
Beach house holiday rentals in Pine Island
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Top-rated beach house rentals in Pine Island
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Popular amenities for Pine Island beach house rentals
Beachfront house rentals

Gulf-Front Oasis | Stunning Sunsets +Nature Views!
Kelly's place was everything the listing promised and more. The location was peacefull and the views stunning! This is a great place to relax, enjoy nature, and spend time with family. We used the kayaks every day! We will definitely be back!

Vay-cay Canalside at Sunshine & Splashes Cottage
We had a great weekend getaway! The river was gorgeous! Kayaks were a huge plus! We saw manatees right from the dock. Great location. Good restaurants close by. Enjoyed the coffee provided on the porch in the mornings. Very peaceful. Very clean. Would definitely stay again😊

*NEW* Waterfront - Private Dock, Hot Tub, 4 Kayaks
We had a great anniversary trip at Brian's place! The house was well-appointed and had everything we needed. We enjoyed using the kayaks and the hot tub. We would definitely stay again!

Luxury 3 Bedroom Beach Home with Game Room!
There were beach chairs, beach towels, wagon and toys. Also plenty of bathroom towels and the kitchen was well equipped. Our grandkids enjoyed the downstairs game room

Steps to a Private Beach Clearwater Belleair
The home was extremely clean and had everything we needed. It was the perfect size for 3 adults and a toddler. Walking distance from the beach made it even better! Susi and George were extremely responsive when we had questions and even made sure to send us local recommendations. Our first vacation with our toddler was extremely smooth with much help to them!

Waterfront Coastal Home w/ Private Pool & Dock
We would stay here again. Spacious and clean with a super pool and lovely evening views watching dolphins from the upper deck. Angela responds quickly and is helpful. The house is very well stocked with kitchen and bathroom items. The location has local restaurants a 3 minute drive away. Great place to relax after Christmas!

MainRiver-LG yard, 10Kayak, firepit,2 full kitchen
This home on the river is 10/10, amazing! This was our 3rd time staying here and we can’t wait to come back again! This spot on the river is the star of the show! We saw manatees and dolphins daily and my kids had a blast fishing for bluegill right off the seawall. The kayaks included are great! We recommend this house to everyone who’s looking for great place to enjoy the river!

Dolphin Dreamer-6-Seat Golf Cart!
I recently booked a trip with my girlfriend for my 25th birthday and was all in all IMPRESSED. I’ve been staying at places up and down the Gulf coast my whole life and have never had an experience like this before. Truly a hidden gem.
Beach house rentals with a pool

FISH HAVEN-Gulf Home w/ Elev, Pool, Boat Ramp,Dock
Hosts let us check in a couple hours early, as we hadn't had any sleep because of a death in the family. Diane met us at the house and showed us how to work the door locks, elevator, etc. The neighborhood is family-friendly and we felt safe there. I was able to walk some of the nearby streets. This home is at the end of a canal, which was nice for kayaking. It was easy access by car to Route 19, which gave us the ability to try a couple of locally owned restaurants, as well as accessing shopping centers. It's also an easy drive to/from Tampa International Airport, which is about an hour away, depending on traffic.

The Jungalow SOHO - Pool/Hot Tub
A private paradise! This was the best part of our family vacation. The house was immaculate and organized. The outside area was amazing. I loved enjoying morning coffee in the hot tub everyday and listening to all the birds. I will be back.

Waterfront Oasis
Had the pleasure of staying here for a few days. Nice quiet neighborhood and a very peaceful and relaxing time hanging out here. Would not hesitate to book again only next time would like to book a fishing trip on the Reel Anomaly docked out back. Just book it and enjoy.

Boater's Paradise. No Hurricane Damage
Scott's home is really an idyllic getaway - comfortable, clean, and lots of extras that you don't typically find in air B&Bs. Like bikes, kayaks, and a downstairs gym with ping pong, darts, foosball and air hockey! We really enjoyed our stay - loved relaxing by the pool, beds were comfortable, neighbors (and their pup Finley) were very friendly, and the location is a great spot to travel north or south to explore. We had a wonderful dinner at Brian's place. Only downside is that the beaches we tried to visit were closed, probably due to hurricane damage. Highly recommending staying with Scott - he's a very responsive host and his home is truly a gem!

