Sand Key, Clearwater vacation rentals

4.99 out of 5 average rating, 332 reviews

Guesthouse in Largo

Paradise Cottage Largo Beaches 1 mile safe private

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.

Apartment in Indian Rocks Beach

A wooden boardwalk leads towards a beach at sunset, where warm orange and yellow hues blend with soft pastel shades in the sky. Beachgoers can be seen enjoying the sand, with blue tents and chairs set up along the shoreline, creating a lively but serene atmosphere.

4.95 out of 5 average rating, 174 reviews

Vintage Florida Beach Efficiency

Just a short walk to the beach, this a great beach getaway for couples or families with one child. On your way stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2024, this unit is updated, very clean & worry free. This cottage is located in a quiet residential neighborhood and a great place to relax. Laundry on shared screened porch. Dogs allowed ($35 extra) add them on # of guests page . Easy refund policy. Level 2 EV charger

4.98 out of 5 average rating, 116 reviews

Bungalow in Oldsmar

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

Cottage in Indian Rocks Beach

A colorful exterior wall decorated with a tropical mural features vibrant greens and floral designs. The words 'hello SUNSHINE' are prominently displayed in an inviting orange font, enhancing the cheerful ambiance.

4.99 out of 5 average rating, 175 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

Escape to paradise at Sunshine Escapes! Welcome to #CocoPalmsIRB, 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, #CocoPalmsIRB invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

Superhost

A bright living area features a comfortable sofa facing a sliding glass door that offers direct views of the beach and gulf. A wooden coffee table is centered on a light rug, with a dining table and chairs visible in the background. The kitchen area includes wooden cabinets and appliances.

Apartment in Belleair Beach

4.7 out of 5 average rating, 461 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

No impact from hurricanes! - RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.

Cottage in Indian Rocks Beach

A sandy path leads from a grassy area to the shoreline, flanked by light vegetation. The vibrant blue sky is dotted with clouds, while the gentle waves of the ocean are visible in the distance.

4.75 out of 5 average rating, 107 reviews

#5 Beach Front Cottage w view- Indian Rocks Beach

LOCATION, location! Closest beach cottage to the water at Indian Rocks beach, view of the water from your porch & easy access to grass for pets. Perfect couples getaway. Enjoy some of Florida’s best beaches. Minimalistic living. *Kitchen recently updated* Shared gazebo & picnic table next door. Shared Washer & dryer takes quarters. Walking distance to local restaurants and bars. Minutes away from Clearwater beach, tourist attractions and mini golf. Property located next 2 public access.

4.96 out of 5 average rating, 154 reviews

A bird is seen flying gracefully over the sandy beach, contrasted against a backdrop of a beach cottage. The cottage features a wooden exterior and is surrounded by lush greenery under a golden sunset sky, providing a serene coastal scene.

Cottage in Indian Shores

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.

Cottage in Indian Rocks Beach

A modern kitchen is framed by an archway, featuring white cabinets and a granite countertop. Stainless steel appliances, including a refrigerator and an oven, complement the space. Natural light enters through a window, with a vase of flowers adding a touch of freshness.

4.93 out of 5 average rating, 197 reviews

Kooky Coconut Cottage, Indian Rocks Beach

Coconut Cottage only steps away from the beautiful beaches of Indian Rocks Beach. 2 bedroom,1 bath. The entire cottage has been renovated. Next door to the local famous Kooky Coconut Cafe. Perfect for couple, friends or small families. ONLY 3 GUESTS ALLOWED. NO sleeping on the sofa ALLOWED. If you bring more then 3 guests you will be charged $100.00 surcharge per night per extra guest. Due to cleaning restriction we DO NOT allow cooking with CURRY or FISH OIL in the cottage.

Apartment in Indian Rocks Beach

4.95 out of 5 average rating, 106 reviews

Triplex w/ heated pool, across street from beach!

☀ Easy access to the beach; just walk across the street! ☀ Stylish shared pool with sunshelf and chaise loungers ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior ☀ Fire pit with relaxing swivel lounge chairs, oversized hammock ☀ Beach wagons, zero gravity chairs, cooler, ice, umbrellas, towels, speakers ☀ 3 hole glow in the dark putt putt ☀ Amazon Dots with Unlimited Amazon Music ☀ Fenced-in courtyard w/ outdoor seating, umbrellas, and BBQ grills

4.95 out of 5 average rating, 210 reviews

Two individuals are seen strolling along a sandy beach, with shimmering water reflecting sunlight in the background. A beach chair and a colorful umbrella are positioned nearby, while tufts of grass are visible in the foreground, adding a natural element to the scene.

Apartment in Dunedin

The Coastal Retreat

Studio apartment. Light airy Coastal Eclectic décor. Walk in closet, full size bath, Fully equipped kitchen . Key west style tropical courtyard with fish pond. Off street parking . Gas grill and outdoor dining area. One block off the Pinellas Bike trail, walking/biking to historic downtown Dunedin, Toronto Blue Jays spring training. Minutes to the 3 of the country's best beaches! Clearwater Beach, Honeymoon Island, and Caladesi Island.

