House vacation rentals in Treasure Island

4.97 out of 5 average rating, 180 reviews

The living area showcases a blue accent wall and a plush velvet sofa, complemented by wooden chairs and a light fixture. A flat-screen TV is mounted on the wall, while the open kitchen features stainless steel appliances and a bar with stools for casual dining.

Home in Gulfport

The Driftwood - Pet Friendly

Welcome to The Driftwood's nautical retreat. This cozy 2-bedroom home is a haven of maritime-inspired style, offering a unique and refreshing escape for your stay. Unwind in your private yard with a fire or dinner at the outdoor dining area. Have your pet staying with you? They are welcome here! This beautiful diverse neighborhood is one mile away from Gulfport's beach blvd. where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or St Pete Pier.

ValueFamilyComfort

5.0 out of 5 average rating, 11 reviews

Beach front cottage on Treasure Island, FL

Beautiful brand new cottage located directly on the Gulf of Mexico. Quiet and quaint, old style cottage that has miles of beach to walk and enjoy. The cottage is newly built, and includes state of the art bathroom and kitchenette. The kitchen includes fridge with ice maker, microwave, airfryer, induction cooktop, and fully equipped. The cottage is within walking distance to grocery store, trolley transit, dining, and is only 15-20 minutes to downtown St. Pete. Mainly weekly or monthly rentals.

LocationAir conditioningCondition

A wooden walkway extends towards the beach, leading to a tranquil horizon where the sun sets over the calm ocean. Surrounding vegetation is visible on one side, while golden grasses frame the scene, creating a serene path to the water.

4.98 out of 5 average rating, 101 reviews

Steps to the magnificent sunsets

This 1-bedroom, 1-bath apartment could not be more complete for those that love variety! Walk to the beach, located right across the street, from this delightful Treasure Island vacation rental where shuffleboard, grilling, and al fresco dining are shared among 3 total multi-unit vacation rentals, making it the perfect destination for on-site and nearby entertainment. Stop at John's Pass Village & Boardwalk or book a Hubbards Marina Dolphin Watching Tour when you’re not fishing under the sun.

ValueFamilyNearby

4.88 out of 5 average rating, 112 reviews

Home in Redington Beach

Easy Walk to Beach! 3 BR/2 BATH! Pets OK!

This charming retreat offers the perfect blend of relaxation and adventure. Located just steps from the pristine white sands and sparkling waters of the Gulf of Mexico, this home is ideal for families, couples, or friends looking for a sunny getaway! Inside, you'll find a beautifully decorated and spacious home with amenities like a fully-stocked kitchen, WiFi, and a smart TV! Nearby, you'll find John's Pass Village, a vibrant hub of local shops, restaurants, and water sports activities!

ValueFamilyAccess

4.94 out of 5 average rating, 116 reviews

Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

ValueFamilyWalkability

A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

4.9 out of 5 average rating, 187 reviews

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

LocationFamilySleep quality

A hand holds a glass filled with a light beverage, positioned in the foreground. In the background, a serene sunset casts warm hues over the tranquil beach, with soft sand and gentle waves visible under the colorful sky. Sailboats can be seen in the distance.

4.96 out of 5 average rating, 45 reviews

Just steps to the white sand!

Plenty of space here with all the amenities!! Why be cramped in a condo or hotel when you can have the whole house with a big back yard with privacy fencing. This charming home is just a 2 minute walk to the beach and a short 10 minute walk to John's Pass boardwalk, restaurants, and shops. This home is fully equipped with beach chairs, beach cart, beach towels, and other accessories. This home is clean and in the perfect location to enjoy the most beautiful beaches in the country.

LocationFamilyCondition

A living area is displayed with a comfortable sofa and a dark coffee table, positioned across from a television. The walls are painted in a soothing blue, and natural light filters through multiple windows, creating a bright atmosphere. A small bar area is visible in the background.

4.93 out of 5 average rating, 119 reviews

Turtle House Sunset Beach With King Bed

This historic, super cute, beautifully landscaped one bedroom home is located on a quiet street in Sunset Beach and is a short 200 steps to the Gulf. Walk to Caddys, restaurants, brewery, taco stand, and tiki bars. 3 room with King bed, Central air, Washer and Dryer. Driveway for one car. Paid street parking, Stainless Steel Appliances. Dishwasher. Microwave, Coffee station, Granite counter tops. , Beach Chairs and Umbrella. Come vacation at the Treasure Island Turtle House.

LocationValueOutdoor spaces

4.97 out of 5 average rating, 31 reviews

#35 Pool Home 3 min. away Treasure Island/8 guests

Treasure Island Getaway – 3BR, 2BA with Private Luxury Pool Welcome to your perfect coastal retreat just five minutes from the beach! This beautifully updated 3-bedroom, 2-bath home offers comfort and style with a touch of luxury. Enjoy a relaxing swim in the private pool, unwind in the spacious living area, and rest easy in the cozy queen-size bed and modern bedrooms. Every detail has been designed for your convenience and enjoyment — a true home away from home in Treasure Island.

ValueLocationCondition

A spacious outdoor deck is shaded by a white canopy, furnished with a comfortable seating area featuring blue cushions and a coffee table. A dining set with multiple chairs is visible, alongside colorful decorations hanging above, creating a relaxed and vibrant atmosphere.

5.0 out of 5 average rating, 65 reviews

Cozy Beach Cottage

Cozy beach cottage located on Gulf Blvd, right across the street from the white sandy beaches of Treasure Island Florida!. This lovely home has everything you need for a relaxing, stress free week on the beach! Fully equiped kitchen for preparing meals in, or enjoy one of the many restaurants that are within walking distance. Located a quarter mile from the famous John's Pass in madiera beach full of an abundance of shops, restaurants and night life! THIS PLACE IS A MUST SEE!

