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Holiday rentals with a pool in Lido Key

Find and book unique homes with a pool on Airbnb

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Popular amenities for Lido Key rentals with a pool

House rentals with a pool

Superhost
Home in Sarasota
4.83 out of 5 average rating, 6 reviews

The Velvet Blue house 3/2+Pool+5 min Siesta Key

JeffRating, 5 stars2 weeks ago
Edina was extremely responsive (within minutes) when we had questions, also very accommodating when we wanted to extend our stay. The house is pristine, beautiful and spacious. The backyard with the pool very private and inviting! Definitely would come back the next time in Sarasota!
Top guest favourite
Home in Sarasota
4.97 out of 5 average rating, 69 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

SuAnnRating, 5 stars2 days ago
Ivanna’s place was the perfect location for our family! Close to Siesta Key, yet in a private, quiet neighborhood. We loved the lush landscaping, and how well laid out the interior was. It was spotless! Our family also enjoyed the screened in porch and pool in the backyard in addition to that incredible cappuccino machine. I slept so well! Will definitely be staying again!
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 11 reviews

Coastal Luxe, SaltPool/Spa, 5miles to Siesta

MelissaRating, 5 stars1 month ago
Maria was a fabulous host and the home was really lovely for our group. We had a very last minute check in after a same day reservation and she was quick to reply and accommodate our needs. The property is beautiful, with lots of high end finishes while still feeling cozy and comfortable. The pool is pristine and there were tons of beach essentials in the garage. Kids and adults all had a great time! We would absolutely book with this owner again.
Guest favourite
Home in Venice
4.95 out of 5 average rating, 107 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

SarahRating, 5 stars2 days ago
Melissa's listing was very nice and comfortable. The beds were comfortable and the ceiling fans worked great. The bathrooms were clean and the showers had good water pressure. There was lots to do in Venice and a drive to Sarasota was at most an hour. It was also nice that beach items were supplied, such as chairs, umbrella, coolers, etc. The house was also in a quiet neighborhood and we felt safe at all times. I would definitely recommend to others!
Guest favourite
Home in Sarasota
4.94 out of 5 average rating, 152 reviews

La Hacienda / heated pool, hot tub, 6 mi to beach

CarlynRating, 5 stars3 weeks ago
Fantastic Airbnb! Seaglass Management and Joy are great to work with. Very responsive! Great location, very safe, amazing pool and jacuzzi, close to downtown, restaurants and the Legacy bike trail. Will definitely book again in the near future.
Guest favourite
Home in Bradenton
5 out of 5 average rating, 33 reviews

Pickleball, Axe Throwing, Mini-Golf, Bowling, IMG

BiancaRating, 5 stars1 month ago
This place was just what my family and I needed, clean, fun and close to the beaches! Christina was very responsive and made our stay pleasant
Superhost
Home in Bradenton
4.86 out of 5 average rating, 7 reviews

"Enfuego!"

AmandaRating, 5 stars1 day ago
Such a perfect escape for a family or a group of friends! The backyard feels like you’re in a private tropical paradise. There are so many amenities in this home you barely need to leave! On days you want to hit the beach, it’s only about 10-15 minutes to get to Anna Maria Island - very convenient location. This was one of our favorite rentals which is well documented by all the photos we took throughout the home - swimming in the pristine pool with the waterfall and fire features glowing, playing golf, watching movies in the theatre, sun bathing on the real sand beach with tiki hut, beautiful loungers and so much more! We already have ideas about the different groups of friends we want to share this property with! Such a score and the hosts are delightful too!!
Guest favourite
Home in Sarasota
4.91 out of 5 average rating, 58 reviews

Oceanfront Home with Heated Pool in Fishers Haven

DinaRating, 5 stars2 months ago
House is immaculate! Super clean and comfortable. Beds and linens were luxurious! Ceiling fans in entry room including the screened in porch. Nice touch! Backyard waterfront is amazing. We used pool and hot tub multiple times per day. We fished off the dock and caught a few catfish. Sergiy was a perfect host. Excellent communication and direction when needed. Highly recommend!

