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Holiday rentals 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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Top guest favourite
The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.
Guest house in Largo
4.99 out of 5 average rating, 353 reviews

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Top guest favourite
An aerial view captures a heated pool surrounded by lounge chairs and umbrellas. The pool features a unique shape and is bordered by paver stones. Nearby, a dining area and grill are visible, along with lush greenery framing the space.
Flat in Indian Rocks Beach
4.94 out of 5 average rating, 144 reviews

Heated Pool! Steps 2 beach! Luxurious King bed

Everything is brand new in this completely renovated vacation rental. Located less than a block to the beach and across the street from a park. Enjoy the views of the pool & park from the unit or the private balcony. A luxurious $3,000+ King Puffy Royal Hybrid Mattress provided in the master bedroom will ensure you are sleeping well! Out back is a large HEATED pool, lounge chairs, dining tables, grill, fire pit and more. We provide all your beach needs, towels, umbrella, beach chairs, and more!

Top guest favourite
An aerial view captures the serene coastline and vibrant community of Indian Rocks Beach. The expanse of blue water meets the sandy shore, with buildings and residences lined along the beach. Green parks and water channels are visible, enhancing the coastal atmosphere.
Flat in Indian Rocks Beach
4.96 out of 5 average rating, 117 reviews

Cozy coastal grandmother condo, walk to the beach!

Bright, stylish and quaint. Newly remodeled and furnished to make you feel like you're at your own beach home. Grab your provided beach chair and towel for your short jaunt down to the beach(a football field away) and take a deep breath; let the endless views, waves crashing and sand between your toes take you away. The well appointed kitchen can be used to simply make coffee or a full dinner. Don't feel like cooking? No problem! Indian Rocks Beach offers local coffee, lunch and dinner spots!

Top guest favourite
A waterfront area is highlighted with a wooden dock, accompanied by vibrant green grass and colorful flowers. A lounge chair with a patterned cushion sits underneath a thatched umbrella, offering a shaded spot to relax and enjoy views of the serene intracoastal waters.
Holiday home in Indian Rocks Beach
4.98 out of 5 average rating, 41 reviews

Villa Al Golfo Three Pristine Waterfront Oasis

Pristine villa in the lovely seaside gulf town of Indian Rocks Beach, 2 short blocks to the beach with intracoastal waters in the backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio and your own show stopping indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & security safe.

Guest favourite
A bright living area features large windows offering views of the waterfront. A comfortable sofa is paired with two armchairs around a circular coffee table. Light curtains frame the windows, allowing natural light to illuminate the space, complemented by a ceiling fan above.
Home in Indian Rocks Beach
4.93 out of 5 average rating, 46 reviews

Waterfront | Fishing Dock | Beach Access | Suite 3

-> 4 minute walk to the sandy beaches of Indian Rocks -> Onsite parking for two vehicles -> Private waterside balcony -> High speed wifi -> Outdoor shower -> King bed in both bedrooms -> Luxury towels&high thread count sheets -> Keurig coffee machine -> Nespresso machine -> Drip coffee machine -> Fully equipped kitchen -> BBQ charcoal grill & accessories -> Fishing dock -> Patio dining tables -> Smart TV -> Onsite washer & dryer -> 1 flight of stairs used to access 2nd story unit

Top guest favourite
A sandy path leads through lush greenery towards the beach, framed by overhanging branches. The ocean is visible in the distance, with light reflecting off the water. Shadows create a peaceful atmosphere as the sun casts a warm glow.
Cottage in Indian Shores
4.96 out of 5 average rating, 180 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Top guest favourite
A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.
Apartment in Indian Shores
4.97 out of 5 average rating, 113 reviews

Relax in a Newly Renovated Beach Front Paradise

Immerse yourself in the stunning beauty of the Gulf Coast at this hidden gem, perfectly nestled in the charming Indian Shores. This property exudes a coastal ambiance, providing a tranquil sanctuary to bask in the sugar-white sands and sparkling turquoise waters. Beach chairs & towels are thoughtfully provided. All you need to bring is a swimsuit & toothbrush. Exciting updates include new furniture & bedding added in '25 as well as a beautifully renovated walk-in shower in '24.

Top guest favourite
A vibrant tropical mural featuring large flowers adds a pop of color to the room, while a cozy seating area includes a sofa adorned with decorative pillows. A small dining table with tropical-patterned chairs provides a space for meals. The outdoor area showcases a lit pool, creating a serene evening ambiance.
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 204 reviews

Luxury Beach Cottage | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf of Mexico beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

Top guest favourite
Apartment in Indian Rocks Beach
5 out of 5 average rating, 15 reviews

2/2 condo one block from beach & golf cart, kayaks

BTR# 2463 🌴 This fully renovated 2-bedroom, 2-bathroom condo is just one block from the sparkling sands of Indian Rocks Beach ✨ **Highlights** - 🛋️ Stylish interiors with modern furnishings and beachy vibes - 🛏️ Two cozy bedrooms + two sleek bathrooms - 🍽️ Fully equipped kitchen - 🌅 Private balcony to sip morning coffee 🚗 **Golf Cart Included! ** Cruise around like a local in 4-seat golf cart 🛺💨 - 🛶 Complimentary Kayaks – Paddle out into the Gulf

Top guest favourite
The image showcases a lively living area featuring tropical-inspired decor with large leaves and colorful artwork. A comfortable seating arrangement surrounds a glass coffee table adorned with fresh fruit and wine. The kitchen area is visible, equipped with modern appliances, enhancing the bright and airy vibe.
Flat in Indian Rocks Beach
4.97 out of 5 average rating, 95 reviews

Coconut Grove Retreat, Steps from the Beach!

🏠 Immerse yourself in the enchanting ambiance of Coconut Grove right here in Indian Rocks Beach. Our exclusive 1-bedroom apartment promises a private paradise that will whisk you away to a tropical oasis. Indulge in the soothing vibes and let the allure of Coconut Grove surround you from the very moment you arrive. With a perfect blend of relaxation and excitement, this getaway is your ultimate escape. Professionally Managed by ❤️ Emperor Rentals 👑

Top guest favourite
A comfortable living area is presented with a spacious sectional sofa adorned with decorative pillows. A large flat-screen TV is mounted on a wooden accent wall, enhancing the cozy atmosphere. The open layout leads towards a bright kitchen visible in the background.
Apartment in Indian Rocks Beach
4.94 out of 5 average rating, 122 reviews

Golf Cart, 2 bed 2 Bath, Heated Pool

The Chunky Mermaid is new with tasteful decorations to pull the space together. Big 75" TV, big double queen guest room, and king sized master bedroom. The Chunky Mermaid 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 space is built for families/groups that want to have fun together with epic sunsets perfect for sun downers.

Top guest favourite
Home in Indian Rocks Beach
5 out of 5 average rating, 94 reviews

Waterfront Duplex- hot tub, bikes, kayaks, SUP

☀ Bay Views ☀ Shared Hot Tub ☀ Dock with Stand-up Paddle boards, Kayaks, Bikes ☀ Only 3 blocks to the sugary sands of Indian Rocks Beach ☀ Duplex- book independently or together ☀ Blackstone, 6 burner Charbroil Grill ☀ 10 Foot Custom Wood Bar w/ Jenga, Giant Connect 4, Corn Hole, Ringtoss ☀ Beach Wagons, Speaker, Zero Gravity beach chairs, beach towels, cooler ☀ Amazon Dot with Unlimited Amazon Music

Popular amenities for Sand Key holiday rentals

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