
Holiday rentals in Pinellas County
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Top-rated holiday rentals in Pinellas County
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Blue Moon Dome > Cozy Romantic Beach Retreat
• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

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.

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.

12 Mins to Beach | Patio&Grill | Fenced Yard
Relax in Style at This Centrally Located 2-Bedroom Home. Nestled in a quiet residential neighborhood in Largo, this charming home is just minutes from local shops and restaurants. Whether you're here for a beach getaway, a business or family trip, it's the ideal spot to call home during your visit. After a day spent soaking up the sun at the beach or exploring the nearby parks and charming towns, return to your cozy retreat, perfect for unwinding and recharging for your next adventure.

20th St home close to Pinellas Trail and Beaches
This is a beautiful three bedroom two bathroom home with easy access to the Pinellas Trail and an awesome park right across the street. Pet friendly. We have it stocked with everything you need to have a great vacation. The living space in this home will make it very comfortable for six people. This house is in a very quiet and safe neighborhood. It is less than 4 miles to the best beaches Florida has to offer. We are a local host so if any comes up we have a super fast response time.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
You asked, we delivered. Inspired by our Top 1% listing and 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🏝️.

Lakeside Heaven Retreat in Largo - King size Bed!
Welcome to Largo, and to our fully renovated home! This spacious and centrally located retreat offers plenty of room for fun and relaxation. Just a 10-minute drive to Belleair Beach and less than 15 minutes from the award-winning Clearwater Beach. With Highland Largo Park right next door, you can step outside and immerse yourself in a peaceful natural setting, complete with scenic walking trails and a beautiful lake just steps from your front porch. We look forward to hosting you!

Coastal Retreat Near Madeira Beach With Game Room
This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Beachy Home Minutes from sugary sand beaches
Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

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.
Popular amenities for Pinellas County holiday rentals
Other great holiday rentals in Pinellas County

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

Stylish 2BR 2BA w/ Fenced Yard | Right at Home

Island Time House #1 Pinellas Trail

Serene Lakeside Home Near Beach

King Bed Studio w Private Patio Near Clearwater FL

Game Room Lake House - Amazing Views!

Peaceful Hideaway

The Nautical Nest - Largo, Florida
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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
- Dunedin Beach
- Tampa Convention Center
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Sand Key Beach
- Epperson Lagoon
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
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