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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Top Guest favourite
A spacious balcony features two wooden chairs and a small table, offering unobstructed views of the sandy beach and calm ocean waters. The tranquil atmosphere is highlighted by the bright blue sky and gentle waves, creating an ideal spot to enjoy the surrounding natural beauty.
Condo in Indian Rocks Beach
4.99 out of 5 average rating, 78 reviews

BEACHFRONT/Panoramic Views of the Gulf #301

Looking for a serene and relaxing beachfront vacation or do want a vacation full of fun-filled activities? Either way, you've found it! This tastefully decorated beachfront awaits you and your family. As you plan your day, start with breakfast on the balcony. Ready for the beach? You're just a few steps away from the white sand and uncrowded beach. There are many activities in the area to choose from, for all ages. Don't forget the amazing sunsets to be enjoyed and you may even see a dolphin.

Top Guest favourite
Cottage in Largo
4.95 out of 5 average rating, 144 reviews

Walk to beach shops food drinks “The Sweet”

Cozy, romantic, 1 king bed, super cute and super sweet! Just a short walk to beautiful Indian Rocks Beach, nature parks with trails, shopping, orange grove, and many restaurants and fun beach bars! Guests have private entrance, private full bath, kitchenette, sofa sleeper, large back yard with fire pit, bbq grill, beach chairs, wagon and cooler. Zoning permits 2 people per bed only and one on futon. All guests must be listed on the reservation. No Pets allowed. Florida State License # DWE6215889

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.
Apartment in Indian Rocks Beach
4.96 out of 5 average rating, 120 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 spacious bedroom features a four-poster bed layered with white bedding and decorative blue pillows. Natural light fills the room through a sliding glass door that leads to a private balcony with ocean views. A dresser and a television are also visible in the room.
Condo in Sand Key
5 out of 5 average rating, 7 reviews

CBC 1-7C- Beautiful Gulf Front Condo with Pool!

⭐Important Notice Regarding Balcony Access⭐ ~ The balcony for this unit is currently closed, but you will still be able to enjoy beautiful beach views from inside the condo. ~ Please also note that the pool in Building #1 is temporarily closed; however, guests are welcome to use the pool in Building #2 throughout their stay. ~ Guests may experience occasional noise during business hours due to the construction on the balconies. ~ Take advantage of the already deeply discounted rates!

Superhost
A private yard is showcased with a spacious patio featuring a picnic table and four chairs arranged around a firepit. Lush green grass surrounds a stone pathway, and a large umbrella offers shade. The home’s blue exterior is visible in the background.
Tiny home in Gulfport
4.91 out of 5 average rating, 248 reviews

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Top Guest favourite
A vibrant sunset casts warm colors across the sky above the ocean. Silhouettes of people can be seen wading in the water, reflecting the evening hues on the wet sand.
Apartment in Clearwater Beach
5 out of 5 average rating, 22 reviews

Serene and special

This special place is close to everything, making it easy to plan your visit. The (quiet, uncrowded) beach is 75 steps away. The pier is a 2/3 of a mile walk (15 minutes) away. Restaurants, drinking holes and shopping are between the 2. This unit was completely renovated in April of 2023 and is modern by every standard. Everything you might need is there for you. Already having been enjoyed by several couples it's ready for your getaway. Please contact me with any questions.

Guest favourite
Two inviting armchairs are positioned facing a large sliding glass door, which opens to reveal a serene view of the ocean and beach. The soft evening light highlights the space, creating a calm atmosphere with gentle coastal tones.
Condo in Indian Rocks Beach
4.85 out of 5 average rating, 128 reviews

Winter Storm Escape Sale Ocean View Steps to Beach

Escape to paradise at this newly renourished beachfront condo in Indian Rocks Beach! Enjoy breathtaking Gulf of Mexico views and stunning sunsets from your doorstep. Steps away from the beach, this condo offers unparalleled access to sun, sand, and sea. Explore nearby restaurants and bars, or simply relax and soak in the natural beauty. Perfect for a romantic getaway or a family vacation. Beach gear including towels, chairs and umbrellas is included!