Condo in Indian Rocks Beach

A serene view of the beach at sunset captures a gradient of colors in the sky, transitioning from orange to deep blue. The sandy shore extends toward the Gulf of Mexico, with gentle waves visible in the distance. Beach vegetation can be seen along the shoreline.

4.83 out of 5 average rating, 106 reviews

Ocean Front Beach Condo Gap Day Special 6/12-6/20!

Escape to paradise at this 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!

Condo in Indian Rocks Beach

A modern kitchen area is highlighted by a white marble backsplash and gold fixtures. A sleek white sink is situated beneath a stylish faucet, alongside a set of kitchen knives organized in a black container. An induction stovetop features four cooking zones and overhead ventilation is present.

4.97 out of 5 average rating, 129 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...

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Popular amenities for Sand Key, Clearwater vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Sand Key, Clearwater

Villa in Indian Rocks Beach

5 out of 5 average rating, 22 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

JordanaRating, 5 stars2 weeks ago

This is a GEM of a house, you’re a minutes drive from the most gorgeous white sand beach AND on the waterfront with a pool. We saw dolphins a few times each day and so many cool birds. We loved the bathrooms and the kitchen, new and modern. Comfy beds—and I appreciate the high quality percale cotton bed linens and pillows. The house was spotless, stocked well if you wanted to cook a few things, and the backyard was just heaven. Keith was super responsive and helpful with anything and everything. We will absolutely be returning!

An outdoor seating area is positioned near a sparkling pool, featuring two navy-blue chairs and a sofa with a coffee table. Lush palm trees and a white fence define the serene space, while natural light brightens the area, emphasizing a tranquil atmosphere.

5 out of 5 average rating, 25 reviews

Ocean Pearl A Bohemian Beach Haven| Pool |Sleeps 9

TammyRating, 5 stars1 month ago

We had a wonderful stay at this beautifully decorated and very clean home. It was incredibly spacious and comfortably accommodated our group of five, with plenty of room for everyone to have their own space. The location was perfect—just one block from public beach access, making it super convenient to enjoy the shore. Overall, it was a great stay, and we would definitely book again! Highly recommend.

5 out of 5 average rating, 15 reviews

Luxe Waterfront Villa: Pool, Hot Tub, Golf Cart

DeniseRating, 5 stars4 days ago

We had a wonderful stay in June! Erika was very helpful and quick to communicate with us. The house manual was especially helpful and very detailed. The pool was a wonderful feature and my son loved the foosball table. The house had everything we needed to enjoy our stay. We saw dolphins almost daily and one sighting of manatees from the dock. The kitchen had everything we needed, however we mostly had meals out or ordered take out. The pots, pans and kitchen tools were all in great shape had we wanted to cook more. There was plenty of space for the four of us and our dog. It is a beautifully furnished and maintained home. We hope we will be able to return in the future. Thank you, Erika!

4.98 out of 5 average rating, 132 reviews

Beachfront Bungalow w/ Pool & Hot Tub in IRB

AmyRating, 5 stars3 weeks ago

Amazing house right on the beach!!! Beautiful & private pool enjoyed daily by our family! House was perfect size for our family of 4. We plan to return in the near future!

An open kitchen area features modern stainless-steel appliances, white cabinetry, and a spacious island with seating. Large glass doors allow natural light and offer views of the water, with a dining area positioned beside the windows, creating a seamless connection to the outdoor scenery.

Condo in Sand Key

4.83 out of 5 average rating, 6 reviews

Water Views Galore!!!

RobertRating, 5 stars1 week ago

The place was exactly as described both in pictures and words. Fantastic view, friendly staff, plenty of towels as well as kitchen items and supplies. Bathrooms were clean and well stocked also. The view of the ocean is amazing and was wonderful to wake up to every day. This place is very well located too, close to restaurants and shopping. Would most definitely recommend and would stay there again.

Condo in Indian Rocks Beach

A modern kitchen and dining area is presented, featuring stainless steel appliances and ample counter space. A large island-style dining table, with seating for six, encourages shared meals, while stylish pendant lights illuminate the space. The open floor plan offers a view towards the hallway.

5 out of 5 average rating, 9 reviews

Sea Side Sunsets Unit C

AngelaRating, 5 stars1 month ago

Great place on the beach, walking distance to restaurants. Great vibes and awesome sunsets!!

A cozy outdoor seating area is provided, featuring a woven patio set with cushions and a swing chair. Bright pillows and a small table with refreshments add comfort. Lush greenery surrounds the space, offering a serene atmosphere for relaxation.

5 out of 5 average rating, 10 reviews

Steps to Beach, Heated Pool, Hot Tub, Fam Friendly

MindyRating, 5 stars2 days ago

Thoroughly enjoyed our stay in this home. Loved the decor and the open space for our whole family to enjoy. The location was perfect just one block to the beach (a more private area of the beach than most!) and easy to get to Clearwater or restaurants in Indian Rocks area. The kitchen was gorgeous and well stocked... really the whole home had all of the necessities plus plenty of special touches and extras. We loved the backyard and the pool was a huge hit! The corn hole, beach balls, water guns and mini shuffle board game kept everyone having fun the whole stay. Outdoor shower was so convenient when coming in from the beach. Thank you Grace for a beautiful vacation!