Vacation rentals with a kayak in Treasure Island

Modern Townhouse right across beach! Table tennis

3 Bedroom/2.5 Bath modern townhome across street from beach, 2 large balconies off of living room and master bedroom. Lush landscaping. Enjoy meals in the beautiful dining area. Full equipped kitchen! Parking garage 1 car and driveway parking available. Sleeps 10. We rent all year round due to beautiful Florida weather. Walking distance to beach, restaurants, parks, basketball court, volleyball. Close to Johns Pass, 1 mile - Indian Rocks Beach. Tampa, Clearwater and St. Pete are a short drive.

Outdoor spaces · Location · Comfort

On the Beach "Little Peace of Heaven" Beach Condo

Spacious - Complete Renovation - Come see!! Our building is on an Island and on the beach! Our unit faces East or the Inter-coastal but the beach is just downstairs. Our 8 unit building is ‘On the beach. Downstairs we have a beautiful semi-private patio area surrounded by sea grape plants. We have a table and chairs, 16 beach chairs, kayaks and paddleboards, outside shower, gas grill, & a firepit for all to enjoy. Wonderful & quiet for families & couples. No smoking in the unit. No pets.

Value · Location · Cleanliness

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

Outdoor spaces · Value · Getting around

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.

Location · Value · Heating

Steps from the Sand - Clean, Stylish 2-BR Condo

AQUA BEACH CONDO - Only 90 steps from the beach, this beautifully updated and perfectly located beach condo offers you the very best of Indian Rocks Beach, a charming and intimate beach town located between Clearwater and St. Pete Beach. Two bedrooms with en-suite bathrooms and large walk-in closets, as well as the lofty living area and modern open kitchen will make you feel like at home. This condo is better equipped than your average vacation rental. Continue to read for more...

Location · Outdoor spaces · Quiet

Surfside Villas - Apartment B

Imagine waking up just steps from soft, sandy beaches and sparkling Gulf waters -- that's exactly what awaits at Surfside villas. Spectacular location right on Indian Shores Beach, you can stroll along the shore, watch stunning sunsets from your balcony, or simply unwind with the sound of the waves. Comfort & Convenience: The open-plan condo features a fully equipped kitchen, washer/dryer, and free on-site parking -- giving you all the comforts of home during your vacation.

Value · Outdoor spaces · Condition

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

Outdoor spaces · Value · Walkability

Luxury waterfront | Walk to beach • Private dock

Welcome to Villa Azule, a spacious luxury waterfront retreat where the beach and boating lifestyle come together. Walk to Indian Rocks Beach in about 10 minutes, then return to your private waterfront setting with a dock, boat, and WaveRunner lifts. This 4-bedroom home sleeps up to 10 and includes complimentary kayaks, bikes, fishing and beach gear. With generous indoor-outdoor living and beautiful water views, Villa Azule is made for an unforgettable Florida getaway.

Location · Outdoor spaces · Biking

Salty Air Retreat - Hot Tub | Walk to the Beach!

🌊 Salty Air Retreat | Walk to Indian Rocks Beach | Hot Tub + Kayak & Paddle Board ~ Managed by Sandy Feet Vacation Rentals Welcome to Salty Air Retreat, a spacious and family-friendly Indian Rocks Beach vacation home just a short walk from the Gulf Coast’s beautiful white sand beaches! Enjoy the best of Florida beach living with a private backyard, hot tub, beach gear, kayak, paddle board, and a location close to restaurants, parks, and attractions.

Value · Location · Decor

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).

Location · Value · Quiet

Your private Waterfront Pool home!

Heated pool option added January 2026!! Waterfront property, perfect getaway for quiet relaxation or family fun. Come explore our gorgeous, resilient Gulf Coast:) Beach bungalow with all of the amenities. Have the house and pool with waterfront oasis all to yourself. Just step out the front door and walk 3 blocks to the sandy shores of Indian Rocks Beach. See hundreds of reviews to learn more about this host, our area, our style. BTR#1734 VRR#0422

Outdoor spaces · Value · Access

Beautiful boho 2br townhome- pool, walk to beach!

Escape to comfort in this relaxing beach-style townhome, located in beautiful Indian Shores. This spacious townhome has all the amenities needed for a relaxing vacation for family, friends or a romantic getaway- just 2 min from beach access. Spacious renovated heated pool, and intercostal access for dolphin watching or kayaking ! Bike or walk to many shops and restaurants. The townhome is fully stocked so all you have to bring is yourself !

Outdoor spaces · Value · Access