House holiday rentals in Pine Island

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Popular amenities for house rentals in Pine Island

House rentals with a pool

Guest favourite
Home in Spring Hill
4.9 out of 5 average rating, 140 reviews

Heated Pool Sun-Splashed 3 BR/2 BA Getaway

MikeRating, 5 stars3 days ago
Myself and two friends stayed here for a week and we found the house very warm and inviting. Well stocked and very clean…would stay here again… it is listing like this that make me continue using Airbnb.. thank you!!
Top guest favourite
Home in Crystal River
4.99 out of 5 average rating, 125 reviews

Crystal River home

ElizabethRating, 5 stars3 weeks ago
This is a beautiful home and property, even better than the pictures. Mark provided all the information we needed to have a great trip. Everything was clean and comfortable. There were 6 kayaks available, one for each member of our party. Being on the water was a huge plus. We kayaked to the spring and spotted two groups of manatees along with other wild life. We thoroughly enjoyed our trip and will hopefully return.
Top guest favourite
Home in Minneola
4.98 out of 5 average rating, 130 reviews

Pool + Heated spa Family friendly King suite Oasis

VivianRating, 5 stars1 week ago
What an amazing 2 weeks with family!! Don’t hesitate to book this GEM of a home! It’s beautiful, peaceful (on a culdesac) SUPER QUIET at night, great spots to eat at the waterfront and all around Minneola in general. We had an issue with warming the spa and both were very responsive, ordered the part and within 2 days its was perfect. This house had EVERY amenity you would need and then some…games indoor and outdoor, kids books, fire pit, swing, blankets to cozy up on couch, dog bowls, leashes, toys etc. They truly make you feel like it’s home. We can’t rave about it enough!! We were only a short half hour drive away from Disney also. Our 2 small dogs absolutely LOVED chasing lizards and frogs around the pool area! We would LOVE to come back if they would have us! Thank you again for being such great hosts! All you do to make your guests feel comfortable at home does NOT go unnoticed! Until next time beautiful Clermont/Minneola!!! 💕
Guest favourite
Home in Brandon
4.93 out of 5 average rating, 112 reviews

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

JoeneaseRating, 5 stars4 days ago
I was very happy that the hone looked exactly like the photos. The home was very clean. I would definitely recommend Jose & Sara's home.
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 stars4 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!
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.
Guest favourite
Home in Hudson
4.92 out of 5 average rating, 131 reviews

Oasis Getaway

DonRating, 5 stars2 weeks 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.
Guest favourite
Home in Tampa
4.86 out of 5 average rating, 118 reviews

Tampa Vacation Home - 3BR 10 PPL - Pool

ContessaRating, 5 stars2 weeks ago
Peaceful stay. pool and jacuzzi were great, kids loved it. Check out instructions were simple and easy unlike my last air bnb stay. needed something in evening and they ordered it and got delivered the next morning! Responded very quickly. Conveniently located around many stores, target, Walmart, Publix, dollar stores, Walgreens all less than 10 min away. Drive to ocean was not bad 45 min to Clearwater. Would stay again.

Weekly house rentals

Superhost
Home in Spring Hill
4.59 out of 5 average rating, 27 reviews

Beautiful Luxurious Home with Ground Pool!

NikiRating, 5 stars1 month ago
This home is beautiful and looks exactly like the pictures. The backyard was our favorite place as it is spacious and you able to sit under overhang to escape the sun or on the lanai to catch some rays! I would definitely stay here again next time I am in time visiting my family.
Superhost
Home in Spring Hill
5 out of 5 average rating, 3 reviews

Pine Island Escape | Kayaks, Sand, Sunsets & Games

PhillipRating, 5 stars3 weeks ago
Coastal Cozy Cabana was amazing! We enjoyed dolphin watching from the back deck, kayaking, ping pong and relaxing in the evenings by the water. The house was pristine. Kelly provided detailed instructions that made check in and check out seamless. We made many memories with our family and would definitely recommend staying at Kelly’s place.
Guest favourite
Home in Spring Hill
4.9 out of 5 average rating, 68 reviews

