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

Modern Coastal Retreat
Welcome to your Tampa escape! Fully renovated home blends mid-century modern design with a coastal vibe. Whether you’re here for sunshine, work, or play, this home delivers comfort, convenience, and modern luxury in one perfect package. Prime S. Tampa location on West Shore Blvd - centrally located to Tampa Bay’s iconic hotspots. 10 mins from Tampa Airport ✈️ 15 mins from downtown 30 mins to beaches 🏖️ Restaurants within walking distance 🍽️ Fast Wi-Fi, Smart TV’s, & workspace friendly.

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.

Historic Pool Home (heated pool) in South Tampa.
Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private pool, and walk to Starbucks and other local restaurants. Dogs welcome with pre-approval from your hosts. We would love to welcome you to our clean and cozy home. No cleaning fees! ;-)

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.

Private House with Pool and Cabana
Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

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.

Tampa Retreat with Heated In-Ground Pool & Spa
🏠 Experience comfort and style in this excellent and super cute home, perfectly located near MacDill Air Force Base. This beautifully designed property features a heated in-ground saltwater pool, ideal for relaxing and enjoying the Florida sunshine. Inside, you’ll find everything you need for a memorable stay. Whether you’re visiting for business or leisure, this home offers the perfect blend of fun, function, and relaxation. 🌴✨

Family Friendly•5 min to Beach•Hot Tub•Mangoes!
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.
Popular amenities for Picnic Island holiday rentals
Other great holiday rentals in Picnic Island

Bayshore Beautiful Retreat

Gretel Paradise Suite Near Raymond James Stadium

Tranquil Guesthouse Hideaway (Near MacDill AFB)

Allison Palms Luxury Tampa Townhome + Pool

Modern Boho- 4/3 King Beds/Pool/ Hot Tub! Pets OK

Boutique Stay Near the Bay | Walk to Downtown.

NEW! The Artist House | Gorgeous Hyde Park Home

Modern Retreat w/ Patio Near Downtown
Destinations to explore
- Miami Holiday rentals
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- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Holiday rentals
- Destin Holiday rentals
- Hollywood Holiday rentals
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- Kissimmee Holiday rentals
- Key West Holiday rentals
- 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





