House holiday rentals in Pine Island

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Popular amenities for Pine Island house rentals

House rentals with a pool

Guest favourite
Home in Tampa
4.89 out of 5 average rating, 149 reviews

Pool Oasis | Karaoke | 5G | Theater 135" | Grill

NiaghaRating, 5 stars3 weeks ago
Everything was just like the listing stated. Easy access to everything and plenty to do in the house itself. Its funny but they have notes posted around the house with different instructions or just to let you what light switches you are using. Only problem I had, I couldnt beat PAC MAN!!!!!! WOULD definitely recommend!!
Guest favourite
Home in The Villages
4.95 out of 5 average rating, 122 reviews

2/2 custom pool home with 4 person gas golf cart

TracyRating, 5 stars5 months ago
Great place. Very comfortable. Loved the pool and driving golf cart was fun. We had everything we needed for a great stay. This is not a complaint at all more of a helpful hint but one of the town squares was too far to take golf cart and you will need a car.
Superhost
Home in Lake Mary
4.89 out of 5 average rating, 254 reviews

Gated community XL pool Home 2500sq/f

CassieRating, 5 stars6 days ago
Thank you for another great stay in Lake Mary!
Superhost
Home in Kissimmee
4.82 out of 5 average rating, 117 reviews

Pool House in Kissimmee

CindyRating, 5 stars2 weeks ago
this place was beautiful and the bost was very responsive and helpful even let me go back after I checked out to get something we forgot
Guest favourite
Home in Largo
4.95 out of 5 average rating, 134 reviews

Beautiful Heated Pool house, 10 mins to the beach!

LorettaRating, 5 stars2 months ago
The home was exactly as described. The backyard is truly an oasis, very private and peaceful. The pool was wonderful and heated to a comfortable temperature. Grocery stores and restaurants close by. A short drive to Clearwater and St. Petersburg, Anna is a wonderful host, very pleasant, helpful and responsive.
Superhost
Home in Inverness
4.79 out of 5 average rating, 112 reviews

3br POOL, Fenced, near Downtown & Trails

StephanieRating, 5 stars3 days ago
Nice stay, great pool, cute and fun downtown area.
Guest favourite
Home in Land O' Lakes
4.87 out of 5 average rating, 126 reviews

Delightful elegant lake home

EdenRating, 5 stars1 week ago
Calvin’s place was a wonderful find! The best part was the bird island in the lake behind the house - we really enjoyed listening to the birds and watching them nest and fish. The beds were comfortable, garage parking was easy, and the location was excellent. The pool was beautiful and the kids loved it (it was too chilly for the grownups). Check in was super easy and when we ran into a snag with a broken coffee maker, a new one was delivered right away. We had a lovely stay and would definitely book again.
Superhost
Home in Kissimmee
4.85 out of 5 average rating, 103 reviews

Lovely house with pool/game room near theme parks

NicoleRating, 5 stars4 months ago
House was as described and was exactly what was expected. Easy instructions for check in and very clear check out rules. I booked Norlan's place to accommodate family coming to Orlando for Christmas and it was perfect for the adults and the kids. Everyone felt at home immediately. Location was ideal since it is in a quiet neighborhood but still close enough to attractions. Would definitely stay again. Thank you again for everything Norlan!

Weekly house rentals

Superhost
Home in Tampa
4.86 out of 5 average rating, 120 reviews

Seminole Heights Gem

MaryRating, 5 stars3 weeks ago
Captain’s place suited our needs. The location worked well with easy access to shops, and restaurants. The place was clean and comfortable with comfortable furniture. A heads up that Captain does not provide any bath soap, shampoo or conditioner. The sheets are nice, 100% cotton, towels are good quality and plentiful. The kitchen is moderately well stocked for preparing meals. The air conditioner worked well. The outdoor spaces are sparsely furnished and not particularly welcoming. There are two large food trucks parked adjacent to the back yard and there was one chair on the deck outside the master bedroom. Overall, it was a pleasant stay.
Guest favourite
Home in Inverness
4.94 out of 5 average rating, 33 reviews

Private fenced pool home/dog friendly

SharonRating, 5 stars6 days ago
It was our first trip to Florida for a month. The place was everything it said and more. From the beautiful home, beautiful backyard with pool, hot tub and soaker tub I felt like I was at a spa. The backyard was so private. We had bikes to use and we did take advantage. We rode our bikes to the main square several times. Jennifer was very pleasant and friendly. She responded to my questions/ comments in a very efficient manner. I would recommend the place. Give a 5 star+++
Top Guest favourite
Home in Spring Hill
4.97 out of 5 average rating, 113 reviews

Weeki Wachee Springs heated pool home retreat

RobinRating, 5 stars1 week ago
We had to come to town for family business and Christopher was very accomodating.He knew we were traveling with a pet and let us know we could check-in as soon as cleaners were done. He even let us know if we needed more days to finish what we had to do it was available. The yard was amazingly spacious and our dogs ran and played every afternoon till they dropped. The pool was crystal clear and felt amazing after our long days of stress. The arcade games were a hit with the husband and my brother as they battled for highest score on a couple of them. Overall a 10....thank you so much for your ...understanding for what we were dealing with and offer if we needed anything. Although we will not be back in this area I highly recommend this quiet and relaxing home.
Superhost
Home in Kissimmee
4.9 out of 5 average rating, 123 reviews

5BD Windsor Westside Private Pool (WW 9025)

LydiaRating, 5 stars2 months ago
Jose is very friendly and respond most of the time within 15 minutes. Easy to talk to. We loved the place. We were already familiar with the subdivision and the area. We were with 6 and had plenty of rooms and bathrooms
Superhost
Home in Kissimmee
4.77 out of 5 average rating, 143 reviews

