Holiday houses in Sand Key

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Top-rated holiday rentals in Sand Key

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 73 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
Home in Oldsmar
4.98 out of 5 average rating, 45 reviews

Modern Private Estate | Central to Tampa & Beaches

Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

Top Guest favourite
Home in Indian Rocks Beach
4.91 out of 5 average rating, 102 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
Bungalow in Indian Shores
4.96 out of 5 average rating, 197 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Guest favourite
Apartment in Indian Rocks Beach
4.89 out of 5 average rating, 95 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.

Guest favourite
A spacious outdoor tiki hut provides a comfortable seating area with white cushions. A fire pit is centered on a wooden deck, surrounded by tropical plants. A large screen is mounted, displaying a vibrant beach scene, with a pool visible in the background.
Home in Seminole
4.96 out of 5 average rating, 80 reviews

Lotus House~Heated Pool~Hot Tub~Sauna~Theater~Golf

Escape to a tropical paradise in sunny Seminole! This stunning retreat features a lush backyard with a heated pool, hot tub, barrel sauna, putting green and a speakeasy style movie theater. Just minutes from award-winning Gulf Coast beaches, state parks vibrant dining, and shopping, this haven offers the perfect blend of relaxation and adventure. Whether you're soaking up the sun, exploring local attractions, or enjoying movie nights, our home is your ultimate getaway destination.

Top Guest favourite
Home in Largo
5 out of 5 average rating, 19 reviews

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Top Guest favourite
Aerial view of the property highlights a private dock with a kayak, surrounded by lush tropical landscaping. A tiki dining hut is situated on the spacious lawn, providing a serene outdoor space. The waterway can be seen flowing alongside the home, enhancing the natural setting.
Home in Largo
5 out of 5 average rating, 64 reviews

Waterfront with Dock, Heated Pool, Kayaks, Games

Escape to the Magical Manatee Waterfront Cove in Largo, FL! This private retreat for 12 offers stunning water views, a heated pool/hot tub, and a private dock frequented by manatees. Enjoy kayaks, a game lounge, and a chef's kitchen, all just 8 minutes from Indian Rocks Beach. Perfect for families and pet-friendly, this vibrant oasis is your ultimate Florida getaway. 🔺 Review House Rules Before Booking This Home🔺

Top Guest favourite
A sandy pathway leads to a tranquil beach, flanked by lush greenery and coastal plants. Gentle waves can be seen in the distance under a clear blue sky, creating a serene atmosphere that invites relaxation.
Condo in Belleair Beach
4.93 out of 5 average rating, 75 reviews

Beachfront Oasis / Pool, Beach Access & Ocean View

Experience beachfront living in Belleair Beach with direct beach access, ocean views, and a private pool. Designed for two guests, this coastal retreat blends comfort and convenience. Our fully renovated apartment is equipped with a combo kitchenette, dining space, living room with smart TV, and private bedroom with smart TV. If you're looking for a peaceful and fun beach getaway, you've come to the right place!

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.
Condo in Indian Rocks Beach
4.98 out of 5 average rating, 166 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...

Top Guest favourite
Home in Largo
4.95 out of 5 average rating, 276 reviews

Heated Pool, SleepNumber Beds, Bikes, Near Beach

Featured on HGTV! Private heated pool, elegant barbecue, beach cruiser bikes, and SleepNumber beds...all within 5 minutes of Indian Rocks Beach. Relax in your own warm and glistening pool, nestled in a tropical backyard setting complete with full privacy fence, poolside barbecue. Or take a break from the sun and enjoy the view from the screened lanai.

Top Guest favourite
Home in Indian Rocks Beach
5 out of 5 average rating, 6 reviews

Harbor Villa | Waterfront Pool & Spa | Firepit

This 3-bedroom waterfront home is packed with amenities & designed for an unforgettable stay in Indian Rocks Beach, FL! • Pool & Spa • Outdoor Patio & Bar w/ TV • Firepit • BBQ Grill • Fully Stocked Kitchen • Indoor Fireplace • TVs in Each Bedroom • Card Games • Family/Kid Friendly • Washer & Dryer • Ample Parking • Beach Essentials • Kayaks

Popular amenities for Sand Key holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Belleair Beach
  6. Sand Key