
Holiday houses in Sand Key
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Top-rated holiday rentals in Sand Key
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IRB Harbor House Semiprivate Waterfront Pool Villa
IRB Harbor House, your coastal getaway in the heart of Indian Rocks Beach. This unique shared property concept with semi-private villa boasts 2 cozy bedrooms, 2 modern bathrooms & full size kitchen; perfect for small families, small groups & professionals. Enjoy the convenience of upscale private living with resort style heated pool on a shared property Whether you're here to soak up the sun or simply relax, Harbor House offers the perfect blend of comfort & convenience for your beach vacation!

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.

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

Shore Beats Working - Steps to Beach, Pool
A private, luxury pool home in the heart of Indian Rocks Beach, that sleeps 10 guests. This home features 4 bedrooms, 3 bathrooms, with balconies found on the second and third levels. Breathtaking glimpses of the Gulf from the balconies. Traveling with kids? We have you covered with bikes available for all ages, toys, games, crib, pack n' play, and high chair. This home offers prime location with a 1-minute walk to the Gulf. House Rules: No Parties, Smoking, or Pets. Enforced Quiet Hours.

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.

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.

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🏝️.

Oceanfront Condo · Rooftop Terrace · Arcades
Step onto the private rooftop terrace and the Gulf stretches out in front of you — golden hour, warm breeze, a putting green underfoot, nowhere else you'd rather be. Inside, the kids are deep into NBA Jam while the waves crash just beyond the balcony. Hello Sunshine is a direct oceanfront condo in the heart of Indian Shores — designed like a magazine spread and stocked for the kind of trip people still talk about long after they've unpacked. ☀️

Waterfront, Pool&Spa, Golf Cart
Welcome to your ultimate Indian Rocks Beach retreat, just a 2 min golf cart ride from the beach! This spacious and stylish 4-bedroom waterfront home blends coastal charm with resort-style amenities. Lounge by the private pool, soak in the spa, or explore the area in your own 6-seater golf cart. With intercoastal views, beach gear included, and top-notch local recommendations, it’s the perfect Florida escape for families and friend groups alike.

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...

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

Spacious Family Waterfront Beach Home with Pool
Gorgeous 5 BR 4 BA waterfront family home! Featuring a modern beachy feel with plenty of beds for everyone and a balcony overlooking the water. ✦2,932 sq ft ✦Sunset Views ✦1-min drive to the Beach ✦3 min walk to the playground ✦Parking up to 6 cars ✦In-house Washer/Dryer ✦High-speed WiFi ✦Games Included ✦Pool ✦Spa BTR #1965
Popular amenities for Sand Key holiday rentals
Other great holiday rentals in Sand Key

Rooftop+Balcony- Luxury Stay in Downtown Dunedin

Belleair Beach 215 Beachfront Gem Steps from Sand

Beachfront Oasis / Pool, Beach Access & Ocean View

The Sunshine House!

Waterfront Oasis | 2 Ensuite Bedrooms + Office

WOW! Beach Front Cottage - Unbeatable Experience

Walk to Indian Rocks Beach | Hot Tub | 2BR Condo

Oceanfront Boho Bungalow Breeze
Destinations to explore
- Miami Holiday rentals
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Vinoy Park
- Hard Rock Casino
- University of South Florida
- Crescent Beach
- John's Pass
- Tropicana Field
- Epperson Lagoon
- Fort De Soto Park
- Sand Key Beach
- Weeki Wachee Springs State Park
- MidFlorida Credit Union Amphitheatre
- Anna Maria Public Beach





