
Holiday rentals with a pool in Lido Key
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Top-rated rentals with a pool in Lido Key
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Lido Key rentals with a pool
House rentals with a pool

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

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
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!

Coastal Luxe, SaltPool/Spa, 5miles to Siesta
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.

Spacious 2 Bedroom Home | Near Beach | Heated Pool
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!

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

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

"Enfuego!"
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!!

Oceanfront Home with Heated Pool in Fishers Haven
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

Amazing View, Updated Beachfront Condo
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!

Beautiful White Sand Siesta Key Beach
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

Cozy 1BR Beach Condo on Siesta Key!
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.

Sea Shell Ocean view On Beach Walk everywhere Pool
Loved the location and the layout of the condominium! We will be coming back!

On the Beach; Siesta Key SunBum Studio
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!

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

Beachfront Resort, Ocean View, Pool, Tennis, Gym
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!

Charming and Updated 1 Bedroom in Runaway Bay
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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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Splash Harbour Water Park