
Holiday rentals in Picnic Island
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Top-rated holiday rentals in Picnic Island
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Luxury Coastal Retreat, Kings Beds, Outdoor Lounge
Welcome to Coastal Bay Retreat, your upscale coastal escape just minutes from all that Tampa Bay has to offer! Enjoy the refined coastal living in this elegant 3-bedroom, 2 1/2 bath gateway. Designed with both relaxation and entertainment in mind. Featuring a spa-inspired primary suite, gourmet kitchen and designer interiors, it's the perfect blend of luxury and coastal charm. This beautifully modern coastal home is perfect for families, couples or groups looking to unwind in comfort and style.

Centrally Located Cozy 1-bed Private Cottage!
This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

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.

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"
Private townhouse style unit with its own entrance, parking, patio, and outdoor amenities. Attached to another Airbnb unit but completely separate with its own entrance and outdoor space. Enjoy this modern Tampa getaway with jacuzzi, pergola and putting green. Minutes from Busch Gardens, USF, and Seminole Hard Rock Casino. Features a modern kitchen, Smart TVs, Wi-Fi, and outdoor space. No parties, events, gatherings, or loud music permitted. Please respect quiet hours and neighboring guests.

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.

The Palm Tree Getaway
Ever stayed the night in the woods? Cross it off the bucket list with our ‘Tiny-Home’ style stay near the Hillsborough State Park. Rated #7 on PureWow as one of the 20 Best Airbnb Cabins. This Modern Luxury tiny home was thoughtfully crafted to capture the natural beauty of its old Florida virgin forest surroundings. Glamping at its finest with the best modern conveniences like a full gourmet kitchen, spa like shower, 5G FiberWi-Fi Internet, TV, and a super quiet Mini SplitAC & Heating.

Winter Season Getaway by the Bay, Close 2 Downtown
Steps from Bayshore & SOHO. Experience a blend of historic character and modern comfort. This revitalized bungalow, located in one of South Tampa's most desirable neighborhoods, offers a unique escape. It features a cozy sanctuary perfect for Tampa adventures. The front porch is ideal for morning coffee. The expansive ceilings, a gorgeous chandelier, and natural wood tones create a relaxing atmosphere. Scenic strolls along the waterfront are steps away. Book an unforgettable stay today!

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.

Tropical 3bd bungalow with pool! Walk to Bayshore!
A tropical oasis in South Tampa - large private backyard surrounded by palm trees and lush gardens, deep-water pool and outdoor dining area, an ideal place to enjoy the Florida sun. This 3 bedroom/2 bath bungalow is a great place to relax and unwind while still being close to everything South Tampa has to offer. Walk only blocks to Bayshore! The fully equipped home is minutes from Downtown Tampa and an easy drive to Clearwater/St. Pete, we guarantee you won't want to leave!

Charming Home Near Beach and MacDill AFB| Hot Tub
Escape to your South Tampa sanctuary where tropical luxury meets ultimate convenience. • Perfect for families, business travelers, and military stays, this home features a private backyard oasis with a hot tub, treehouse-style deck, and fire pit. •Ideally located minutes from the pet-friendly Picnic Island Beach Park, MacDill AFB, TPA Airport, and top attractions like Busch Gardens 🎢✈️. • Enjoy a dedicated workspace, free parking, washer/dryer, and seasonal mango tree!

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.

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?
Popular amenities for Picnic Island holiday rentals
Other great holiday rentals in Picnic Island

Tranquil Guesthouse Hideaway (Near MacDill AFB)

Charming Ranch in South Tampa/Palma Ceia

Adélie Cottage SF home, walking dist. to Bayshore

Bayside w/ Fenced Yard Near Downtown St. Pete

Cozy Retreat in Tampa/MacDill AFB - PETS OK!

The Happy Palms Retreat/ Saltwater Pool

Luxury Pool House

Chic Chalet in Tampa Bay with Heated Pool
Destinations to explore
- Miami Holiday rentals
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- Key West Holiday rentals
- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Tampa Convention Center
- Hard Rock Casino
- Dunedin Beach
- University of South Florida
- Vinoy Park
- Crescent Beach
- Epperson Lagoon
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park





