Holiday rentals in Sand Key

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Top-rated holiday rentals in Sand Key

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Guest favourite
Two white Adirondack chairs are placed under a blue umbrella, facing a stunning sunset over the Gulf of Mexico. The foreground includes lush greenery, while the horizon features a vast ocean view with clouds reflecting the warm colors of dusk.
Townhouse in Indian Rocks Beach
4.93 out of 5 average rating, 76 reviews

Beachfront, Amazing Views, 2 Patios, 3 Bdrm w/6 Bd

Experience the ultimate BEACHFRONT escape with breathtaking panoramic ocean views. Featuring 3 bedrooms and 2.5 bathrooms, this coastal retreat comfortably accommodates up to 8 adults plus little ones. A private beach gear closet stocked with essentials makes every beach day effortless. Relax with a drink or meal on the balcony or patio before stepping directly onto the sand. Beautifully maintained and highly rated, this retreat is backed by glowing guest reviews that truly speak for themselves.

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
4.95 out of 5 average rating, 126 reviews

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!

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
5.0 out of 5 average rating, 43 reviews

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.

Top guest favourite
Home in Indian Rocks Beach
4.9 out of 5 average rating, 105 reviews

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.

Top guest favourite
The two-story condo building features a light-colored exterior, spacious balconies, and palm trees lining the entrance. The proximity to the sandy beach and vibrant blue Gulf water is visible in the background, showcasing a serene coastal atmosphere.
Townhouse in Indian Rocks Beach
4.96 out of 5 average rating, 163 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

✳ 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

Top guest favourite
Flat in Indian Rocks Beach
4.91 out of 5 average rating, 109 reviews

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.

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
4.97 out of 5 average rating, 122 reviews

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.

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
4.95 out of 5 average rating, 169 reviews

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.

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
4.87 out of 5 average rating, 71 reviews

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 ❤️

Superhost
Home in Indian Rocks Beach
4.91 out of 5 average rating, 35 reviews

Water Lover's Paradise | Waterfront • Dock • Pool

SUNNY ORANGE STAYS presents… 🐬 Water Lover's Paradise ➠ 2008 20th Ave Parkway Discover the ultimate Indian Rocks Beach retreat at this stunning waterfront home. Boasting a private heated pool, a boat dock perfect for fishing, and frequent dolphin sightings right in your backyard, this property offers a peaceful escape just a 10-minute walk from the Gulf sands. Perfect for couples, small families, and fur-babies looking for a quiet, high-end coastal experience. Learn more below…👇

Top guest favourite
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 221 reviews

Beach Cottage | Pool | Walk to Dining & Sunset

Welcome to Coco Cottage! Your coastal cottage retreat in Indian Rocks Beach cottage just a 3-minute walk from the Gulf! Spend your mornings on the sand, afternoons lounging in the heated saltwater pool, and evenings strolling to local coffee shops, restaurants & cocktails. Inside, enjoy a king bedroom, thoughtfully stocked kitchen and relaxed coastal style. Beach chairs, wagon, coolers & more are provided—so pack light and settle into the IRB lifestyle.

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
4.98 out of 5 average rating, 169 reviews

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...

Popular amenities for Sand Key holiday rentals