Vacation rentals in Treasure Island

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Top-rated vacation rentals in Treasure Island

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Top guest favourite
An aerial view captures the waterfront community, highlighting the proximity to the beach and nearby amenities. Serene blue waters of the canal intertwine with the residential buildings, while the expansive shoreline stretches in the background, offering a picturesque setting for relaxation and exploration.
Condo in Treasure Island
4.98 out of 5 average rating, 150 reviews

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.

Top guest favourite
An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.
Condo in Treasure Island
4.96 out of 5 average rating, 199 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Condo 🏖️ ✨ Stylish Coastal Vibes — Modern interiors with breezy beach flair. 🍽️ Chef’s Dream — Cook with ease in a luxury kitchen. 👩‍💼 Service with Heart — Your comfort always comes first 🌅 Sunset Serenity — Relax as the sun melts into the horizon. 🚶Beachside Bliss — Just steps from powdery sands and shimmering Treasure Island waters. 🐬 Marine Magic — Spot dolphins dancing and manatees gliding by. 🌊 Pool Dreams - Dive into bliss in the intercoastal heated pool

Guest favourite
A cozy living area features a gray sectional sofa adorned with cushions, complemented by a round wooden coffee table. Light filters through multiple windows, highlighting the soft blue and neutrals in the decor. A ceiling fan is overhead, and a potted plant adds a touch of greenery.
Houseboat in Madeira Beach
4.93 out of 5 average rating, 124 reviews

40ft Floating Bungalow with Resort Perks

Unmatched Scenic Serenity: Imagine waking up to stunning sunrises and gentle ocean breezes. Your houseboat becomes a floating oasis, providing the comforts of a hotel but floating. Exclusive access to the resort across the street on the beach. Where you can use the heated pool and hot tub. Outdoor grilling area with corn hole boards are available to entertain you while you cook at the Beach Resort. No Grill on the Boat. *Boat is stationary at dock. **MOTION SICKNESS?? PLEASE DO NOT BOOK**

Top guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Condo in Treasure Island
4.99 out of 5 average rating, 211 reviews

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.

Guest favourite
A modern living area features large windows allowing natural light to brighten the space. A comfortable couch and a wooden coffee table create a welcoming seating arrangement. A wall-mounted television is positioned above a streamlined cabinet, providing a clean and uncluttered aesthetic.
Home in Sunset Beach
5 out of 5 average rating, 10 reviews

Gorgeous New Beach Home w/ Stunning Water Views

Have fun with the whole family at this stylish beach home! Brand new construction, this hi-tech smart home is a beautiful 3 bedroom, 2.5 bathroom with a top floor open air balcony with stunning views of the Gulf of Mexico. You will be steps to the beach and a short walk to live music, food, beach bars and restaurants! Our home is located on Sunset Beach which is home to the world famous KaTiki and Caddys which has live music 7 days a week and serves breakfast, lunch and dinner on the beach!

Guest favourite
Cottage in Treasure Island
4.91 out of 5 average rating, 141 reviews

Historic Holly House on Treasure Island

This charming Beach Cottage is located in the Coney Island area of Treasure Island. This unique set of Key West Style beach cottages are on the beach block only STEPS to the beach! This awesome beach cottage, known as The Historic Holly House, has some unique history. In 1961 the New York Yankees rented out all the cottages in this Coney Island area for spring training. This cottage was the one the Home Run King Roger Maris stayed in before he went on to hit 61 home runs that season.

Guest favourite
The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.
Condo in Treasure Island
4.9 out of 5 average rating, 179 reviews

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.

Top guest favourite
An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.
Apartment in Treasure Island
4.99 out of 5 average rating, 134 reviews

Popular Beachside Studio w Relaxing Patio & Palms!

The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.

Top guest favourite
Apartment in Sunset Beach
5 out of 5 average rating, 19 reviews

Beachfront Gem | Spacious Corner Unit #501

This completely renovated condo has a million dollar view of The Gulf and its magical sunsets. Our end unit features extra windows making the beach, intracoastal, and sunsets visible without even leaving the unit. Fall asleep to the sound of the waves just steps away. It is the perfect location for quiet, relaxing beach days. We are located on Sunset Beach a 5 min walk to live music and food. Downtown St. Pete is a 15 min drive.

Guest favourite
Condo in Treasure Island
4.87 out of 5 average rating, 62 reviews

Westwinds, Treasure of the Gulf

Two queen beds, unique for mother/daughter or girlfriends getaway. More than 2 people? Our other unit is next door, ask us for the listing. We are conveniently located across the street from the beach and the intracoastal waterway is in the backyard.Restaurants and shopping. Our unit is on the second floor. Heated and open pool. 2 grills, 3 docks, tables, umbrellas, chairs and chaise lounges. Towels, beach chairs and cooler!

Superhost
Condo in Sand Key
4.8 out of 5 average rating, 5 reviews

CBC 2-19F: Gulf Front Paradise Awaits!

🌸Get away from the hustle and bustle of Clearwater Beach and opt for a tranquil experience on the peaceful shores of Sand Key Beach. Looking for a quiet, tranquil beach vacation away in a secluded beachfront paradise? Look no further than CBC 2-19F located at Sand Key Beach in Clearwater, FL! This fully updated 19th-floor condo has a spacious open floor plan with jaw-dropping water views!!!

