Beach house vacation rentals in Pine Island

Find and book unique beach houses on Airbnb

Top-rated beach house rentals in Pine Island

Guests agree: these beach houses are highly rated for location, cleanliness, and more.

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Top guest favorite

A boat deck is presented with a shaded area featuring a built-in grill and multiple seating arrangements. Lush green grass leads from a paved pathway to the water's edge, while palm trees and tranquil waters create a serene setting.

Home in Hernando Beach

4.99 out of 5 average rating, 122 reviews

Paradise! Golf Cart, Kayaks, Pedal Boat & more!

Welcome to Azalea by the Sea, your perfect vacation escape! Enjoy endless water activities and relaxation right in your own backyard. Highlights You’ll Love: •🛶 Kayaks for exploring the waterways •🌊 Water Mat for fun on the water •🔥 Fire Pit for cozy evenings under the stars •🎯 Cornhole Boards for friendly competition •.🚗 Golf Cart •🌿 5 Minutes to Weeki Wachee River — perfect for kayaking, paddleboarding, or spotting manatees •🎵 Nearby Bars & Restaurants with live entertainment every night!!

Top guest favorite

A three-story home is surrounded by lush tropical landscaping, showcasing palm trees and colorful plants. The spacious driveway leads to a carport area. A wraparound deck with railings is visible on the upper floors, inviting relaxation and ocean breezes.

Home in Treasure Island

4.98 out of 5 average rating, 124 reviews

You Belong on a Beach ! Walk to Beach - Food - Bar

Discover this secluded stretch of beach. Your stunning home is situated across the road from soft white powdery sand and the emerald Gulf waters. The boardwalk dining/entertainment is a leisurely stroll away. Unwind on wraparound decks as you take in the evening sunset view. A memorable vacation awaits families with children, several couples, or a group of friends. All 3 bedrooms come with full bathrooms. Experience true comfort in your thoughtfully designed fully stocked home away from home.

Top guest favorite

The house stands elevated on stilts, featuring a wrap-around balcony with white railings. The exterior is a soft yellow, complemented by green foliage. A set of stairs leads to the entrance, while a spacious parking area is visible beneath the structure.

Home in Crystal River

4.97 out of 5 average rating, 108 reviews

Undebatable

This one bedroom house offers one queen bed and a pull-out sofa to sleep a total of 4 people. The house offers a private boat ramp, docks, and quick access to the gulf. Includes Wifi, 2TVs, washer/drier, fire pit, grill, coffee maker. Enjoy sunsets, nature walks, and fishing from the docks. Clean, Clean, Clean! EVERYTHING is washed after each guest including sheets, towels, All blankets, bed comforters, and even decorative pillow cases. All handles, knobs, remotes and shower are sanitized.

Guest favorite

A vibrant outdoor area features a saltwater pool surrounded by colorful lounge chairs and a large cabana. The thatched-roof structure includes seating, complementing the tropical landscaping that enhances the inviting space.

Home in St. Petersburg

4.97 out of 5 average rating, 167 reviews

Beach Vacation Dream Pool Home-5 Mins to Beach

This magical outdoor space is waiting for you to create lasting memories! A beautiful interior and a HUGE poolside cabana with TV! The saltwater pool, putting green, life size chess board and fire pit are just a few things that bring this home to life. Home sleeps up to 12 guests and is just 4 minutes to area beaches and 25 minutes to downtown. Optional heated pool for additional cost. Check Airbnb profile for all 17 of our Airbnb homes because each one is fantastic + unique in their own way!

Superhost

The cabin is viewed from the water, featuring a stylish exterior and a spacious deck. A newly constructed dock extends over the calm canal waters, surrounded by lush greenery. A clear blue sky enhances the inviting natural setting.

Home in Tampa

4.77 out of 5 average rating, 264 reviews

*Waterfront* Kayaks & Bikes - Papa’s Rustic Cabin

Experience True Old Florida! Papa’s Cozy, Rustic, Oceanfront Cabin. One of the last true Old Florida neighborhoods in the area. Located near charming Oldsmar. This is a Saltwater Gulf canal, only a few houses down from open the open Gulf in Tampa Bay. Great for the outdoorsy vacationer. Brand new dock. 2 kayaks (individual rider) & 2 bicycles provided. Depth of the canal moves up and down with the tides. It’s usually shallow but has many fish in high tide. Central location to Tampa & beaches!

Guest favorite

A charming two-story house is presented in soft turquoise, featuring large front windows that invite natural light. A gravel pathway leads to the entrance, bordered by lush greenery and decorative landscaping. The surrounding area includes trees providing shade and a sense of tranquility.

