
Vacation rentals in Pinellas County
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Top-rated vacation rentals in Pinellas County
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Centrally Located Cozy 1-bed Private Cottage!
This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Relax in private Heated pool Family-Friendly comfo
🌴 Outdoor Paradise Your private backyard is the star of the show. A 10,000-gallon PebbleTec heated pool (up to 8 ft deep) anchors a resort-style outdoor space designed for pure Florida living — complete with a cantina bar for poolside drinks, teak lounge seating, chaise chairs, resort umbrellas, and lush landscaping that gives you the perfect balance of sun and shade. Fire up the Weber propane grill and let the evening take care of itself. 🍳 Fully Equipped Kitchen Cook like you mean it or kee

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

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.

The Palm Villa-Pool, Sauna, Hot tub, theater, golf
Welcome to The Palm Villa—a thoughtfully curated luxury retreat designed for guests who value calm, privacy, and refined comfort. Inspired by tropical elegance, this serene villa blends lush surroundings with modern sophistication, creating the perfect escape for relaxation and indulgence. ☆ 5 miles to beach ☆ ☆ pool , Sauna , Hot tub, Fire pit , BBQ grill ☆ Movie , karaoke, Pool Table, Foosball, Basketball, Golf , Bowling, Yoga ☆ Fully stocked kitchen and Coffee ☆ Home office work station

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

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.

Boutique Stay Near the Bay | Walk to Downtown.
Feel both transported and perfectly at home. The Barefoot House is your serene escape in the heart of Historic Old Northeast — where charm, comfort, and culture meet. Tucked away in a quiet alley, this thoughtfully designed retreat is just blocks from St. Pete’s stunning waterfront parks and a 5-minute stroll to downtown’s vibrant mix of restaurants, cafés, bars, museums, and art galleries. Guests love our blend of calming details & walkable access to everything St. Pete has to offer.

Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Lotus House~Heated Pool~Hot Tub~Sauna~Theater~Golf
Escape to a tropical paradise in sunny Seminole! This stunning retreat features a lush backyard with a heated pool, hot tub, barrel sauna, putting green and a speakeasy style movie theater. Just minutes from award-winning Gulf Coast beaches, state parks vibrant dining, and shopping, this haven offers the perfect blend of relaxation and adventure. Whether you're soaking up the sun, exploring local attractions, or enjoying movie nights, our home is your ultimate getaway destination.

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!

Lakefront Pool House | 4BR Bike to Beach
Beautiful 4BR / 2BA Seminole pool home 🏡 🌴Featuring a private backyard oasis with stunning lake views 🌅. Enjoy a bright open layout, stylish décor, and a fully equipped kitchen 🍳 perfect for group stays. Relax by the pool 🏊♂️, unwind in spacious bedrooms 🛏️, and take advantage of the prime location just minutes from top Gulf beaches 🏖️, dining 🍽️, shopping 🛍️, and local attractions—your ideal Florida getaway! Professionally Managed by ❤️ Emperor Rentals 👑
Popular amenities for Pinellas County vacation rentals
Other great vacation rentals in Pinellas County

Family Resort—Pool—Pickleball—Mini Golf—Volleyball

Luxury Poolside Paradise

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

Waterfront with Dock, Heated Pool, Kayaks, Games

Island Time House

10 Min to Beach: FREE Heated Pool - Hot Tub

King Bed Studio w Private Patio Near Clearwater FL

Kamp Komfort Historic Family Beach House
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Weeki Wachee Springs
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
- Crescent Beach
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- Weeki Wachee Springs State Park
- Epperson Lagoon
- Things to do Pinellas County
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