Waterfront vacation rentals in Longboat Key

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Top-rated waterfront rentals in Longboat Key

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Superhost

Condo in Indian Rocks Beach

4.89 out of 5 average rating, 110 reviews

Waterfront, Harbourside, Water Park, Beach, #3319

The two large slides and the lazy river will be closed periodically the week of January 9, 2023 through January 16 2023 for required slide maintenance. The kids splash pad will also be closed for cleaning and painting a couple days that week. The big pool will remain open. 4 FREE daily water park passes and parking for one car is included! 3/5 minute walk to the BEACH! This 2/2 condo is located at the 'Harborside@Marker 33' and 'Splash Harbour Water Park' complex. Your 3rd floor unit has a

Superhost

Condo in Bradenton

5 out of 5 average rating, 3 reviews

Intracoastal Connections-Incredible Sunsets-Luxury

Experience waterfront luxury at this stunning 3-bed, 3-bath gem in Marina Walk, One Particular Harbor. Just 1.8 miles from Anna Maria Island's beaches, this home offers breathtaking views of Anna Maria Sound. Monthly guests enjoy resort pools, fitness center, nature trails, kayaking, and Sky Bar. Short-term visitors access the pool, splash park, and BBQ areas. Relax on the lanai, savor sunsets, or explore local attractions. Fully equipped with beach essentials, it’s your perfect coastal escape!

Superhost

Home in Tampa

4.78 out of 5 average rating, 113 reviews

Waterfront Oasis! Kayaks,Hot Tub

This one of a kind waterfront home is the perfect oasis while still being close to everything Tampa Bay has to offer. 10 minutes from TPA, downtown Tampa, Bush Gardens, Raymond stadium and 30 min to St Pete/ Clearwater Beach/ Dunedin. The natural canals right behind the house are some of the most memorizing natural areas you’ll find in all of Florida! We have 2 tandem kayaks for some epic exploring, a private dock w/ lounger & fire pit, and a screened lanai with hot tub over looking the water!

Top guest favorite

Townhouse in Ruskin

4.93 out of 5 average rating, 106 reviews

Still Waters Townhome, Sunrise and Sunset Views

Elegant home with 4 balconies, 2 overlooking water. Sunset and sunrise views. Gourmet kitchen, granite countertops, cooktop range, stainless steel appliances. Coffee maker, tea kettle, Nutra-bullet, toaster and more. Each room has a large flat screen smart TV. Bright, modern, immaculate. Wireless internet, Ethernet and Netflix. Washer and dryer on main level. Five minute walk to white sand private beach, complimentary umbrella and chairs. No smoking, no pets, no events.

Superhost

Home in Indian Rocks Beach

4.97 out of 5 average rating, 115 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

Guest favorite

Home in Indian Rocks Beach

4.85 out of 5 average rating, 246 reviews

Amazing water front view home newly renovated

Don't miss the amazing waterfront sunset from the deck. This 1900 sq ft newly renovated,3 bdrm 2 bth home is 10 minutes walk to the beach or park at the beach parking. Sleeps 10, 1 king bd, 2 queen bds, 2 queen pull outs, 6 parking spaces, large deck, dock available for guests, patio furniture, gas grill, much more. Close to shopping, restaurants, and entertainment. Fly in through Tampa international airport and Saint Petersburg airport. Business tax BT# 1701

Superhost

Condo in Clearwater Beach

4.83 out of 5 average rating, 118 reviews

Direct Waterfront "The Lily Pad" Walk to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤

Top guest favorite

Condo in St. Petersburg

4.97 out of 5 average rating, 117 reviews

Waterfront quiet condo w Pool by Madeira Beach

Incredible open water views from this 1 bedroom 1 bath QUIET CORNER UNIT on Boca Ciega Bay! Beautiful sunsets over water from your private 20ft balcony or from the heated pool and spa area with full views of Boca Ciega Bay. Private fishing pier on site. Exercise room overlooking pool. One of quitest units in building. Minutes to War Veterans’ Memorial Park, boat launch, boat rentals, trails, Madeira Beach, downtown St Pete

Guest favorite

Condo in St. Petersburg

4.86 out of 5 average rating, 291 reviews

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.

Top guest favorite

Cottage in Bradenton

4.96 out of 5 average rating, 106 reviews

Waterfront*3bd 2ba*Pool* PingPong Table*relaxing

• Fish from dock • Dog Friendly • 2 bd / 2 ba • Keyless Entry • Fire Table • Pool and pool floats • Putting Green • Selfie Wall **Add my listing to you wishlist by clicking the 🖤 in the upper-right corner* >> 10 miles to beach, *Award Winning Ana Maria Island >>7 miles to IMG Academy >> 11 miles to SRQ Airport >>2 miles from Pittsburg Pirates Training camp

Guest favorite

Apartment in Bradenton Beach

4.87 out of 5 average rating, 128 reviews

Low Tide @ Tides Inn

Sunny and spacious bungalow with views of the Intra-Coastal Waterway. Bring your boat and fishing gear and fish off the new dock. Coastal Eco-Tours are available within minutes. Centrally located within minutes to the beach and Bridge Street. Newly remodeled mid-century bungalow that offers many close activities for all the family.

