Vacation rentals in Treasure Island

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Top-rated vacation rentals in Treasure Island

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Guest favourite

Apartment in Treasure Island

4.91 out of 5 average rating, 278 reviews

Attractive Beachfront Studio - Live Like a Local!

The true treasure of Treasure Island! Tucked right off of Gulf Blvd, on a secluded beach, this comfortable newly remodeled private studio is nestled on a lushly landscaped beachfront residential property with renters on-site. This cozy spot is all about barefoot luxury — you're just steps from the beach and biking or walking distance to laid back beach bars, live music & restaurants. Please note: There’s no guest parking available, but paid parking is nearby as well as a frequent public trolley.

Sep. 1 – 8

$264 CAD per night

Guest favourite

Cottage in Madeira Beach

4.91 out of 5 average rating, 113 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.

Sep. 25 – Oct. 2

$206 CAD per night

Guest favourite

Condo in Redington Beach

4.97 out of 5 average rating, 457 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Sep. 10 – 17

$158 CAD per night

Guest favourite

Condo in Madeira Beach

4.9 out of 5 average rating, 141 reviews

Experience the charm of Gulf Gardens. The Pelican.

Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, clean tropical old Florida feel that's hard to find anywhere in this sought after beach community. This property features lush landscaping and one of the largest, cleanest pools you'll find. Our visitors appreciate the attention to detail the owners put into making Gulf Gardens a special place they want to visit year after year. The white sands of Madeira Beach are calling.

Aug. 25 – Sep. 1

$214 CAD per night

Guest favourite

Apartment in Treasure Island

4.92 out of 5 average rating, 162 reviews

Treasure Island Beach Apartment #1

Location! Situated on Gulf Blvd, directly across from the 123rd Street beach access in Treasure Island. Walk to John's Pass for restaurants, shopping, bars and music, boat trips and fishing. Two bedroom, one bath private apartment, with all the amenities you need for a great beach vacation - beach chairs, umbrella, cooler, barbecue, bicycles. Master bedroom has queen bed, and Roku tv. Smaller bedroom has twin trundle bed, perfect for the kids. Full kitchen. Off street parking for one car.

Sep. 18 – 25

$210 CAD per night

Guest favourite

Apartment in Treasure Island

4.84 out of 5 average rating, 357 reviews

Treasure Island Beach Unit

Privately owned Efficiency Unit on the 5th floor at the Island Inn Beach Resort right on Treasure Island Beach. Balcony of unit faces a view of part of the building, the street and Boca Ciego Bay. Beach directly to the left as step off of the elevators. NOTICE May 15, 2023 to Feb 26 GUESTS Building Renovations Scheduled on the exterior structure on these dates. There will be noise disturbances during the hours of 8am and 5pm weekdays, as well as the pool, pool deck, tiki bar closed

Sep. 21 – 28

$211 CAD per night

Guest favourite

Apartment in Madeira Beach

4.89 out of 5 average rating, 108 reviews

Johns Pass Retreat #5 Flamingo Flair—walk to beach

Soak up the Florida Charm at this cool fishing village apartment! Peak a boo views of the canal and "mini marina" from the apartment and full enjoyment just outside in the back yard! 100 yard walk to Johns Pass, stroll the board walk full of restaurants, shops and water sports. Grab some ice cream and walk to the beach (5-7 mins)for the sunset! You can’t beat this location!*King bed*pull out couch*equipped kitchen*fast wifi*2 Smart TVs*Waterfront docks and a designated parking space.

Sep. 6 – 13

$227 CAD per night

Guest favourite

Condo in Madeira Beach

4.88 out of 5 average rating, 136 reviews

Awesome Madeira Beach Location Close To It all!!!

JUST ACROSS THE STREET FROM THE BEACH!!! Enjoy a great vacation stay in Madeira Beach! This is a 1 bedroom 1 bath condo, one floor, easily accessible unit. (One Queen Bed in bedroom, One pull out couch, one Queen murphy bed in living room). I have provided Beach Toys, Beach Cart, Coolers, Chairs Close to Beach Acess, Intercoastal Access, and lots of Restaurants and Bars. Johns Pass is less than a mile away. Madeira Beach is South of Clearwater and North of St Pete Beach

Nov. 25 – Dec. 2

$175 CAD per night

Guest favourite

Condo in Treasure Island

4.97 out of 5 average rating, 119 reviews

Funshine Pointe Capri - Pool on the Intercoastal!

Located just 2 blocks from the white sandy beaches of Treasure Island is this bright and airy condo with everything you need for a relaxing stay right on the intercoastal waterway. This condo features chic beachy décor with open plan living, a fully equipped kitchen, a sparkling bathroom and a spacious bedroom along with a pool overlooking the water, with a grill and a place to go fishing. Walk to the restaurants & shops a few blocks away.

Sep. 17 – 24

$237 CAD per night

Guest favourite

Condo in St. Pete Beach

4.91 out of 5 average rating, 209 reviews

Sunset Beach Condo in Treasure Island

Enjoy a beach getaway in this newly renovated 1 bedroom/1 bath (one queen, twin pull out sofa and single bed foldout) condo with partial water views. This top floor condo (2nd floor) is equipped with new stainless steel appliances, new dishwasher and beach front pool. The perfect relaxation! Great view from the balcony. Across the street from the beach. Harbor House in Sunset Beach, is located on the southern tip of Treasure Island.

Sep. 17 – 24

$199 CAD per night

Guest favourite

Cottage in Treasure Island

5.0 out of 5 average rating, 176 reviews

Island Time Stay: Sunset

Fantastic find! This one bedroom, one bathroom cottage is located on Gulf Blvd in Treasure Island, Florida. It is located less than 300 steps from the beautiful sand of Treasure Island Beach and 5 blocks from the world famous boardwalk, shopping and restaurants of John’s Pass in Madeira Beach. Come soak up the sun and sand in this relaxing retreat. The Tampa Bay area is wonderful for year round golf...bring your clubs!

Sep. 25 – Oct. 2

$259 CAD per night

Guest favourite

Condo in Treasure Island

4.94 out of 5 average rating, 179 reviews

Where the Sun Meets the Water

This first-story 670 square feet, 1BR/1BA condo, is located just a couple of blocks from the white sands of the Treasure Island beaches. Stroll to John’s Pass to find ample local dining and shopping options. Guests have full access to the grounds including a resort-style pool, a shared fishing dock, and a waterfront patio equipped with gas grills, perfect for enjoying a meal and watching as dolphins and birds pass by.

Dec. 16 – 23

$194 CAD per night