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Holiday, FL villas
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50 Villa rentals in Holiday, FL

Our Favorite Vacation Homes with a Pool in Holiday, FL

Dip in whenever you like, as these vacation homes in Holiday, FL come with a swimming pool on-site.

2 Bedroom Pool Relaxing Wildlife - Holiday, FL
10 4 reviews
Holiday, FL
07/03 – 07/06
$117/nighttotal: $351 (3 )

2 Bedroom Pool Relaxing Wildlife

1 2
house , Elfers
This two-bedroom, one-bathroom house is located in Elfers, Florida, offering a peaceful retreat near a riverfront pond area.
The house is perfect for a small family or group of friends, featuring a fully equipped kitchen, air conditioning, a swimming pool, and a private pond for fishing.
Private Tropical Waterfront Sanctuary W Pool, Hot Tub & An Island! Pet Friendly - Holiday, FL
9.2 111 reviews
Holiday, FL
07/03 – 07/06
$410/nighttotal: $1230 (3 )

Private Tropical Waterfront Sanctuary W Pool, Hot Tub & An Island! Pet Friendly

2 2
house , New Port Richey
This New Port Richey home is located right on the waterfront, offering a peaceful escape close to the city's attractions. The property has earned excellent ratings for its cleanliness, location, and overall experience.
The home is a 2-bedroom, 2-bathroom vacation rental with a private pool, hot tub, and island access. Enjoy modern amenities like air conditioning, a fully equipped kitchen, and a balcony with scenic views.
Amazing Heated & Screen Pool W Stunning Design! - Holiday, FL
10 1 review
Holiday, FL
07/03 – 07/06
$666/nighttotal: $1998 (3 )

Amazing Heated & Screen Pool W Stunning Design!

3 2
house , Palm Harbor
This vacation rental is located in Crystal Beach, 11 miles from Pier 60 and 22 miles from Raymond James Stadium, with St. Pete-Clearwater International Airport 18 miles away.
This 1540 square foot, 3-bedroom, 2-bathroom house accommodates up to 11 guests and features a heated, screened private swimming pool, a fully equipped kitchen with a dishwasher, and free private parking.
Dream Home In Holiday With Pool & Spa And More - Holiday, FL
Holiday, FL
10/07 – 10/14
$237/nighttotal: $1659 (7 )

Dream Home In Holiday With Pool & Spa And More

3 2
house , Holiday
This holiday home is situated 19 miles from Pier 60, 27 miles from Raymond James Stadium, and 29 miles from Busch Gardens.
This 1740 square foot vacation rental accommodates up to 17 guests and features a private pool, jacuzzi, garden, air conditioning, and a fully equipped kitchen with a dishwasher and microwave.

Best Holiday, FL houses with a kitchen

Hibiscus Hideaway - Holiday, FL
9.7 126 reviews
Holiday, FL
10/07 – 10/14
$268/nighttotal: $1876 (7 )

Hibiscus Hideaway

3 2
house , Tarpon Springs
Hibiscus Hideaway is located in a peaceful neighborhood just a short drive from both Clearwater's Pier 60 and Tampa International Airport, making it a convenient base for exploring the area. This vacation rental consistently receives excellent ratings for its location, cleanliness, and overall experience.
The three-bedroom, two-bathroom home spans 1150 square feet and features a fully equipped kitchen, a private balcony and terrace, and a fitness center. Guests can enjoy a range of amenities including a water park, a tennis court, a picnic area, and convenient access to nearby fishing, canoeing, and hiking opportunities.
8 Mi To Honeymoon Island: Golf Getaway W/ Balcony! - Holiday, FL
Holiday, FL
06/27 – 07/04
$173/nighttotal: $1211 (7 )

8 Mi To Honeymoon Island: Golf Getaway W/ Balcony!

1 2
house , Palm Harbor
This Palm Harbor apartment rental is conveniently located eight miles from Honeymoon Island Golf Getaway and within 25 miles of Tampa Bay attractions like Pier 60, Raymond James Stadium, and Busch Gardens.
The 900-square-foot one-bedroom unit sleeps seven, features a fully equipped kitchen, private balcony, and access to a swimming pool, hot tub, and spa.
2 Mi To Gulf! Pet-friendly Home In New Port Richey - Holiday, FL
Holiday, FL
07/03 – 07/06
$218/nighttotal: $654 (3 )

2 Mi To Gulf! Pet-friendly Home In New Port Richey

3 2
house , New Port Richey
This Port Richey house is located 2 miles from the Gulf of Mexico and 19 miles from Honeymoon Island State Park.
This 1380 square foot residence accommodates up to 11 guests, offering 2 bathrooms, air conditioning, a fully equipped kitchen with a fridge and microwave, complimentary Wi-Fi, and a garden with parking.
The Cypress Surf Shack: A Charming 1905 Bungalow - Holiday, FL
9.7 69 reviews
Holiday, FL
07/03 – 07/06
$195/nighttotal: $585 (3 )

The Cypress Surf Shack: A Charming 1905 Bungalow

2 2
bungalow , Tarpon Springs
This renovated 1905 Tarpon Springs bungalow, located minutes from the Sponge Docks and downtown's Greek cultural attractions, offers easy access to Tarpon Springs' rich heritage.
The two-bedroom, two-bathroom house sleeps four and includes a fully equipped kitchen with dishwasher, laundry facilities, and original 12-foot ceilings and hardwood floors.

