Vacation rentals in Treasure Island

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Top-rated vacation rentals in Treasure Island

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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, 165 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.

Top guest favourite
Condo in Treasure Island
4.93 out of 5 average rating, 158 reviews

Waterfront-Dolphin Sightings-Walk to Beach-Pool

Welcome to Paradise! This charming, beautifully renovated, and impeccably clean waterfront 2BR/2BA second-floor condo is located in Pointe Capri on Treasure Island—just two blocks from the white sands beach! Spend your days relaxing by the shared resort-style heated pool, fishing right off the community dock, or enjoying waterfront dining on the patio. Please note: 1) owner has allergy so we cannot accommodate any cats or dogs. 2) this 2nd floor condo is only accessible via a flight of stairs.

Top guest favourite
An aerial view captures the coastal landscape, featuring a waterfront area lined with palm trees and docks. The beach is visible in the distance, with sandy shores meeting the ocean. Various buildings, including the property, create an inviting backdrop against the vibrant water.
Condo in Treasure Island
5 out of 5 average rating, 64 reviews

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!

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, 216 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, 12 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 bright living area features large windows with wooden blinds, allowing natural light to illuminate the space. A comfortable seating arrangement is surrounded by indoor plants, while a dining table is positioned alongside a small television. Decorative touches enhance the inviting ambiance.
Guest suite in Treasure Island
4.97 out of 5 average rating, 155 reviews

Shangri-La

Located on a Barrier Island beach community in a friendly, residential neighborhood. Guest suite is attached to the main house with it's own separate entrance and living space. Spacious bedroom with En suite bathroom. Kitchenette has sink, small fridge, microwave and air fryer. 5 minute walk to the white sandy beach. Beach chairs, towels and floats provided. Enjoy gorgeous sunsets. Everything is in walking distance. Many restaurants, Tiki bars with live entertainment, shops and grocery store.

Top guest favourite
Condo in Madeira Beach
4.98 out of 5 average rating, 104 reviews

Beach Front Madeira Beach

PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

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
4.91 out of 5 average rating, 190 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 cozy bedroom features a spacious bed adorned with a blue and white coral-patterned spread. A ceiling fan circulates air, and natural light filters through plantation shutters. White cabinetry provides ample storage, while a small desk with a mirror offers a functional workspace.
Apartment in Sunset Beach
4.94 out of 5 average rating, 34 reviews

Perfect Summer Getaway, Stunning Water Views #608

Welcome to your beachfront getaway! Our newly remodeled 1-bedroom, 1-bath unit offers breathtaking views of the Gulf of Mexico, BBQ grills, and on-site parking. Enjoy the convenience of walking to live music, beach bars, and restaurants every night. Your perfect vacation awaits! The beach in front of the building is quiet and private but if you want to get in on the action at Caddy's or world famous KaTiki on the beach, you're a 5 minute walk away w/ live music, food & drinks!

Guest favourite
Condo in Treasure Island
5 out of 5 average rating, 18 reviews

Waterfront Condo Patio Walk To Beach Treasure Isle

Escape to a peaceful waterfront retreat on Treasure Island’s Isle of Capri. Enjoy calm canal views from your private patio, perfect for morning coffee or relaxing evenings by the water. This bright 1-bedroom condo is ideal for couples and small families, just a short walk to white-sand beaches, Johns Pass, dining, and nightlife. Fish from the shared dock, explore the island with complimentary e-bikes and a scooter, or unwind with fast Wi-Fi, free parking, and on-site laundry.

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
4.97 out of 5 average rating, 207 reviews

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Shore Thing Condo 🏖️ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

Guest favourite
Condo in Treasure Island
4.92 out of 5 average rating, 139 reviews

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).

Popular amenities for Treasure Island vacation rentals

When is the best time to visit Treasure Island?

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Avg. price$215 CAD$282 CAD$319 CAD$265 CAD$253 CAD$247 CAD$246 CAD$221 CAD$212 CAD$217 CAD$231 CAD$238 CAD
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Frequently Asked Questions

  • 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.

  • 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.

Quick stats about vacation rentals in Treasure Island

  • Total vacation rentals

    Explore 2,030 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 65,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,290 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 370 rentals that welcome pets

  • Vacation rentals with a pool

    1,540 properties feature pools

  • Rentals with dedicated workspaces

    1,200 properties have a dedicated workspace

  • Wifi availability

    2,010 of Treasure Island vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in, and Free parking on premises 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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