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

Lovely Beach Bungalow
My husband stayed for a work conference and was very happy with the place. Unfortunately, the air conditioner broke down the first day he was there. Olga and her husband were on it right away and kept in contact about repairs and when they would happen. You can’t always predict or help it when something breaks down. But the excellent communication made everything better and once it was repaired, he enjoyed the place even more. We would return!

Heated Pool|Hot Tub|Arcades|Game Room|4 Bedrooms
Great vacation home. Beautiful setting . Amenities for all ages. Super clean and loved the decor. A+

Golf Views +Swimming Pool & Hot Tub,Near Pinecraft
We had a wonderful weekend at the property. Everything was clean, well-maintained, and exactly as described. The location was peaceful and ideal for a relaxing getaway. The host was responsive and accommodating, making the entire experience smooth and enjoyable. We would definitely stay here again and highly recommend it to others.

The Black Swan- private heated pool
My husband and I found the home to be a home away from home. It had everything we needed to feel right at home. It was very clean the amenities were many and we really appreciate it all the beats chairs and umbrella that we needed to go spend a great day at the beach. The hosts were very responsive and never acted like our questions were a bother. We will definitely be staying here again in the future we highly recommend staying at this home.

2bed/2bath with POOL house, close by SIESTA KEY!!!
We absolutely loved our stay here! The house is beautiful and has everything we needed for vacation. The pool was perfect for the kids - they preferred staying home at the pool than going the beach. Romulda was also so helpful and responsive to all our questions. We only wished we had more time to stay here! We’re looking forward to booking again in the future!

Take a Siesta off Bahia Vista
The house was decorated beautifully! It was in a quiet neighborhood and it had all the necessities for a great day at the beach! (Chairs, towels, umbrella, sunscreen and a cooler!) It was close to a big bike trail and had enough bikes for our family to ride together.

☀Coastal Gem☀Heated pool & amazing location!☀
It was absolutely amazing experience staying at this beautiful place! Clean and beautiful apartment, great swimming pool, quiet area. Definitely recommend especially if you’re looking for relaxing time with family

The Sea Hut
From the moment I arrived, the home was spotless and thoughtfully prepared. The kitchen is fully equipped with a coffee maker, air fryer, refrigerator, stove, cooking pots, dishes, utensils, and dish soap. The bathrooms had hand soap and toilet paper, and the laundry area included a washer, dryer, and detergent. Beach gear such as chairs and an umbrella were also provided. As a Doctor of Pharmacy student, I truly appreciated that the university is only about 12 minutes away. I spent many days studying, but also took time to enjoy the warm Florida weather and relaxing atmosphere. The host was incredibly responsive and helpful—always quick to reply whenever I had a question. I also had the chance to play pickleball and enjoy some fun outdoor moments with my husband. The neighborhood is quiet, the house is in a gated community, and I felt very safe from the day I arrived. The cleanliness throughout the home was impeccable, and I’m genuinely grateful for the entire experience.
Condo rentals with a pool

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!

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
We had a lovely time. It’s an easy to walk to the beach. Place was very clean and nicely decorated. Will definitely book again if coming back to Bradenton Beach.

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

Siesta Key Ground Floor Condo 2BR On Trolley Line
Great stay, the location, the amenities all were wonderful. Melissa and Brandon were super responsive and the place had more essential stocked than most of the other places we have stayed, which was very thoughtful. Melissa also had a regular coffee pot sent out to us right away, since we don’t use Keurig’s which was super nice and very much appreciated. We would definitely come back!

Cozy 2 bed/2.5 bath townhome
Emily went above and beyond what I expected. I needed a cooler to go to the beach, and she also provided us with beach chairs. The house has everything you could need. There are board games. The Wi-Fi works great. I didn't use the kitchen, but it's fully equipped. I'll be back soon. Thank you so much, Emily, for your kindness and prompt response 😊

Anchor house +6 min. from Siesta Beach+heated pool
If you are looking for a place in Sarasota with everything you need closed to you like restaurants, dinner, food shopping etc at just minutes from siesta key then this is the place. Very clean and definitely what you see in pictures is what you getting. I stay here with m wife and two kids, we are very happy with pick this place, will definitely book again.

Condo with a View 1: Beachfront!
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 The Meadows
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
200 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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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
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park