Pet-friendly holiday rentals in Treasure Island

Waterside Studio in the heart of TI, walk to beach

Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

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!

Last minute special price reduction !

It is Key West Style, 1 blk from the Gulf of Mexico with no thru traffic. This isle is only 3 mi .Sunset Bch is about 1 mi. Built in 1929. There were only 3 other hms here. It has been updated. The bath rm is VERY small. Cubicle shower, toilet ,and sink. I also have a hot and cold shower behind the garage. It has high ceilings with wood beams. 30inch flat screen TV with highspeed internet, Full kitchen, and there is a futon in the living room. No Cable . I do NOT allow dogs unless Preapproved .

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

Gulf View Penthouse | Steps to Beach + Johns Pass

Your Penthouse Paradise awaits at our Gorgeous, 7th-floor Gulf-View Condo in the new Madeira Bay Resort! Enjoy sweeping views of the beach, Gulf of Mexico, & miles of pristine coastline. Just steps from the sand & 1 block from John’s Pass Village & Boardwalk. Walk to dining, shopping, bars, & water sports. Come experience the best of Madeira Beach & make unforgettable memories in our newly furnished, well-stocked, luxury retreat w/all the comforts of home. Perfect for groups or families alike.

3BR Water View Condo | Boat Access+Near Gulf

A 3BR / 2BA waterfront condo with a cozy, family-friendly feel in an amazing location walking distance to local restaurants, a grocery store, and downtown. Kayak on the Intracoastal Waterway right from the dock, watch dolphins play in the water, or head to the beautiful white sand beach just steps away. Boat slip available for $75/day. Unwind in the shared downstairs common area featuring a flat-screen TV, picnic tables, swings, ping pong, darts, and more games for the whole family to enjoy.

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.

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Coastal Paradise at Nautilus Walk to the Water

Welcome to your stunning new beachfront vacation rental with *private balcony*, where luxury meets the beauty of the Gulf! This spacious unit is perfect for couples, friends, or small families, accommodating up to 4 adults in style and comfort. Just steps away from the sandy shores of the Gulf, you’ll enjoy sun-soaked days and breathtaking sunsets. Conveniently located near local restaurants and shops We are pet friendly! Pet fee is $150 for the first dog, $100 for the second dog.

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

The Gull's Nest- Steps From The Sea- Unit 5

Perfectly located! Just steps from the sugary sands of Treasure Island Beach and a short stroll from all the restaurants, shops, and nightlife the island has to offer. This one-bedroom apartment is designed to provide you with a true home-away-from-home experience, encouraging you to embrace the island life. Enjoy breathtaking sunsets and explore numerous scenic walking spots. For those who prefer not to drive, this is an ideal spot – everything you need is just minutes away!

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.