House vacation rentals in Holiday

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Popular amenities for Holiday house rentals

House rentals with a pool

Top guest favorite
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
5 out of 5 average rating, 162 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

MackenzieRating, 5 stars1 week ago
We had a great time at Ruta’s airbnb. She was always very quick to respond when we needed anything which was greatly appreciated. She has everything you would need at her airbnb and she gave us great recommendations.
Guest favorite
An outdoor space features a heated pool enclosed by a screen. Lounge chairs are positioned nearby, surrounded by a fenced backyard with landscaping elements, including palm trees and a hammock. Sunlight reflects off the clear water, enhancing the inviting setting.
Home in Tampa
4.93 out of 5 average rating, 101 reviews

Cozy Tampa Home with Large Heated Pool

DavidRating, 5 stars2 weeks ago
Dayanna is a great host. Quick to answer questions, issues, food recommendations. Will definitely want to book this as a family getaway in the future.
Guest favorite
Home in Port Richey
4.89 out of 5 average rating, 153 reviews

Your Home away from Home , Nice inground pool.

AlexanderRating, 5 stars1 week ago
stay was fantastic. only things I would have a (complaint) about would be there is nothing to hold onto while getting in the pool and the master bedroom has 1 outlet per side due to no ceiling lights. otherwise absolutely fantastic. Will definitely be staying again.
Top guest favorite
A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.
Home in Tarpon Springs
4.96 out of 5 average rating, 363 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

DavidRating, 5 stars3 days ago
Beautiful house and pool area. The back is private with plenty of space. Jeff was always responsive and everything was as described. The girls being able to get eggs every morning was an added touch of experience for them. The house was clean and we had everything we needed for the ten day stay. Tarpon Springs is an annual tradition and we weren't disappointed.
Guest favorite
An outdoor area features a heated pool surrounded by a screened enclosure, providing a bright and airy setting. Comfortable lounge chairs are positioned nearby, with greenery visible outside the enclosure. Natural light filters through the screens, creating a serene space for relaxation.
Home in Palm Harbor
4.95 out of 5 average rating, 120 reviews

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr

IbnRating, 5 stars2 weeks ago
We visited for my son's graduation. The house accommodated us very well. Spacious, clean, plenty of towels. The pool, grill, and fire pit was a plus.
Top guest favorite
A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.
Home in Palm Harbor
4.99 out of 5 average rating, 134 reviews

Tropical Oasis Retreat w/ Heated Pool

TracyRating, 5 stars1 week ago
We enjoyed our stay and felt very comfortable in Angela and Trevor's home. We spent most of our time relaxing in the sunroom and pool, which has a refreshing waterfall. We also appreciated how nice and quiet the neighborhood was.
Top guest favorite
A fenced solar-heated swimming pool features smooth, blue water. Lounge chairs and a small table are positioned on the surrounding patio, while a floating pool toy and a colorful ball are visible in the water. A laundry drying rack stands beside the pool area.
Home in New Port Richey
4.93 out of 5 average rating, 137 reviews

Mackarosa Tampa Bay Luxury Pool House

MaishaRating, 5 stars1 week ago
We absolutely loved our stay. Everything looked exactly like the photos. The house was very spacious and clean. We had a 2 and 3 year old and the house is super kid friendly. There were toys, bikes, floaties, life jackets and a crib for them. We loved the pool and the outdoor seating. We will definitely consider booking with them again.
Top guest favorite
The exterior of a single-story home is presented, featuring a large palm tree in the center of the yard. Lush green grass surrounds the home, with various potted plants enhancing the entrance. A welcoming pathway leads to the front door, complemented by a clear blue sky.
Home in Port Richey
5 out of 5 average rating, 14 reviews

Pool home in Port Richey dog friendly

SteveRating, 5 stars5 days ago
This house was perfect. It is extremely clean, the pool area is safe and comfortable, the kitchen is well stocked with appliances and dishes, and there are plenty of towels and linens. Kristina was always responsive to any questions I had which made for a really easy trip! The location is safe and the very central, but the house is private. We hope to stay here again in the future!