Weeki Wachee Hospital Hole Oasis

RobertRating, 5 stars2 weeks 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 .
Superhost
Home in Brooksville
4.83 out of 5 average rating, 66 reviews

The Oasis at Seven Oaks

SamanthaRating, 5 stars1 week ago
Second year coming to this house. Very family friendly and accommodating. Great for kids of all ages.
Top guest favourite
Home in Homosassa
5 out of 5 average rating, 61 reviews

Chaz River Cottage

EricaRating, 5 stars1 week 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!
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
4.92 out of 5 average rating, 307 reviews

The Chubby Mermaid (Weeki Wachee)

ReneeRating, 5 stars4 days ago
It was exactly as pictured. My son loved the kayaks. It was close to Buccaneer Bay.

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 stars1 month 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
Guest favourite
Home in Hernando Beach
5 out of 5 average rating, 17 reviews

Waterfront Gulf Oasis: Renovated 2BR - Deck & Dock

LaynaRating, 5 stars2 months ago
Recently renovated with a great deck space and comfortable beds. Easy access to Weeki Wachee and other outdoor activities. My kids enjoyed stargazing and fishing from the dock. I liked working on the screened porch and the deck sofa. We didn’t use the loft sleeping space, so can’t comment on that part :)
Guest favourite
Home in Spring Hill
4.95 out of 5 average rating, 91 reviews

Weeki Wachee River Escape Waterfront Home w/Kayaks

RonRating, 5 stars1 week ago
It was just what we were looking for! Close enough to restaurants and town but also off the main drag. Loved being able to paddle everywhere! We spent most of the time on the water. Having an abundance of beach towels was greatly appreciated! Highly recommended!!
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 stars1 week 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!!
Superhost
Home in Land O' Lakes
4.94 out of 5 average rating, 71 reviews

the Country House

TaneshiaRating, 5 stars2 weeks ago
The Country House was a great place for me and my family total of 3 to stay. My daughter enjoyed having her own bedroom and bathroom and my hubby and I enjoyed the peacefullness of the area. The place had everything we needed to enjoy our time in Land O Lakes and Dustin was a very responsive and friendly host. Would definitely recommend staying here. We've even talked about going back.
Top guest favourite
Home in Spring Hill
4.97 out of 5 average rating, 77 reviews

Seahorse River House @ Weeki Wachee

BrianaRating, 5 stars1 day ago
We try to come out to Weeki Wachee every summer. This by far has been our favorite place! Beautiful house with so much to do! a family of manatees likes to hang out at the doc as well!
Top guest favourite
Home in Orlando
4.97 out of 5 average rating, 59 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

DeliaRating, 5 stars1 week ago
A group of 5 (plus a dog) went down for a concert and to celebrate my birthday, this house was AMAZING! There was so much space that even with the rooms being close to one another, no one felt like they were on top of each other. Tina has done a marvelous job decorating and furnishing the place with beautiful, and very comfortable, furniture/decor. The kitchen, fridge/freezer, and laundry room came fully stocked with everything you could need (even things you didn’t know you did). The pool and backyard space were stunning! My dog had a blast running around and pretending he was an alligator in the pool. Plenty of pool floats and towels were provided. Overall this has been the best airbnb I’ve ever stayed at, my entire group loved it, and I would highly recommend this place to anyone that’s staying in Orlando!
Guest favourite
Home in Weeki Wachee
4.94 out of 5 average rating, 53 reviews

Waterfront Cottage

LauraRating, 5 stars3 days ago
Accurate listing. Being able to kayak on our own terms and not have to pay extra for rentals was nice. We saw a manatee even though it was hot out. The unit’s air conditioners keep up just fine. It was great to have a washer & dryer available with detergent there. (Bring your own hair dryer if that matters to you. The listing does not mention one, so it was my wrong assumption.) Enjoyed eating at Upper Deck and Silver Dolphin-both nearby. We would stay here again.

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