Superhost

Condo in Bradenton Beach

4.92 out of 5 average rating, 127 reviews

Beach, Bay & Pool

Steps from the beach, heated pool & right on the water. Spacious 2 bedroom 2 bath with a lovely waterfront balcony. 3 minute walk to a gorgeous white sand beach. Restaurants and shops in walking distance at this IDEAL LOCATION !! Spend hours watching the pelicans & dolphins, it's a wildlife lovers paradise.

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What guests are saying

Luxury Waterfront Sunset Beach

5 out of 5 average rating, 39 reviews2 weeks ago

This house was perfect for our spring break mother daughter trip. The morning sunrise over the bay with a Nespresso coffee on the deck couldn’t be beat! The walk to the beach is so quick and easy and it was nice to be able to use the lounge chairs and bar/food service at Caddy’s. The sunsets from the beach are amazing. The house was clean and beds were comfortable. It was nice having three bathrooms and a beautiful kitchen. There is a bedroom on the main floor for guests who may have issues going up the spiral staircase with luggage. Priscilla was so friendly, accommodating and very quick to respond.

Home in Sunset Beach

What guests are saying

Waterfront 4-level townhome with rooftop deck!

4.83 out of 5 average rating, 6 reviews2 months ago

We will be staying here again! As a mom of 3 toddlers/infants, this house was SUPERBLY clean and in the best location possible. Everything was walking distance and in the heart of Clearwater Beach. The beach was just steps away and the neighborhood is so beautiful and upscale. Waking up to the water view every morning was a dream. I can't wait to rent this house again!!

Townhouse in Clearwater Beach

What guests are saying

2BR Waterfront Townhome, Heart of Clearwater Beach

4.92 out of 5 average rating, 92 reviews1 month ago

Tracy and David were super accommodating and communicative. We stayed in their townhouse for nearly a month and it felt like home away from home. We appreciated all the amenities and the post hurricane renovations were beautiful. Thank you for a comfortable and wonderful stay. We hope to be back!

Townhouse in Clearwater Beach

What guests are saying

1.5 Bed Condo on Lake Tarpon (1st Fl)

4.9 out of 5 average rating, 30 reviews1 week ago

The place was immaculately clean and beautifully decorated providing a cozy and welcoming atmosphere. The amenities were top-notch ensuring that we had everything we needed for a comfortable stay. We enjoyed exploring the area … especially the beaches that were close by. Our grandchildren enjoyed fishing off the dock. We look forward to our next visit to Florida and definitely would stay here again!!!

Apartment in Palm Harbor

What guests are saying

Dreamy Waterfront Bungalow w/Heated Spa. Near AMI.

5 out of 5 average rating, 41 reviews3 weeks ago

This home was a 10 out of 10! The backyard was beautiful and provided the best views of the water. We loved having our own dock and the seating areas were plentiful. The swim spa was a favorite of ours. Mara was super responsive and very proactive. She messaged us a few days before our arrival and arranged for an early check in without us even asking. Beds were comfy and we had plenty of space for our family of 4. The kids enjoyed the games and the snacks she left for us. Home was very clean. The neighborhood was quiet & a short drive to Anna Maria Island and beaches. We would happily return to this home!!

Home in Bradenton

What guests are saying

Amazing Private Beach Home

4.92 out of 5 average rating, 49 reviews1 week ago

This place was absolutely perfect. The private beach was the highlight — quiet, clean, and just steps from the property. It felt like our own little slice of paradise. The home itself was spotless and beautifully decorated, with everything we needed for a comfortable stay. The host was super responsive and thoughtful, even leaving some local treats for us when we arrived. Whether you’re looking to relax by the water or explore the area, this spot has it all. We’re already planning our next trip back!

Home in Oldsmar

What guests are saying

Waterfront Historic Wares Creek Cottage with dock

5 out of 5 average rating, 7 reviews2 months ago

We just returned from a four night stay at Lisa’s Historic Wares Creek Cottage. The house is even better than the photos show. It’s very spacious, beautifully decorated and immaculate! The kitchen was well stocked with quality cookware, two choices of coffee pot w/coffee, nice appliances and is very functional. The king bed was comfortable. (There were just two of us). The couch is amazing. And to top it all off, Lisa is such a gracious host. She is extremely responsive and a pleasure to interact with. You will love your stay here.

Home in Bradenton

What guests are saying

No Damage Waterfront Townhome at Little Harbor

4.94 out of 5 average rating, 51 reviews1 month ago

We had a great day John’s place. It was a great secluded little community with a beach on the bay, restaurants and beautiful scenery. My favorite part was the balcony. There is actually a balcony for every bedroom, which I thought was amazing. My husband and in-laws really enjoyed fishing on the pier. My husband took my daughter crabbing off one of the docks and when we were there one day, a dolphin swam underneath the dock and we were so close to it. Both restaurants on the property were great. It is a quiet community so if you like a quiet peaceful stay, this is the community for you. The pool is on the smaller side and there is also is a small Jacuzzi, but it is right on the water and it really is beautiful.

Vacation home in Ruskin

What guests are saying

Waterfront Private Dock 4BR/2 Bath kayaks/Hot Tub!

4.97 out of 5 average rating, 34 reviews2 weeks ago

We had a wonderful time! The house and all accommodations were amazing. Awesome quiet location with everything that we needed, safe neighborhood. We were able to sit in the backyard and watch the manatees and able to relax and unwind in the hot tub. Host went above and beyond to make sure we had what we needed, was quick to respond to questions and reached out to us to see if we had questions and offer suggestions. Highly recommend, would definitely stay again!

Home in Clearwater