Beachfront holiday rentals in Longboat Key

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Top-rated beachfront rentals in Longboat Key

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Guest favourite

Apartment in Indian Shores

4.98 out of 5 average rating, 110 reviews

Tropical Beachfront Penthouse-Beach Cottages II

Welcome to this spacious top floor oceanfront condo, located in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of Mexico. This exquisite condo with magnificent oceanfront views is just fabulous! We've taken great care to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free High Speed Internet, Premium TV, Garage Parking, Private Beach, and Pool/Spa.

Guest favourite

Apartment 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.

Superhost

Home in Redington Beach

5 out of 5 average rating, 4 reviews

Direct Beachfront 4BD/3BA w/Huge Patio, Pool, SUP

👉 📆 🔥BOOK NOW! Direct Beachfront. Oceanfront with your feet in the sand at our Gulf-front retreat on the Beach, part of St. Pete/Clearwater Beach. Rated #1 Beach in the USA! Charming 4-bed, 3-bath condo offers splendid ocean views, a fully equipped kitchen, and cozy living spaces. Wake up to the sound of waves, unwind on the largest private balcony on the gulf or take a dip in the heated pool. With beach access steps away and nearby dining options, it's your perfect coastal getaway!

Guest favourite

Flat in Indian Rocks Beach

4.96 out of 5 average rating, 156 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.

Guest favourite

Cottage in Indian Shores

4.96 out of 5 average rating, 134 reviews

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.

Guest favourite

Apartment in Indian Shores

4.97 out of 5 average rating, 150 reviews

Sunset Beach Retreat

Beautiful 2 bedroom, 2 bathroom beachfront condo. Renovations just completed in Nov 2020! Brand new kitchen with quartz countertops, newly remodeled bathrooms, new flooring throughout, and much more! Split floor plan with 1,000 square feet of living space plus a large, spacious open air deck overlooking the Gulf of Mexico. Our private beach is perfect for a relaxing family vacation filled with sun, sand, and surf! Plenty of great wildlife, ideal location, and breath taking sunsets.

Guest favourite

Flat in Indian Shores

4.91 out of 5 average rating, 44 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.

Guest favourite

Flat in Indian Shores

4.95 out of 5 average rating, 134 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.

Guest favourite

Apartment in Indian Shores

4.99 out of 5 average rating, 103 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!

Guest favourite

Home in Siesta Key

4.96 out of 5 average rating, 103 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.

Guest favourite

Apartment in Venice

4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

Soak up the Florida sunshine on Golden Beach which is mere steps away from your front door! This mid-century vacation villa, located on Venice Island, is yours to unwind and relax in and is within minutes of additional beaches, historic Venice, a fishing pier and multiple restaurants. This single-level unit offers the ocean within steps of the unit and also offers a community pool.

Guest favourite

Apartment in Clearwater Beach

4.92 out of 5 average rating, 128 reviews

Beachfront Condo with Centerline Sunsets

Stunning beachfront condo on the gulf. Beautiful white sand beach with an on-site heated pool. Unit is located on the fourth floor with gorgeous views of the Gulf. The balcony has a unobstructed beautiful view of the entire beach. Walk right onto the sand and let the stress melt away !!