Sand Key, Clearwater vacation rentals

4.99 out of 5 average rating, 332 reviews

Guesthouse in Largo

Paradise Cottage Largo Beaches 1 mile $89 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.

4.98 out of 5 average rating, 113 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, 174 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!

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.

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

A serene pool area is surrounded by lush palm trees and a wooden fence. Comfortable chaise loungers are positioned around the pool, with two blue sunshelves partially submerged, inviting relaxation. Natural light filters through the trees, creating a tranquil atmosphere.

4.95 out of 5 average rating, 105 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

Superhost

A serene view of a sandy beach stretches towards the calm turquoise water, framed by lush green grasses. The clear blue sky and gentle waves create a peaceful atmosphere, highlighting the natural beauty of the coastal landscape.

Apartment in Indian Rocks Beach

4.86 out of 5 average rating, 139 reviews

Perfect Getaway! Beachfront Complex Indian Rocks

Charming 1BR/1BA in a small beachfront complex in the heart of Indian Rocks Beach. Just steps from the soft white sand and sparkling Gulf waters, with top restaurants, cafes, and shops all around. The unit features classic terrazzo floors, a bright and breezy vibe, and comes fully stocked with beach chairs, umbrella, and more. Enjoy the perfect blend of comfort, convenience, and coastal charm in this centrally located getaway. This unit was not damaged by recent hurricanes.

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.

A serene view is captured from the balcony, showcasing a bright and open space that overlooks the beach. The railing frames the scene, while gentle waves stretch across the horizon, blending with the clear sky. Steps lead down to the sandy 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!

4.99 out of 5 average rating, 111 reviews

Condo in Indian Shores

Oceanfront living on Indian Shores Beach

Oceanfront condo right on the beach! Newly renovated with designer appointed accommodations. This beach front property makes you feel like you are staying in a 5 star hotel. PLEASE READ BEFORE BOOKING: This property will accomodate 4 adults. However, there is a blow up mattress for an additional two guests that can be used in the bedroom with the two twin beds. YOU MUST REQUEST 1 OR 2 MORE PEOPLE TO STAY BEFORE BOOKING!

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...

5 out of 5 average rating, 192 reviews

A small outdoor seating area is depicted, featuring two bright green chairs and a matching table adorned with a potted plant. Lush green foliage rises around the space, creating a tropical ambiance. The background showcases a wooden fence and natural elements.

Guest suite in Largo

Cozy Private Bedroom Suite Private Entry King Bed

Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.

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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

A tranquil pool area is framed by a wooden pergola with rope accents. Two lounge chairs with turquoise cushions are positioned beside the rectangular pool, reflecting the surrounding palm trees and outdoor seating areas. The serene waterfront view completes the inviting outdoor space.

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!

Superhost

An updated kitchen is presented with white cabinetry and modern stainless-steel appliances. A blend of blue and gray tiles creates a decorative backsplash, while natural light filters in through the blinds-covered window. A marble countertop adds an elegant touch to the space.

Apartment in Sand Key

4.67 out of 5 average rating, 3 reviews

Ocean View Beach Condo, Clearwater

LauraRating, 5 stars3 months ago

The location here was perfection! You can watch the sunrise in the morning from the kitchen window and the sunset over the water from the balcony, and without ever leaving the apartment! It is important to note that while we stayed there, there was ongoing construction and repairs due to the hurricanes a few months back….. so there was ongoing construction noise Monday to Friday during business hours. We still very much enjoyed the space and would not hesitate to stay here again.

4.95 out of 5 average rating, 129 reviews

Sunlight reflects off the calm ocean water, with tall grasses framing the foreground. Silhouettes of people can be seen walking along the sandy beach, while a clear blue sky enhances the serene coastal atmosphere.

Cottage in Dunedin

BeachBunkies Cottage 2. Four miles to the beach!

LindaRating, 5 starstoday

Wow, this place was absolutely amazing! We loved our time here and cannot wait to come back ♥️

Home in Indian Rocks Beach

A saltwater pool is surrounded by a spacious patio, with lounge chairs and tables available for outdoor relaxation. Umbrellas provide shade near the pool, while the serene beach and ocean are visible in the background, enhancing the coastal atmosphere.

4.98 out of 5 average rating, 131 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 stars3 days 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.

Superhost

An outdoor area features a wooden picnic table and several light blue Adirondack chairs on a shaded concrete floor. String lights are hung from the ceiling, creating a cozy ambiance. Lush green plants add a touch of nature, surrounded by white fencing and palm trees.

4.82 out of 5 average rating, 72 reviews

Walk to Beach, Bars, and Restaurants Nearby

KayeRating, 5 stars6 days ago

We love the location. Very walkable to the beach and local restaurants. Host is always very responsive. We have stayed here twice and will likely stay again.

5 out of 5 average rating, 17 reviews

The exterior of a modern townhome is presented, featuring a clean and minimalist design. The multi-level structure showcases large glass doors and a driveway paved with bricks. Potted plants line the entrance, enhancing the contemporary aesthetic.

Townhouse in Dunedin

New Upscale Retreat Downtown Dunedin w/ Balcony!

PeterRating, 5 stars3 weeks ago

5 star!!! From the moment we arrived, everything was just as described. The space was spotless, beautifully decorated, and equipped with everything we needed for a comfortable stay. The bed was super comfortable, the kitchen was fully stocked, and the location was perfect—close to center of town with a quick walk on the Pinellas Trail. Lisa was incredibly responsive and helpful, offering great local recommendations and making check-in a breeze. It’s clear they put a lot of care into making their guests feel welcome. Couldn’t recommend this place more! I would absolutely stay here again. Thanks again for everything!

A six-seater golf cart is parked on a smooth surface, featuring comfortable seating with striped cushions. The cart is designed with a canopy for shade, and its body displays a sleek blue color. Lush greenery surrounds the area, with a glimpse of nearby buildings in the background.