
Vacation rentals with a pool in Lakewood Ranch
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Top-rated rentals with a pool in Lakewood Ranch
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Popular amenities for Lakewood Ranch rentals with a pool
House rentals with a pool

Sandy Oasis 5-bedroom with Pool Sarasota/Bradenton
The house was clean and spacious. Perfect for our golf trip. Each of us have own bedrooms.

Vacation Pool - House in Bradenton!
Thank you very much Pooja, we had a great time at the house. The house is very nice, spacious, we were very comfortable, we will be back soon.

Mauna Loa House
Second time staying here, and it was just as lovely as the first! The location is perfect — close to beaches, restaurants, and shopping — making it a convenient spot for a relaxing getaway. Gosia was a wonderful host, always prompt in her responses and helpful with any questions we had. We’re looking forward to staying again in the future!

Useppa Villa
I cannot say enough about Teresa's home! It was SO clean. This was the first rental I walked into and didn't feel the need to re-wipe every surface. With small children that was a huge relief! The home is amazing. It literally has every thing you could ever need (even a suitcase scale!). The outdoor space was our favorite part. The pool is big, there is plenty of seating and a nice TV for playoff hockey games 👍 We had such a great time and we were so sad to leave. Teresa was wonderful - responsive and flexible when we ran into travel issues. We will always remember this house and hope we get to enjoy it again some day!

Heated Pool Home by Siesta Key/Beaches/UTC
This house was absolutely amazing, located in a quiet, peaceful neighborhood, super clean and well stocked (best-stocked house I´ve ever stayed in- thank you Lauren). My family of four adults enjoyed all the thoughtful details throughout the house. It clearly shows great planning and anticipation of vacation-related needs. Very close to convenience stores (Publix, Walmart, Wholefoods and more) and retail shopping. The house is equipped with beach essentials and is about a 30-45 minute drive to nearby beaches. The pool area was very confortable,and a grill is provided! Lauren was easy to reach and responded very quickly to any questions we had about the house. I will most definitely recommend this house and would stay here again.

Beaches, Shopping, Sculling-Sarasota is calling!
Shannon kept us well informed let us know the place was cleaned and ready about 2 hrs before are check in time

☀Coastal Gem☀Heated pool & amazing location!☀
This place was perfect for us. family of 4 with 2 kids age 7 and 10. They loved the pool which was bigger then it looked from the photos, was very warm and garden well maintained. really happy with stay and Carrick was quick to respond when we ask questions. asked for a later check out which Carrick was able to accommodate. Great stay would recommend.

Sea Gem | Waterfront w/ Pool, Dock + Paddle/Kayaks
We loved the beautiful modern home, fully stocked kitchen, cool fireplace & pool. Our kids loved having access to a dock & kayaks where they could fish all day! There was plenty of space for everyone to feel comfortable. Found THE BEST Latin grocery store 5 minutes away with fresh chips, salsa & super yummy desserts! We'll be back.. Thank you, Landon!
Condo rentals with a pool

Crystal House on Siesta Key Beach
We loooved it here! The space was perfect for our family. I cooked several meals and the kitchen had everything I needed. The location was convenient to grocery stores and walking distance to local restaurants and ice cream shops. The trolley stop is right at the resort so very convenient free rides to downtown Siesta Key was one of the highlights of our trip. We also grilled in the back of the resort by the bay which was nice! Oak trees all around. The pool was perfect temp. The fob didn’t work for one of the gates but there were three others we were able to get in without issue. The beds and pillows were soooo comfy. The ONLY issue we had was from the pics on the original post it appeared the walk to the closest public beach access was 2 min but it was actually 15. In the Florida heat that was rough but we pushed through! Oh and last thing, the scooters were a hit with everyone in our family. So much fun! 😆 Thank you so much for giving us an amazing stay!!

LIDO KEY 1 BR/1Bath Heated Pool 16
Had a great stay and everything was as listed. Clean and convient, quiet location, 5 minute walk to the beach. Was located right across from both pool and laundry room (quarters only) which was great. William also provided beach chairs and umbrella as well as small cooler which was exactly what I needed

Beach Escape & Pool, steps to Beach & restaurants
Location was perfect!!!! Being so close to the beaches AND having shopping and food options nearby was the best!! Colin was very communicative and even gave a proactive option for an extra night. Thank you for being accommodating and very responsive!

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!!!!

Anchor house +6 min. from Siesta Beach+heated pool
The location was great. Easy access to the beach, grocery stores, restaurants and the pool. Doris was friendly and professional. The condo was very comfortable for my husband and I and our two grandsons. thank you, Doris. We had a wonderful time.

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!

Siesta Key Beach Front Condo
Another wonderful trip to Siesta! This is our third stay in one of Evan’s places, and we were not disappointed. This unit had a great view of the Gulf (this particular building has the most direct view, without the parking lot!), and the screened in lanai was amazing! As always, the unit was clean, well-stocked, and a perfect home away from home. Already counting down the days till we return!

Condo with a View 1: Open Friday, $250/nt!
This condo was everything I needed and more! The location? Absolutely perfect—the beach is literally your backyard. Waking up to that ocean view the next morning was a dream. Restaurants and activities were just minutes away, which made everything so easy and fun. Heidi, the host, went above and beyond. Her communication was fast, kind, and incredibly thoughtful. She even surprised us with a delicious key lime pie and orange juice waiting for us after jet skiing—such a sweet and personal touch! I truly have no complaints. Everything about this stay was peaceful, beautiful, and seamless. I’d absolutely recommend this spot to anyone looking for a relaxing and magical beach getaway. 🌴🌊💛
Quick stats about vacation rentals with a pool in Lakewood Ranch
Total rentals
160 properties
Total number of reviews
440 reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wifi availability
160 properties include access to wifi
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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
- Busch Gardens Tampa Bay
- 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