Holiday rentals in Treasure Island

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Top-rated holiday 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.
Apartment 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.
Apartment in Treasure Island
4.97 out of 5 average rating, 200 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

Top guest favourite
A three-story home is surrounded by lush tropical landscaping, showcasing palm trees and colorful plants. The spacious driveway leads to a carport area. A wraparound deck with railings is visible on the upper floors, inviting relaxation and ocean breezes.
Home in Treasure Island
4.99 out of 5 average rating, 158 reviews

You Belong on a Beach ! Walk to Beach - Food - Bar

Discover this secluded stretch of beach. Your stunning home is situated across the road from soft white powdery sand and the emerald Gulf waters. The boardwalk dining/entertainment is a leisurely stroll away. Unwind on wraparound decks as you take in the evening sunset view. A memorable vacation awaits families with children, several couples, or a group of friends. All 3 bedrooms come with full bathrooms. Experience true comfort in your thoughtfully designed fully stocked home away from home.

Guest favourite
A private balcony overlooks the beach and Gulf of Mexico. Two red chairs are positioned for comfortable seating, while a railing provides safety and unobstructed views. The serene landscape features green grass leading to the sandy shore and the calm blue waters of the ocean.
Apartment in Treasure Island
4.93 out of 5 average rating, 60 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

"This is by far the best Airbnb I have stayed at, and I have stayed at quite a few! This place matches the listing and feels just like home. Extremely impressed!" This direct-facing oceanfront condo has a million-dollar view with a panoramic view of the ocean. The secluded private balcony faces oceanfront, revealing the beach and the Gulf of Mexico, also the intercoastal waterway. Breathtaking views from all vantage points for watching the incredible sunsets and dolphins playing in the water.

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.
Apartment 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 Treasure Island
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!

Top guest favourite
A round dining table with a dark wood finish is accompanied by four white wooden chairs. The chairs feature a classic design, and the arrangement is set on a light marble floor, with kitchen cabinetry visible in the background.
Cottage in Madeira Beach
4.92 out of 5 average rating, 145 reviews

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

Top guest favourite
A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.
Home in St. Petersburg
4.99 out of 5 average rating, 198 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest favourite
Cottage in Treasure Island
4.91 out of 5 average rating, 143 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.
Apartment in Treasure Island
4.9 out of 5 average rating, 180 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
A tranquil view captures the sandy shoreline meeting the calm waters of the Gulf, with gentle waves lapping at the beach. Lush palm trees are positioned in the foreground, while a small blue trash bin is nestled among the greenery. The sky features soft clouds, hinting at the day's potential.
Apartment in Treasure Island
4.97 out of 5 average rating, 144 reviews

Beach Front Penthouse Riley's Retreat Island Inn

800 sq ft top floor condo with spectacular views of the Gulf of Mexico, Boca Ciega Bay, and the City. Located in the iconic Island Inn Beach Resort; step out of the lobby and onto the sand! Florida sunrises and sunsets are legendary, and you can enjoy both from your private top floor balcony. We offer one of the finest condo's in the building with the unique ability to enjoy North, South, East, and West vistas. This condo is unlike any other unit in the building--a must see!

Top guest favourite
Apartment in Indian Shores
4.9 out of 5 average rating, 169 reviews

Gulf Side Florida Charm 1/1 Condo 60 Steps To Sand

Step back in time at Postcard Paradise, a charming beachside cottage that captures the magic of Old Florida. Nestled just steps from the shore, our eclectic retreat feels like living inside a vintage postcard. Sun-faded colors, and tropical murals set a nostalgic mood, while modern comforts keep things easy and relaxed. Each cozy room is filled with hand-picked decorations, breezy linens, and quirky coastal finds, creating a one-of-a-kind space where every corner tells a story.

Popular amenities for Treasure Island holiday rentals

When is the best time to visit Treasure Island?

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Avg. price$201 SGD$264 SGD$299 SGD$249 SGD$237 SGD$232 SGD$231 SGD$208 SGD$199 SGD$204 SGD$217 SGD$223 SGD
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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 holiday rentals in Treasure Island

  • Total holiday rentals

    Explore 1,980 holiday rentals in Treasure Island

  • Nightly prices starting at

    Treasure Island holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 61,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,230 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 330 rentals that welcome pets

  • Holiday 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 holiday 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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