3/2 Family Home, climatized Pool and Sunset Views

KamalRating, 5 stars2 weeks ago
Great place! Peaceful, clean, and just what we needed for a relaxing stay. Ann was incredibly responsive and accommodating both before our trip and throughout our stay. She made check-in easy and was quick to answer any questions we had. The home was well-maintained, comfortable, and exactly as described. Would definitely recommend this Airbnb to anyone looking for a quiet, hassle-free getaway.
Guest favourite
Home in Spring Hill
4.92 out of 5 average rating, 75 reviews

Latitude 🧜🏻‍♀️ Adjustment Weeki Style Cottage

RachelRating, 5 stars2 weeks ago
We used this location for a weekend family get together. It was very convenient to local locations. The space was perfect size & very clean. Lori was extremely helpful in all aspects. We had a little ant issue, but Lori & homeowners were helpful in getting it resolved. Even with it being a holiday weekend, the river was beautiful & not too busy. We love to include our dogs in our trips too & thankfully this location allows you to do that. Definitely recommend staying at this home!!
Guest favourite
Home in Kissimmee
4.88 out of 5 average rating, 189 reviews

4BR,PrvtNOTOverlookedPool,FencedYard,GameRM,WiFi

RoxanaRating, 5 stars1 week ago
The location was great! I had 2 teens and a 4 year old and it was great for everyone ! The Walmart being 5 mins away was extremely helpful!!
Guest favourite
Home in The Villages
4.93 out of 5 average rating, 59 reviews

2 BR Home in an Amazing Location With 4-Seat Cart!

KevinRating, 5 stars5 months ago
Ryan was easy to reach and very responsive to any questions. His home was spotless and extremely well equipped. Our favorite room for relaxing was the lanai. It was well furnished and air conditioned which is unusual based on our past Air BnB rentals. The location is in close proximity to 3 pools,multiple golf courses and Sumter Landing square. Overall this was a great experience.

Private house rentals

Top Guest favourite
Home in Plant City
4.99 out of 5 average rating, 532 reviews

The Strawberry Field Stilt House

JenniferRating, 5 stars2 days ago
Being in Florida, I expected to feel sand on the tile floor. It was immaculately clean! Very peaceful. Beautiful, cozy, stay. Thank you!
Top Guest favourite
Home in Clearwater Beach
4.97 out of 5 average rating, 114 reviews

THE HOUSE - 32 Steps to the Beach - Beautiful Clearwater Beach Home just across from the Beach - Drive to your door.

SheilaRating, 5 stars1 week ago
This place was perfect for us and three young kids. We spent wonderful, fun-filled days at the beach. We could easily go back to the house for lunch, rest time, stuff we forgot, etc…My son’s family stayed a block away with three young kids also. We all used the many amenities of our beach shed: chairs, umbrellas, boogie boards, toys, noodles, coolers and more. The free washer/dryer was used often. The house itself was very clean, bright and comfortable. Two full bathrooms were ideal for our gang. The kids loved the patio for their meals, games and hanging out. We didn’t use the grill or hot tub this visit but they are great additions to the outdoor space. The location is perfect for the beach access but also to get into town. We were always glad to get out of the traffic and crowds to return to the peaceful home. Evening sunsets were spectacular! We had many photo ops of the family, photos that we will treasure forever. We plan to return next year and are already looking forward to it
Superhost
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

ValerieRating, 5 stars1 month ago
Great value!! We loved the pool area and very quiet neighborhood!
Top Guest favourite
Home in Largo
4.95 out of 5 average rating, 118 reviews

Slice of Life, pet free heated pool 10 min 2 beach

TerryRating, 5 stars1 week ago
Awesome hosts! We really enjoyed our stay here as we came to meet up with family. Kim was very helpful and communicative! The house was very nice and clean, this is also the most stocked Airbnb we’ve ever stayed at, it was amazing. I would love to stay again in the future!
Guest favourite
Home in Seminole
4.95 out of 5 average rating, 291 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

AbigailRating, 5 stars2 days ago
The house was well stocked and very clean. The pool was at a perfect temperature and also clean. Location was great, close to many restaurants and beaches. Great for a family vacation with little ones. The host was very friendly and easy to communicate with. The only downside (to be expected) is the number of biting bugs in the morning/evening - there were no outdoor screened in areas, and there were a lot of raccoons that came into the backyard at night. Not a great place to spend nights outside, but this is discouraged by the host understandably, as the house is in a neighborhood with mostly locals. All in all it was a great experience and we would recommend it to friends/family, and stay again.
Top Guest favourite
Home in Davenport
4.89 out of 5 average rating, 155 reviews

Private Haven: Free Pool Heat & BBQ/5Bedroom/4.5Ba

MichelleRating, 5 stars2 weeks ago
Pam’s place was perfect for our family vacation to Disney. It was in a quiet neighborhood and it was perfect to have a space to come back to after long days at the park, and the pool was everything we were looking for. Thanks again Pam for making our trip so magical :)
Superhost
Home in Seminole
4.88 out of 5 average rating, 145 reviews

Huge & Heated Pool Home 5 Minutes Away from Beach!

RoxanaRating, 5 stars2 weeks ago
great place recommended .
Guest favourite
Home in Apopka
4.94 out of 5 average rating, 201 reviews

Quiet Home Near the Springs

JasonRating, 5 stars6 days ago
Very wonderful home, had every amenity you could think of needing. 😊 enjoyed the night with my homies

Destinations to explore

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