
Holiday rentals in Pinellas County
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Top-rated holiday rentals in Pinellas County
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Best Celebration - Heated Pool - Hot Tub - Arcade
🌴𝐇𝐨𝐮𝐬𝐞 𝐨𝐟 𝐏𝐚𝐥𝐦𝐬 – 𝐘𝐨𝐮𝐫 𝐏𝐫𝐢𝐯𝐚𝐭𝐞 𝐅𝐥𝐨𝐫𝐢𝐝𝐚 𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞☀️ Escape to a luxurious tropical retreat near Florida’s best beaches, attractions, shopping, and dining. Perfect for family vacations, trips, or relaxing getaways, offers comfort, style, and the ideal location for an unforgettable stay. 📍Prime Location: ~ 5 mins to shopping & restaurants ~ 15 mins to Gulf beaches ~ 20 mins to Clearwater ~ 25 mins to Downtown St. Pete ~ 30 mins to Tampa International Airport

The Poolside Escape • Salt Water Heated Pool
Create lasting memories at this beautiful home, complete with a private pool, grill, and outdoor dining area. With 3 comfortable bedrooms and a fully fenced backyard, it’s perfect for families to relax and play. Enjoy movie nights in the cozy living room or spend sunny days outside together. Conveniently located near top attractions: Indian Rocks Beach – 12min Clearwater Beach – 20min Downtown St. Pete & Pier – 25min Tampa & TPA Airport – 28min Your perfect vacation adventure starts here!

Bella Bird
Arena Vacation is a comfortable and beautiful shouse perfect to be relax. It is located to easily access the most popular areas of the city. It’s 15 min to Clearwater Beach, Indian Rocks, 20 minutes from St Petersburg Beach and other great beaches. The owner has a studio in the garage, so maybe it could be occupied by other guests during your stay. But don't worry, the studio has a completely independent entrance. Pool and Patio is privete, but you shared parking lot and laundry room.

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool
Experience luxury and comfort in this fully remodeled 3BR home, just a 10-minute walk to the beach. Enjoy a brand-new saltwater heated pool, an open-concept floor plan, and spacious screened porches. The home boasts a modern kitchen, updated bathrooms, new flooring, and a new roof. Fully stocked with all essentials for a seamless family vacation, from kitchen tools to beach gear. Relax in the screened outdoor lounge and dining area for the perfect retreat. Max 6 guests | No pets allowed

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.

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach
Welcome to our beach house! - Prime location! 0.7 miles to Indian Shores - Heated pool at no extra charge - Hot tub, saltwater pool, mural for photos and outdoor shower -Family friendly (pack and play, booster seat and kid friendly dishes) - Chef kitchen with double ovens -Beach essentials (beach chairs, wagon, toys and towels) - Quiet and safe neighborhood Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!
Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

Pool | Spa | Mini Golf | Arcade | Near Beaches
Enjoy an unforgettable stay at Palm Breeze Retreat, your private resort-style escape just 15 minutes from Indian Rocks Beach and Splash Harbour Waterpark! You will instantly feel transported to a tropical vacation getaway! Relax and unwind with premium amenities including a private pool, hot tub, fire pit, hanging chairs, mini golf, cornhole, pool table, and classic arcade games. Featuring 2 bedrooms, 2 bathrooms, and comfortable accommodations for up to 6 guests,

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Coastal Vibes Home
Beautifully updated home just minutes from Indian Rocks Beach! This spacious layout offers plenty of room to relax, including a dedicated area perfect for a home office. Unwind on the screened-in patio, complete with comfortable wicker seating. Located in a quiet, well-maintained neighborhood, you’ll be close to fantastic restaurants, local attractions, and everything the area has to offer—whether you're looking to explore or simply relax.

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf
☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!
Popular amenities for Pinellas County holiday rentals
Other great holiday rentals in Pinellas County

The Palm Villa-Pool, Sauna, Hot tub, theater, golf

Boutique Stay Near the Bay | Walk to Downtown.

NEW 3BR Sunny Retreat | Pet-Friendly+Mins to Beach

Good Times Getaway - Pool - Hot Tub - Theater Room

Casa Coquina: waterfront, pool, hot tub, boat lift

Oceanfront Condo · Rooftop Terrace · Arcades

Sunset Oasis mins to BEACH!

Waterfront Palm Harbor Retreat w/Dock+Near Beaches
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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
- Turtle Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Tropicana Field
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
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