Vacation rentals in Holiday

5.0 out of 5 average rating, 21 reviews

Dream Home in Holiday with POOL & SPA and More

Dream home in Holiday with POOL & SPA,This beautifully remodeled 3-bedroom, 2-full-bathroom residence offers modern and comfort. Key Features, Updates: Benefit from recent upgrades, including a new roof , kitchen, appliances, Bathrooms, Doors and fresh paint . Step into stylish luxury brand new luxury vinyl wood flooring. Outdoor Oasis: Relax in your fully Pcv fenced backyard with your pool and spa. The jacuzzi and the Pool is Not Heated, Pet Allow (Only ONE)with a fee $100 Please ask you host

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.

4.86 out of 5 average rating, 50 reviews

Holiday Vacation Home

Welcome to the Holiday Vacation Home! Located near attractions like Tarpon Springs/Sponge Docks, Clearwater, New Port Richey, Tampa, St Pete, Dunedin, Fred Howard Park & more! Home includes an equipped kitchen, dining room, living room & family room! In true Florida fashion the home features a lanai leading to a small patio. New AC unit installed in 2024 to keep you comfortable! Laundry available for long term stays. Perfect home to unwind after a day exploring the beaches, shops and more!

4.71 out of 5 average rating, 14 reviews

Angel's Waterfront Home Fishing Dock Heated Pool

We love giving families peaceful getaway memories! +Backwaters of Gulf +Heated pool +Fishing, yes tarpon! +Big dock, BBQ, dining +Dolphin & Manatee watching +3 BRs: 1 King, 2 Queens +2 full baths +Easy to cancel +Pet friendly +Quiet neighborhood +Games +10 min to Tarpon Springs +9 min to Anclote River Park +20 min to Fred Howard Park +43 min to Tampa Airport +52 min to Busch Gardens +5 min to restaurants +Fully equipped kitchen +Free parking +Washer-Dryer +Work area +Hi-speed WIFI +Smart TVs

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, 109 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

5.0 out of 5 average rating, 7 reviews

Lake House w/ Kayaks, Fishing & Heated Comm Pool

Relax at this peaceful 3BR/2BA lake house! Minutes from Tarpon Springs Sponge Docks & beaches, the home has a fully remodeled modern interior, and a fully equipped kitchen with wine fridge & a coffee station. Enjoy the back patio & 2 decks for outdoor lounging. Kayaks & fishing poles are available to explore the lake & wildlife. Down the street, guests have access to a community pool & lounge area with a lanai, BBQ, games & relaxing spaces. Bikes are available to ride to the pool and parks!

4.98 out of 5 average rating, 65 reviews

River Home Heated 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

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, 85 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…

4.9 out of 5 average rating, 118 reviews

A comfortable living area features a beige sofa adorned with orange accent pillows, flanked by two stylish lamps. A round wooden coffee table is positioned on a decorative rug, with modern wall art enhancing the space. A red armchair adds a pop of color to the setting.

Home in New Port Richey

Family Getaway Near Beaches | Sleeps 8

Welcome to Your Florida Family Getaway 🌴 Relax and enjoy the New Port Richey area from our private 3-bedroom, 2-bathroom home, sleeping up to 8 guests. 🏡 Relax & Enjoy After a day at the beach or exploring the area, unwind in the private backyard with a BBQ grill. Gather, cook, and enjoy time together. Inside, you'll find a comfortable living area, a fully equipped kitchen, cozy bedrooms, Wi-Fi, and everything you need for a relaxing stay.

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.

4.92 out of 5 average rating, 154 reviews

Private pool home near Tarpon Springs 5 mi

🌴 Private pool home near Tarpon Springs, Gulf beaches, restaurants, and local attractions—perfect for a relaxing Florida getaway. Enjoy a fenced patio, BBQ area, fast WiFi, workspace, fully equipped kitchen, 24/7 self check-in, and on-site parking. Easy access to Dunedin, Clearwater, Tampa, and nearby beaches. ✨ Note: pool heat is available Nov–Mar, weather permitting. ⏳ Last-minute promos active—book and lock in your dates!

4.9 out of 5 average rating, 20 reviews

Cozy Home w/ Fire Pit & Outdoor Lounge

Cozy and stylish home in Holiday, FL perfect for families, couples, or small groups ✨ Enjoy a private backyard with a fire pit, covered patio, and outdoor seating—perfect for relaxing after a beach day. Inside you’ll find comfortable beds, a fully equipped kitchen, fast WiFi, and bright cozy spaces designed to feel like home. Located in a quiet neighborhood just minutes from beaches, restaurants, shopping, and local attractions.

4.92 out of 5 average rating, 24 reviews

Tarpon Family Retreat-Heated Pool, Fire Pit & Fun!

Discover your perfect Florida getaway just minutes from the Tarpon Springs Sponge Docks, vibrant downtown, and Anclote River Park! This spacious 3BR/2BA beach-themed home offers a private, caged heated pool, cozy fire pit, and lush backyard oasis backing onto a peaceful easement for total privacy. Enjoy coastal charm, modern comfort, and sunny relaxation—ideal for families or travelers seeking warmth, space, and serenity.

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, 121 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!

Popular amenities for Holiday vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Holiday's top sights

Tarpon Springs Aquarium And Animal Sanctuary

113 locals recommend

Anclote River Park

97 locals recommend

Key Vista Nature Park

34 locals recommend

Anclote Gulf Park

22 locals recommend

North Anclote Nature Park

6 locals recommend

Boat Club

4 locals recommend

Other great vacation rentals in Holiday

4.95 out of 5 average rating, 92 reviews

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

Cozy Home, Country Setting, Close to Gulf Beaches

4.93 out of 5 average rating, 14 reviews

Coastal Holiday Home w/Pool - Minutes to Beaches

Superhost

A screened-in green room features two wooden chairs positioned around a small table, surrounded by various indoor plants. Natural light streams through the slatted roof, illuminating the view of the river visible through the openings in the walls.

4.83 out of 5 average rating, 93 reviews

Riverside Home with Kayaks

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, 91 reviews

Nature Lovers Retreat

5.0 out of 5 average rating, 27 reviews

Home in Tarpon Springs

Reel Retreat | Lakefront Home with Hot Tub

A vibrant landscape features lush green grass and tropical plants, with a palm tree and bushes in view. A small body of water reflects the blue sky dotted with clouds. An American flag is positioned near a white railing, adding a charming touch to the scene.

4.95 out of 5 average rating, 41 reviews

Relaxing Lake House

4.97 out of 5 average rating, 39 reviews

Waterfront Retreat H/Pool Private Dock Gulf Access