LocationFamilyParking

4.88 out of 5 average rating, 117 reviews

Home in Madeira Beach

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.

LocationValueCheck-in

4.98 out of 5 average rating, 189 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!

ValueFamilyPool

Popular amenities for Treasure Island house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

5.0 out of 5 average rating, 227 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

LocationFamilyAccuracy

4.98 out of 5 average rating, 234 reviews

Home in Clearwater

Specious home W/ Heated Pool ! ! ! Great Location.

LocationValueGrill

4.98 out of 5 average rating, 150 reviews

Beachside Family Retreat w/ Heated Pool & Golf Car

ValueLocationParking

4.94 out of 5 average rating, 187 reviews

Home in Gulfport

Tropical Disco | Pool & Fire Pit | St Pete Beach

ValueLocationSleep quality

4.9 out of 5 average rating, 128 reviews

A heated pool area is surrounded by tropical plants and palm trees. A tiki hut provides shaded seating, and lounging chairs are positioned around the pool. A textured stone deck complements the inviting water of the pool, creating a relaxed atmosphere for guests.

Home in Largo

Tiki House •Sleeps 12 •Walk to Beach + Heated Pool

FamilyValueLaundry

4.97 out of 5 average rating, 143 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

ValueLocationView

4.92 out of 5 average rating, 166 reviews

Home in Largo

Swim-Out Bedrooms, Waterfall pool, Peace Place

ValueFamilyParking

A spacious backyard is highlighted by a solar heated pool, surrounded by lush greenery and native plants. Comfortable lounge chairs face the water, with colorful floatation devices resting nearby. A shaded area is provided by a patterned umbrella, offering a spot to relax and enjoy the scenery.

4.99 out of 5 average rating, 140 reviews

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

FamilyLocationSleep quality

House rentals with free parking

4.9 out of 5 average rating, 62 reviews

Sunshine Beach Bungalow That Is a Unique Treasure

FamilyLocationBeach

5.0 out of 5 average rating, 18 reviews

Relaxing Retreat Near Treasure Island Beaches

FamilyLocationBeach

A scenic view captures three multi-story homes alongside a calm waterfront. The private dock extends into the green water, and palm trees are present, providing a tropical ambiance. Bright clouds drift across the sky, enhancing the outdoor setting.

4.9 out of 5 average rating, 49 reviews

Waterfront Paradise Treasure Island

LocationFamilyDecor

An open living space showcases a modern kitchen with white cabinetry and a large island. A brown leather sofa and two gray armchairs provide comfortable seating, complemented by decorative art on the walls and a potted plant in the corner.

4.85 out of 5 average rating, 74 reviews

Walk to Sunset Beach! 3BR/3BA Home w/New Furniture

ValueFamilyWalkability

An aerial view captures the beach retreat nestled amid surrounding buildings. The serene shoreline is visible in the background, while the sandy area, bordered by palm trees, stretches toward the ocean. Nearby structures and parked cars indicate convenient access to local amenities.

4.97 out of 5 average rating, 70 reviews

Sunshine Lane

LocationValueView

A modern coastal home features a welcoming entrance with a sandy path leading to the porch. Vibrant blue chairs are positioned on the front patio, surrounded by tropical landscaping. The building is set against a colorful sky at dusk, enhancing its beachside charm.

4.9 out of 5 average rating, 31 reviews

Salt & Sol Escape 6 person Golf Cart Included

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 45 reviews

Tropical Oasis Near Treasure Island Beach

LocationValueAccuracy

Superhost

4.78 out of 5 average rating, 9 reviews

Beach House with Space for All. Steps to Beach.

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House rentals with a hot tub

Superhost

4.7 out of 5 average rating, 113 reviews

Waterfront Oasis, Hot Tub, Sauna

ValueFamilyParking

4.94 out of 5 average rating, 339 reviews

An aerial view of a modern two-story home surrounded by lush greenery and palm trees, with a backdrop of tranquil water. The property's landscaping features a paved driveway leading to the entrance, while nearby boats are docked along the shoreline.

Home in Seminole

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

LocationFamilyAccuracy

A tranquil outdoor space features a circular hot tub adjacent to a rectangular swimming pool, both surrounded by brick pavers. The sunset casts soft colors across the water, with a view of boats docked nearby and the silhouette of trees in the distance.

4.99 out of 5 average rating, 199 reviews

Piece of paradise in Indian Rocks Beach.

LocationFamilyOutdoor spaces

An outdoor backyard area features a hot tub surrounded by palm trees and ambient lighting. Several Adirondack chairs are arranged around a small table on a gravel surface. Stairs lead to an upper level, creating a layered outdoor space for relaxation.

4.98 out of 5 average rating, 245 reviews

Luxe Beach House A/Heated Pool/2 min walk to beach

LocationValueNearby

A spacious backyard features a sparkling pool with a hot tub, surrounded by a stone patio. A white railing leads to an elevated deck, which is furnished for outdoor dining. Lush green grass and palm trees border the area, creating a relaxing seaside environment.

4.89 out of 5 average rating, 113 reviews

Ultimate Family Beach Home with Pool

FamilyLocationAccuracy

4.9 out of 5 average rating, 185 reviews

Home in Clearwater

Heated Pool & Spa • Pergola Swing

ValueLocationComfort

4.88 out of 5 average rating, 130 reviews

Sea Shell Beach Cottage! Walk to the beach

LocationFamilyParking