
Holiday rentals with a kayak in Indian Shores
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Top-rated rentals with kayak in Indian Shores
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

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.

Oceanfront Condo in Indian Shores
Escape to Piper’s Run 2, an oceanfront condo perfect for a relaxing getaway in beautiful Indian Shores Serene dune setting with direct beach access 🌅 Balcony views of stunning Gulf sunsets 🍽️ Fully equipped high-end kitchen Wi-Fi, smart TV & dedicated workspace for a FLexaction Two pull-out sofas for extra guests Explore nearby Indian Shores Beach & Seaside Seabird Sanctuary Kayaks & beach chairs provided ✨ Perfect location with every need filled for a Flexaction or unplugged vacation!

salt living at its best
- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

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.

Walks on the Shores • Private Beach Front Access
This 4-bedroom home is in a prime location & has EVERYTHING you need for an amazing vacation in Indian Shores, FL! • Private Beachfront Access! • Exclusive Covered Boat Dock that fits up to a 32 ft boat • Direct Gulf & Waterway Access • Multiple Balconies: Outdoor Patio/Dining • Fully Stocked Kitchen • 2 Kayaks for Guest Use • Ping Pong Table • Beach Bath & Essentials • Family/Kid Friendly • Work out facility including Peloton, weights, and much more! • Oversized Garage • Washer & Dryer

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...

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

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 !

Dolphin Cove Waterfront St. Pete Beach w/ Pool
THIS is the Florida life! A private oasis with a stunning tropical backyard and an oversized SALTWATER pool. Enjoy 140+ ft of waterfront on Bear Creek canal, where manatees and dolphins visit daily! Kayak just 15 minutes to nearby islands. Beaches are a quick 7-minute drive, downtown is 15 minutes away, and shops/restaurants are right across the street. The home is simple and unupdated, but the backyard is a true paradise you won’t forget!

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Peaceful Penthouse Escape | Oceanfront View & Pool
This pristine top-floor (penthouse) condo offers 180° ocean views and is located directly on a powdery sand beach—just steps from private walk-out access to the sparkling Gulf waters. Located in a small, quiet complex this peaceful retreat is ideal for couples, families, or anyone craving a tranquil beach vacation. The building offers a pool overlooking the beach with loungers and 2 dedicated parking spaces.
Popular amenities for kayak rentals in Indian Shores
House rentals with a kayak

Hibernate in our Bear Creek Home

Peaceful Pet friendly 2 BR cottage with hot tub.

Beautiful Cozy Beach Home

Cambria Beach House Clearwater Beach

Waterfront Duplex: 3 Blocks to Beach, Hot Tub, Bar

Steps to Beach | Heated Pool & Spa | Pet-Friendly!

Mid Mod Waterfront Home with Pool + Views

Catch and Cook at the Beach House
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Pink Gulfside Cottage, Steps to Beach, Pets OK

Elegant Crystal Beach cottage within sea glimpse

Steps2Beach-Walk everywhere-Bikes & gear Included

1 Bd Immaculate Gulf front BOHO Beach Cottage

Sleep 7 Steps to Beach Pets OK Real Beach Cottage

Escondido Boutique Bungalow in Crystal Beach

Happy Camper Cottage | Cozy Oasis with Hot Tub
Other holiday rentals with a kayak

[TRENDlNG] Modern 5BR Pool Villa + Arcade & Sauna

Summer Sale Ocean Front | Stunning Views | HGTV

JLs Pineapple Cottage - 2 blocks 2 Bay, 4 to City!

Walk2Beach, Heated Salt Pool, Pool Table, GameRoom

Coastal Breeze | NEW Saltwater Pool + Game Room

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa

Waterfront Apartment with Dock inTreasure Island

Ocean View | Heated Pool | 3 Bed | Island Paradise
When is the best time to visit Indian Shores?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £125 | £151 | £209 | £160 | £137 | £147 | £176 | £135 | £134 | £134 | £144 | £138 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about holiday rentals with a kayak in Indian Shores

Total holiday rentals
Explore 40 holiday rentals in Indian Shores

Nightly prices starting at
Indian Shores holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 1,490 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Indian Shores holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Indian Shores rentals

4.8 Average rating
Indian Shores stays are highly rated by guests – averaging 4.8 out of 5!
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