Family-friendly holiday rentals in Treasure Island

Molloy Poolside Suite - 2 Full

The Suite bedroom has 2 comfy full beds. The full-sized pullout couch is perfect for watching TV on the large, living room flat screen. The bathroom is livingroom accessible and features a tub and shower. The fully equipped kitchen provides everything you need to prepare meals and a quaint dining table. Dolphin watching, fishing charters, and sunset cruises can be booked minutes from the property at John's Pass. The Suncoast Beach Trolley stops right in front of the property and provides easy access to shops, restaurants, and bars. Free Beach Ride is also available as a tip only taxi service. Treasure Island Beach is located 20 minutes from Downtown St. Petersburg and 40 minutes from Tampa. The Molloy will have you wishing your vacation would never end!

Boutique Beach Escape | Heated Salt Pool + Dock

Escape to your waterfront retreat just 0.3 miles from Treasure Island Beach. Swim in the heated saltwater pool, fish off the dock, or dock your boat onsite for sunset cruises and island hopping. • 1 bedroom, 3 beds (queen bed & 2 futons w/ mattress toppers) — sleeps 4 • 596 sq. ft. • Full kitchen & outdoor BBQ grill • Smart TVs and beach gear • Crib, stroller & high chair After dinner at a local seafood spot, unwind on the patio with sunset cocktails. Your perfect getaway awaits — book now!

Beach, dolphin/manatee sightings, fishing, sunsets

Welcome to the newly remodeled condo in the Heart of Treasure Island. This bright and modern retreat is perfect for relaxing and avoiding the crowds. Perfect location for beach lovers and wildlife watchers alike with waterfront views of the canal from the living room, kitchen and bedroom windows and beautiful sunsets. Just 2 blocks or a 5 minute walk to the beautiful white sandy beach and a few feet from the canal and heated pool. Visit nearby restaurants, John's Pass Boardwalk and live music.

2 Bed/2 Bath Waterfront Condo With Dock Sleeps 6

Welcome to Paradise! Serenity awaits in this spacious condo. Boasting a full kitchen and nearly 1000 sq. ft., you can truly stretch out and relax. This peaceful property offers picturesque waterfront views with a private porch to sit back and enjoy watching the sun rise & the dolphins play. Located just 1 block from the beach, you will enjoy ease of access with the provided beach chairs, umbrella, cart, cooler & towels. You'll love how close the nearby grocery store, restaurants & shopping are!

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Waterfront bungalow w/private pool, block to beach

Skip the high-rise condo towers—this is a true mid-century beach bungalow set directly on the intracoastal waterway and just one block from the sugar-soft sands of the famed Treasure Island beach. This home channels the nostalgia of 1950s Old Florida—laid-back, sun-soaked, and unhurried—thoughtfully updated with modern amenities. Spend your days by your own private pool, watch dolphins and manatees glide by, or rent a paddleboard around the corner and head straight out to the Gulf.

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

Canal Condo w/ Private Dock, Treasure Island

Wake up to canal views from your private patio in this bright 1-bedroom retreat on Treasure Island's Isle of Capri. A trundle bed sleeps 2 more, fitting small families or groups up to 4. Includes fast Wi-Fi, free parking, self-check-in, plus complimentary e-bikes and an e-scooter to explore car-free. Walk to Treasure Island Beach, John's Pass, restaurants, and nightlife. Unwind on the shared fishing dock, fire up the BBQ grill, and soak in the laid-back Gulf Coast vibes

Oceanview Rooftop • Hot Tub • 1 Block to Beach

🌊 Welcome to Azure Coast Retreat by StayDream Vacations -your luxury coastal escape just one block from the sugar-white sands of Treasure Island Beach. Designed for unforgettable vacations, this spacious home combines stunning rooftop ocean views, a private hot tub, game room entertainment, and walkable beach access—everything you need for the ultimate Gulf Coast Getaway. 🐚 Azure Coast Retreat is perfect for a family vacation, group getaway, or beach celebration.

Heated Pool Fun • 3-Min Walk to Beach & Shops

Kick off your flip-flops and dive into true beach-town living: ☀️ Walk to the beach for nightly sunsets 🍤 Close to restaurants and shops 🏊 Heated outdoor pool open dawn to dusk 🍺 Fantastic restaurant & brewery next door serving delicious food and craft drinks until 9 PM It’s the perfect mix of nostalgia and convenience, where guests keep coming back. ⭐⭐⭐⭐⭐ “Always enjoy my time at Sunrise Motel—perfect location for restaurants and a quick walk to the beach!”

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

SolMate 2/2, kayaks, beach, views, boat slip

Newly renovated beach home, bright and beautifully appointed 2 bed/2 bath second floor condo with balcony overlooking Boca Ciega Bay. Modern beach decor. Only few steps to Treasure Island’s white sandy BEACH. Incredible water views from every window. 3 KAYAKS available (must sign waiver). Fun activities including ping pong, corn hole, etc. in common area. Only 6 units on property. Featured on HGTV Beachfront Bargain Hunt (Season 27 Episode 10).