
Holiday rentals in Picnic Island
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Top-rated holiday rentals in Picnic Island
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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

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

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!

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?

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.

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.

Private Studio near MacDill Base
Quiet and peace full Studio. This new 195 square feet Studio has everything you need, full size bed, fridge, microwave, coffee table, compact kitchen, TV, Wi Fi, Patio and a private entrance with parking spot. Excellent location, 2 miles from MacDill Airforce Base, 1 block away from bobby Hicks Park and within 5 minutes to Picnic Island, Gandy Beach and Selmon Expressway.
Popular amenities for Picnic Island holiday rentals
Other great holiday rentals in Picnic Island

Great For Couples + Work Trips • Central • PetsOK

South Tampa Haven | King Bed | Near MacDill AFB

Stylish Stay Near Downtown

Adélie Cottage SF home, walking dist. to Bayshore

Allison Palms Luxury Tampa Townhome + Pool

Silverking Keys Retreat!

NEW! The Artist House | Gorgeous Hyde Park Home

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach
Destinations to explore
- Miami Holiday rentals
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Raymond James Stadium
- 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
- Epperson Lagoon
- Weeki Wachee Springs State Park





