House holiday rentals in Pine Island

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Pine Island house rentals

House rentals with a pool

Superhost
Home in Hernando Beach
4.75 out of 5 average rating, 12 reviews

Hernando Beach Pool & Relaxation Home

WilliamRating, 5 stars1 week 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 Brandon
4.93 out of 5 average rating, 110 reviews

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

JamesRating, 5 stars4 days ago
Staying with Jose & Sara was an amazing experience! (Again!) We have stayed at their home previously, and we really enjoyed ourselves. When looking for a home to rent for vacation this time, we were excited to see Jose & Sara’s house! We jumped at the opportunity to rent this perfectly sized home again. Jose & Sara do such a great job of making you feel at home. There were towels folded on the beds and so many extra beach towels for the pool! There was even a little snack tray for us when we arrived. The directions to enter the home were easy to follow. We had one super tiny issue with the coffee pot, & Jose handled it quickly & efficiently. The pool is such a highlight of a perfect home! Perfect size to float around & enjoy the sun. The hot tub felt amazing after a 17 hour drive. You literally feel like you entered paradise, right outside the back door. There is a nice shady area with a fan as well. Showers & bathrooms were good sizes! I love the shower heads! I was able to enjo
Guest favourite
Home in Four Corners
4.96 out of 5 average rating, 178 reviews

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema

KaylaRating, 5 stars3 weeks ago
We had such a great time staying at Michael’s place! Our five teenagers were never bored with all of the fun amenities! The kids had a great time with the karaoke machine, arcade games and outdoor area! My husband and I love coffee, so we really appreciated the coffee bar and supplies that were provided. The house was beautiful and Michael was extremely responsive. We would stay again!
Top Guest favourite
Home in Hernando Beach
5 out of 5 average rating, 75 reviews

Waterfront | Dock | Heated Pool | Kayaks | Beach

EmilyRating, 5 stars6 days ago
Host was very responsive and willing to help resolve any issue we had. Beautiful scenery and lots of options for kids to play. Would book here again !
Guest favourite
Home in Crystal River
4.95 out of 5 average rating, 146 reviews

Waterfront retreat with heated pool and boat dock

JessicaRating, 5 stars2 days ago
This home was absolutely amazing! So many amenities…We enjoyed every second. My kids enjoyed the pool and fishing from the dock. We use the kayaks that were provided to kayak to the local spring, which was breathtaking. We used their recommendation with captain Kevin to book a fishing trip that was hands-down, the highlight of our trip—we saw dolphins, swam with manatee and caught numerous fish. It was a great vacation!
Guest favourite
Home in Spring Hill
4.89 out of 5 average rating, 150 reviews

Florida Gulf Coast. Sunshine and warm breezes!

KirkRating, 5 stars1 month ago
This is the 2nd time staying at Paul’s place. It was great as usual.
Top Guest favourite
Home in Spring Hill
5 out of 5 average rating, 19 reviews

Coastal Calm Retreat | Sleeps 8| Pool/ Game Room

AnthonyRating, 5 stars2 days ago
My family and I stayed here for a little four day vacation visiting the Weeki Wachee River. The home was everything we expected and more. Perfect place to relax after long days of paddling and swimming. I would highly recommend this location and this host to anybody looking for a place to stay.
Top Guest favourite
Home in Clearwater
5 out of 5 average rating, 103 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

BiankaRating, 5 stars4 days ago
We had an Amazing time and can’t wait to visit again. Beautiful house, far from the noise but so close to the beach. Absolutely the Best choice if you have kids or teens.. Thank you Ashley!

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 stars5 days 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.
Top Guest favourite
Home in Homosassa
4.97 out of 5 average rating, 32 reviews

Mason Creek River House

BrianRating, 5 stars5 days ago
This place was great! not only did they have a few drinks and snacks out in the kitchen but they also left us a bottle of wine! I've never seen an Airbnb host do that and I myself personally loved it. I would recommend Madison's place to anybody who is looking at it. She's very nice and responsive and very flexible on check in times. She gets five stars all the way around
Top Guest favourite
Home in Spring Hill
5 out of 5 average rating, 17 reviews

Nature Coast Retreats 3 Bedroom Direct Gulf Access

JosephRating, 5 stars10 months ago
Beautiful spacious house that sits on the river where you can watch fish and boats go by. I would stay there again.
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.
Top Guest favourite
Home in Weeki Wachee
4.99 out of 5 average rating, 166 reviews

SEA COW RIVER HOUSE - KAYAKS AND CANOES INCLUDED!

