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!

Gretel Paradise Suite Near Raymond James Stadium

Welcome to your cozy retreat in the heart of Tampa! This charming 1-bedroom,1-bathroom home is perfect for solo travelers, couples, or anyone looking for comfort and convenience. You'll sleep in the comfortable queen bed, and enjoy relaxing in the welcoming living room. Cook with ease in the fully equipped kitchen, ideal for everything from morning coffee to a full dinner.The home’s unbeatable location is 2 blocks from Raymond James Stadium, making it perfect for game days, concerts and events.

Hidden Haven

Hidden Haven, a modern 3-bedroom, 2-bath home for up to 8 guests Located in a safe,quiet St. Pete neighborhood, it features an open-concept living area, stylish décor, full kitchen, and private parking. Enjoy the game room or relax in the beautiful backyard with mini golf. Just 2 miles from Weedon Island Preserve, 7 miles from St. Pete Pier and Downtown, 10 miles from St. Pete Beach, and 25 miles from Clearwater Beach. Close to shops, dining, and parks—perfect for families, couples, and friends

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

S Tampa Prime•Near Beach, AFB, Stadium•Hot Tub

Your tropical South Tampa retreat for couples, families, business travelers, military stays, and friends. 🌴🥭 Relax in your private backyard oasis with a hot tub, treehouse-style deck, fire pit, grill, and seasonal mango tree. ✨ Minutes to MacDill Air Force Base, Tampa International Airport, downtown, Raymond James Stadium, Busch Gardens Tampa Bay, ZooTampa, shopping, dining, and 5 minutes to pet-friendly Picnic Island Park. ✅ Dedicated Workplace, Washer/Dryer, Pack N Play available

Tiny House Oasis Blue Vatican . Near MacDill Base

Enjoy this small and beautiful Oasis, a perfect hideaway to forget about the noise of the city, relax with the aroma diffusers and your favorite music; In the mornings fall in love with our solarium while having a good coffee. We are located in South Tampa just 3 minutes away from the MacDill Airbase. 5 min Picnic Island Park, 10 min Port Tampa Bay Cruise and Downtown, 15 min International Airport. 15 min Raymond James Stadium, 40 min Clearwater Beach. Free Parking for up to 2 cars.

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.

Tiny Tulum | Tropical Oasis in Tampa’s Heart!

Welcome to Our Romantic Tulum-Inspired Retreat! Escape to a tropical paradise at our enchanting Tulum-inspired oasis, designed with romance and relaxation in mind. Nestled in a serene neighborhood, our beautifully decorated retreat offers the perfect blend of luxury, comfort, and bohemian charm, creating an idyllic getaway for couples seeking a memorable experience. Why book a generic Airbnb when you can book a hand crafted Tropical Paradise?

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.

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.

Cozy Retreat in Tampa/MacDill AFB - PETS OK!

Welcome to your perfect getaway! Nestled in a quiet neighborhood, this charming home offers the ideal blend of comfort and convenience for your Tampa stay. The Space Bedrooms: [3 bedrooms] Bathrooms: [2 Full bathrooms] Sleeping Arrangements: Accommodates up to [6 guests]. Fully equipped kitchen for all your cooking needs. Comfortable living area High-speed Wi-Fi and workspace for remote workers.