Apartment rentals with a pool

Superhost
Apartment in Bradenton Beach
4.76 out of 5 average rating, 220 reviews

Amazing View, Updated Beachfront Condo

TeriRating, 5 stars10 months ago
Very quaint little town. We brought the bikes and were able to bike everywhere. Very peaceful with minimal crowds. Hit the spot on the get away we wanted. Thanks!
Top guest favourite
Apartment in Siesta Key
4.92 out of 5 average rating, 103 reviews

Beautiful White Sand Siesta Key Beach

JoeRating, 5 stars4 weeks ago
my wife and I spent a wonderful week at Connies place , great location to the pool and beach, the unit was SPOTLESS, well equipped with anything you would need , parking spot right outside our door was great , comfy bed, really nice sand chairs for the beach, always got quick answers to any questions ( none problem related) would highly recommend for any couple looking for a perfect getaway, hoping Connie and her family are well
Guest favourite
Apartment in Siesta Key
4.84 out of 5 average rating, 238 reviews

Cozy 1BR Beach Condo on Siesta Key!

MeganRating, 5 stars2 weeks ago
We highly recommend staying at Bill’s! He was very accommodating and answered all our questions very quickly. The condo was very clean- the linens and towels smelled so fresh- and had everything you needed for the perfect beach day. The pool area was also beautiful. The location of the condo was perfect! The private beach area was a short walk across the street and way less crowded than the touristy siesta key beach area. However, that area of beach was about 1/2 mile walk down the beach and made for a good lunch/bathroom spot since there aren’t restaurants/bathrooms on the private beach access. We made great use of the free trolley as there were stops right near the condo. We recommend using the breeze app to make tracking the trolley easy. If you’re in a rush, Ubers are also readily available and usually less than $10 and less than a ten minute ride to everywhere you’d want to go- ie. Siesta Key Village, Captain Kurt’s etc. We would definitely stay here again.
Guest favourite
Apartment in Siesta Key
4.91 out of 5 average rating, 127 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

MariaRating, 5 stars1 week ago
Loved the location and the layout of the condominium! We will be coming back!
Top guest favourite
Apartment in Siesta Key
4.97 out of 5 average rating, 319 reviews

On the Beach; Siesta Key SunBum Studio

LauraRating, 5 stars1 week ago
My daughter and I stayed for a mother daughter girls trip and had a blast! They made sure to take care of every little detail to make you feel comfortable and at home. Even checking in and making sure we made it ok. It was very clean and the location was amazing. Easy to get around on the trolly if we didn't want to drive and literally steps away from the beautiful white sand and clear turquoise beach. Do yourself a favor and book the trip!
Top guest favourite
Apartment in Bradenton
4.96 out of 5 average rating, 102 reviews

A&A's Paradise near IMG & Anna Maria beaches

AmyRating, 5 stars3 weeks ago
This was the most clean, most relaxing, most safe feeling place we've ever stayed in through Airbnb!! Thank you so much for such a wonderful experience. We would recommend 10/10 to anyone!!!!
Guest favourite
Apartment in Longboat Key
4.91 out of 5 average rating, 175 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

JimRating, 5 stars1 month ago
My wife and I spontaneously booked a last-minute getaway at Colin’s condo, and we couldn’t be happier with our decision. The condo was beautiful—just steps from the beach—and the view from the porch was absolutely stunning. We loved that beach chairs and umbrellas were included, which made our three days of relaxing by the ocean even more enjoyable. The location was great, with restaurants just a short drive away. I also took advantage of a well-equipped workout area just down the street, which was a nice bonus. The bed was very comfortable, and we made good use of the full-sized fridge during our stay. Colin was incredibly responsive and proactive in his communication, checking in frequently to ensure everything was going smoothly. The resort itself was spotless, and the staff were all warm and welcoming. It was the perfect short escape—we’d definitely come back!
Guest favourite
Apartment in Bradenton Beach
4.88 out of 5 average rating, 121 reviews

Charming and Updated 1 Bedroom in Runaway Bay

MeleahRating, 5 stars3 weeks ago
My fiancé and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!

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