AndreaRating, 5 stars1 week ago
Loved the house , it had everything we needed . We did want to leave . My favorite spot was the outdoor patio with the fire pit . I could sleep out there when it was cooler . We really all enjoyed kayaking , saw a lot of manatees made s’mores for the kids . Perfect family getaway .
Top Guest favourite
Home in Hudson
5 out of 5 average rating, 6 reviews

Hudson Waterfront Home Weekly/Monthly Discount

AustinRating, 5 stars6 days ago
This home was absolutely beautiful! The area and surroundings were a sight to see! The hosts were very responsive and accommodating!
Top Guest favourite
Home in Homosassa
5 out of 5 average rating, 60 reviews

Chaz River Cottage

EricaRating, 5 stars6 days ago
We had a fantastic stay! The house was fully stocked with everything we could possibly need—there wasn’t a single thing we found ourselves missing. The kids had an absolute blast kayaking and swimming in the swimming hole—it was a highlight of the trip! The downstairs area was perfect for the whole family to relax, hang out, and enjoy some quality time together. Such a cozy, welcoming spot—we’d definitely love to come back!
Top Guest favourite
Home in Port Richey
4.97 out of 5 average rating, 29 reviews

Angelita's Lake Home 3br3ba w/heated pool

MadisonRating, 5 stars3 weeks ago
we loved Angelita’s place! it was so clean and in a great location. she was very accommodating as well! we couldn’t have asked for a better stay :)

Private house rentals

Guest favourite
Home in Spring Hill
5 out of 5 average rating, 70 reviews

Home On the River - Weeki Wachee Cabin

JanelleRating, 5 stars2 weeks ago
Our stay was amazing! We thoroughly enjoyed everything this home has to offer. The house was both beautiful and comfortable, and Kelley was super attentive. There were plenty of toys to enjoy the river, which was absolutely incredible. Will 100% stay here again!
Top Guest favourite
Home in Hudson
5 out of 5 average rating, 26 reviews

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

RachelRating, 5 stars6 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
Guest favourite
Home in Hudson
4.98 out of 5 average rating, 63 reviews

Cozy House With Large Deck

KatelanRating, 5 stars3 weeks ago
Amber’s place was exactly what we needed for our week away! Me and my boyfriend enjoyed the kayaking in the canal and just sitting on the deck fishing or lounging about. Amber was also very supportive and responsive when we ran into issues, I highly suggest staying here!
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.
Guest favourite
Home in Crystal River
4.97 out of 5 average rating, 99 reviews

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

ReneeRating, 5 stars6 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, 75 reviews

Seahorse River House @ Weeki Wachee

JoyceRating, 5 stars1 week ago
We had a great stay at the Seahorse River House. Everyone was excited to see the momma manatee with her baby swim by right off the dock. The space was well equipped and had plenty of room to relax and have fun. Lots of games and activities available for the kids to play with. We enjoyed our stay!!
Guest favourite
Home in Weeki Wachee
4.96 out of 5 average rating, 26 reviews

Tranquility Pines Retreat

DeborahRating, 5 stars1 month ago
From start to finish our 6 days here was wonderful. Very close to my best friend and so much to do in the area. We enjoyed the home, the deck, the grill and the fire pit with our friends. Our stay was home away from home perfect and the setting and privacy were much needed. Easy access to anything you could want or need and return to the peace and quiet. We will definitely be back! Thank you for sharing your slice of paradise with us.
Guest favourite
Home in Spring Hill
4.96 out of 5 average rating, 23 reviews

3bdr Perfect Family Getaway - Infant/Kids Friendly

Leonardo RafaelRating, 5 stars3 weeks ago
Awesome place, very nice and tidy house. Totally recommended. Thanks

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Hernando County
  5. Pine Island
  6. House rentals