Holiday houses in Holiday

Cottage in Tarpon Springs

4.98 out of 5 average rating, 112 reviews

Cooper Cabin: Cute, Adorable, Standalone Studio

Cooper Cabin is a super cute and sparkling clean stand alone studio with a full eat-in kitchen and bath. Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue! Located within walking distance of all things Tarpon Springs and just a short 7 min drive to Fred Howard Beach, Cooper Cabin is decorated with fun decor and a relaxing front porch balcony with bistro set. Bikes and beach gear provided!

5 out of 5 average rating, 118 reviews

Apartment in Port Richey

Jungle Studio. Private with Separate Entry & Patio

Your Convenient & Affordable Stay Awaits- No Extra Fees! Experience peace, privacy, and comfort in this cozy and quiet studio. Separate entry & FREE parking.The studio is a short drive from highways, hospitals, restaurants & shops. Inside, there is a queen-sized bed, 45" TV w/ FREE Netflix, a complete kitchen setup, & high-speed internet.A private, illuminated, & fenced patio w/ furniture. A perfect choice for traveling nurses, business trips, romantic escapes, or visiting family in our area.

4.97 out of 5 average rating, 71 reviews

Paradise!Renovated waterfront pool home.Sunsets!

No hurricane damage!Sunsets to die for! Completely remodeled in 2023 pool house on the Anclote River with access to the Gulf of America.Imagine fishing,kayaking in the backyard &sometimes you can spot dolphins!Watch birds, ducks, manatees. All new appliances and granite countertops.New quartz bathroom cabinets!New tiles throughout the house including Florida room. Cooler,chairs&umbrella, kids beach toys that you can take to the beach.Bonfire pit.Grill.Heated pool for a fee. Come,relax&enjoy

4.91 out of 5 average rating, 34 reviews

Simply Charming

Relax with the entire family at this peaceful place to stay. This two-bedroom home is simply charming. It is perfect for a romantic getaway or a family vacation. It a front and screened in back porch area with seats for relaxing mornings and evenings. It also has a washer and dryer. Central A/C and heating. Newly remodeled bathroom. It has all new appliances. It has a workspace, 2 large screen TV's. It is pet friendly. Completely fenced in backyard. Unique decor inside. Centrally located.

Superhost

4.75 out of 5 average rating, 101 reviews

Budget-Friendly and Cozy, Stay near beaches.

This house is perfect to stay for your vacations with friends or family or while you are rebuilding your house. Great location, clean and cozy, relax and enjoy tropical moments. Pet friendly. Close to: 10 minutes to Anclote park beach. 15 minutes to Sunset beach and Howard park beach in Tarpon Spring. 23 Miles to Clearwater Beach. 26 Miles to Weekie Wachee Springs. 28 Miles to Tampa International Airport. 30 Miles to Busch Gardens. 98 Miles to Disney World. And much more .

4.92 out of 5 average rating, 95 reviews

The Sunset Suite

The Perfect location a short drive to Anclote River Park 12 min, where you can enjoy a day at the beach and see some amazing sunsets, we have seen dolphins right in the swimming area. Miss Vicki's restaurant on the water for a afternoon lunch or dinner, they offer some great seafood. Rent a boat and go to anclote Island and find some amazing shells. A quiet neighborhood, private suite, with private entrance, for two quest only and no babies no children, or pets.

4.98 out of 5 average rating, 49 reviews

Holiday Sandy

Escape to this cozy private apartment with a separate entrance, just minutes from the beach and Little Greece. Located in a quiet, safe area—perfect for relaxing or working from home. Unwind on the private terrace and enjoy: ✔ Fully equipped kitchen ✔ Bedroom with work desk ✔ Smart TV, WiFi ✔ Spacious bathroom with high-capacity shower ✔ Free parking Ideal for couples or solo travelers seeking peace near the sea.

Guesthouse in New Port Richey

5 out of 5 average rating, 168 reviews

Palm Hideaway on the Cotee River

Relax on the river at Palm Hideaway-a luxury escape to the Gateway of Tropical Florida. Our cozy guest cottage is nestled amid lush greenery on the Pithlachascotee "Cotee" River in New Port Richey. Sleep in the king size bed & have coffee or tea on your Tiki patio rain or shine. Guests have shared access to the river from the park-like backyard & can enjoy the fire pit or paddle the kayaks.

