Holiday rentals in Picnic Island

Tranquil Guesthouse Hideaway (Near MacDill AFB)

Bright & happy feel to the space! Yet, tranquil & quiet - come ready to relax, explore Tampa Bay, & we hope you will come back again! The cottage is its own little space nestled in the back of my home. You will have your own entry way, a well lit walkway to your own tiny home for the duration of your stay! Keyless entry, access to the outdoor areas, tv (cable/WiFi included), and peaceful tranquillity! Enjoy! 10 mins away from Tampa International Airport; 20 mins away from Raymond James stadium

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

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

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

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.

Bayshore Beautiful Retreat

Welcome to your slice of paradise in this stunning Key West style home situated in Tampa's coveted neighborhood of Bayshore Beautiful. This million-dollar oasis is a perfect blend of luxury, comfort, and island charm. Three bed-- 2 1/2 bathrooms will accommodate both the vacationing family or a business traveler. Located moments from Hyde Park Village and Bayshore Blvd. The only downside here is choosing between a culinary adventure or a day exploring one of our world famous beaches!

Stylish Retreat Near Downtown St Pete

Stylish two-bedroom, one-bathroom coastal escape just a couple minutes from the water and a quick drive to vibrant downtown! Enjoy hotel-level comfort on the Casper mattresses and Quince bedding. Chef-ready kitchen is fully stocked and features high-quality stainless-steel cookware, Cangshan knives and SMEG refrigerator. Home comes equipped with 2 Paddle boards and 2 bikes to enjoy on the water steps away. The home has been thoughtfully designed with comfort, quality, and style in mind.

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?

Tropical Haven• 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!

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.