House holiday rentals in Treasure Island

4.98 out of 5 average rating, 45 reviews

Waterfront Heated Salt Pool | Dock | Kid Friendly

Escape to your waterfront retreat just 0.3 miles from Treasure Island Beach. Swim in the heated saltwater pool, fish off the dock, or dock your boat onsite for sunset cruises and island hopping. • 3 bedrooms, 4 beds (2 kings, queen, & futon w/ mattress topper) —sleeps 7 • 2,057 sq ft • Full kitchen & outdoor BBQ grill • Smart TVs and beach gear • Crib, stroller & high chair After dinner at a local seafood spot, unwind on the patio with sunset drinks. Your perfect getaway awaits - book now!

FamilyLocationComfort

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.

FamilyLocationBiking

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.

LocationIndoor spacesAir conditioning

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.

FamilyLocationBathroom

4.88 out of 5 average rating, 112 reviews

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!

ValueFamilyWalkability

5.0 out of 5 average rating, 227 reviews

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

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.

ValueLocationSleep 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.

LocationFamilyLaundry

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.

LocationFamilyBiking

4.88 out of 5 average rating, 116 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.

FamilyLocationGetting around

5.0 out of 5 average rating, 18 reviews

Relaxing Retreat Near Treasure Island Beaches

⭐️⭐️⭐️⭐️⭐️ Exceptional Service & Accommodations Recently updated, this modern 3-bedroom, 2-bath home features a sleek, open kitchen with brand-new appliances, granite countertops, and a stylish breakfast bar—perfect for both everyday living and entertaining. Ideally located for beach lovers, this property is just a short stroll to Treasure Island’s sugar-white sands, as well as nearby restaurants, shops, and local attractions—making it the perfect coastal getaway.

LocationFamilyBackyard

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.

4.99 out of 5 average rating, 183 reviews

Beach House | Sunset Decks | Walk to Beach & Pass

Discover your beach getaway just across the road from soft white sand and the emerald Gulf waters. • 3 levels of sunset-view decks with outdoor dining • Ping pong, cornhole, beach gear, and board games • All 3 bedrooms feature private en suite bathrooms • Steps to the beach and a 15-minute walk to John's Pass Village boardwalk dining, entertainment, shopping, and boat tours Relax in comfort in a thoughtfully designed and fully stocked home away from home.

ValueFamilyBarbecue

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

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

LocationValueGetting around

4.94 out of 5 average rating, 187 reviews

Home in Gulfport

Tropical Disco | Pool & Fire Pit | St Pete Beach

LocationValueHeating

Home in Indian Rocks Beach

Ocean Dreaming: Waterfront Home with Heated Pool,

ValueFamilyKitchen

4.97 out of 5 average rating, 143 reviews

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

LocationValueWalkability

4.9 out of 5 average rating, 187 reviews

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.

Home in St. Petersburg

Hibernate in our Bear Creek Home

LocationFamilyWalkability

4.94 out of 5 average rating, 116 reviews

Home in Clearwater

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

FamilyValueCheckout

4.98 out of 5 average rating, 233 reviews

Home in Clearwater

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

LocationFamilyQuiet

4.99 out of 5 average rating, 109 reviews

A well-lit kitchen is equipped with wooden cabinets and a spacious countertop. Three white bar stools are arranged at the island, which is adorned with a vase of fresh flowers and a platter. Large windows allow natural light to brighten the room.

Home in St. Pete Beach

Gulfside Resort: 3 bed, 2 bath /pool access

LocationValueNearby

Weekly house rentals

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

ValueLocationKitchen

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

LocationFamilyView

4.9 out of 5 average rating, 62 reviews

Sunshine Beach Bungalow That Is a Unique Treasure

FamilyLocationBarbecue

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

FamilyValueAmenities

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

FamilyLocationLayout

4.98 out of 5 average rating, 59 reviews

Beach Please ~ Luxe Cottage ~ Steps from Sand

FamilyLocationLong stay

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

FamilyValueWalkability

4.98 out of 5 average rating, 45 reviews

Tropical Oasis Near Treasure Island Beach

ValueFamilySleep quality

Private house rentals

4.93 out of 5 average rating, 14 reviews

Intracoastal w/Boat Lift

FamilyLocationDecor

A swim spa is surrounded by lush tropical greenery, creating a private and serene setting. Bubbling water is visible, adding to the tranquil ambiance, while tall palm leaves frame the scene, providing shade and a sense of seclusion.

4.96 out of 5 average rating, 55 reviews

Large Private Home w/ SwimSpa 100 steps from Beach

FamilyLocationCondition

4.93 out of 5 average rating, 44 reviews

Luxury 4BR Beach House on the Sand

LocationFamilyAmenities

Superhost

4.9 out of 5 average rating, 10 reviews

Redington Beach near beach on ICW w/pool & dock

FamilyLocationSleep quality

A tranquil backyard oasis features a heated pool and spa surrounded by palm trees. Sun loungers are positioned for relaxation beside the pool. A vibrant pink float and colorful seating enhance the inviting atmosphere, while a hammock is partially visible amid the lush greenery.

4.93 out of 5 average rating, 84 reviews

Tranquil "Ocean Breeze Retreat"

FamilyLocationPool

5.0 out of 5 average rating, 37 reviews

Home in St. Petersburg

Paradise Palms - Private Pool Oasis - St. Pete

FamilyLocationPool

4.99 out of 5 average rating, 82 reviews

Gulf Views • Heated Spa • Steps to Beach

ValueFamilyPool