Weekly house rentals

Top guest favorite
Adirondack chairs are arranged on a pebbled area facing a tranquil canal, with a sunset casting a warm glow over the scene. The serene water reflects the colorful sky, surrounded by lush greenery and residential homes lining the opposite bank.
Home in Holiday
5 out of 5 average rating, 37 reviews

Holiday fun canal home

DaveRating, 5 stars2 days ago
We really enjoyed our stay at this airbnb. everything was what we expected. the house was very comfortable and we enjoyed sitting in the back yard watching the birds, fish and my wife got to see mother dolphin and her baby swimming right by our dock. there's a huge Mango tree in the backyard that shades most of the yard. very comfortable, We would stay there again.
Superhost
The exterior of the vacation home is showcased, featuring a white stucco façade and three archways that frame the entrance. A clear path leads to the front door, bordered by low-maintenance landscaping with dark stones and green plants under a bright sky.
Home in Holiday
4.78 out of 5 average rating, 40 reviews

3 Bedroom 2 Bath Home in Holiday

KennethRating, 5 stars3 weeks ago
The house was extremely comfortable for us 5. Very easy to find, quick to access. Fantastic instructions. The house was meticulous everything worked great. Plenty hot water for all. I really liked that i had made a request of Breanna and not only did she accommodate, she responded extremely quick. I would highly recommend this property and host. Thank you Breanna 😊
Top guest favorite
A serene outdoor space features brightly colored adirondack chairs arranged around a firepit, set against a backdrop of the tranquil lake. Soft evening light casts a warm glow over the grassy yard, with string lights adding a charming touch along the fence.
Home in Holiday
5 out of 5 average rating, 10 reviews

20% Off Florida Summer Vacation Rentals

MichelleRating, 5 stars3 months ago
We enjoyed our stay at this cute little place on a canal. Very peaceful. Great for bird watching! The home was clean and the beds were comfortable. There were gators sunning out back, but the yard is fenced, so no worries. I would stay again when I visit Tarpon Springs.
Guest favorite
A charming front porch features a mint green exterior and a welcoming sign. Two pink metal chairs and a matching table create a cozy seating area, inviting guests to relax. Soft lighting illuminates the entrance, enhancing the warm ambiance of the space.
Home in Holiday
4.89 out of 5 average rating, 62 reviews

Finca Vigia

ChristopherRating, 5 stars1 week ago
Thanks me and my family loved the place
Top guest favorite
A light-filled living area features a neutral-toned sofa accented with green pillows. A circular wooden coffee table sits centrally, accompanied by a floor lamp. The space transitions into a dining area, where a modern table with white chairs is visible through a doorway.
Home in New Port Richey
4.97 out of 5 average rating, 59 reviews

Spacious & Relaxing Tropical Vibes Home - King Bed

SharonRating, 5 stars1 week ago
I enjoyed my stay. The house was very clean and quiet. The host was always available for any questions. I will stay here again if I ever visit Florida.
Guest favorite
Home in Tarpon Springs
4.93 out of 5 average rating, 73 reviews

Sponge Docks Quiet Cottage

SteveRating, 5 stars5 days ago
Great host, lovely place, nice quiet neighborhood. Tarpon Springs is a great place to visit with super good possibilities. We will certainly stay at Maria's place again when we are in the area.
Guest favorite
A screened-in pool area is highlighted by clear blue water and a smooth tile surround. Two purple lounge chairs are positioned beside the pool, accompanied by green potted plants. Sunlight filters through the enclosure, creating a cheerful and inviting space.
Home in New Port Richey
5 out of 5 average rating, 44 reviews

New Port Richey.Private heated pool(solar panels).

CeciliaRating, 5 stars12 months ago
House was perfect we spend most of the time at the pool. The house has everything we need the kitchen as full stock to make a delicious food, beds was confortable, bathroom was clean and net, house is warming and welcome with a nice decoration and finally Renata was very responsive and answered all the concerns immediately! In overall we have a very good experience and definitely recommend to everyone.
Superhost
A light-filled bedroom features a spacious bed with white linens, complemented by bedside tables and lamps. Two windows with sheer curtains allow natural light to fill the room, while a dresser and a chair are positioned nearby for added comfort.
Home in Holiday
4.74 out of 5 average rating, 38 reviews

THE SEAFORD HOME - Spacious, Private, Near Beach

EyadRating, 5 stars2 months ago
SERGEY WAS VERY RESPONSIVE. THE HOUSE WAS VERY CLEAN. HAD ALL THE ACCESSORIES YOU NEEDED. DEFINITELY WILL COME BACK AND STAY WITH THEM AGAIN. THANK YOU

Private house rentals

Guest favorite
The exterior of a waterfront home is visible, featuring a white dock and a boat lift. A spacious lawn with palm trees is situated in front of the house, while colorful decorations are draped across the dock. Clear blue skies reflect in the calm water.
Home in Port Richey
4.97 out of 5 average rating, 32 reviews

Blue Marina House

ChristopherRating, 5 stars3 weeks ago
Clean, comfortable, and in a great location. Everything was as expected, and the host made things easy. Would definitely book again
Guest favorite
A heated saltwater pool is framed by a spacious patio, featuring several lounge chairs. A pink flamingo float adds a playful touch to the water. The view includes surrounding palm trees and a serene waterway, enhancing the outdoor relaxation space.
Home in New Port Richey
5 out of 5 average rating, 8 reviews

