing 7 bedrooms Villa with Pool – Solara Resort

No reviews

·
Happy Trails
·
7 br
·
Sleeps 16
·
Hot Tub · Private Pool · Wifi ·
From
$299/night
Check availability
Property
House · 7 Beds · 1 bath
Amenities
Hot Tub
Private Pool
Wifi
Air Conditioning
Pool
In Unit Laundry
Furnished
Swimming Pool
Other spaces
Kitchen
Amazing 9 bedrooms Villa with Pool – Solara Resort

No reviews

·
Happy Trails
·
9 br
·
Sleeps 16
·
Hot Tub · Private Pool · Oven ·
From
$600/night
Check availability
Property
House · 9 Beds · 1 bath
Amenities
Hot Tub
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Other spaces
Kitchen
AMAZING 5BD HOUSE W/ PRIVATE GAME ROOM & POOL! IN A RESORT WITH LAZY RIVER! 1896
8

Very good

·
Happy Trails
·
5 br
·
Sleeps 12
·
Outdoor Space · On Site Laundry · Private Pool ·
From
$285/night
Check availability
Property
House · 5 Beds · 6 baths
Amenities
On Site Laundry
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Other spaces
Kitchen
Exceptional 5 Bedroom Villa With Games Room and Spa on Windsor At Westside

No reviews

·
Happy Trails
·
5 br
·
Sleeps 12
·
Smoking Allowed · Fitness Center · Private Pool ·
From
$248/night
Check availability
Property
Apartment · 5 Beds · 5 baths
Amenities
Smoking Allowed
Fitness Center
Private Pool
Oven
Dishwasher
Wifi
Air Conditioning
Pool
Other spaces
Kitchen
Adult Friendly 3/3 Vacation Home Near Disney - Private Pool+Grass Wall+Fireplace

No reviews

·
Happy Trails
·
3 br
·
Sleeps 6
·
Carpet · On Site Laundry · Private Pool ·
From
$999/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Carpet
On Site Laundry
Private Pool
Pool
Furnished
Garage Parking
Swimming Pool
Other spaces
Kitchen
Reunion Fantasy | Games Room, Secret Playroom, English Pub Bar
10

Excellent

·
Happy Trails
·
7 br
·
Sleeps 14
·
Deck · Balcony · Fitness Center ·
From
$774/night
Check availability
Property
Apartment · 7 Beds · 8 baths
Amenities
Fitness Center
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Furnished
Other spaces
Deck, Balcony, Kitchen
Nice Ct · New & Clean✨Disney Private Pool/Spa 6BR 5BA for 14
9.5

Excellent

·
Happy Trails
·
6 br
·
Sleeps 14
·
Walk In Closets · On Site Laundry · Dishwasher ·
From
$397/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
Walk In Closets
On Site Laundry
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Furnished
Other spaces
Kitchen
Fore! Play @ Champions Gate by Shine Villas #419

No reviews

·
Happy Trails
·
2 br
·
Sleeps 5
·
Fitness Center · Oven · Dishwasher ·
From
$140/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Fitness Center
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Furnished
Other spaces
Kitchen
Wonderful 7 bedroom Villa,Heated Pool/ Spa and BBQ/EV Charge

No reviews

·
Happy Trails
·
7 br
·
Sleeps 15
·
Ev Charging · Fitness Center · Oven ·
From
$483/night
Check availability
Property
Apartment · 7 Beds · 5 baths
Amenities
Ev Charging
Fitness Center
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Other spaces
Kitchen
BREATH TAKING House, PRIVATE pool, game room! Resort community Great Location!
9.1

Excellent

·
Happy Trails
·
6 br
·
Sleeps 14
·
Outdoor Space · On Site Laundry · Oven ·
From
$324/night
Check availability
Property
House · 6 Beds · 5 baths
Amenities
On Site Laundry
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Furnished
Other spaces
Kitchen
Luxury 6 Bed Villa with Pool/Spa, Game Room & Resort Clubhouse - Minutes to Disney

No reviews

·
Happy Trails
·
6 br
·
Sleeps 12
·
Walk In Closets · Fitness Center · Oven ·
From
$319/night
Check availability
Property
Apartment · 6 Beds · 4 baths
Amenities
Walk In Closets
Fitness Center
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Other spaces
Kitchen
STUNNING 5 Bed Townhome Close to Disney

No reviews

·
Happy Trails
·
5 br
·
Sleeps 14
·
Free Parking · Oven · Dishwasher ·
From
$170/night
Check availability
Property
House · 5 Beds · 5 baths
Amenities
Free Parking
Oven
Dishwasher
Wifi
Air Conditioning
Pool
In Unit Laundry
Furnished
Other spaces
Kitchen
Showing 1 - 36 of 36 results
Home > Florida Vacation Rentals > Four Corners Vacation Rentals > Happy Trails Vacation Rentals
Updated: March 21, 2023

Learn about vacation rentals in

Happy Trails

Browse 36 vacation rentals near Happy Trails in Four Corners, Florida. If you’re interested in touring around Four Corners, and you want to stay in the Happy Trails neighborhood, use our interactive map to find your next rental. You can see pictures of Happy Trails vacation rentals, view amenities and features, browse by property types, and more. Whether you’re looking for a Happy Trails staycation, weekend getaway, or a long vacation, we’ve got you covered. The lowest vacation rental price in Happy Trails is $140 per night and goes up to as much as $2,428 per night. Use the date filters at the top to select your travel dates and view availability.
16 of the vacation rentals near Happy Trails are houses. The average bathroom count for a vacation house near Happy Trails is 5. The average price for vacation houses near Happy Trails is $600 per night. There are 12 vacation homes under this price. The most common amenities for vacation rentals near Happy Trails are: furnished, swimming pool, and pool. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

2 bed rentals

1 available

3 bed rentals

1 available

4+ bed rentals

34 available

Vacation Rentals in Happy Trails, FL FAQ

How many vacation rentals in Happy Trails are available?

There are currently 36 vacation rentals in Happy Trails available. Choose from nightly rentals, monthly rentals, weekend rentals, and weekly rentals to find your perfect stay in Happy Trails.

What types of vacation rental properties are available in Happy Trails, FL?

As of March 21, 2023, there are 16 vacation houses for rent in Happy Trails and 1 vacation condos and apartments for rent in Happy Trails, FL. Check each listing to view photos and get more details about pricing and available amenities.

Are there any vacation rentals in Happy Trails, FL with more than 1 bedroom?

Yes, there are 36 Happy Trails vacation rentals with more than 1 bedroom. To view a more detailed amenity list, click on the available properties on Vacations by Zumper.

How many pet friendly Happy Trails vacation rentals are available?

As of March 21, 2023, there are 3 pet friendly vacation rentals in Happy Trails, Florida available. For more information about pet policies regarding dogs and cats, view the property listing or contact the leasing agent.

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