Beach house vacation rentals in Longboat Key

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Top-rated beach house rentals in Longboat Key

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Top guest favorite

Home in Bradenton Beach

5 out of 5 average rating, 29 reviews

Luxe! / Beach Access & Trolley/ Restaurants!

📣‼️Location, Location! Welcome to “Island Pearl” 🐚 on Anna Maria Island, where you can leave the car behind! This stylish retreat features a heated pool and is nestled in the heart of the action! 🌴The Trolley Stop is at the end of our block and Bridge Street Pier, a block over. 🏖️Beach access is situated just across the street! Fish from the Bay or catch a sunset while dining at the infamous Beach House Restaurant on Gulf Drive. Many restaurants, bars, and shopping are just a short walk away! 🛍️💃

Top guest favorite

An aerial view captures a heated private pool surrounded by tropical landscaping. Deck chairs and a lounge chair provide seating options, and stone pathways lead to the pool. The pool curves gracefully, inviting relaxation in a serene outdoor setting.

Home in Bradenton Beach

5 out of 5 average rating, 72 reviews

Location! Beach Access + Restaurants + Trolley!

🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!

Superhost

The home's exterior is softly illuminated by warm lights, highlighting the paved driveway and tropical landscaping. Tall palm trees and lush greenery surround the entrance, creating a serene atmosphere. The modern roof adds a contemporary touch, enhancing the inviting appearance of the property.

Home in Longboat Key

4.85 out of 5 average rating, 131 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Superhost

A vibrant outdoor area features a cozy splash pool surrounded by a stylish deck. Colorful pink lounge chairs are arranged nearby, and a large, eye-catching mural depicting marine life and a ship creates a captivating backdrop.

Home in Siesta Key

4.8 out of 5 average rating, 116 reviews

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

Retreat to the trendy 3BR 2Bath home and experience the laid-back ambiance of the beachfront Siesta Key area. This unique home is nestled just a few steps from the pristine sandy beaches and the vibrant Siesta Key Village, offering a fun getaway close to numerous restaurants, shops, and attractions. ✔ 3 Comfortable Bedrooms (Sleeps 12) ✔ Open Design Living ✔ Foosball & Arcade ✔ Full Kitchen ✔ Luxury Tiki Hot Tub & Splash Pool ✔ #Instaworthy Mural ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

Guest favorite

A spacious outdoor area features a heated above-ground pool, surrounded by a gravel surface and plants for privacy. A hot tub is positioned nearby, along with a BBQ grill and patio seating. A lounge chair with a beach towel lies centered in the area.

Home in Indian Rocks Beach

4.97 out of 5 average rating, 187 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

Welcome to your home away from home.Sand,sun and ocean breeze are waiting for you.Our modern Beach House is located 2 minutes walk from the beautiful and quite beach with direct beach access.Its a newly built three story house with nice and private backyard,heated pool,hot tub and beautiful rooftop.We have everything that you need for bigger groups of families to relax on your Beach vacation.Our Beach House is in a quite neighborhood and walking distance from restaurants,bars and stores. BTR#209

Superhost

A bright and airy living space is presented with large windows allowing natural light to fill the room. The ocean view is framed by white blinds, while a cozy blue sofa and a dining table set for meals creates an inviting atmosphere.

Home in Holmes Beach

4.91 out of 5 average rating, 43 reviews

True beach front home - 3 beds/2 bath, heated pool

This lovely 3 bedroom 2 bathroom home is situated on one of the most beautiful beaches imaginable; nestled among the sea oats leading out onto the white sand beaches and crystal clear waters this area is so famous for. As you cross the bridges and gaze at the glittering turquoise water fringed by swaying palms you will quickly realize that you have stepped back into old Florida – a slice of paradise that transports you back to a time when the pace of life was slower, gentler and more carefree.

Guest favorite

A screened-in porch features a green wooden floor and white railing, providing an inviting space to relax. Coastal wicker chairs are arranged for comfort, with light filtering through lush greenery, creating a serene atmosphere. Decorative plants enhance the warmth of the space.

Home in Longboat Key

4.89 out of 5 average rating, 9 reviews

Beautiful Island Beach House

Beautiful Island Beach House with pool/hot tub and private beach access on Longboat Key. The large light-filled spacious home is close to everything that you want for a fun, yet relaxing beach vacation: restaurants, bars, shopping, nature walks, and sandy white private beaches. Due to island restrictions, a 28-day stay is the shortest rental period allowed. Please note that this property is not available for young children given the surrounding water. Ages over 6 are welcome with supervision.

Top guest favorite

An open-concept living space is featured with floor-to-ceiling windows allowing natural light and views of the Gulf. Comfortable seating arrangements are present, along with a modern kitchen area. Decorative elements emphasize a coastal theme, capturing a relaxed ambiance and inviting atmosphere.

Home in Madeira Beach

4.97 out of 5 average rating, 39 reviews

Oceanfront 3/2 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.

Superhost

A spacious living area is highlighted by large arched windows, allowing ample natural light. A coffee table with a wood finish is centrally placed on a patterned rug. Two comfortable sofas are adorned with decorative pillows, and a dining area is visible in the background.

Home in Indian Rocks Beach

4.88 out of 5 average rating, 147 reviews

Luxury 3 Bedroom Beach Home with Game Room!

The perfect beach home DOES exist! Perfectly positioned 2 blocks away from direct beach access, kick up your feet & relax in our cozy 3 bedroom + 2.5 bathrooms with a killer garage space turned game room! While you’re not soaking up the sun on the beach, hang out downstairs and battle it out between air hockey, foosball, giant Jenga & Connect 4 and board games such as Cards Against Humanity. You'll feel right at home in our newly renovated & professionally decorated vacation home!

Top guest favorite

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.

Home in Indian Rocks Beach

4.92 out of 5 average rating, 131 reviews

High end Beach heaven: 3 private decks, Sleeps 10

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

Guest favorite

Home in Siesta Key

5 out of 5 average rating, 5 reviews

Luxury Siesta Key Beach Condo Steps from the Sand

Exclusive Amenities Include: • Semi Private Heated Pool • Breathtaking Gulf Views on 3rd & 4th Story Balconies • Less than .7 miles to Siesta Key Village • Less than 20 ft to Siesta Key Beach • 3 Bedrooms, 3 Full Baths • 2 King Beds, 1 Twin Trundle Bed, 2 Twin Sleeper Sofas (Sleeps 8) • 2 Spacious Balconies w/ Loungers • Private Garage • Regular & Keurig Coffee Maker, Dishwasher, Washer & Dryer, & Kitchen Essentials • Beach Towels, Chairs, Cooler, & Caddy Provided

Top guest favorite

An aerial view showcases a coastal area with a sandy beach and turquoise water. The newly built home is highlighted, situated across the street from the beach. Nearby structures and recreational activities are visible, illustrating the vibrant environment of the location.

Home in Madeira Beach

4.99 out of 5 average rating, 107 reviews

Beautiful New Home with Ocean View, Steps to Beach

Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perfectly located across the street from the beach, Caddy's restaurant and walking distance to several diverse options, and a 15-min walk to John's Pass (jet skis, fishing, restaurants, and more!) Amenities: - Smart TVs in all rooms - Fully equipped Kitchen - Gas grill - Beach accessories - Board Games - Family friendly