
Holiday rentals in Pinellas County
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Top-rated holiday rentals in Pinellas County
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House in Largo, Tampa Bay near Gulf coast Beaches.
Cozy and freshly painted, house in Largo, Florida, in zip code 33770, 2 bedrooms, 2 bathrooms and patio room. Short drive to Indian Rock Beach 3.7miles (7 min) and 5.9 ml (17min) to Clearwater Beach, 9.4 Miles (15 min) to Madeira Beach, 15 Miles (24 min) to St. Petersburg Beach, 13.6 Miles (27 min) to Honeymoon Island, 70 Miles (1hr 13 min) Siesta Key Beach/Sarasota. 17ml (29 min) to the Tampa International Airport. 7.4 Miles (20min) to the St. Petersburg/ Clearwater International Airport.

The Pool House -Private Heated Pool w Entire House
At The Pool House, our screened-in pool lounge allows guests to enjoy dinner outside while wildlife busy themselves on beautiful Lake Seminole. Relax in our heated pool during any season, day or night with lighting. Our home is a smart home, located in a peaceful and family friendly neighborhood. The Gulf beaches are a mere 15 minutes away. Feeling adventurous? Busch Gardens Amusement Park and Zoo are under an hour away. Whatever you decide, you'll be sure to make memories at The Pool House.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Lovely 2 bedroom/2 B Villa 15 minutes near beach.
Experience the ultimate in relaxation at this newly renovated 2 bedroom, 2 bathroom villa, perfectly situated just a short drive from the shoreline. Complimentary coffee, high-speed Wi-Fi, and a dedicated workspace. Property includes, community pool tennis and basketball court. 7 miles to Madeira Beach 7.8 miles from St Petersburg/Clearwater (PIE) Airport 10 miles to St Petersburg Beach 12 miles to Clearwater Beach 16 miles to downtown St Pete 18 miles from Tampa International Airport(TPA)

Palm Oasis | Heated Pool | Near Beaches
Have fun with the family or just a friend getaway at this stylish cozy POOL home. This newly remodeled 3-bedroom 2-bath home, centrally located between Clearwater and St. Petersburg and a 30 min drive to Tampa to visit all the local attractions. Very close to plenty of restaurants, shopping, and Beaches. This home has everything needed from quality mattresses to kitchen essentials and “Smart TV’s” in every room, very close to shopping, restaurants, movies, Walmart, etc. “Must be 21 to book”.

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

The Guest House
The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.

Downtown Safety Harbor • Walk to Main St • Arcade•
Escape to our cozy 2-bedroom, 2-bath family hideaway in Safety Harbor, sleeping 5! Just a 3-block walk to Main Street's dining & shops. Enjoy a private backyard with a BBQ & fire pit, plus a fun-filled arcade game room. This bright, comfortable home is your perfect base for exploring Clearwater Beach, Tampa, Dunedin and the area’s many Gulf Coast attractions while staying in a quiet residential neighborhood. Features a fully equipped kitchen, dedicated workspace, and free parking.

Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

Peaceful Hideaway
Welcome to Peaceful Hideaway Home 🏡 in Safety Harbor 🌴—a relaxing retreat blending comfort, modern convenience, Florida charm ☀️, and luxury ✨. Enjoy a fun game area with arcade 🎮, pool table 🎱, foosball ⚽, tic-tac-toe 🧩, Jumbo Jenga 🧱, Jumbo Connect 4 🔴, ping pong 🏓, cornhole, mini golf ⛳, and darts 🎯. Unwind in the hot tub 🛁 or gather around the big fire pit 🔥 for cozy nights. Perfect for families, friends, and memorable stays. Florida 🌅.

Providence Cove | Heated Salt Pool • Sleeps 12
Welcome to Providence Cove, your luxury retreat just minutes from Clearwater Beach! Relax in the heated saltwater pool, enjoy private mini golf, gather around the fire pit, and create unforgettable memories with family and friends. Sleeps up to 12 guests and features stylish bedrooms, a fully equipped kitchen, fast Wi-Fi, private parking, and a curated vacation guide with our favorite local beaches, restaurants, and attractions. 🌴✨🌊🫶🏻🌞

Palm Paradise - Family Amenities+Central Location
Welcome to Palm Paradise! This modern home is perfectly laid out & well equipped, especially for families with children. Whether it's time to relax or play, this extraordinary home has something for everyone! Enjoy those Florida nights in the bohemian inspired outdoor space or heated pool. Gather the group to play mini golf, outdoor bowling, corn hole or one of our many games inside and out. The ultimate vacation awaits you.
Popular amenities for Pinellas County holiday rentals
Other great holiday rentals in Pinellas County

Peaceful Escape

Safety Harbor Cottage

Vacation At Lantana

Delish BBQ, Comfy WFH, Workout Gear & Private Yard

Cozy 2BR Villa in Seminole FL with Pool

Private Pool Oasis | 4BR • Game Room • Mini Golf

Lakeside Heaven Retreat in Largo - King size Bed!

Near Beach • Heated Pool • Game Room • Theater
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Hard Rock Casino
- University of South Florida
- Dunedin Beach
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Crescent Beach
- Tropicana Field
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park
- Sand Key Beach
- Fort De Soto Park
- Anna Maria Public Beach
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