20% Off Florida Summer Vacation Rentals
We had a great time Thanksgiving week and thoroughly enjoyed the house and amenities.

Game Room, Heated Pool, 5 minutes to Beach
good size house with a nice inground heated pool and 3 bathrooms. beds and pillows were comfortable. enough dishes and cookware to accommodate all of us. house is on a beautiful street, quiet mature neighborhood. only complaint was not having the arcade game available (that was to be a highlight for us) but we had ping pong and foosball. lg kitchen table and barstools for everybody to sit and comfortable couches. plenty of pool and beach toys in the garage for use!

Stunning views! Spot dolphins from the pool!
This home was everything we hoped for and more. The views with the pool overlooking the dock and water were absolutely breathtaking. We even spotted dolphins swimming by, which made the experience truly magical. The entire property was spotless, with beautiful fixtures and thoughtful touches throughout. From the layout to the amenities, everything was curated for comfort and ease. It felt like a private luxury retreat. We couldn’t have asked for a better stay and would return in a heartbeat!

3 BR Waterfront w/Heated Pool, kayaks and bikes!
A Jewel! This house was in a great location, very clean and had everything needed for a house for the week. My husband and I brought my Mom down for Mother's Day and her Birthday. We drove from Indiana to Florida to visit with my nieces and their family. We all had a great time with the pool and the house itself. Used the kayaks and paddle boards. The guys fished a few days off the pier and we saw a dolphin one evening in the area. I will have to say this is the first house where there was actually plenty of towels and pretty much a stocked kitchen. We will definitely stay again. Thank you!
Private beach house rentals

MarshaMellow a modern gulf retreat!
Beautiful view and the gulf breeze on the porch was perfect any time of the day. Nice community. Close to restaurants and the boat ramp. Kitchen had everything we needed to cook our own meals. Very peaceful location, minutes from WeekiWachee.

Angele's House, Waterfront with direct Gulf access
This was the 2nd time we stayed at Angele's Place & we had a great time again! Its been redone since the hurricane & its even better than before! The house has everything you need to cook a meal, comfy beds & beach essentials! There's kayaks to use & the backyard & screened in lanai are great places to hang out! There's lots of good restaurants in the area & an ice cream shop within walking distance! Billy & Diane are great hosts & respond quickly to any questions! You won't be disappointed renting their place!

Florida Keys escape in Hudson
We absolutely loved your amazing home. The pictures don’t do this amazing place justice. The atmosphere was peaceful and serene. we had access to the kayaks. We were able to see the sunset while on the water we also saw manatees. Our stay was absolutely perfect! Thank you for making the check in and check out process flawless. Highly recommend and we will be back! Thank you again! :)

SunWild Ventures Home *Golf Cart & Kayaks*
This place is very nice and cozy love that it’s on the water it’s beautiful and the golf cart is an amazing touch , the host is very nice and very accommodating

"It's a Shore Thing"
We had a wonderful stay at this home. It has a great open floor plan and they have everything you need for your stay. The screened in areas are also really nice to enjoy the view. Response time is fast and check in was so easy. We will definitely be back.

Sunfish Adventures
Awesome spot! John had everything covered—coffee, bug spray, beach towels, even sunscreen. The house was super nice with cool decor and easy access to the Gulf. Would totally stay again!

Hellgate Island Scallop House (Boat access only)
We had a great stay. It was very well stocked and comfortable. The owner even left some goodies that were a surprise. I had a few concerns about staying at a location only accessible by boat but it turned out great. It was a much needed relaxing getaway.

Beautiful 4 Bed/3 Bath, Direct Gulf Access Home
Had a blast with the family :)!!! Was everything as described and much more :)!!! Amaazing accommodating host!!! Can’t wait to come back, we simply loved it 🥰
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- Weeki Wachee Springs
- Dunedin Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Amalie Arena
- Rainbow Springs State Park
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Fort Island Beach
- Tampa Palms Golf & Country Club
- Ben T Davis Beach
- Honeymoon Island Beach
- Clearwater Marine Aquarium
- Fred Howard Park
- Weeki Wachee Springs State Park
- Black Diamond Ranch
- Honeymoon Island State Park
- Sand Key Beach
- Hunter's Green Country Club
- Courtney Campbell Causeway Beach
- Gandy Beach