Beachfront vacation rentals in Longboat Key

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Top-rated beachfront rentals in Longboat Key

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A sandy pathway leads through greenery towards the beach, with the ocean visible in the distance. The soft dunes, covered in grasses and palms, create a natural border. A gentle glow from the setting sun casts a serene light over the scene.

Cottage in Sarasota

5 out of 5 average rating, 15 reviews

Beach Cottage Siesta Key Prime Location & Htd Pool

Newly Renov. Beach Cottage on World Famous Siesta Key Beach in the heart of it all. Incl.1 parking space. Walk everywhere. Great Dining, entertainment, shopping, bike rentals and more, across the street or take FreeTrolley to Siesta Key Village. Located on the Beach Side (2min.walk to waters edge) with Heated Pool. Best Location on the Island! Private large outdoor Patio w/outdoor shower. In Unit Washer/Dryer. Free Luxury Amenities. Highly sought after 1 bd 1ba. Book your stay in advance!

Guest favorite

A swimming pool is framed by a paved area, featuring lounge chairs arranged neatly around it. Tropical landscaping, including palm trees and shrubs, adds greenery to the scene. The pool area is enclosed by a black railing, providing a sense of privacy.

Condo in Redington Beach

4.9 out of 5 average rating, 113 reviews

By The Beach Couples Retreat-StepsFromSand! Ro205

Stylish & nicely upgraded Redington Beach 2nd floor studio condo, kingsize bed just a quick 2 minute walk to the beach. Fully equipped & furnished with everything you need for a terrific weekend getaway or longer term stay. Second floor unit overlooks lovely courtyard and pool. Pool, laundry, BBQ & courtyard on premises. Old Florida charm that's central to variety of restaurants, beach and watersports. Only 35 min. from TPA airport.. We are set up for up to 2 adult guests. Tons to do & see.

Guest favorite

A sunny view of the exterior of a yellow cottage features a door framed by vibrant foliage. The surrounding area includes a well-maintained lawn with a variety of green plants and shrubs, enhancing the inviting curb appeal.

Cottage in Indian Rocks Beach

4.77 out of 5 average rating, 102 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.

Top guest favorite

An aerial view showcases a beachfront building with a direct view of the Gulf. The property is highlighted by a small parking area beneath it, surrounded by sandy pathways leading to the beach. Nearby structures can be seen, along with a dramatic sky during sunset.

Apartment in Indian Rocks Beach

4.96 out of 5 average rating, 158 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.

Top guest favorite

A cozy outdoor seating area features two stylish wicker chairs and matching ottomans, set against a backdrop of a stunning sunset over the ocean. A small table rests in the center, showcasing a decorative piece, while the tranquil waters reflect the evening sky's vibrant colors.

Home in Madeira Beach

4.97 out of 5 average rating, 39 reviews

Direct Oceanfront with 180 degree view BOOK NOW!

👉🔥 📆 Book Now! Voted THE #1 🏆Airbnb in St Pete & Clearwater Beach area. Oceanfront dream with amazing views and year round heated pool. Coastal living at its finest in our modern 3-bed, 2-bath oceanfront property with breathtaking views, with John's Pass just a stroll away. This impeccably decorated haven offers a perfect blend of style and comfort, creating a breezy retreat by the sea. Your dream beach getaway awaits! Our place is exactly the retreat you have been looking for.

Guest favorite

A light-filled dining area features a white table surrounded by black chairs, complemented by a large clock on the wall. Sliding glass doors lead to a balcony with ocean views, enhancing the bright coastal atmosphere.

Apartment in Indian Shores

4.91 out of 5 average rating, 55 reviews

Breathtaking Accomodations

Newly remodeled! This 3 bedroom 2 bath beach condo offers an expansive view of the white sand and gulf waters. Make memories in the bright & breezy kitchen, dining & family room with ocean view and balcony seating. Appreciate private beach & pool to relax & recharge while the sunshine and ocean breeze are perfect combination for outdoor fun. Premier host offers 5-star service along with all the amenities including SMART TVs, WiFi, reserve parking, heated pool, beach chairs & towels.

Superhost

Condo in Indian Rocks Beach

4.67 out of 5 average rating, 6 reviews

Beachfront Luxury Condo in Indian Shores

Welcome to your dream beach getaway! - Breathtaking Gulf views from a private balcony. - Spacious 3-bedroom, 1400 sq ft luxury condo. - Fully-stocked gourmet kitchen with stainless steel appliances. - Heated pool and soft white sands just steps away. - Dedicated home office with fast WiFi and USB chargers. - Close to Indian Rocks Beach and local seafood restaurants. - Pet-free accommodation with secure digital lock entry. - Ideal for 4 adults and 2 kids.

Top guest favorite

A private balcony offers stunning views of the ocean, with comfortable striped chairs placed for relaxation. The sandy beach is visible in the distance, along with gentle waves lapping at the shore under a clear blue sky.

Apartment in Indian Shores

4.95 out of 5 average rating, 140 reviews

Beach Front Condo!

Escape to paradise in this stunning condo, situated right on the sand, you'll wake up each morning to the soothing sounds of the ocean waves and enjoy breathtaking views of the sparkling turquoise waters from your own private balcony. The condo is tastefully decorated in a modern coastal style, that will make you feel right at home. The spacious living area boasts plenty of natural light and comfortable seating for relaxing after a day at the beach.

Top guest favorite

A spacious outdoor deck includes comfortable seating arrangements, accentuated by a hammock and potted plants. The view extends over the ocean, with waves gently lapping at the shore. Ceiling fans are installed above for added comfort.

Condo in Indian Shores

4.99 out of 5 average rating, 108 reviews

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!

Top guest favorite

A private balcony offers views of the Gulf of Mexico and coastal landscape. A well-maintained pool area is visible below, surrounded by loungers and palm trees. The building's exterior features a light color scheme, adding to the beachfront ambiance.

Condo in St. Pete Beach

5 out of 5 average rating, 60 reviews

Newly Renovated Stunning Condo, Steps to the Beach

Enjoy a top-floor stay at this 2 bedroom/2 bath (1 king, 1 queen bunk with twin XL on top, and a full size sleeper sofa) beachfront condo on St. Pete Beach - consistently rated top 10 of U.S. beaches. Take in views of the Gulf of Mexico on one side and the inter-coastal to the other from the private balcony. With restaurants and grocery stores within walking distance makes for a perfect getaway. On-site management.

Guest favorite

Home in Siesta Key

4.96 out of 5 average rating, 107 reviews

Beachfront home with private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

Top guest favorite

A view of the beach is captured from a balcony, showcasing vibrant turquoise waters and a sandy shore. Sunbathers and colorful umbrellas dot the beach, while charming coastal cottages frame the scene. The image conveys a relaxed atmosphere, with soft ocean waves visible in the background.

Cottage in Indian Rocks Beach

5 out of 5 average rating, 44 reviews

Upper Deck prime area no condos/crowds

The location is one of the best on the West Coast. I’ve had only 5 stars from my guests. Our places are fully stocked and very clean. This whole property is award winning! Plus, we attract artists -Also our cottages have appeared on many calendars, cards and artists' canvas.