House holiday rentals in Pine Island

Find and book unique houses on Airbnb

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Popular amenities for Pine Island house rentals

House rentals with a pool

Guest favourite
Home in Brooksville
4.97 out of 5 average rating, 108 reviews

Fuel Your Passion, Epic Moto Ranch Factory Ride

RyanRating, 5 stars2 weeks ago
Awesome place to stay. Very nice and extremely convenient. Great hosts
Top Guest favourite
Home in St. Petersburg
5 out of 5 average rating, 162 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

MackenzieRating, 5 stars1 week ago
We had a great time at Ruta’s airbnb. She was always very quick to respond when we needed anything which was greatly appreciated. She has everything you would need at her airbnb and she gave us great recommendations.
Superhost
Home in Spring Hill
4.87 out of 5 average rating, 135 reviews

Ranch Pool Resort with Horses jacuzzi nearby park

KiaraRating, 5 stars4 days ago
This was my first experience using Airbnb and David made it easy and responded quickly! Such a beautiful property and perfect for a family like mine. The pool was exceptional and although it was a shared pool we had it to ourselves majority of the time which was a plus. The horses are such a calming touch and nice to visit when you have the free time especially for the kiddos!
Guest favourite
Home in Crystal River
4.95 out of 5 average rating, 145 reviews

Waterfront retreat with heated pool and boat dock

FaithRating, 5 stars1 week ago
The family enjoyed how peaceful and quiet the area was. We especially enjoyed sitting by the canal and watching the mullet jump out of the water. While kayaking we spotted lots of local wildlife. House was top notch.
Top Guest favourite
Home in Orlando
4.97 out of 5 average rating, 119 reviews

Spacious Home with Pool & Hot Tub near Downtown

AmandaRating, 5 stars1 day ago
We had a wonderful stay and would definitely book again. Tina was a wonderful host. Thank you so much for a memorable place to stay and the wonderful recommendations. We had a great time.
Guest favourite
Home in Tampa
4.96 out of 5 average rating, 128 reviews

NEW Heated Salt Pool & Spa on Waterfront Canal

AshleyRating, 5 stars1 week ago
The place felt like home! Very peaceful and the views were breathtaking. We will be back next summer for a longer stay!
Top Guest favourite
Home in Hernando Beach
4.97 out of 5 average rating, 102 reviews

NewlyRenovated• Saltwater Pool •Kayaks• Pedalboat

BridgetRating, 5 stars5 days ago
Such a beautiful home to stay in! They have thought of everything. The pool area was great to use. Will definitely book again!
Guest favourite
Home in Hudson
4.92 out of 5 average rating, 131 reviews

Oasis Getaway

DonRating, 5 stars1 week ago
Ricardo was a great host and offers a great home to stay at. We used it as our base camp to attend two different concerts at Raymond James stadium over the course of a weekend and it offered a quiet sanctuary away from the hustle of the Tampa area. Definitely recommend it.

Weekly house rentals

Top Guest favourite
Home in Hudson
5 out of 5 average rating, 27 reviews

Beautiful sunsets, waterfront 2/2 pool home

AmandaRating, 5 stars1 day ago
This place is amazing I can’t say enough good things about it. The property was spotlessly clean tastefully decorated comfy beds lovely bathrooms. Tracy has done everything to make sure it’s like a home from home and that’s exactly the way it felt from the moment we walked in. It had everything we needed and the welcome basket was a lovely thought. The back of the property has beautiful views with nice seating we even spotted a dolphin one afternoon it was so peaceful and relaxing and we used the pool most days. The area is quiet and we felt very safe Hudson is easy to get around everything seems to be on one straight road either way, there’s a Walmart minutes away and down town port st Richie just a few minutes drive. Homosassa springs was about 35min drive and well worth a visit. We ate at Catches restaurant just a few minutes drive away which had good food and cocktails. So the property is in a great location. We had a wonderful stay and would definitely recommend this property.
Guest favourite
Home in Spring Hill
4.97 out of 5 average rating, 117 reviews

River Beach Retreat: Tiki Bar, Hot Tub, Kayak +BBQ

ArthurRating, 5 stars3 days ago
We loved the place, it was well stocked. The location was perfect it is down a canal so not much traffic and so it was very peaceful. There were plenty of kayaks for the 6 of us. We saw manatees and dolphins on our trip. The beds were very comfortable. The one and only issue was it says it sleeps 6 but I wouldn't recommend it for 6 adults/teens. It comfortably sleeps 4 adults/teens and maybe smaller children. We would definetly stay her again just if we had a smaller group.
Top Guest favourite
Home in Hudson
5 out of 5 average rating, 26 reviews

45% OFF- Pet friendly, waterfront, kayaks, fishing

RachelRating, 5 stars2 days ago
we had the best time. we took advantage of the kayaks and my 9 year old had fun pretending at the outside bar. we also love corn hole. overall had the best time
Top Guest favourite
Home in Port Richey
4.99 out of 5 average rating, 235 reviews

Heated & Screened in Pool-All Essentials Provided

TimRating, 5 stars1 week ago
Very clean and very well equipped. House was very responsive and even checked in on us mid stay to see if we needed anything! Would definitely rent again
Guest favourite
Home in Homosassa
4.97 out of 5 average rating, 38 reviews

