Holiday rentals with a pool in Lakewood Ranch

Find and book unique homes with a pool on Airbnb

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Popular amenities for Lakewood Ranch rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Ellenton
5 out of 5 average rating, 17 reviews

The Ellenton Escape

KaylaRating, 5 stars5 days ago
The place was very clean. We had everything we could need while there. The home was in a centralized location and very easy to get in and out of.
Top Guest favourite
Home in Bradenton
4.97 out of 5 average rating, 67 reviews

Useppa Villa

HeatherRating, 5 stars1 month ago
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!
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 Sarasota
4.94 out of 5 average rating, 133 reviews

Lake Front House with a Pool

Jose & ZullyRating, 5 stars3 weeks ago
This house was spotless, organized and had a loaded kitchen! It is in a amazing location near the beaches and the house came loaded with beach equipment. I would love to come back. Birute was very helpful with us and responsive in timely manner Thansk for all!
Superhost
Home in Bradenton
4.84 out of 5 average rating, 187 reviews

Backyard Oasis New Pool With Tiki Bar Close To IMG

AustinRating, 5 stars1 week ago
Check in was easy and the house was super clean. The backyard is really cool, feels like you are at the beach with the tiki bar. Definitely would come back.
Guest favourite
Home in Sarasota
4.96 out of 5 average rating, 119 reviews

Mid-Century Oasis with Pool in Arlington Park 1

MatthewRating, 5 stars1 week ago
This place is perfect. Everything you want in an air bnb and it’s exactly like it looks. My family and I were beyond happy with it. The pool is gorgeous. The location is amazing it’s legit 8 to 10 minutes away from pretty much anything you need or want to do. The house is quiet and the beds are super comfy. I would rent this place every year for a trip. Also the host is awesome! They were there for anything we needed or had questions about and are super nice and friendly people. Thanks again for everything!
Top Guest favourite
Home in North Port
4.97 out of 5 average rating, 134 reviews

Cozy & Beautiful Pool Villa in Sarasota County, FL

AnthonyRating, 5 starstoday
I stayed at Vera’s house for a week and had an amazing experience from start to finish. The place was exactly as described—clean, spacious, and well-equipped with everything I needed for a comfortable stay. The neighborhood was peaceful and safe, with easy access to shops and local attractions. The host was incredibly responsive and helpful, making check-in and check-out smooth and stress-free. I especially appreciated the thoughtful touches around the home. Highly recommend this host to anyone looking for a relaxing and hassle-free stay. I’d definitely book again!
Guest favourite
Home in Rosemary District
4.89 out of 5 average rating, 102 reviews

Saltwater Pool & Hot Tub-Gas Grill-Bikes-Baby Gate

ElizaRating, 5 stars1 month ago
Had a great stay at this home for a bachelorette. Our group of 9 fit perfectly and the house had everything we needed. The common areas are great for hanging out and having a pool was perfect. It’s close to anything you may need. Additionally, the host was very communicative and flexible with our requests.

Condo rentals with a pool

Superhost
Condo in Lido Key
4.8 out of 5 average rating, 104 reviews

LIDO KEY 1 BR/1Bath Heated Pool 16

ChrisRating, 5 stars9 months ago
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
Top Guest favourite
Condo in Bradenton
4.96 out of 5 average rating, 101 reviews

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

AlekseyRating, 5 stars1 month ago
We truly loved staying at this beautiful condo! It was super-super clean, modern-designed, had everything we needed, and even much more! Full spectrum of laundry/cleaning/bathroom supplies in abundance. The space is very cozy, stylish, and the location was really convenient - walking distance to Publix, good restaurants, and other useful places. Andrew and Angel are great hosts and kindest people! Responded immediately and positively to all our questions. Can’t wait to get back and stay here again! We feel lucky to find this place! Thank you Angel and Andrew!
Superhost
Condo in Sarasota
4.89 out of 5 average rating, 141 reviews

6 min to Siesta Beach | Heated Pool | Lake View

AshleyRating, 5 stars5 days ago
Doris's AirBnB was exactly as listed. It was very clean. The neighborhood was quiet. It was in the perfect location. We had no problems at all. I would definitely book again.
Guest favourite
Condo in Bradenton Beach
4.88 out of 5 average rating, 121 reviews

Charming and Updated 1 Bedroom in Runaway Bay

MeleahRating, 5 stars2 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!
Top Guest favourite
Condo in Longboat Key
4.98 out of 5 average rating, 185 reviews

Condo with a View 1: Beachfront!

AbigailRating, 5 stars5 days ago
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. 🌴🌊💛
Guest favourite
Condo in Sarasota
4.91 out of 5 average rating, 219 reviews

Near beach. Daily rentals. Pool. king bed

MonicaRating, 5 stars5 days ago
Exactly what we wanted. Great Location, clean and comfortable condo. Super close to the beach.
Top Guest favourite
Condo in Bradenton
4.98 out of 5 average rating, 206 reviews

Shorewalk full condo IMG Beaches Anna Maria

FrankRating, 5 stars3 days ago
I've stayed in Shorewalk 4 different times now, but you're place has been the best, by far. Super clean and accommodating. Great communication and always quick to respond. Thank you!
Guest favourite
Condo in Bradenton
4.86 out of 5 average rating, 114 reviews

Florida Bella Rosa-2 spas & pools near IMG/beaches

KylaRating, 5 stars3 weeks ago
Our family really enjoyed our stay at Daniel’s condo in Bradenton. It was very clean, updated, quiet,and spacious with great amenities in the complex. We highly recommend this rental to couples or families. Daniel also provided perfect communication and local recommendations. Very convenient area with great access to grocery and 15 minutes to beaches at Anna Maria Island.

Quick stats about holiday 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

  • Wi-Fi availability

    160 properties include access to Wi-Fi

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