Beach house vacation rentals in Pine Island

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Popular amenities for Pine Island beach house rentals

Beachfront house rentals

Guest favorite
A bright and airy kitchen and dining area is featured, with a large wooden table surrounded by leather chairs. A central island offers additional preparation space. Light-colored cabinetry and modern appliances are visible, complemented by a decorative light fixture and a floral centerpiece.
Home in Indian Rocks Beach
4.9 out of 5 average rating, 135 reviews

Luxury 3 Bedroom Beach Home with Game Room!

IsabellaRating, 5 stars1 month ago
This place was even better than we could have expected. There was 8 of us staying here and we still felt we had more than enough space. The house is the perfect distance from the beach and cute restaurants/ areas to just walk around. The lower level was the perfect addition with the projector and different games that really made our trip. We spent a lot of our trip in the house due to the less than ideal weather but had no complaints because of how perfect and cute this spot was. The host was friendly and responsive which also made the experience nice. Overall would 100% recommend it, I would even stay here again!
Top guest favorite
The open living area includes a brown leather sectional sofa, complemented by two upholstered chairs with light-colored fabric. A wooden coffee table sits atop a decorative rug. Natural light fills the space, revealing a view of the adjacent dining area and kitchen.
Home in Tarpon Springs
4.97 out of 5 average rating, 29 reviews

Beachside Bliss-Steps from Sand

RichardRating, 5 stars3 weeks ago
What we enjoyed most about Shiloh's place was its close proximity to the Gulf and Sunset Beach. We walked from the property to the beach on numerous occasions, especially to watch the sunset. We also walked and rode are bikes to Fred Howard Park which was close by and also into Tarpon Springs, and onto the Pinellas Trail. The house was as described, and well stocked with all we needed. The newer washer/dryer came in very handy. Shiloh was very quick to respond, as we had an issue with a patio fan; and she had the fan replaced while we were there at no inconvenience to us. WE would return to this property!
Superhost
Home in Gulfport
4.75 out of 5 average rating, 174 reviews

2BR- Gulfport Beach House

CharmaineRating, 5 stars1 month ago
We had a great stay at Lisa's place! We visited Gulfport last year and loved it so much we came back. The neighbourhood is so warm and friendly. It is the perfect combination of being vibrant with activity during the day and peacefully quiet at night. Lisa's property itself is delightful! Charming decor with comfortable couches and beds. The ceiling fans were great for ventilation with open windows, which were great for getting fresh air while we slept. The walls are thick enough that while you can occasionally hear that there are other occupants in the other units, it's not loud enough to be bothersome. The backyard was a beautiful place to just sit and relax and enjoy the view or read a book, with plenty of options for sun or shade, whatever you feel like!
Guest favorite
A wooden boardwalk leads to a modern waterfront property. The building features multiple balconies adorned with tropical greenery, offering views of the shimmering water. Large windows reflect the surrounding landscape, inviting natural light into the expansive living spaces.
Home in Clearwater Beach
4.83 out of 5 average rating, 18 reviews

Luxury on water & Steps to beach

BeniquezRating, 5 stars2 weeks ago
Perfect. That’s how we would describe this home. Here is our Family Top 7 list. 1. The home was exactly as described. Several areas to sit outside and watch the water, boats and sunrise/sunset. We had breakfast outside at the large dining table several times. 2. A 5 to 7 minute walk to the beach and the home is equipped with all of the beach essentials. Easy walk especially if you have little ones or a stroller. 3. The host had a large detailed binder with everything you need during your visit. From great areas to park, restaurants and places to go. She was also super responsive. We never had to wait more than 3 minutes for a response to any of our messages. 4. The home was super clean and well stocked. Also very easy to get inside when we arrived. 5. TVs in every room allowed our son some downtime between outings. And each bedroom had a ceiling fan. 6. The Thermostats were easy to operate and there were plenty of clean towels and wash clothes. 7. The area is extremely safe and quiet.
Guest favorite
A polished wooden staircase ascends towards a bright landing, designed with simple handrails. The hall features wooden doors and a plush rug, with natural light illuminating the space. A glimpse of the kitchen is visible through an open doorway, enhancing the inviting atmosphere.
Home in Indian Rocks Beach
4.88 out of 5 average rating, 8 reviews

