Holiday rentals in Picnic Island

Modern Private Estate | Central to Tampa & Beaches

Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

Backyard Paradise! Pool, Golf, Fire Pit

Welcome to The Saint Airbnb — your private Tampa resort getaway! 🌴☀️ Perfect space for Bachelorette/Bachelor party get aways! Ask about our customized services for that special Bride/Groom! This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine, palm trees, and poolside fun — all just minutes from Tampa Bay attractions! Whether you’re here for a game day, a weekend escape, or a family vacation, The Saint is where good vibes and great mem

A perfect Lake House get away

Make some memories at this unique and family-friendly slice of paradise. Located on 100-acre Lake Anne. 20 minutes from the beautiful Gulf of Mexico beaches. Enjoy breathtaking sunsets around the fire pit. 3 Kayaks and 1 paddle board (included) or fish from the dock. Or sit and relax on the screened patio with your favorite beverage at the outdoor bar, by the fire pit, or on the dock. Or venture to beautiful downtown Tampa and enjoy the Buccaneers, Tampa Bay Lightning, or the Rays baseball team

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.

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Mint House by Kasa | Studio in Tampa Downtown

Step into the energy of Tampa’s thriving Channel District (Channelside), close to the Sparkman Wharf, Benchmark International Arena, and the Florida Aquarium. Perfect for work trips and longer stays, you’ll find comfort in our selection of apartment-style suites with full kitchens and in-unit laundry, plus an outdoor plunge pool, grill area, and fitness center. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, and Virtual Front Desk via mobile device.

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🏝️.

Hyde Park "Industrial-chic" with Private Backyard

This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

South Tampa Sunset

Your relaxing Tampa escape Welcome to your cozy South Tampa retreat — perfect for solo travelers or couples looking to relax and explore. Located in a safe, peaceful neighborhood just minutes from downtown, the airport, cruise port, Hyde Park, and Bayshore Boulevard, with beaches under 30 minutes away. Thoughtfully designed for comfort and spotless stays, with easy check-in and responsive hosting to make your visit effortless and enjoyable.

Tropical Haven• Deck•Fire Pit•Hot Tub•Near Beach

A tropical retreat for couples, friends & families to relax, reconnect, and recharge. ➡️ Private backyard oasis: hot tub, treehouse-style deck, fire pit, grill & mango tree ➡️ Family-friendly: crib & white noise machine ➡️ 5 min to pet-friendly Picnic Island Park (picnic basket included) ➡️ Easy access to shops, restaurants, MacDill Air Force Base, downtown Tampa, Tampa International Airport, St. Petersburg, Clearwater and more!

Chic cozy King Bed private Home

Welcome to your Tampa home away from home! Enjoy sunny beach days, top restaurants, and Florida fun. After exploring, relax in comfort with everything you need for a longer stay. Located at the end of iconic Bayshore Blvd and near MacDill Air Force Base, you’ll be close to the action yet tucked away in a peaceful spot. Whether you're here for work or play, this cozy retreat makes every stay easy, enjoyable, and memorable.

Ventus Residences 4 King Suites The Overlook

Welcome to The Overlook at Ventus Residences, a modern 3-story retreat just minutes from MacDill AFB, Hyde Park, and Tampa International Airport. This spacious home sleeps 10 with 4 king suites, 4.5 baths, open-concept living, and two private balconies. Pet- and kid-friendly with high-speed WiFi and 2-car parking, The Overlook blends comfort, privacy, and elevated Tampa living for families, groups, and executive stays.