Top Guest favourite
A serene sleeping area is defined by a wooden bed frame draped with sheer white fabric. The plush bedding features a subtle pattern. A vibrant green plant wall provides a backdrop, and a decorative neon sign reading 'Tiny Tulum' adds a modern touch.
Guest suite in Tampa
4.98 out of 5 average rating, 218 reviews

Tiny Tulum | Tropical Oasis in Tampa’s Heart!

Welcome to Our Romantic Tulum-Inspired Retreat! Escape to a tropical paradise at our enchanting Tulum-inspired oasis, designed with romance and relaxation in mind. Nestled in a serene neighborhood, our beautifully decorated retreat offers the perfect blend of luxury, comfort, and bohemian charm, creating an idyllic getaway for couples seeking a memorable experience. Why book a generic Airbnb when you can book a hand crafted Tropical Paradise?

Top Guest favourite
A comfortable living area features a beige sofa adorned with decorative cushions and a cozy throw. Two accent chairs sit beside a round coffee table on a soft area rug. Large windows allow natural light, while a potted plant adds a touch of greenery.
Apartment in Dunedin
4.96 out of 5 average rating, 230 reviews

Comfortable and Convenient | On Main Street

Directly located on Dunedin's Main Street, over Flanagans Irish Pub/Bar. Comfortable and cozy this newly updated unit will have you feeling right at home. Come stay and live like a local with everything you need right out your front door within steps. You'll want to stay and never leave this brand new large 1 bed/ 1 bath apartment. This unit is above a Pub/Bar, noise may be an issue. Please take a look at our reviews.

Top Guest favourite
A sandy pathway leads through lush greenery, flanked by palm trees, towards the beach. A sign displaying beach access information stands on the left. Benches provide seating along the path, with views of the water visible in the distance under a partly cloudy sky.
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 30 reviews

Seaside Retreat Cottages #4

WE’RE BACK and better than ever! 🌴 Adults-only Seaside Cottages sit just across the street from famous Indian Rocks Beach—walk to the sand, shops, dining, and water sports in minutes. This is 1 of 4 charming Key West–style “Old Florida” cottages, fully renovated and sparkling clean. Enjoy the heated saltwater pool, spa, and outdoor tiki bar/grill. Relax, unwind, and soak up the peaceful island vibes. 21+ only.

Guest favourite
A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.
Cottage in Ruskin
4.9 out of 5 average rating, 136 reviews

Little Manatee River Cottage

This cottage is located on the Little Manatee River. Sun City Center 10 min, Moffit Cancer Center 3 miles. Abundant fishing charters, manatee viewing center and Simmons Park all within minutes. Fully furnished, linens, kitchen utensils; bath towels; blankets pillows comfy furnishings. View sunsets from the dock or front sitting area.

Guest favourite
Home in Indian Rocks Beach
4.93 out of 5 average rating, 116 reviews

Beach Cottage | Heated Pool & Spa | Golf Cart

Newly renovated beach cottage just 2 blocks from IRB with a HEATED saltwater pool, spa, tanning deck, and 4‑passenger golf cart. Pet‑friendly and set in a quiet, safe neighborhood, this cozy 2‑bed retreat is perfect for couples and small families seeking comfort, convenience, and unforgettable Gulf Coast memories. BTR# 2041

Popular amenities for Sand Key holiday rentals

When is the best time to visit Sand Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$360 NZD$399 NZD$407 NZD$402 NZD$373 NZD$365 NZD$361 NZD$327 NZD$339 NZD$395 NZD$409 NZD$424 NZD
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Quick stats about holiday rentals in Sand Key

  • Total holiday rentals

    Explore 130 holiday rentals in Sand Key

  • Nightly prices starting at

    Sand Key holiday rentals start at $85 NZD per night before taxes and fees

  • Verified guest reviews

    Over 500 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Sand Key holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Beachfront, Gym and BBQ grill across Sand Key rentals

  • 4.8 Average rating

    Sand Key stays are highly rated by guests—averaging 4.8 out of 5!

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