Spring house

TrinaRating, 5 stars1 week ago
This home was was such a find! It sits on a point that is surrounded by seven sisters springs. The house was nostalgic and relaxing, we all felt like we were at the family cabin. It was in a very privet setting but close driving distance to good restaurants(the freezer:) and amenities. We will definitely be back, Thank you Jere and Darlene for making us feel at home.
Superhost
Home in Hernando Beach
4.75 out of 5 average rating, 12 reviews

Hernando Beach Pool & Relaxation Home

WilliamRating, 5 stars5 days ago
From the moment we walked in we felt right at home. Beautifully appointed and comfortable. We especially enjoyed the Florida room and the pool/waterfall/fountain. Having our morning coffee poolside while watching boats head out for a days fishing was extremely relaxing. I highly recommend this home for a peaceful place to help boost your creative energies!
Guest favourite
Home in Homosassa
4.94 out of 5 average rating, 107 reviews

The Banyon House 2br 2Ba w/Gulf access + Kayaks

NicholasRating, 5 stars1 month ago
Susan’s place was great, really peaceful, we had canoes and barbecues and a place called the freezer just down the road, a short bike ride away, ice cream bar everyone in in area is super friendly, we’d totally recommend it to anyone. A great place to stay.
Top Guest favourite
Home in Spring Hill
4.97 out of 5 average rating, 74 reviews

Seahorse River House @ Weeki Wachee

JessicaRating, 5 stars1 week ago
We loved staying here for the second time! There is always a great variety of kayaks/paddleboards/canoe and life jackets! Saw dolphins, and plenty of manatees… even an alligator! Just a quick paddle to the main river and everything you need for a Weeki Wachee stay is at this house 🖤 can’t wait to be back!

Private house rentals

Top Guest favourite
Home in Winter Haven
4.97 out of 5 average rating, 60 reviews

Adult-Only Love Hotel with Mermaid Pool

BriRating, 5 stars3 weeks ago
The entire house was incredible! The attention to detail was impeccable to the privacy fencing outside to the art on the walls. The more we explored the house the more we realized that the owners literally thought of everything when designing and furnishings the home. 10 out of 10 would recommend. Can't wait for my next visit
Top Guest favourite
Home in Homosassa
4.97 out of 5 average rating, 31 reviews

Mason Creek River House

BrittanyRating, 5 stars2 weeks ago
I cannot recommend or compliment Madison and her Mason Creek House enough, we absolutely loved it here and everything was perfect. We were greeted with snacks, beverages, and a birthday cake cookie for my husbands birthday in the kitchen. The house is beautiful and had everything we needed. We loved hanging out on the covered back porch and using the grill. The kayaks were a really cool bonus to take off the private pier, which was also a great view. Everything was just awesome. 10/10, highly recommend and would love to go again. 😊
Top Guest favourite
Home in Spring Hill
5 out of 5 average rating, 19 reviews

1.6mi to Weeki wachee pool/saltwater Heated Pool

GesineRating, 5 stars1 week ago
It was a super clean house. She was an amazing host. So nice and flexible. The pool was heated and so relaxing. They allowed me to move some of the external security cameras, so I could have privacy in the backyard. I had an amazing vacation.
Guest favourite
Home in Spring Hill
4.94 out of 5 average rating, 90 reviews

Weeki Wachee River Escape Waterfront Home w/Kayaks

AlishaRating, 5 stars1 week ago
We had a wonderful stay! We loved having the stairs to the water and the dock. We have a micro skiff so having both options was really great for us! The place is clean and very comfortable. It is very close to The Upper Deck and the little beach area that you can swim in. We saw a few manatees. We live in Florida and still love seeing the local wildlife!!
Guest favourite
Home in Crystal River
4.97 out of 5 average rating, 97 reviews

Stilted 2BR canal home, full kitchen, yard, pets!

ReneeRating, 5 stars2 days ago
Kristen was a wonderful host. Friendly & accommodating. The house was lovely, comfortable, and well equipped. I especially loved the upstairs loft with the picture window that offered a great view of the surrounding marshlands from the upstairs desk. The outdoor spaces were great for cookouts & fishing too if you’re up for a little kayaking. There are set of wind chimes that sing the most beautiful melody creating an almost hypnotically relaxing atmosphere. I would highly recommend!!
Top Guest favourite
Home in Spring Hill
4.97 out of 5 average rating, 36 reviews

Mermaid Tails-Kayaks-EARLY CHECK in & LATE Ck out

KevinRating, 5 stars1 week ago
The place was spotless and very welcoming. The access to the river is right around the corner and the dock and patios were a welcome spot to spend down by the water. We definitely had an amazing weekend and would love to book again in the future.
Guest favourite
Home in Spring Hill
4.9 out of 5 average rating, 68 reviews

Weeki Wachee Hospital Hole Oasis

RobertRating, 5 stars1 week ago
Great location to enjoy the river and the Hernando Flats The dock was a plus to park our jet ski during our stay. Very clean with everything we needed. I would definitely recommend this place to friends. The Upper Deck restaurant is within walking distance and the food was great. Looking forward to staying again soon.
Superhost
Home in Spring Hill
4.88 out of 5 average rating, 41 reviews

Spring Hill Serenity:Cozy Escape

AshleyRating, 5 stars2 days ago
The host was easy to contact if we needed anything and always responded in a timely manner! We felt very comfortable with the location. And the space was EXACTLY what we needed.

Destinations to explore

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