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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
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, 122 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 private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.98 out of 5 average rating, 174 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favourite
A spacious balcony offers panoramic views of the sandy beach and sea, featuring a round table surrounded by comfortable wicker chairs. Bright cushions add a pop of color, and the clear blue sky enhances the tranquil atmosphere. Waves can be seen gently lapping at the shore.
Flat in Sand Key
5 out of 5 average rating, 7 reviews

“Sandcastles, Sunsets and Palms”

This 2 bed, 2 bath condo at Crescent Beach Club is located on beautiful Sand Key Island off the western coast of central Florida. It’s unique architecture features two crescent shaped buildings that stand out from the rest. Resort-like peaceful, tranquil and relaxed environment with 24 hour security. Oceanfront pool, private beach access, dry and wet saunas, indoor and outdoor jacuzzis, work out room, tennis courts, billiard room and library. Free WiFi. Food and shopping in walking distance.

Superhost
The outdoor pool, surrounded by palm trees, reflects the clear blue sky. Comfortable loungers are placed nearby, offering ample space for relaxation. The glistening water leads to views of the waterfront, enhancing the serene atmosphere of the outdoor environment.
Home in Indian Rocks Beach
4.83 out of 5 average rating, 363 reviews

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

Top guest favourite
A tranquil waterfront view is captured during sunset, featuring a heated pool and spacious hot tub. Surrounding palm trees add a touch of greenery, while the Belleair Bridge is visible in the distance against a colorful sky reflected in the water.
Home in Indian Rocks Beach
5 out of 5 average rating, 28 reviews

New Waterfront house pool hot tub golf cart kayaks

BTR# 2367 Birds of Paradise is a stunning 3 bedroom 2 bathroom waterfront house with heated pool and hot tub, deep water dock, 6-seat golf cart, kayaks and paddle board that is located just off Party Island in Indian Rocks Beach. The house offers an expansive and gorgeous view of the Belleair Bridge and quick access by boat to the Gulf of Mexico, Caledesi and Honeymooni Islands. Guests can use kayaks and paddle board provided to spend an afternoon on Party Island, just off the house. 🌴🌊🌞

Top guest favourite
Home in Indian Rocks Beach
5 out of 5 average rating, 21 reviews

Bougie Bungalow: Golf Cart | Pizza Oven | 1 GB WiFi

Bougie Bungalow ~ Waterfront Remodelled Retreat with Golf Cart & Dock! ★ "One of the best features in this house were the beds! Amazingly comfy!" ☞ Patio w/ outdoor kitchen, BBQ, pizza oven ☞ 2 Master suites: w/ king + bathroom ☞ Beach essentials (chairs + wagons) ☞ Fully equipped + stocked kitchen ☞ Espresso + Nespresso machine ☞ Parking w/driveway (4 cars) ☞ Multiple smart TVs ☞ 1 Gbps WiFi 4 mins → DT Indian Rocks Beach 22 mins → St. Pete–Clearwater International Airport ✈

Superhost
A spacious living area features large windows that provide stunning views of the ocean. Light-colored leather sofas are arranged around a wooden coffee table, while a ceiling fan hangs above. A flat-screen TV is mounted on the wall opposite the seating area, complementing the coastal decor.
Apartment in Sand Key
4.88 out of 5 average rating, 25 reviews

CBC 1-19F – Spring Availability/Exclusive Savings!

🌅 Oceanfront Clearwater Beach Condo | 19th Floor Gulf Views | Crescent Beach Club 1-19F | Pool, Hot Tub & Private Beach Escape to paradise at this stunning 19th-floor oceanfront condo on Sand Key! Enjoy breathtaking Gulf of Mexico sunsets, panoramic water views, and direct access to the sugar-white sands of Clearwater Beach. Relax on your private beachfront balcony or unwind in the beautifully updated living space overlooking the water. ✨ 5% Off Weekly Stays💲

Guest favourite
A spacious wooden dock extends over calm waters, flanked by moored boats under a clear blue sky. The dock features sturdy railings and provides an inviting access point to the waterfront scenery.
Home in Indian Rocks Beach
4.85 out of 5 average rating, 261 reviews

Amazing water front view home newly renovated

Don't miss the amazing waterfront sunset from the deck. This 1900 sq ft newly renovated,3 bdrm 2 bth home is 10 minutes walk to the beach or park at the beach parking. Sleeps 10, 1 king bd, 2 queen bds, 2 queen pull outs, 6 parking spaces, large deck, dock available for guests, patio furniture, gas grill, much more. Close to shopping, restaurants, and entertainment. Fly in through Tampa international airport and Saint Petersburg airport. Business tax BT# 1701

Guest favourite
A private balcony features a glass-top table and two wicker chairs, overlooking the sandy beach and the tranquil Gulf waters. The clear blue sky enhances the serene coastal setting, inviting relaxation while enjoying the beautiful beachfront view.
Flat in Sand Key
4.93 out of 5 average rating, 14 reviews

Ocean View Beach Condo, Clearwater

Welcome to your own magnificent beachfront oasis at Lighthouse Towers, nestled on the pristine shores of Sand Key Beach in beautiful Clearwater. This updated 2-bedroom, 2-bathroom condo on the 9th floor offers a rare blend of breathtaking Gulf of Mexico views and tranquil Intracoastal vistas, creating an idyllic retreat for both full-time residency and lucrative short-term rentals. Step into this spacious residence and be captivated by the panoramic view

Superhost
Home in Palm Harbor
5 out of 5 average rating, 5 reviews

Gulf View on Bay: Newly Renovated

Your cozy getaway awaits in Palm Harbor at this enchanting house. Great view of the Gulf from the living room, back porch and upstairs bedroom. Nice relaxing front deck with rocking chairs. With two spacious bedrooms featuring king beds and a living room that includes a twin bed pullout, guests have plenty of room to relax. The two bathrooms offer both a soothing bathtub and a refreshing shower, perfect for unwinding after a day of adventure.

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.
Apartment in Indian Rocks Beach
4.97 out of 5 average rating, 156 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
The exterior of the vibrant blue cottage features a welcoming patio with brightly colored Adirondack chairs and a table, surrounded by dappled sunlight from the overhead trees. A storage unit is visible, labeled with a cheerful sun design, enhancing the inviting atmosphere.
Cottage in Independence Square
4.98 out of 5 average rating, 114 reviews

LUNA Retreat • Owner Managed • No Chores

LUNA – This fully renovated 1946 Indian Rocks Beach cottage blends historic charm with modern comfort. Just 177 steps to the white sand beach, and minutes to Clearwater and St. Pete Beach. Walk to coffee shops, shopping, and great restaurants. Each bedroom includes a white noise machine for restful sleep. Enjoy fast Wi-Fi, smart TVs, and a cozy outdoor space—perfect for relaxing after a day in the sun.

Popular amenities for Sand Key holiday rentals

When is the best time to visit Sand Key?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$270 SGD$299 SGD$306 SGD$302 SGD$280 SGD$274 SGD$271 SGD$246 SGD$255 SGD$297 SGD$307 SGD$318 SGD
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 $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 530 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    130 of Sand Key holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Sand Key stays are highly rated by guests – averaging 4.9 out of 5!

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  4. Pinellas County
  5. Clearwater
  6. Sand Key