Beautiful Home w/ Beach in the Backyard

SineadRating, 5 stars5 months ago
This place is absolutely beautiful. The home is full of character, wood floors, sash windows, it’s lovely. Plenty of room for a large family. And right on the beach. It’s amazing. We all loved our stay here & would highly recommend it.
Guest favorite
A three-story beachfront home is presented, featuring a light-colored exterior complemented by white railings. Direct access to the ground floor garage is visible, with a patio beneath the upper decks. Surrounding greenery and sandy pathways lead towards the beach, enhancing the coastal setting.
Home in Indian Shores
4.93 out of 5 average rating, 80 reviews

Beautiful Gulf Beachfront Home

RoseRating, 5 stars3 months ago
The perfect spot! The location is right on the beach and had everything you'd need for a day in the sun! The kitchen is stocked with almost everything you'd need minus fresh ingredients, reasonable check-out process, and absolutely beautiful views. We could not be happier and plan to revisit! Highly recommend!
Guest favorite
A cozy living area showcases a navy blue sectional sofa adorned with decorative pillows. Natural light streams through glass doors that open to a dockside view, while a dining table with woven placemats adds to the inviting ambiance.
Home in Madeira Beach
4.94 out of 5 average rating, 16 reviews

Water Front Boho 3BD/2BA House & 600 Feet to Beach

KayleeRating, 5 stars4 weeks ago
Very beautiful place to stay and in walking distance to John’s Pass. Host was very polite and responsive in messaging them. Would definitely visit again!
Guest favorite
The exterior of a modern three-story beach home is shown, featuring multiple balconies with white railings. The building's light-colored siding contrasts with the greenery surrounding it. A dock leads from the property to the water, with outdoor seating areas visible in the yard.
Home in Treasure Island
4.96 out of 5 average rating, 45 reviews

Treasure Island Beach House-150ft to beach!

MaryRating, 5 stars1 week ago
It was our first time staying in this area and it was wonderful. David's place was perfect. Being on the bay and right across the street from the ocean amazing. We also spent some time fishing on the dock and playing some corn hole in the common area below which was also great. We hope to be back again soon. Definitely worth the money.

Beach house rentals with a pool

Guest favorite
A four-person outdoor dining table is set with plates and glasses of red wine, overlooking the waterway. A double kayak is visible on the shore, and boats are docked in the background under a blue sky with a few clouds.
Home in Indian Rocks Beach
5 out of 5 average rating, 16 reviews

Waterfront Oasis Pool, Spa, King Beds

ChsaeRating, 5 stars1 week ago
Adam was a great host and very responsive with requests to heat the pool and spa. He made everything very easy. I didn’t have to worry about cleaning, stripping beds, or taking out the trash cans to the street. I felt that I could truly relax. I was traveling with an infant, so the highchair and crib made life so much easier. I didn’t expect those things so that was a great surprise. Grill even had an extra propane tank that we needed and I was very grateful that it was there halfway through cooking dinner.
Top guest favorite
Home in Seminole
4.98 out of 5 average rating, 195 reviews

SHOW Stopper! HEATEDPool 4 BD/2BA 3 KING beds!

IreneRating, 5 stars1 month ago
We travelled with 4 adults and 3 children. Everyone had a comfortable bed and lots of space to relax. The pool was wonderful. There were lots of beach toys for the children and the adults had everything we needed for a comfortable and fun day at the beach. The kitchen had everything we needed to enjoy home cooked meals including spices, tea and coffee. Sandra also left us a lovely welcome gift. Highly recommended!
Top guest favorite
A private pool is visible, featuring a heart-shaped design and surrounded by a smooth concrete patio. Sunlight reflects off the clear blue water. Lush greenery and a small garden border the area, with a barbeque grill positioned nearby. The house is partially shown in the background.
Home in Seminole
4.92 out of 5 average rating, 113 reviews

4 bedroom and private pool, near to Clearwater

AprilRating, 5 stars3 weeks ago
This was by far the best day we've had with Airbnb so far!! The house was so perfect for the price and the little amenities were so nice! They had yard games for kids to play and extra blow ups for the pool it was just such a lovely experience. The host was very responsive and understanding for adjustments that needed to be made or giving information I really enjoyed this stay!!
Top guest favorite
A sunlit swimming pool is surrounded by a screened enclosure, offering protection from insects. Chaise lounges are positioned alongside the pool, enhancing the relaxed atmosphere. Lush greenery is seen through the screen, creating a tranquil and inviting space for leisure.
Home in Largo
4.99 out of 5 average rating, 121 reviews

3 BR Home Heated Pool Close to Beach

MarianaRating, 5 stars1 day ago
We had an amazing stay. The house was in a perfect location. The place was very clean and had all the necessities. It was close to the beach, restaurants, grocery stores and parks. The beach was beautiful and not crowded. Mikes Pizza and Pub and Kooky Coconut were great places to order from. My kids loved the pool and the nature park that was within walking distance. Beach toys, umbrellas and chairs were provided by the host. My family can’t wait to come back!
Top guest favorite
A vibrant backyard pool area features a shimmering blue in-ground pool, accompanied by colorful floaties. Glass doors provide a view into the interior living space, allowing natural light to enhance the inviting atmosphere. A spacious patio area is bordered by lush greenery.
Home in Seminole
4.96 out of 5 average rating, 123 reviews

Heated Pool luxury house, 4 mins from BEACH!