Guest favourite
Aerial view of a two-story condo building located beside a swimming pool, surrounded by palm trees. The pristine beach and the Gulf of Mexico are visible in the background, showcasing calm waters and distant beachgoers.
Condo in Treasure Island
4.91 out of 5 average rating, 179 reviews

Seaside Condo: 2bed/2bath beach condo on the water

This beautiful 2bed/2bath condo is right across from the beach! Located on the waters of the Gulf of Mexico, it is fully equipped with all the amenities to make your stay comfortable- heated pool, docks to fish, grills, laundry on each floor, and spacious patio area. The grocery store (Publix) is a short walk and there are plenty of restaurants, bars, and water activities nearby!

Popular amenities for Treasure Island vacation rentals

When is the best time to visit Treasure Island?

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Frequently Asked Questions

  • What are the best places to stay in Treasure Island?

    Stay around the beachfront area for easy access to the sand and local eateries, or explore rentals near the town center for a quaint atmosphere. Family-friendly options and pet-welcoming accommodations can be found throughout the area.

  • What are the best things to do in Treasure Island with kids?

    Kids enjoy splashing in the shallow waves, playing at local playgrounds, or spotting dolphins with a boat tour. Mini golf and ice cream shops provide playful breaks from the beach.

  • What are some of the best things to do in Treasure Island?

    Swim or sunbathe on the beach, rent kayaks or paddleboards, and explore local shops and cafes. Waterfront dining and sunset walks are experiences visitors often recommend.

  • How is the weather in Treasure Island?

    Treasure Island has mild winters around 53–71°F (12–22°C), and warm, humid summers near 75–91°F (24–33°C) with frequent rainfall. Lightweight clothing and sun protection are recommended throughout most of the year.

  • When is the best time to visit Treasure Island?

    Late winter through early spring is often recommended for milder temperatures and less humidity, while summer has more frequent rainfall but lively beach activities and seasonal events. Early autumn can be pleasant for those preferring fewer crowds.

  • What are the best places to visit in Treasure Island?

    Visit John’s Pass Village for shopping and entertainment, stroll along the Treasure Island Beach Trail, and unwind at community parks scattered across the area. Sunset views from the beachfront are frequently suggested.

  • What are some hiking trails in Treasure Island?

    Treasure Island has beachside paths great for casual walking rather than extensive hiking trails. For shaded nature walks, parks in nearby areas often have boardwalks and coastal trails.

  • What are some family activities we can do in Treasure Island?

    Families often enjoy swimming, building sandcastles, and renting paddleboards or kayaks at the beach. Nearby parks and mini golf spots provide fun alternatives for children and adults.

  • What are some of the best day trip ideas from Treasure Island?

    Nearby cities have vibrant markets, aquariums, and museums, while natural preserves around the region invite visitors to walk boardwalks and observe wildlife. Local ferry rides and boat tours give a new perspective on the area.

  • Are there any pet friendly accommodations available in Treasure Island?

    Pet-friendly accommodations are available throughout Treasure Island, with many rentals welcoming dogs and cats. Locals appreciate the area’s walkable neighborhoods and access to outdoor spaces for pets.

  • What are some local tips for visiting Treasure Island?

    Treasure Island has laid-back beaches, so bring sandals for strolling on the sand and consider sun protection for bright afternoons. Early mornings are quieter for shoreline walks, and local seafood spots are often recommended for dinner.

  • What is Treasure Island known for?

    Treasure Island is known for its wide sandy beaches, relaxed atmosphere, and sunsets over the Gulf of Mexico. Locals and visitors enjoy water sports, beachfront dining, and a welcoming community vibe.

  • What are the best hidden gems to explore in Treasure Island?

    Explore locally owned shops, quiet bayside areas, and community art displays for a glimpse of Treasure Island’s creative side. Small parks and waterfront piers are often appreciated by those seeking a tranquil setting.

  • What are the best foods to try in Treasure Island?

    Seafood is frequently suggested, including grouper sandwiches and shrimp dishes. Many local restaurants serve fresh catches, tropical cocktails, and key lime pie for dessert.

  • What should I bring for a trip to Treasure Island?

    Pack light clothing, swimsuits, sandals, and sun protection for warm, humid weather. A reusable water bottle, hat, and beach gear are useful for enjoying outdoor activities.

  • What is the nightlife in Treasure Island like?

    Treasure Island has a casual nightlife with live music at beach bars, waterfront lounges, and local taverns. Dancing, karaoke, and sunset cocktails are frequently suggested experiences around the beachfront.

  • What are the most popular events or festivals in Treasure Island?

    Treasure Island hosts seasonal events like sand sculpting festivals and holiday beach parades. Live music and local arts can be found throughout the year, especially during spring and summer weekends.

  • Are there family friendly vacation rentals in Treasure Island?

    Treasure Island has a range of family-friendly vacation rentals, including spacious homes and beachfront apartments. Many properties welcome children and are near playgrounds or family activity centers.

Quick stats about vacation rentals in Treasure Island

  • Total vacation rentals

    Explore 1,980 vacation rentals in Treasure Island

  • Nightly prices starting at

    Treasure Island vacation rentals start at $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 61,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,230 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 330 rentals that welcome pets

  • Vacation rentals with a pool

    1,510 properties feature pools

  • Rentals with dedicated workspaces

    1,160 properties have a dedicated workspace

  • Wifi availability

    1,950 of Treasure Island vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Free parking on premises, Beachfront, and Self check-in across Treasure Island rentals

  • 4.7 Average rating

    Treasure Island stays receive an average rating of 4.7 out of 5 from guests

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