Holiday rentals in Sand Key

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Top-rated holiday rentals in Sand Key

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Top guest favourite

An inviting living area showcases a comfortable blue couch with a colorful throw blanket. A wooden dining table is positioned nearby, and natural light flows through expansive glass doors leading to a balcony with a glimpse of trees and water outside.

Apartment in Indian Rocks Beach

Beachside, Lux, 3 Minute Walk, Views Fam.-Friendly

Completely remodeled luxury beachside condo with balcony. Water/beach view- balcony and living room. Short walk down to beach. Saatva Luxury mattress in Master. 2nd Bed- has double over double bunk bed with twin trundle. Couch -pullout bed that sleeps two more. Kid-friendly! Pack n play with memory foam mattress and diaper genie. Toys, child-proofing, kid utensils etc in unit. Beach supplies, towels, wagon, chairs, toys umbrellas.. below in storage. Paddleboard and bike rental available nearby!

4.95 out of 5 average rating, 126 reviews

Top guest favourite

A pathway lined with palm trees leads to a sandy beach, framed by lush greenery. The setting sun casts an orange glow across the horizon, with soft light illuminating the scene as it meets the water.

Apartment in Indian Rocks Beach

Oceanview - Steps away from the beach

Welcome to Cozy Corner at Sea Haven. Beautiful, completely renovated, condo with Gulf views from all rooms in a private 6 unit condo complex. Spacious, open floor plan, with 2 master suites, is fully equipped to be your home away from home. Enjoy stunning sunsets and beach views from your 2 private balconies or walk less than 100 steps to the breathtaking beach of Indian Rocks. 2 bedrooms, 2 bathrooms, beds for 5 guests plus a pack-n-play makes it so even the tiniest guest can enjoy their stay.

5.0 out of 5 average rating, 42 reviews

Top guest favourite

Home in Indian Rocks Beach

Waterfront house w/ dock, Walk to Beach, Dogs OK!

Rare high-season opening! Wake up to serene water views & start your day w/coffee on your PRIVATE dock. Beautifully renovated waterfront home offers a peaceful escape just steps from Indian Rocks Beach. Enjoy a bright sunroom, stylish interiors, and an easy 2 min walk to the sand. Enjoy full access to Brown Park across the street with playground, tennis, basketball courts. Walk to beach, shops, & restaurants. Perfect for families, groups seeking relaxation or adventure on Florida’s Gulf Coast.

4.9 out of 5 average rating, 105 reviews

Guest favourite

A multi-story coastal condo stands proudly along the shoreline, with a light-colored exterior that complements the blue ocean in the background. Tropical landscaping encircles the entrance, while the private parking area is visible in front. The sandy beach is just a short walk away.

Townhouse in Indian Rocks Beach

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

✳ DAYDREAMERS ✳ Indian Rocks Beach condo offers convenient access to white sand beaches of the Gulf. Watch as dolphins swim into the sunset and beachcombers look for shells and buried treasure. With a coastal beachy atmosphere, this beauty will take you out of your element. This home features ultra comfy bedding for maximum rest & relaxation. So dream a little dream, while relaxing your day away. The unique coastal design compliments all of the things IRB has to offer. PETS MUST BE APPROVED

4.94 out of 5 average rating, 152 reviews

Top guest favourite

A tranquil waterfront view is captured during sunset, featuring a heated pool and spacious hot tub. Surrounding palm trees add a touch of greenery, while the Belleair Bridge is visible in the distance against a colorful sky reflected in the water.

Home in Indian Rocks Beach

New Waterfront house pool hot tub golf cart kayaks

BTR# 2367 Birds of Paradise is a stunning 3 bedroom 2 bathroom waterfront house with heated pool and hot tub, deep water dock, 6-seat golf cart, kayaks and paddle board that is located just off Party Island in Indian Rocks Beach. The house offers an expansive and gorgeous view of the Belleair Bridge and quick access by boat to the Gulf of Mexico, Caledesi and Honeymooni Islands. Guests can use kayaks and paddle board provided to spend an afternoon on Party Island, just off the house. 🌴🌊🌞

5.0 out of 5 average rating, 41 reviews

Top guest favourite

Flat in Indian Rocks Beach

Hot tub| 5 Min Walk to Indian Rocks Beach| Sleep 6

Walk to the beach in 5 mins 🏖️ + fully renovated luxury retreat Wake up to sunshine, sip coffee just steps from the shore, and unwind in a beautifully designed 2BR/2BA getaway made for relaxation. ✔ Prime location — short walk to the beach ✔ Comfortable, spacious layout perfect for couples or small groups ✔ Designed for a stress-free, feel-at-home stay Whether you’re here for beach days, sunset walks, or a peaceful escape, this is the kind of place guests wish they booked longer.