Waterfront Oasis

KenRating, 5 stars1 month ago
Had the pleasure of staying here for a few days. Nice quiet neighborhood and a very peaceful and relaxing time hanging out here. Would not hesitate to book again only next time would like to book a fishing trip on the Reel Anomaly docked out back. Just book it and enjoy.
Guest favorite
A single-story beach house is presented with a well-maintained front lawn. A covered porch with decorative details is visible, alongside a driveway leading up to the entrance. The exterior showcases a fresh coat of paint, complemented by surrounding greenery.
Home in Port Richey
4.99 out of 5 average rating, 77 reviews

Blue Seahorse

StacieRating, 5 stars1 month ago
Quaint, peaceful, and relaxing. Maira place in new port Richy is so cute! beds were clean and comfortable and we had everything we needed. Saw lots of birds and dolphins! We stayed to visit some friends and enjoyed it! Would book again!!
Top guest favorite
A comfortable living area is depicted, featuring a light-colored sofa and two accent chairs. A round coffee table sits on a patterned area rug, complemented by a ceiling fan and soft lighting from a nearby lamp. A potted plant adds a touch of greenery.
Home in Tarpon Springs
4.96 out of 5 average rating, 81 reviews

Cozy, Quiet 2-Bedroom 2-Bath Downtown

MariaRating, 5 stars1 week ago
Sean's place is such a pleasant place, very comfortable, clean, well located We're happy staying there. It was a short time but we're able to do some of the sightseeing the town offers We had been in Greece two years ago, the chance of visiting again is remote, so Tarpon Springs brought us some good memories of the wonderful trip we had once. Thank you Sean, Sarah and Shannon!
Top guest favorite
A spacious living area is furnished with two comfortable sofas and a coffee table, complemented by a decorative rug. Artwork featuring seashells adorns the walls, and a large television provides entertainment. Natural light flows through the numerous windows, enhancing the open atmosphere.
Home in New Port Richey
4.94 out of 5 average rating, 35 reviews

Waterfront Pelican Cove

CindyRating, 5 stars5 days ago
Daniel and Katherine place was perfect for holding my husband, sons, and brother (for one of the nights). It’s spacious and comfortable. The linens were very nice. The screened in porch was lovely to sit on in the evening. We saw night herons, wood storks and white herons while there. To top it off, it’s close to Tarpon Springs and some great waterfront restaurants.
Top guest favorite
A comfortable living area features a brown leather sofa paired with a recliner. A light wooden coffee table sits in front of the sofa on a patterned area rug. Greenery is provided by a potted plant, and natural light filters through the window adorned with blinds.
Home in New Port Richey
5 out of 5 average rating, 7 reviews

Waterfront Gulf Coast Home!

JeanieceRating, 5 stars3 weeks ago
This was a great unit. It was really nice being right on the water. Loved how it was decorated. It has a Florida style yet very stylish. 2 bedrooms & 2 full bathrooms was perfect for us. The host was great. Would book again.
Top guest favorite
A screened pool area showcases a clear blue pool featuring a dolphin design at the bottom. The surrounding patio is designed with light-colored tiles, and lush greenery is visible beyond the enclosure, contributing to a private outdoor atmosphere.
Home in New Port Richey
5 out of 5 average rating, 30 reviews

Cozy Home, Country Setting, Close to Gulf Beaches

AlexisRating, 5 starstoday
our stay at sherri’s place was great! ⭐️⭐️⭐️⭐️⭐️the location was the perfect spot to get to my fav florida beach in tarpon springs. one thing i would’ve appreciated is transparency about the outdoor & pool security cameras! we also love fishing & there were a lot of good spots close by! Sherri was very kind and quick to respond when we had questions throughout the week and i would definitely recommend her place to anyone!😊
Top guest favorite
The exterior of the home is showcased with a well-maintained lawn, bordered by a circular driveway. The facade features neutral stone and brick materials, with a welcoming entrance illuminated by soft outdoor lighting. A flagpole stands proudly at the front, adding a classic touch.
Home in New Port Richey
5 out of 5 average rating, 17 reviews

Deluxe 3bd/2ba w/Heated Pool

DennisRating, 5 stars3 weeks ago
Andy was a great host . The home was easy to access and very clean . Andy property is very accommodating with a nice pool , huge backyard ,lots of inside games etc . Would recommend staying at Andy air bnb any day and we will probably be back are next trip !

Quick stats about house rentals in Holiday

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$4,186 GYD before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    30 properties have a pool

Destinations to explore

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  3. Florida
  4. Pasco County
  5. Holiday
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