Beachfront vacation rentals in Sand Key

4.96 out of 5 average rating, 185 reviews

Condo in Treasure Island

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩‍💼 Service with Heart - Your comfort is my priority!

A balcony features a small round table with two folding chairs, providing a view of the sandy beach and clear blue waters. The horizon stretches across the image, with gentle waves lapping at the shore and glimpses of beachgoers in the distance.

4.93 out of 5 average rating, 133 reviews

BEACHFRONT/Panoramic Views of the Gulf #201

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. Looking for activities, there are many in the area to choose from. Don't forget the amazing sunsets to be enjoyed and you may even see a dolphin.

A wooden boardwalk leads toward the serene beach, bordered by lush greenery and palm trees. The horizon features calm blue waters under a clear sky, inviting a peaceful day at the shore.

4.98 out of 5 average rating, 181 reviews

Over 175 5 StarReviews! IndianRocks, Walk to Beach

A two minute stroll to the sugar white sands of Indian Rocks Beach! Ranch Style Duplex cottage with an outdoor patio and barbecue. Recent renovation with living, dining rooms, & spacious kitchen. Two bedrooms, oversized leather sofa, full bath with euro glass shower. Well equipped with full kitchen supplies, refrigerator, microwave, and washer/dryer in unit. Free 2 car parking, WIFI, Roku TVs, Netflix, and more! Glide the wagon to the beach with comfortable beach chairs, umbrella, and toys.

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, 114 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.

Bungalow in Indian Shores

A serene beachfront scene showcases soft sand and gentle waves under a clear sky. Lounge chairs are arranged in the foreground, while umbrellas and beach tents are visible further along the shoreline. The bungalow's outdoor seating area is seen, surrounded by lush greenery.

4.96 out of 5 average rating, 165 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows + heated pool

Apartment in Independence Square

A view from the balcony captures a stunning sunset over the Gulf, where vibrant hues blend in the sky. The sandy beach is visible below, with a winding path leading to the shoreline. Figures can be seen strolling along the beach, adding life to the serene scene.

4.96 out of 5 average rating, 175 reviews

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

4.97 out of 5 average rating, 174 reviews

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

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.

Condo in Pass-a-Grille Beach

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

5 out of 5 average rating, 161 reviews

Beachfront in Pass-A-Grille w/ 2 bikes

Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍

Townhouse in Indian Rocks Beach

The two-story condo building features a light-colored exterior, spacious balconies, and palm trees lining the entrance. The proximity to the sandy beach and vibrant blue Gulf water is visible in the background, showcasing a serene coastal atmosphere.

4.96 out of 5 average rating, 129 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

✳ DAYDREAMERS ✳ This new Indian Rocks Beach condo offers convenient access to white sand beaches of the Gulf. Watch as dolphins swim into the sunset and beachcombers look for shells and buried treasure. With a coastal beachy atmosphere, this beauty will take you out of your element. This home features ultra comfy bedding for maximum rest & relaxation. So dream a little dream, while relaxing your day away. The unique coastal design compliments all of the things IRB has to offer.

Bungalow in Indian Shores

A serene beach scene captures gentle waves lapping against the shore. The tranquil ocean extends towards a clear blue sky, creating a calm and peaceful atmosphere. Soft sand covers the foreground, while the horizon showcases a seamless blend of sea and sky.

4.93 out of 5 average rating, 271 reviews

Beach Bungalow -Step in to the Sand! Indian Shores

If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!

Home in Indian Rocks Beach

A beach deck is shown with turquoise lounge chairs and an umbrella, overlooking the sandy shore and the ocean. The setting sun casts warm light across the water, enhancing the atmosphere. Steps lead from the deck to the beach, creating easy access.

4.92 out of 5 average rating, 135 reviews

High end Beach heaven: Sleeps 10, 3 private decks!

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

Bungalow in Indian Shores

An aerial view showcases a cluster of charming two-story homes nestled near the beach. The golden hues of the sunset reflect off the water, while the sandy shore and gentle waves create a serene coastal atmosphere.

5 out of 5 average rating, 221 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Welcome to The Sunset Beach Bungalow! This top-floor luxury water-front home located in Indian Shores, FL has been completely remodeled. Our serene getaway is situated on the Gulfs Coast. The large deck looks out over the water, providing a calming sanctuary to which you can retreat any time of day or night. Our home is over 1000 sq. ft and is newly furnished with plenty of room to relax during your stay. Our beach is private so there aren’t large crowds!

Popular amenities for Sand Key beachfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Cottage in Pass-a-Grille Beach

A serene beach scene shows soft, white sand stretching along the shoreline, meeting gentle turquoise waves under a clear blue sky. A few people are visible enjoying the beach, with vibrant green vegetation and distant structures lining the coast.

4.8 out of 5 average rating, 290 reviews

Sunny PaG Island rental w/bikes-just steps2beach

Cottage in Clearwater Beach

A charming duplex features a bright pink exterior with white awnings. A swing and patio chairs are located in the front yard, surrounded by potted plants. Bicycles are parked nearby, enhancing the inviting atmosphere of this beachside property.

4.78 out of 5 average rating, 157 reviews

Pink Gulfside Cottage, Steps to Beach, Pets OK

An oceanfront balcony offers a unobstructed view of the beach and sea. Two stylish rattan chairs and a hanging egg chair are placed on the spacious balcony, creating a relaxing space to enjoy the coastal scenery.

