Vacation rentals in Holiday

The charming exterior of the home is showcased at dusk, with warm lighting illuminating the entrance and garden. The driveway leads to a single-car garage, while solar-powered lights line the path, enhancing the inviting appearance of this mid-century oasis.

4.95 out of 5 average rating, 224 reviews

King Bed Ensuite+Queen 2/2/1—2 Living Spaces+4TVs

Step through the cheery door into your 2BD/2BA mid-century oasis. This home provides an elegant, yet comfortable vibe while featuring lavish amenities including 4 Smart TVs, a fully equipped kitchen, 2 living spaces, a dedicated workspace, a master ensuite, luxury mattresses, private patio, garage parking, a washer & dryer. Enjoy all the comforts while being minutes to grocery stores, restaurants, Tarpon Springs/Sponge Docks(4.9mi) Anclote Beach(4.8mi) Honeymoon Island State Park(16.2mi) & more!

4.96 out of 5 average rating, 260 reviews

Guest suite in Tampa

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

4.91 out of 5 average rating, 34 reviews

A screened-in lanai offers a comfortable seating area with a wicker couch and coffee table overlooking a swimming pool. The space is adorned with potted plants and hanging light fixtures. A dog sits by the couch. The backdrop features a private yard, enhancing the outdoor atmosphere.

Home in Forest Hills

Heated Pool, Hot Tub & Sand Volleyball

Your perfect getaway awaits in this pet-friendly 2BR/2BA retreat! Relax by the in-ground pool and hot tub, play a game of sand volleyball, unwind on the deck or have a BBQ. The fully fenced yard offers privacy, while the covered outdoor seating, pool-side hammock, fire pit, and a variety of games make it fun for all. With WiFi, AC, and a workspace, it’s perfect for both short and long stays. Just minutes from the beach, dining, and entertainment. *Starting 5/1, there is a spa heater charge.

A patio area is visible featuring a round table with chairs, surrounded by decorative plants. Kayaks are propped against the railing, while the shimmering water of the canal flows in the background, framed by palm trees and bright blue skies.

4.99 out of 5 average rating, 86 reviews

Nature Lovers Retreat

Relax and enjoy! Welcome to your 3 bedroom 2 bath vacation home. Newly renovated well equipped kitchen, new appliances and laundry room. Perfect for couples or families to make great memories. You can fish, kayak, paddleboat or just sit back and enjoy nature from our dock on Lake Connelly. Very centrally located in the Tampa Bay area and are close to plenty of things to do: Tarpon Springs Sponge docks, Dunedin, Safety Harbor, St. Pete, Honeymoon Island, Fred Howard Park and more

4.91 out of 5 average rating, 127 reviews

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

Home in Forest Hills

Heated Pool • Near Tarpon & Gulf Beaches 5 mi

🌴 Heated private pool oasis (Nov–Mar) 5 mi to Tarpon Springs—ideal to recharge. 🏡 Private patio for BBQ and outdoor time in a quiet area for great sleep. Perfect for families & friends: fast Wi-Fi + workspace, fully equipped kitchen, 🔑 24/7 self check-in, and 🚗 on-site parking. Easy access to Dunedin, Clearwater, Tampa, and beaches (times vary with traffic). ✨ Note: pool heat available Nov–Mar (weather permitting). ⏳ Last-minute promos active—book and lock in your dates!

4.83 out of 5 average rating, 24 reviews

Apartment in Holiday

Nice and Cozy Apartment great location.

Enjoy a comfortable and convenient stay in this charming space, perfect for up to 3 guests. The unit features one queen bed and a sofa bed, making it ideal for couples, friends, or solo travelers looking for a relaxing getaway. Just steps away from U.S. 19, you’ll have easy access to grocery stores, bars, and great local restaurants. Plus, you’re only a 10-minute drive from Tarpon Springs, the famous Greek village known for its sponge docks, delicious food, and vibrant atmosphere.

Apartment in New Port Richey

A spacious sleeping area features a large bed with a neatly arranged white coverlet. A comfortable sitting area is visible on the side, complemented by a lamp that provides soft lighting. A small window with light-colored curtains adds natural brightness to the room.