Frequently Asked Questions about villa rentals in Holiday, FL

Destinations nearby

Best Holiday, FL houses with air conditioning

Relax On The Grand River! Bright Waterfront Home - Holiday, FL
Holiday, FL
07/03 – 07/06
$259/nighttotal: $777 (3 )

Relax On The Grand River! Bright Waterfront Home

2 2
house , New Port Richey
This waterfront house in New Port Richey provides direct access to the Grand River and is located 18 miles from Honeymoon Island State Park, 30 miles from Raymond James Stadium, and 31 miles from Busch Gardens.
This 1190 square foot residence offers 2 bedrooms, 1 bathroom, a fully equipped kitchen with a dishwasher, and complimentary WiFi for up to 11 guests.
Canal Front Getaway Poolside Relaxation Fishing - Holiday, FL
Holiday, FL
10/07 – 10/14
$258/nighttotal: $1806 (7 )

Canal Front Getaway Poolside Relaxation Fishing

3 2
house , Holiday
This canal-front vacation home in Holiday is located 17 miles from Pier 60 and 27 miles from Raymond James Stadium, with Busch Gardens and the University of South Florida each 29 miles away.
This 1350 square foot, air-conditioned house accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, offering a private heated pool, a garden, free Wi-Fi, and free private parking.
Mejia’s Little House - Holiday, FL
Holiday, FL
07/03 – 07/06
$243/nighttotal: $729 (3 )

Mejia’s Little House

2 2
house , New Port Richey
Mejia's Little House is located in New Port Richey, 21 miles from Pier 60 and 30 miles from Raymond James Stadium, with St. Pete-Clearwater International Airport 25 miles away.
This 1290 square foot vacation rental accommodates up to 13 guests with 2 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, complimentary Wi-Fi, and a garden with an outdoor seating area.
1 Block To Downtown - 7 Min To Beach - King Bed & Free Parking - Holiday, FL
10 4 reviews
Holiday, FL
07/03 – 07/06
$145/nighttotal: $435 (3 )

1 Block To Downtown - 7 Min To Beach - King Bed & Free Parking

1 2
house , New Port Richey
This one-bedroom vacation home in New Port Richey, Florida, is conveniently located 20 miles from Honeymoon Island State Park and 24 miles from Big Cat Rescue.
The 1-bedroom, 1-bathroom rental sleeps 3 guests and features a fully equipped kitchen, free Wi-Fi, a flat-screen TV, air conditioning, and parking.

Best Holiday, FL villas and beach houses with jacuzzi

Charming 1-bedroom 1 Bath, 2 Beds Villa In Palm Harbor With Ac Waterfront Lake - Holiday, FL
10 3 reviews
Holiday, FL
07/03 – 07/06
$266/nighttotal: $798 (3 )

Charming 1-bedroom 1 Bath, 2 Beds Villa In Palm Harbor With Ac Waterfront Lake

1 2
house , Palm Harbor
This lakefront villa in Palm Harbor, Florida, offers direct access to Lake Tarpon and is minutes from Clearwater Beach and Tarpon Springs Sponge Docks, with shops and restaurants within walking distance and a public boat launch one mile away.
This 1-bedroom accommodation, ideal for up to 4 guests, features a king bed, a queen sleeper sofa, a full kitchen with stainless steel appliances, air conditioning, and a community swimming pool, providing a comfortable base for exploring the area.
Key West Style Cottage On 2.5 Acre Estate (Secluded)- Very Quiet -Tarpon Springs - Holiday, FL
10 52 reviews
Holiday, FL
06/27 – 07/04
$247/nighttotal: $1729 (7 )

Key West Style Cottage On 2.5 Acre Estate (Secluded)- Very Quiet -Tarpon Springs

1 2
cottage , East Lake
This East Lake cottage, offering Key West designed architecture, is located in a rural setting less than 2 miles from theme parks, Tarpon Springs Castle Winery, Innisbrook Golf Club, Tampa Bay, and John Chesnut Sr Park.
This 800 square foot, 1-bedroom, 1-bathroom vacation home accommodates up to 3 guests and features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a Jacuzzi, a terrace, a garden, a spa, parking, and an entertainment deck with palm tree and garden views.
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