4.93 out of 5 average rating, 73 reviews

Luxury Ocean Front Penthouse

4.82 out of 5 average rating, 131 reviews

Condo in St. Petersburg

Breathtaking Waterview Condo!

4.86 out of 5 average rating, 58 reviews

A cozy dining area is positioned next to expansive glass windows offering a view of the ocean. A round table with two white chairs is complemented by rustic decor, while light-colored curtains frame the scene, enhancing the openness and connection to the seaside.

Condo in Belleair Beach

Belleair Beach 215 Beachfront Gem Steps from Sand

Townhouse in Clearwater Beach

A spacious living area features a large, comfortable sectional sofa facing a wooden coffee table. Floor-to-ceiling windows provide a view of the water, complemented by soft curtains. A flat-screen TV is mounted on a natural wood console, enhancing the modern coastal decor.

4.99 out of 5 average rating, 81 reviews

Waterfront Oasis 3 BR/4 beds~3 min walk to beach.

Home in Indian Rocks Beach

A cozy living area features brown leather couches arranged around a wooden coffee table, with a large TV mounted on the wall. Natural light filters through sheer curtains, creating a relaxed atmosphere.

4.92 out of 5 average rating, 37 reviews

WOW! Beach Front Cottage - Unbeatable Experience

Condo in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 397 reviews

Amazing views on beachfront

Beachfront home rentals with a pool

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.

4.97 out of 5 average rating, 105 reviews

Relax in a Newly Renovated Beach Front Paradise

A spacious balcony features two chairs and a round table, providing a stunning view of the Gulf. The horizon shows a clear sky above the tranquil water, with sunbathers visible along the beach. Lush greenery and a palm tree are seen framing the scene.

4.92 out of 5 average rating, 145 reviews

"Jewel At The Shores" Gulf Front, sleeps 5

A balcony area showcases comfortable seating arrangements with a table and chairs, offering a view of the sandy beach and ocean. Lush greenery is visible in the background, with palm trees swaying gently in the breeze under a clear blue sky.

4.93 out of 5 average rating, 44 reviews

Luxury Oceanfront Vacation w/ Pool

4.99 out of 5 average rating, 210 reviews

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

Condo in Madeira Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

4.93 out of 5 average rating, 210 reviews

Condo in St. Pete Beach

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.

4.95 out of 5 average rating, 126 reviews

Tropical Beachfront Penthouse-Beach Cottages

Condo in Clearwater Beach

A cozy seating area features a gray sectional sofa, adorned with a patterned pillow. Sunlight filters through white plantation shutters, highlighting the light-colored tile floor. A small wall lamp provides additional lighting, complemented by a colorful coastal decoration above.

4.87 out of 5 average rating, 171 reviews

Free Parking Pool & Water Front

A covered balcony offers a view of the beach and Gulf waters. Four high-top chairs are arranged around a table, and light blue carpeting complements the space. Sun loungers and umbrellas can be seen on the sandy shore, with the sky showcasing a few clouds.

5 out of 5 average rating, 34 reviews

Beachfront Bliss! Directly on Gulf with pool!

Private beachfront home rentals

A spacious balcony is bordered by tall palm trees, offering a view of the calm Gulf of Mexico and white sand beach. The clear blue sky complements the serene ocean, creating a tranquil setting for relaxation.

4.89 out of 5 average rating, 98 reviews

Special Offer! Gulf-View 2BR/2BA Beach Condo!

Condo in Redington Shores

A bright living area features large windows offering sweeping ocean views. A sleek white sectional sofa sits atop a soft area rug, accompanied by a stylish coffee table set with glasses and a bottle. A flat-screen television is mounted above an electric fireplace, adding comfort to the space.

4.98 out of 5 average rating, 60 reviews

Last min discount 10/31- 11/3! Beachfront 2/2!

The serene beachfront view captures the horizon where the ocean meets the sky at dusk. Soft waves gently roll onto the shore, while silhouetted figures are seen walking along the beach. The scene is framed by coastal vegetation and the faint glow of twilight.

4.75 out of 5 average rating, 88 reviews

Cozy Beach Bungalow With parking!

A spacious balcony offers direct views of Indian Rocks Beach and the Gulf of Mexico. Lush greenery frames the scene, while soft waves can be seen lapping at the shore under a clear blue sky.

4.88 out of 5 average rating, 99 reviews

Special Nov/Dec Holidays 25-IRB Beach Front Corner

A covered balcony features a glass-top dining table accompanied by four wicker chairs. The expansive view overlooks the tranquil Gulf of Mexico, with gentle waves breaking on the sandy shore. The sky is overcast, providing a serene backdrop to the coastal scenery.

4.78 out of 5 average rating, 97 reviews

Amazing Beachfront corner unit with Stunning Views

An aerial view captures the nearby beach, showcasing soft sands and clear turquoise waters. The surrounding area includes a multi-story condominium and nearby single-story buildings, with palm trees and parked vehicles visible along the boulevard.

4.96 out of 5 average rating, 56 reviews

100 steps to Indian Rocks Beach, Beachside 2BR/1BA

Apartment in Indian Shores

A scenic view of the intercoastal waterway is depicted, featuring docked boats along a wooden pier. Lush greenery frames the foreground, while buildings are visible in the distance. A bridge stretches over the water, contributing to the serene atmosphere of the area.

5 out of 5 average rating, 66 reviews

Renovated waterfront condo, steps from the beach.