Vacation rentals in Holiday

A charming single-story home is set within a well-kept yard, featuring a vibrant red brick exterior. The front porch includes seating for relaxation, while a garage accommodates a vehicle. Lush greenery surrounds the space, enhancing the inviting atmosphere.

4.85 out of 5 average rating, 67 reviews

Simply Charming

Summertime is here! Perfect place to stay. Relax with the entire family at this peaceful place. It is also perfect for a romantic getaway or a family vacation. It has a screened in back porch. It also has a washer and dryer. Central A/C and heating. It has a workspace, & 2 large screen TVs. It's pet friendly. Completely fenced in backyard. Centrally located. Easy access to Tampa, Dunedin, Clearwater, and St. Petersburg. Easy access to beaches. Book now and hit the beach! Visit "Greek Town" too!

4.96 out of 5 average rating, 125 reviews

A stone fire pit is surrounded by two blue chairs, positioned on a grassy area by the waterfront. Trees provide shade, and a dock is visible across the lake, complementing the serene outdoor setting.

Home in Odessa

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

5 out of 5 average rating, 225 reviews

Apartment in Port Richey

Jungle Studio 1BR/1BA, Fenced Patio, Full Kitchen

🌿 SUMMER DISCOUNT ‼️Escape the stress! Enjoy a relaxing, private & affordable Florida Getaway. Instant Booking Enabled. Countryside studio located near everything in town, with a separate entrance , a spacious bathroom, 2 full closets for long stays, 1 BE w/a queen bed, full kitchen, high-speed WiFi , a fenced patio & 2 FREE parking spots ⭐️Prime Location ⭐️ 10 min to hospitals (ideal for nurses!), shops, beaches, Tarpon Springs 30 min to Tampa Perfect x couples, golfers & family visitors

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

4.96 out of 5 average rating, 102 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

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, 90 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

4.98 out of 5 average rating, 62 reviews

River Home with Pool, Sunset, Dolphin & Fishing

Welcome to the waterfront oasis situated along the serene banks of Anclote River connecting to the Gulf. Enjoy privacy as no backyard neighbors, just a nature. Step outside to your own private paradise, where a screened lanai awaits with a private heated pool. Spend your days lounging poolside, soaking up the Florida sunshine, or marveling at dolphins and manatees. Close driving distance to the world famous beaches (Clearwater, Honeymoon Island), Tarpon Spring, Weeki Wachee & Tampa Bay

4.89 out of 5 average rating, 28 reviews

Apartment in Holiday

The Cozy Spot !

“Our space is designed to make you feel at home from the very first moment.What makes this place special is its perfect mix of comfort, style, and location.A cozy and modern atmosphere, ideal for both relaxing and working. Comfortable beds and well-organized spaces, created with your comfort in mind. Outdoor area perfect for enjoying your morning coffee or a glass of wine at sunset Great location/ shopping centers / restaurants / local attractions] yet quiet enough for peaceful rest.

Superhost

4.82 out of 5 average rating, 34 reviews

Beachy Holiday Hideaway- 3/2 up to 6 guests

Bring the whole family to this great Florida style home. Centrally located in Holiday, close to beaches, parks & world famous Sponge Docks. Anclote Gulf Park- 6 miles Key Vista Nature Park- 5 miles Tarpon Springs Sponge Docks- 4 miles Anclote Beach- 5 miles Fred Howard Park- 7 miles Innisbrook Golf Resort & Spa- 8 miles Honeymoon Island State Park- 15 miles Clearwater Beach- 23 miles Tampa International Airport- 28 miles Busch Gardens- 31 miles Disney World- 94 miles

4.86 out of 5 average rating, 162 reviews

Apartment in Holiday

Warmth In Holiday

Tiny Living In Holiday offers a delightful and peaceful ambiance, ideal for a serene getaway. Conveniently located near stunning beaches, guests can revel in the beauty of the coast. The room creates a warm and homely atmosphere, ensuring guests feel snug and content during their stay. Furthermore, the room features a handy air fryer microwave oven combo, allowing guests to effortlessly prepare meals at their convenience. Listing does not accommodate infants/toddlers.

4.98 out of 5 average rating, 108 reviews

Apartment in Holiday

Lake access studio near Tarpon Springs.

🌿 Enjoy a quiet private studio for 2 near Tarpon Springs beaches, perfect for a relaxing getaway, work trip, or calm stay close to nature. 🌅 Step through a short hallway to reach the peaceful outdoor lake area, then return to a queen bed, fast WiFi, workspace, fully equipped kitchen, private parking, and 24/7 self check-in. 📍 Close to Fred Howard Park, Sunset Beach, Dunedin, Clearwater, New Port Richey, restaurants, shops, and Tampa. Clean, easy, 5-star stay. ⭐

4.96 out of 5 average rating, 105 reviews

Guest suite in Holiday

Cozy Private Apt near beach/2 parking

Private & cozy apartment with independent entrance and free parking for two vehicles. Located in a quiet and safe area just minutes from the beach and Tarpon Springs (“Little Greece”) and just minutes from Fred Howard Park Beach.Enjoy a fully equipped kitchen, comfortable bedroom with work desk, Smart TV, fast WiFi, spacious bathroom, and outdoor terrace. Perfect for couples, small families, or remote workers Scan the QR in the last photo for a full video tour

A light-filled living area features a spacious sectional sofa and a wooden table with a decorative chair. Natural light streams in through large windows with shades, illuminating the neutral color palette and coastal-inspired decor, creating a relaxed environment.

4.95 out of 5 average rating, 80 reviews

*NEW* Riverside Retreat w/Pool

Take it easy at this unique and tranquil getaway. Welcome to our Riverside Retreat where you will enjoy incredibly relaxing peaceful days, and sunset views. Recently renovated 2 Bedroom, 2 Full Bathroom, pool home with dock and privacy fenced backyard on the Anclote River. This home is fully equipped and is ready for you to enjoy. Conveniently located and only a 9-minute drive to the World-famous Sponge Docks and minutes from our award winning beaches…

Popular amenities for Holiday vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Holiday's top sights

Anclote River Park

94 locals recommend

Tarpon Springs Aquarium And Animal Sanctuary

113 locals recommend

Key Vista Nature Park

34 locals recommend

Other great vacation rentals in Holiday

4.89 out of 5 average rating, 92 reviews

Family Coastal Home w/ EV Charger, Bikes &Kayaks

The exterior of the home is shown at night, featuring a well-maintained front yard and a concrete driveway. Soft lights illuminate the entrance, highlighting a welcoming doorway. A black car is parked in front, casting a shadow on the driveway.

4.85 out of 5 average rating, 46 reviews

Holiday Vacation Home

A private pool area features sparkling blue water, surrounded by a well-maintained deck. A wooden pergola offers shaded seating nearby, while tropical plants provide a natural backdrop. The sky is mostly clear, creating a bright and inviting atmosphere.

5 out of 5 average rating, 55 reviews

Florida style home !

Superhost

4.81 out of 5 average rating, 27 reviews

Quiet and clean home for relaxing stay

4.89 out of 5 average rating, 9 reviews

Guesthouse in Holiday

Ocean Inn

4.94 out of 5 average rating, 49 reviews

Heated Pool, Hot Tub & Sand Volleyball

4.96 out of 5 average rating, 28 reviews

A charming house with a screened porch is surrounded by lush greenery and mature trees, providing ample shade. Potted plants line the entrance, adding a touch of color to the soft beige exterior. A gravel path leads to the house, enhancing the welcoming outdoor appeal.

Home in Tarpon Springs

Anclote River House #3