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Waterfront vacation rentals in Longboat Key

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Longboat Key

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

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Condo in Indian Rocks Beach

4.89 out of 5 average rating, 110 reviews

Harbourside, 2/2, Waterfront-Newly Remodeled!

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

Home in Indian Rocks Beach

4.84 out of 5 average rating, 325 reviews

Stunning views! Spot dolphins from the pool!

BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

Home in Clearwater

4.97 out of 5 average rating, 29 reviews

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

Come relax on the water! Kayak out to Tampa bay or watch the kids kayak while you enjoy the hot tub! Fish from the private dock or sip your coffee from the large deck and covered patio! Your family will be close to everything when you stay at this centrally-located place. Waterfront home only 5 miles from the most beautiful beaches on the Gulf of Mexico. Located just across from protected mangroves, you’ll feel like the only ones on this beautiful waterway that leads out to the bay.

Rental unit in Clearwater Beach

4.98 out of 5 average rating, 119 reviews

Anchors UP #4, WALK to Beach; WATER VIEW; Sleeps 8

Intracoastal WATERFRONT, steps from sugar WHITE SAND beach with FREE parking. Huge window in living room provides a serene view where gulls, pelicans, and DOLPHINS might be spotted. Fully RENOVATED from top to bottom, this 1400sf apartment offers spacious WALK-IN showers, soft/comfortable beds, full kitchen and WATER VIEW. For a clean, relaxing, and AFFORDABLE getaway, choose Anchors UP. Beach/Shops/Restaurants/Bars-10minute walk; Pier 60/Marina/N. Beach-15 minute walk

Home in Indian Rocks Beach

4.97 out of 5 average rating, 110 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.

Home in Indian Rocks Beach

4.84 out of 5 average rating, 234 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

Rental unit in Redington Shores

4.88 out of 5 average rating, 8 reviews

Waterfront Upstairs

Escape to Paradise: Waterfront Airbnb in Redington Shores, Florida! xperience the ultimate beachfront getaway at our exquisite Airbnb in the breathtaking Redington Shores. Nestled along the pristine shores of Florida's Gulf Coast, our waterfront oasis offers a slice of paradise like no other. With stunning views, luxurious amenities, and a serene atmosphere, your dream vacation awaits! Peaceful, quiet and walkable to good food.

Condo in St. Petersburg

4.97 out of 5 average rating, 100 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

Rental unit in Clearwater Beach

4.86 out of 5 average rating, 111 reviews

Coastal Waterview Condo 2 Blocks to Beach

Wake up to your own water view with our comfortable direct waterfront 1 bedroom 1 bath villa on world-famous Clearwater Beach! Quiet & centrally located neighborhood on the edge of residential and commercial districts allowing for easy walking distance to everything on Clearwater Beach. Watersports on-site with office, offering amazing Island Jet ski tours, kayak & paddleboard rentals, parasailing!

Condo in St. Petersburg

4.85 out of 5 average rating, 275 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.

Condo in Bradenton Beach

4.93 out of 5 average rating, 122 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.

Townhouse in Tampa

4.98 out of 5 average rating, 113 reviews

Modern, Waterfront, 2,000 square foot Townhouse.

Private home, great location just ten minutes from Tampa airport and a public boat ramp on Courtney Campbell Causeway. Fifteen minutes to Raymond James stadium, International mall and downtown Tampa. convenient location to Clearwater St. Pete and all area attractions. quiet residential neighborhood!

Vacation rentals for every style

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Popular amenities for Longboat Key waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Rental unit in Gulfport

4.99 out of 5 average rating, 118 reviews

Spacious Casa Marina in Gulfport

Rental unit in Old Seminole Heights

4.81 out of 5 average rating, 454 reviews

↱Riverfront Escape w/included kayaks near dwntwn↰

Rental unit in Tampa

4.68 out of 5 average rating, 60 reviews

Waterfront, Covered Parking, Heated Pool & More!

Rental unit in St. Petersburg

5 out of 5 average rating, 26 reviews

Waterfront penthouse 1bdrm by Madeira beach

Rental unit in Bradenton

5 out of 5 average rating, 3 reviews

2bd/2ba Margaritaville Penthouse

Rental unit in Ellenton

4.96 out of 5 average rating, 355 reviews

Serenity on the Manatee

Rental unit in Siesta Key

4.79 out of 5 average rating, 190 reviews

2/2 Beach House Apt on Siesta Key

Rental unit in Indian Shores

4.92 out of 5 average rating, 149 reviews

Surfside Villas - Apartment B

Waterfront house rentals

Home in North Port

4.82 out of 5 average rating, 125 reviews

Panoramic waterfront with views and pool

Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Home in Tampa

4.93 out of 5 average rating, 15 reviews

Luxury Water Front Lake house

Home in Tampa

4.91 out of 5 average rating, 150 reviews

Waterfront*Kayak Paddle Board *Heated Pool

Home in Clearwater

5 out of 5 average rating, 5 reviews

Waterfront Pool Home - 8PPL 4BR

Home in Apollo Beach

4.98 out of 5 average rating, 124 reviews

5 Bed/4 Bath Waterfront "Lay Low" in Apollo Beach

Home in Coquina Key

4.87 out of 5 average rating, 54 reviews

Heart of St. Pete Waterfront Private Dock House

Home in Tampa

4.97 out of 5 average rating, 32 reviews

Waterfront South Tampa Home | Pool & Hot Tub

Waterfront condo rentals

Condo in Tampa

4.92 out of 5 average rating, 141 reviews

Waterfront Condo - Sunset View of Tampa Bay

Condo in Clearwater Beach

4.99 out of 5 average rating, 119 reviews

✔Waterfront |3BR |2Kings |Pool |Balcony |Beach

Condo in Treasure Island

4.92 out of 5 average rating, 111 reviews

Waterfront Condo - Dolphin sightings-Walk to beach

Condo in Tampa

4.95 out of 5 average rating, 148 reviews

Waterfront condo with sunset views of Tampa Bay.

Condo in Madeira Beach

4.91 out of 5 average rating, 119 reviews

Arie Dam 302, Beach Front Condo - 2Bed/2Bath

Condo in Madeira Beach

4.8 out of 5 average rating, 123 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

Condo in Clearwater

4.93 out of 5 average rating, 140 reviews

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.

Condo in Tampa

4.94 out of 5 average rating, 254 reviews

Modern Waterfront Condo - Captivating Sunset Views

Quick stats about waterfront rentals in Longboat Key

Total rentals
240 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
4.1K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
210 properties have a pool

Destinations to explore