
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!
FamilyValueOutdoor spaces
4.95 out of 5 average rating, 128 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.
ValueFamilyBathroom
4.91 out of 5 average rating, 106 reviews
Home sweet home at the beach.
Welcome to this stunning vacation home with seamlessly blends modern elegance with the laid-back charm of coastal living. This home will be perfect for rest, fun and lots of vitamin sea. The backyard is a true paradise with lush tropical landscaping, swaying palm trees, a hot tube, barbecue grill, outdoor games and stylish outdoor furniture. It also just 3 minutes stroll from the pristine beach, you’ll have easy access to sun, sand, and surf. Explore nearby shops, cafes, and vibrant nightlife
LocationFamilyOutdoor spaces
4.96 out of 5 average rating, 27 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
LocationFamilyLaundry
4.96 out of 5 average rating, 163 reviews
New! Manatee Way! 90° Heated Pool! Steps to beach!
Everything is brand new in this newly renovated vacation rental. Located less than a block to the beach & across the street from a park. Enjoy the views of the pool & park from the unit or the private patio. A luxurious King DreamCloud Premier Hybrid Mattress provided in the master bedroom will ensure a glorious nights sleep! Out back is a large HEATED pool, lounge chairs, dining tables, Weber grill, fire pit and more. We provide all your beach needs, towels, umbrella, beach chairs, and more!
ValueLocationAccuracy
4.98 out of 5 average rating, 154 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.
ValueFamilyWalkability
4.97 out of 5 average rating, 116 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.
ValueFamilyGetting around
4.91 out of 5 average rating, 111 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.
LocationValueCleanliness
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 ❤️
FamilyLocationComfort
4.88 out of 5 average rating, 73 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…👇
FamilyValueView
4.92 out of 5 average rating, 37 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.
LocationFamilyCheck-in
4.72 out of 5 average rating, 548 reviews
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.
LocationFamilyLayout
4.95 out of 5 average rating, 130 reviewsPopular amenities for Sand Key holiday rentals
Other great holiday rentals in Sand Key

Newly Renovated Indian Rocks Beach Condo King Bed
LocationFamilyAir conditioning
4.92 out of 5 average rating, 25 reviews
Harbor Villa | Waterfront Pool & Spa | Firepit
LocationFamilyNearby
5.0 out of 5 average rating, 11 reviews
Saltline | Waterfront w/ Heated Pool + Golf Cart
FamilyLocationBeach
4.94 out of 5 average rating, 16 reviews
Beachfront Belleair Beach Condo Est. rental 2016
ValueLocationWalkability
4.97 out of 5 average rating, 33 reviews
Beachfront, Amazing Views, 2 Patios, 3 Bdrm w/6 Bd
FamilyLocationCondition
4.94 out of 5 average rating, 78 reviews
Oceanview - Steps away from the beach
LocationFamilyCheckout
5.0 out of 5 average rating, 44 reviews
August Deal - Beach Front Corner Penthouse!
FamilyLocationAccuracy
4.85 out of 5 average rating, 48 reviews
2/2 condo one block from beach & golf cart, kayaks
FamilyLocationKitchen
4.94 out of 5 average rating, 50 reviewsDestinations to explore
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