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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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Home in Redington Beach

5 out of 5 average rating, 4 reviews

Beachfront 4BR 3BA w/Huge Patio, Pool, Paddleboard

👉👉📆 🔥🔥Book Now! Directly on the Beach! 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

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 favourite

Condo in St. Pete Beach

5 out of 5 average rating, 54 reviews

Newly Renovated Stunning Condo, Steps to the Beach

Untouched by recent storms, enjoy a top-floor stay at this newly remodeled (Nov 2024 - pictures coming soon) 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 favourite

Rental unit in Indian Rocks Beach

4.95 out of 5 average rating, 152 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

Condo in Indian Shores

4.97 out of 5 average rating, 148 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

Rental unit in Indian Shores

4.91 out of 5 average rating, 43 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

Rental unit in Siesta Key

5 out of 5 average rating, 13 reviews

Good Vibrations - stay ON the beach in Siesta Key!

Newly listed condo with an unrivaled location -ON- Siesta Beach! Sleeps 6 Enjoy incredible sunset views right from your living room, or simply walk across the street right to the beach! No pool or hot tub, but prime beach access with world famous velvety white sands and warm blue ocean waters. Why your stay with us will be exceptional: 1) We will go above and beyond for you. 2) Free high-speed Wi-Fi. 3) Beautifully designed, sleek space. Perfect for a relaxing getaway.

Guest favourite

Rental unit in Indian Shores

4.95 out of 5 average rating, 122 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

Condo in Indian Shores

4.99 out of 5 average rating, 102 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, 101 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

Condo 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

Condo in Clearwater Beach

4.92 out of 5 average rating, 125 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 !!

Vacation rentals for every style

Get the amount of space that is right for you.

Houses

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Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Longboat Key beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Guest favourite

Bungalow in Indian Shores

4.99 out of 5 average rating, 186 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Rental unit in Bradenton Beach

4.89 out of 5 average rating, 121 reviews

Beachfront Studio right on the beach, Free Parking

Guest favourite

Rental unit in Indian Rocks Beach

4.94 out of 5 average rating, 142 reviews

Vintage Florida Beach Efficiency

Guest favourite

Condo in Redington Shores

4.82 out of 5 average rating, 153 reviews

Beach Studio 5

Guest favourite

Rental unit in Madeira Beach

4.96 out of 5 average rating, 120 reviews

BEACH PLEASE *ACROSS THE STREET FROM PUBLIC ACCESS

Home in Bradenton Beach

4.71 out of 5 average rating, 7 reviews

Beach Bay B: No Storm Damage! Pool Open!

Guest favourite

Cottage in Indian Shores

4.96 out of 5 average rating, 127 reviews

Beautiful Beachfront Cottage on the Water

Guest favourite

Home in Redington Shores

5 out of 5 average rating, 25 reviews

Coastal Beach House Next to the Gulf

Beachfront home rentals with a pool

Guest favourite

Rental unit in Indian Shores

4.9 out of 5 average rating, 21 reviews

3/2 Beach Cottage - pool

Guest favourite

Home in Holmes Beach

5 out of 5 average rating, 14 reviews

Castaway Cottage

Rental unit in Indian Rocks Beach

4.67 out of 5 average rating, 67 reviews

Cozy Beach Bungalow With parking!

Guest favourite

Home in Seminole

4.95 out of 5 average rating, 274 reviews

Ready to go! Heated Pool/Hot Tub Luxury Home

Guest favourite

Condo in Belleair Beach

4.88 out of 5 average rating, 43 reviews

Condo On The Beach - Heated Pool - Self Check-in

Guest favourite

Home in Madeira Beach

5 out of 5 average rating, 6 reviews

Madeira Beach House with Private Heated Pool!

Guest favourite

Home in Seminole

4.95 out of 5 average rating, 111 reviews

Heated Pool luxury house, 4 mins from BEACH!

Guest favourite

Condo in Tampa

4.88 out of 5 average rating, 107 reviews

Waterview Private Balcony FirePlace Pool Airport

Private beachfront home rentals

Guest favourite

Home in Sunset Beach

5 out of 5 average rating, 24 reviews

Hurricane Safe Luxury Waterfront Sunset Beach

Guest favourite

Condo in Indian Rocks Beach

5 out of 5 average rating, 36 reviews

Coffee till Cocktails Beachfront for 11!!!

Home in Anna Maria

4.73 out of 5 average rating, 126 reviews

WE ARE OPEN, Beachfront, Private Beach, Dogs GOOD

Guest favourite

Home in Belleair Beach

4.96 out of 5 average rating, 184 reviews

Steps to a Private Beach Clearwater Belleair

Guest favourite

Condo in Indian Rocks Beach

5 out of 5 average rating, 21 reviews

After 2 hurricanes we are Open! Directly on Gulf!

Home in Indian Rocks Beach

4.84 out of 5 average rating, 31 reviews

Beachfront! Breathtaking Beach & Sunset Views!

Guest favourite

Bungalow in Indian Shores

4.92 out of 5 average rating, 233 reviews

BEACH Bungalow Steps from the SAND - Indian Shores

Guest favourite

Townhouse in Redington Shores

4.98 out of 5 average rating, 173 reviews

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Quick stats about beachfront rentals in Longboat Key

Total rentals
140 properties
Nightly prices starting at
$84 CAD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
110 properties are a good fit for families
Rentals with a pool
130 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace

Destinations to explore