JeffRating, 5 stars2 weeks ago
Had a great stay at Anna’s place 4 mins from the beach ! We had a group of 4 . Everyone enjoyed the layout of the home. A little space for each of us . We enjoyed a few days out ( one day in Tampa) and one full day of “ pool time “ Thanks again , everyone really enjoy your home and the area was very convenient to bounce around for some nice day trips .
Superhost
An aerial view showcases a waterfront home with a private dock and zero-entry heated pool surrounded by palm trees. Lounge chairs are positioned near the dock, providing a serene space for relaxation. The pool area is bordered by a patio, enhancing the outdoor living experience.
Home in Indian Rocks Beach
4.97 out of 5 average rating, 115 reviews

Ocean Dreaming: Waterfront Home with Heated Pool,

MelissaRating, 5 stars3 weeks ago
We would go back in a heartbeat! The house and location was perfect! Our kids loved the pool and being able to kayak and paddle board right from the dock was amazing! We saw dolphins multiple times a day and had fun fishing. The golf cart was perfect for getting to the beach and plenty of restaurants, including an ice cream shop! I would totally recommend this place!
Guest favorite
A well-furnished living area features a light-colored sofa with decorative pillows, a glass coffee table, and an area rug with subtle patterns. A dark wooden entertainment unit holds a television, and natural light filters in through nearby windows, enhancing the serene ambiance.
Home in Largo
4.81 out of 5 average rating, 80 reviews

Tranquil Home. 2 minutes to Indian Rock Beach...

TerrenceRating, 5 stars1 month ago
Gisele's place was clean and just like the pictures showed. The pool area was nice with a large Weber grill and lots of chairs . There were plenty of pool rafts in the garage for our use. Grocery stores, liquor stores, and restaurants all within a short drive and some within walking distance. The neighborhood was friendly and quiet and had a Catholic church within a 2 minute walk. We would definitely consider staying again!
Guest favorite
An expansive outdoor space features a private pool surrounded by lush palm trees. A generously sized patio is furnished with a large dining table and multiple chairs, creating an ideal spot for gatherings. Sun loungers are positioned nearby, enhancing the relaxation options.
Home in Largo
4.92 out of 5 average rating, 124 reviews

Poolside Palms Private Pool & Game Room - 7 Min to Indian Rocks Beach

MadisonRating, 5 stars2 weeks ago
This house was perfect for my bachelorette trip. All 10 of us slept comfortably and we felt like we had so much space. The pool was relaxing and felt secluded from the other houses around. Boyd was very responsive to questions that I had and made check-in/check out so easy!

Private beach house rentals

Superhost
A covered balcony offers two wicker chairs facing the canal. Palm trees provide a tropical ambiance while large glass doors lead into the interior space, allowing for natural light to fill the area. Views of the dock and boats are visible beyond the railing.
Home in New Port Richey
5 out of 5 average rating, 9 reviews

Tropical Waterfront Resort Home with Marina, Piano

SharonRating, 5 stars24 months ago
Michael's home amazing from the moment we walked into the beautiful foyer! The home was spotless, had abundant natural lighting, all modern appliances and electronics, gorgeous décor, but still had a cozy at-home vibe. The pool and game room were just the icing on the cake! The beds were very comfortable, which is something I'm very particular about. We would definitely return to this air bnb! Michael was a wonderful, personable, and responsive Host, and did not hesitate to answer any questions I had about the property. The grounds are beautifully maintained, and the pool was actually cleaned twice during our 9-day stay. My husband appreciated the workout area, and I enjoyed relaxing on the very comfortable patio furniture. Definitely 10/10.
Guest favorite
A balcony railing frames a clear view of the beach and ocean, with sandy stretches and distant waves visible under a bright blue sky. Palm trees dot the landscape, enhancing the coastal atmosphere. Nearby, a pathway leads to the beach area.
Home in Sunset Beach
4.98 out of 5 average rating, 57 reviews