4.98 out of 5 average rating, 51 reviews

Apartment in Holiday

Cozy apartment private retreat

Welcome to Your Cozy Retreat! Escape to our charming guest house. This beautifully decorated space offers a perfect blend of comfort and style, making it an ideal getaway for couples, solo adventurers, and business travelers alike. Amenities: Free Wi-Fi Air conditioning and heating Complimentary coffee. Towels and chairs Free parking on premises. Security Cameras

4.92 out of 5 average rating, 106 reviews

Private Pool 2BR/2B 3.5 mi Tarpon & Beaches

🌴 Your perfect Florida getaway 🌞 Relax in this private pool home near top beaches and attractions like Tarpon Springs, Dunedin, Tampa, and Clearwater. Enjoy fast Wi-Fi, a dedicated workspace, and nearby nature parks perfect for hiking. Fully equipped for your comfort. Book now and experience an unforgettable vacation under the sun! 🌞🌊🌿

4.88 out of 5 average rating, 32 reviews

Holiday Peaceful Studio

Keep it simple at this peaceful and centrally-located place. This beautiful studio is located just minutes away from the famous Tarpon Springs docks and the beautiful beaches of Anclote. It is also minutes away from US 19 that provides a great variation of shopping and dining.

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Other great holiday rentals in Holiday

Apartment in Holiday

4.66 out of 5 average rating, 165 reviews

Luxurious Suite in the beach area

NatashiaRating, 5 stars1 week ago

Everything was clean and organized. Our stay was really peaceful and cozy. Daibys is a really helpful host.

Superhost

4.86 out of 5 average rating, 7 reviews

Cheery Private Room Efficiency-Kitchenette

AtheerRating, 5 stars1 week ago

I loved Ann Marie’s place. It is a neat well organized and close to everything you want to visit while in the area. I stayed at this location for over 2 months and it was an amazing experience. Ann Marie is a generous and helpful person and a responsive host.

4.97 out of 5 average rating, 37 reviews

River Home with Pool, Sunset, Dolphin & Fishing

AbbyRating, 5 stars1 week ago

This is our second time staying at this airbnb and we loved it just as much, if not more, than last time. Last year the pool was not heated so we were so happy that it was this year! We swam every day and had a blast. The house is cozy, spacious, and clean. I love the big soaker bathtub and the shower is amazing. The beds are all very comfy. The outdoor space is the best part about this place, amazing view and I loved seeing the sunset on the water. I will say, we didn’t see any wildlife in the water this year, but saw dolphins in April last year. From other reviews, it looks like March-May is the best time to see dolphins/manatee etc, so keep that in mind if that’s something you want to see! We did see lots of anoles and cuban tree falls which was cool as I am from Ohio. We truly have no complains, Smita is an amazing host. She let us check in early and allowed us to bring our senior dog. Highly would reccomend this place.

5 out of 5 average rating, 9 reviews

Tiny home in Holiday

The hidden nest

LuisRating, 5 stars3 weeks ago

Gabriel communicated well and the room was comfy.

Superhost

4.88 out of 5 average rating, 16 reviews

Anclote Oasis - Waterfront Sunsets, Private Pool

MariaRating, 5 stars2 weeks ago

Our stay was fantastic. The house had all the amenities we could want and was very clean and relaxing . Our grandchildren adored the bunk room, and the beds were quite comfortable. In addition to swimming in the afternoon and kayaking in the morning, we also went to Tarpon to enjoy delicious Greek Food. Our host was always on hand to respond to our questions and offer complete assistance. I give our entire stay five stars because of these wonderful features, but please be advised that some of the neighborhood doesn’t compare to the fantastic ambiance of the house or the host’s wonderful kindness.

Guest suite in New Port Richey

5 out of 5 average rating, 12 reviews

Simple Stay - clean, private, secure

GrisetteRating, 5 stars4 weeks ago

Her place is just as described and provided just about everything we needed. She’s a great communicator and very accommodating. Heather is well on her way to becoming a super host. We would definitely book again.

4.8 out of 5 average rating, 5 reviews

Rosamistica Luxury

MegiRating, 5 stars1 month ago

This stay was amazing! The home ended up being much bigger than we thought and it was very clean and a very nice area to be around! Would definitely book again here!