Home in Gulfport

4.89 out of 5 average rating, 174 reviews

Gecko House Unit #1

Romantic little apartment which is the lower left half of the house next to Downtown Gulfport. Here you will find many shops, restaurants, and even a dancing hall a short walk away. Enjoy live bands during the day and Karaoke at night at some of the greatest bars in Florida. Not to mention, one of the best beaches is right next door. It even contains beach volleyball nets for daily use. Take a stroll down to the pier and enjoy the sites of the marina, or enjoy a beautiful sunset at night.

Top guest favorite

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

5 out of 5 average rating, 163 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Guest favorite

A two-story yellow house is framed by lush greenery, featuring a covered entryway with white pillars. The garage is visible on the left side, and a grassy lawn extends in front. Large windows allow natural light to fill the interior spaces.

Home in Hudson

4.92 out of 5 average rating, 131 reviews

Oasis Getaway

Relax with the whole family at this peaceful place to stay. Perfect Getaway with amazing sunset views from the upstairs balcony and a floating dock on a canal perfect for kayaking and manatee sight seeing. This canal will also take you straight to the ocean. Very spacious home with a tennis table located on the first floor and a beautiful pool to enjoy! Close to many attractions like Weeki Wachee Springs, Outdoor trails, a Marina, Water Park, Hudson Beach and great seafood restaurants.

Superhost

Aerial view of the Seascape Oasis home showcases the expansive Gulf waters alongside a lush green landscape. The property is surrounded by palm trees and features neighboring homes. The scenery highlights the serene waterway and vibrant greenery, offering a glimpse of the tranquil environment.

Home in Hernando Beach

4.9 out of 5 average rating, 106 reviews

Oasis on the Gulf- screened heated pool & jacuzzi!

You are renting this ENTIRE Seascape Oasis home sitting on the Gulf, with private water views, screened pool and a private dock for your boat: 3BRs, 2 baths + office BR + living + kitchen + breakfast room + dining room + gym + screened patios + 1 boat dock + Laundry room. Escape to kayaking, scalloping, fishing, crabbing, biking, pool, Florida sunset all at this Seascape Oasis! 5 mins to Weeki Wachee, 1 hr to Tampa, 2 hrs to Disney, minutes to restaurants, boat rentals, Walmart....

Top guest favorite

A spacious living area is furnished with a large sectional sofa and additional seating, centered around a rustic coffee table. Large windows provide natural light, while a ceiling fan adds comfort. An open layout connects to a dining area and kitchen in the background.

Home in Tarpon Springs

4.96 out of 5 average rating, 363 reviews

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

This home is ideally located near Florida's beautiful Sunset Beach and Howard Park Beach - only 17 miles from Clearwater Beach. Take a short ride to world famous attractions like Disney, or Busch Gardens. Don't settle for a hotel when you and your guests can enjoy a home with a gas grill, multiple patios, large kitchen/family room, a large 4K TV and a private jacuzzi/pool with gas heater *option. It's a perfect place for creating family memories or getting together with old friends.

Top guest favorite

The kitchen features light turquoise walls and dark wood cabinetry. Open shelving displays dishware and decorative items. A stainless steel stove and microwave are installed, with a large sink beneath a window. Counter space is available for meal preparation and dining.

Home in Hudson

5 out of 5 average rating, 111 reviews

Rachel's Place

Hudson is the best kept secret in Florida. This 2/2 is located just 200 yards from the Gulf of Mexico in the beautiful Sea Pines development. This home is nestled next to thousands of acres of wildlife bird sanctuary. There are kayak trails to follow for hours. Redfish, Sea trout and Mangrove snapper are abundant. This beautifully decorated home is well stocked with anything you may need. There are 2 Kayaks, one two person and one single, 2 adult bikes, and fishing equipment.

Top guest favorite

An aerial view of the tropical backyard reveals a spacious layout with colorful lounge chairs and umbrellas scattered across a gravel surface. Several dining areas, outlined by lush greenery, create inviting spots for relaxation and gatherings, surrounded by the tranquility of the natural setting.

Home in Tarpon Springs

4.99 out of 5 average rating, 105 reviews

Tropical Pool Retreat in Tarpon Springs

Welcome to our Tropical Oasis, a fancy yet warm and inviting vacation retreat nestled in the idyllic neighborhood of Tarpon Springs, Florida. - Spacious 3 bedroom home for up to 8 guests - Tastefully decorated living area with plush seating and smart TVs - Fully equipped kitchen for meal preparation - Heated saltwater pool with adjustable temperature - Game Room featuring table tennis, dartboard, and foosball - Complimentary bikes for local exploration