3 Level Home. Ocean Views. Spa. Steps to Beach!

CarrieRating, 5 stars1 week ago
We had a great vacation and this house was absolutely perfect for our family. Having the space of a house but then having Caddy’s right across the street was so convenient, they had chairs and umbrellas available and waitresses walking around all day. This house is in a great location, very comfortable, and Tyler was great! We will definitely be visiting this area again and will stay here again!
Guest favorite
A wooden dock extends into calm water, featuring a boat lift and a nearby boat with an American flag. Lush greenery and homes are visible in the background, with a clear blue sky and fluffy clouds above.
Home in Port Richey
4.99 out of 5 average rating, 75 reviews

Blue Seahorse

TinaRating, 5 stars3 months ago
The house was clean and provided all the extras we needed. Location was perfect for our experiences in Tarpon Springs. Maria was very easy to work with and very responsive
Guest favorite
A spacious dining area is shown with a large wooden table surrounded by light-colored upholstered chairs. Large windows offer views of the water and surrounding scenery, allowing natural light to fill the room.
Home in New Port Richey
5 out of 5 average rating, 5 reviews

Waterfront Oasis

DemetrioRating, 5 stars2 weeks ago
My family loved the house. My wife is really pick with cleaning and for the first time she loved everything, even the smell of clean sheets. We love the space, it was perfect for our big family. Totally recommend!!!!!!
Guest favorite
A spacious living area features two brown leather sofas and two chairs, all adorned with decorative pillows. A coffee table with a fish centerpiece is positioned in the middle. The open layout connects to a dining area, visible in the background.
Home in Largo
4.91 out of 5 average rating, 58 reviews

Walk to Beach Food Drinks & Shops! “The Big House”

HillaryRating, 5 stars2 weeks ago
This house was an amazing stay! Jeff and Lynne are amazing host as usual and I even had the pleasure of meeting them both this time. I’d there is anything you may need or even questions they are very responsive and helpful. The house is close to the beach and restaurants with a Publix and even a mall about 5-15 up the road. The house had everything I needed to enjoy a peaceful and relaxing vaccination. They even have necessities for the beach. The setup of the house is spacious which I really loved. Can’t wait to hopefully stay again.
Superhost
A single-story, light blue house is seen, featuring a bright red front door. The well-manicured lawn includes green grass and tropical plants. A wooden fence borders the property, providing privacy, and the sky above is a mixture of soft clouds and an evening glow.
Home in Hudson
4.81 out of 5 average rating, 16 reviews

Hudson Beach Getaway W/Dock

RoseRating, 5 stars1 week ago
We really enjoyed our stay. Everything was as described. Jeffrey was an excellent host.
Guest favorite
A heated pool is surrounded by a spacious deck with multiple lounging areas. Glass panels create a protective enclosure, allowing sunlight to brighten the space. Pool stairs provide easy access to the water, while nearby seating arrangements invite relaxation and enjoyment.
Home in Hudson
4.93 out of 5 average rating, 27 reviews

Sunset in paradise @Hudson beach with pool

StephanieRating, 5 stars2 weeks ago
We (2 adults, 2 kids 4 and 8 years) had a brilliant week at Gerson’s place, and didn’t want to leave! The heated pool is fantastic and we loved fishing and kayaking off the dock. We had bbqs in the backyard and the indoors was spacious and clean. Around the area there was lots to do, we went to Crystal River, Honeymoon Island, Tampa Bay Rays Baseball and Tarpon Springs, and there was a lot more available. Sam’s restaurant 1km away on the seafront was brilliant at sunset, with great food and dolphins swimming by. We’d love to come back! It’s a special place.
Guest favorite
The exterior of a freshly redone home is visible, featuring a combination of yellow siding and stone accents. A welcoming sign is positioned near the entrance, surrounded by colorful flower beds with various blooms and maintained landscaping, creating an inviting approach to the property.
Home in Hudson
4.84 out of 5 average rating, 101 reviews

Waterfront house near Gulf of Mexico

KeriRating, 5 stars1 week ago
We had an amazing 2 week stay. The house backs onto the water, which is absolutely stunning & peaceful. We used the kayaks to check out the area and our dog laid on the dock and watched the birds. The house had everything you could need. It was actually much bigger than it looked. Lots of towels and bedding etc. Sandy was super responsive and helpful. Even giving an all too helpful ice cream parlor review 😄 which became a too frequent outing. The location is great. For us, so much was within 1 hour of the house. World class beaches, mermaids, state parks. We were so sad to leave and hope to be back again someday!

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