4.91 out of 5 average rating, 107 reviews

Top guest favourite

A private beach level patio features several adirondack chairs positioned under a large umbrella. The sandy beach and ocean are visible in the background, framed by greenery and palm trees, with a bright sky overhead.

Townhouse in Indian Rocks Beach

True beachfront property! 3 ocean view decks!

Welcome to "Beach Blues" where you'll only have the "Blues" when you are leaving! Newly renovated decks and beach level travertine patio allows you full ocean view from 3 levels and direct beach access in one step! Professionally and comfortably decorated inside too! No more lugging your beach items as we provide chairs, umbrella, sand toys, and beach towels. Perfectly located close to restaurants, groceries and activities. Few miles from Clearwater, Dunedin and the new St Pete Pier.

4.97 out of 5 average rating, 121 reviews

Top guest favourite

The shared resort-style backyard features a large heated pool surrounded by lounge chairs and umbrellas. Lush palm trees provide shade, and a peaceful ambiance is created by the surrounding greenery. The inviting blue sky completes this outdoor relaxation area.

Flat in Indian Rocks Beach

Starfish Wishes! 90° Heated Pool! Steps to beach!

COMPLETELY REMODELLED beachy 2 bedroom vacation rental! Located a very short one block walk down a palm tree lined path to the sugary sands of Indian Rocks Beach and across the street from a beautiful park! Out back, you will find a large HEATED pool (Currently 90°!) with plenty of lounge chairs, dining tables, a new Weber BBQ grill, fire pit, pool floats & more. To make your trip as easy as possible, we provide you with all your beach needs, towels, umbrella, beach chairs & more.

4.95 out of 5 average rating, 169 reviews

Guest favourite

A cozy living area features brown leather couches arranged around a wooden coffee table, with a large TV mounted on the wall. Natural light filters through sheer curtains, creating a relaxed atmosphere.

Home in Indian Rocks Beach

WOW! Beach Front Cottage - Unbeatable Experience

⭐️ Welcome to "Somerset House" ⭐️ 🏠 Discover your beachfront coastal escape at this beautifully appointed 4-bedroom, 2-bath vacation rental in Indian Rocks Beach. This tropical retreat, nestled under a canopy of swaying palm trees, offers a peaceful sanctuary for up to 8 guests. Picture yourself unwinding in a hammock on the spacious, water-facing deck as you watch the sun dip below the horizon, casting golden hues across the Gulf. Professionally Managed by 👑 Emperor Rentals ❤️

4.87 out of 5 average rating, 70 reviews

Top guest favourite

Home in Indian Rocks Beach

Bougie Bungalow: Golf Cart | Pizza Oven | 1 GB WiFi

Bougie Bungalow ~ Waterfront Remodelled Retreat with Golf Cart & Dock! ★ "One of the best features in this house were the beds! Amazingly comfy!" ☞ Patio w/ outdoor kitchen, BBQ, pizza oven ☞ 2 Master suites: w/ king + bathroom ☞ Beach essentials (chairs + wagons) ☞ Fully equipped + stocked kitchen ☞ Espresso + Nespresso machine ☞ Parking w/driveway (4 cars) ☞ Multiple smart TVs ☞ 1 Gbps WiFi 4 mins → DT Indian Rocks Beach 22 mins → St. Pete–Clearwater International Airport ✈

4.97 out of 5 average rating, 39 reviews

Top guest favourite

A decorative lamp features a mermaid holding a round, glowing orb. The lamp is set against a backdrop of a colorful wave painting and neatly folded towels, adding a touch of coastal charm to the workspace.

Bungalow in Indian Rocks Beach

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

4.97 out of 5 average rating, 233 reviews

Top guest favourite

A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.

Apartment in Indian Rocks Beach

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

4.98 out of 5 average rating, 168 reviews