
Holiday rentals in Sand Key
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Top-rated holiday rentals in Sand Key
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Beachfront, Amazing Views, 2 Patios, 3 Bdrm w/6 Bd
Escape to a stunning BEACHFRONT retreat with panoramic Gulf views and direct access to the sand! This 3BR/2.5BA coastal getaway sleeps 8 adults plus little ones. Enjoy morning coffee, meals and unforgettable sunsets from the beachfront balcony or patio. A private beach closet stocked with chairs, umbrellas, toys and more makes beach days effortless. Beautifully maintained, fully equipped and close to great restaurants—our outstanding guest reviews speak for themselves! Come make beach memories!!
4.94 out of 5 average rating, 78 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!
4.95 out of 5 average rating, 129 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.
4.91 out of 5 average rating, 106 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
4.96 out of 5 average rating, 164 reviews
Walk to Indian Rocks Beach | Hot Tub | 2BR Condo
Escape to our peaceful 2BR/2BA beach retreat in Indian Rocks Beach—just a 5-minute stroll to the sand! This charming, pet-friendly home sleeps 6 and features modern furnishings, a private patio, relaxing hot tub, and all the essentials for a perfect beach day. Ideal for families, couples, or friends, you’ll enjoy easy access to local dining, shopping, and water sports. Unwind indoors with fast WiFi and smart TVs, or soak up the Florida sunshine outside—your perfect coastal escape awaits.
4.97 out of 5 average rating, 117 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.
4.91 out of 5 average rating, 112 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.
4.97 out of 5 average rating, 123 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 ❤️
4.88 out of 5 average rating, 73 reviews
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.
4.97 out of 5 average rating, 145 reviews
BEACHFRONT Condo - Belleair Beach Club - RENOVATED
RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.
4.72 out of 5 average rating, 548 reviews
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, 234 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...
4.98 out of 5 average rating, 170 reviewsPopular amenities for Sand Key holiday rentals
Other great holiday rentals in Sand Key

Waterfront Pool Home Fishing Dock Walk To Beach
5.0 out of 5 average rating, 25 reviews
2bd 1ba Sunview 2-2Mins to Beach/Pool!
4.86 out of 5 average rating, 79 reviews
Sunshine Stay Luxury Heated Pool Home w/ Golf Cart
4.98 out of 5 average rating, 51 reviews
SEPT Deals - Beach Front Corner Penthouse!
4.85 out of 5 average rating, 48 reviews
Ocean way 404 Beach Front

Home sweet home at the beach.
4.96 out of 5 average rating, 27 reviews
Oceanview - Steps away from the beach
5.0 out of 5 average rating, 44 reviews
Water Lover's Paradise | Waterfront • Dock • Pool
4.92 out of 5 average rating, 37 reviewsDestinations to explore
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