
Holiday rentals in Sand Key
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Top-rated holiday rentals in Sand Key
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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!

♥ 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

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.

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.

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.

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 ❤️

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.

The Kraken-6-pass golf cart! Plus Pool
The Kraken is new with tasteful Kraken decorations to pull the space together. Packed with a big 75" TV, big double queen guest room, and king sized master bedroom. The Kraken is the perfect beach house to get your toes in the water in minutes, the perfect beach community to walk to local cuisine, with the perfect creature comforts of home. The penthouse floor is for families/groups that want to have fun together with epic sunsets perfect for sun downers.

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

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...

Waterfront Pirate House with Pool & 2 Golf Carts
Chart your course for The Gilded Compass, a 5-bed, 4-bath pirate-themed waterfront estate in Indian Rocks Beach. This luxury home sleeps 10 and features a private heated pool, new boat dock, two six-seat golf carts, 6 kayaks, and 4 paddle boards. Your legendary coastal adventure awaits, blending swashbuckling charm with modern elegance for an unforgettable crew getaway.

Beautiful Top Floor Condo in Indian Rocks
Completely furnished top floor, two bedroom one bath luxury condo located in Indian Rocks Beach with beautiful views of the beach and only steps away from the sand. This fabulous condo has been reimagined with our guest in mind. Furnished and updated to a high end standard. Relaxation begins the minute you walk in the door.
Popular amenities for Sand Key holiday rentals
Other great holiday rentals in Sand Key

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

Home sweet home at the beach.

Gorgeous Villa with Heated Pool & Beach Views!

Oceanview - Steps away from the beach

Bungalow By The Beach: Heated Pool & Walk to Gulf

Beachfront Condo | Pool + Direct Beach Access

Beachfront Belleair Beach Condo Est. rental 2016

Newly Renovated Indian Rocks Beach Condo King Bed
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- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Amalie Arena
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- University of South Florida
- Dunedin Beach
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- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Anna Maria Public Beach
- Img Academy
- Fort De Soto Park