5 out of 5 average rating, 119 reviews

Cozy Apt. Suite - Sunny Tampa Bay Area

Don’t be fooled,This is a real gem and remodeled unit. Kick back and relax at this peaceful and cozy suite. Located near Historic Downtown New Port Richey and Trinity Area. You can visit the nearby Tarpon Springs Sponge Docks, Honeymoon Island or Clearwater which is rated one of the top 10 beaches in the nation. We are centrally located near 3 community hospitals. Travel Nurses or Professionals are welcomed. Whether you are traveling for leisure or work this is the place for you!

4.89 out of 5 average rating, 9 reviews

A bright and inviting bedroom features a spacious bed adorned with a colorful quilt and decorative pillows. Natural light fills the room through a window, complemented by vibrant orange curtains. A bedside lamp and wall art add character to the cozy space.

Guest suite in Holiday

Cheery Private Room Efficiency-Kitchenette

Normally host long-term stays. Bright, cheery guest suite in house with kitchenette amenities. A cozy space suitable for 1 person. Take a break, unwind at this peaceful retreat. Close to Anclote Park Beach (Gulf). 15-min walk to Key Vista Nature Park walking trails. Close walk to Rec Complex (tennis/pickle ball courts, paddle ball courts). Nr Tarpon Springs & Howard Park Beach & kayaking. Short distance to Clearwater Beach, Busch Gardens, 2 hours Walt Disney World & Universal.

An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.

4.92 out of 5 average rating, 103 reviews

Lakefront Paradise with Heated Saltwater Pool

Discover lakeside bliss at this 2-bedroom retreat with a private pool, dock, and outdoor fire pit. Enjoy stunning waterfront views, relax by the pool, or gather around the fire under the stars. The bedrooms offer a cozy haven, and the fully equipped kitchen ensures convenience. Just minutes from pristine beaches, this retreat provides the ideal balance of relaxation and recreation. Your perfect lakefront getaway awaits!

4.96 out of 5 average rating, 82 reviews

The bedroom features a spacious bed dressed in a floral-patterned coverlet. A small table is placed at the foot of the bed, displaying the word 'RELAX.' A closet is visible beside the bed, and light-colored walls complement the wooden flooring.

Guest suite in Holiday

Cozy&Private|Big Parking|Near Beach

Cozy and private apartment with no cleaning fee, spacious parking, and just minutes from the beach and Little Greece. Located in a quiet and safe area, it’s ideal for relaxing or working from home. 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

An outdoor seating area is situated on a lawn, featuring a small black table and two chairs. The view includes the serene Pithlachascotee River, along with a dock and decorative features, framed by lush trees and greenery.

5 out of 5 average rating, 194 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, 94 reviews

A welcoming entryway features a sliding barn door that leads to a cozy sleeping area. A small table with four black chairs is positioned against the wall. Soft lighting illuminates the space, while decorative elements, including artwork and plants, add charm.

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

Popular amenities for Holiday vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Holiday's top sights

Anclote River Park

89 locals recommend

Tarpon Springs Aquarium And Animal Sanctuary

108 locals recommend

Key Vista Nature Park

33 locals recommend

Other great vacation rentals in Holiday

Guest suite in Port Richey

A welcoming entrance is framed by a lush palm plant, with light yellow siding providing a cheerful backdrop. The door features an oval glass panel, offering a glimpse of the interior. A pathway made of pavers leads up to the doorway, surrounded by greenery.

4.84 out of 5 average rating, 56 reviews

The Colonial Suite

Guesthouse in Port Richey

5 out of 5 average rating, 6 reviews

#39 The Farmington House

Apartment in Tarpon Springs

An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.

5 out of 5 average rating, 92 reviews

Waterfront studio w/Hot Tub and Putting Green

Apartment in New Port Richey

A cozy outdoor seating area is equipped with two comfortable chairs and a matching sofa, all featuring blue cushions with geometric patterns. A glass-top table is positioned at the center, adorned with a potted plant and flowers, against a backdrop of a fenced courtyard.

4.83 out of 5 average rating, 80 reviews

Gorgeous Brand-New studio

5 out of 5 average rating, 22 reviews

Home in New Port Richey

The Agave

Cottage in Tarpon Springs

The exterior of a charming blue bungalow features a pink front door. A pink chair is positioned next to the door, adorned with greenery and colorful florals. The landscaped yard showcases a stone pathway, bordered by plants and palm trees, creating an inviting entrance.

4.94 out of 5 average rating, 87 reviews

Charming Blue Bungalow With Amazing Yard

4.79 out of 5 average rating, 14 reviews

Apartment in Holiday

The Cozy Spot !