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.

Treasure Island Paradise #2

Unit #2, bottom floor. One bedroom (queen bed) one bathroom and a fully equipped kitchen! This unit also has a pullout couch with a queen bed, so unit can sleep FOUR PEOPLE! Wake up every beautiful morning to coffee bar and just a short walk to the beach, Caddy’s restaurant on the beach and Ka'tiki beach bar! Fantastic location. There are two BOTTOM UNITS and have adjoining door to open or separate the two spaces, PLEASE INQUIRE about renting both (#1 and #2) bottom units together if interested

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.

Luxury Seashell Oceanfront Condo with Pool

Book your next beach vacation at the stunning Seashell Condo in the Treasure Island Beach community. This modern and airy 2-bedroom, 2-bathroom vacation rental is the perfect getaway for relaxation and adventure. Enjoy the private terrace and chef's kitchen, as well as access to the shared pool, hot tub, gym, and rooftop terrace. Located just steps away from the beach and surrounded by fantastic restaurants and shops, Seashell Condo is the perfect place to call home during your beach vacation.

Waterfront Treasure Island Resort Heated Pool

Relax at this 1BR/1BA bayfront retreat, just a 6-minute walk to Treasure Island’s white-sand beach. Enjoy a heated waterfront pool, fish from private docks, or unwind in the screened cabana. Shuffleboard, grills, and on-site laundry add extra convenience. Walk to restaurants, shops, ice cream, and John’s Pass (1.2 miles)—perfect for a stress-free stay with no car needed. We use a secure and simple check-in called Happy Guest. Property managed by Azul Bay Vacation Rentals Lic # DWE6218386.

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.

Lux Madeira Beachfront Home

Wake up to sweeping Gulf views in this rare 4BR/sleeps 10 Gulf-front home on Madeira Beach — direct sand access from your door. Spread across multiple levels of living with panoramic water views and private balconies. Designed for relaxed beach living with patio & outdoor BBQ area, perfect for sunset dining. Beach chairs, umbrella & gear included. Minutes from John's Pass. High-speed WiFi & parking included. Private, spacious & truly Gulf-front — Madeira Beach at its finest.

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

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! ✨🐚