
Holiday rentals with a pool in Saint Armands Key
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Top-rated rentals with a pool in Saint Armands Key
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Popular amenities for Saint Armands Key rentals with a pool
House rentals with a pool

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!

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!

Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Erinn was an amazing host - she would respond immediately to any text and was always friendly and helpful. The house is as good as it looks if not better! My husband complains about every airbnb I book but he even he had to admit this one was top notch.

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.

☀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.

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough
this house is everything you ask for, super nice and clean definitely coming back again.

The Wisteria Oasis W/ heated pool & hot tub
We loved the Wisteria house. From the moment we walked in the door we felt at home. All of the amenities provided were exactly what we needed for a relaxing stay. We enjoyed the pool, lounging on the couch in the evenings watching tv, and sleeping in the comfy beds. We used the provided beach wagon and chairs and even one of the bikes to ride the Legacy Bike path. It's less than 15 minutes to Siesta Key beaches, shopping, and fantastic restaurants. Any questions that came up were answered quickly. We are already planning another trip to this home.

NEW hideaway, Saltwater Pool&Spa, 10min to Siesta
I will definitely go back and stay here again when in Sarasota. The new beautiful modern pool and hot tub area is amazing was so tranquil and well thought out with high end lounging/seating for 10+. I spent most of my free hours around the pool area when at the house. WIFI was great when needing to work. The location was an easy drive to the local restaurants and quaint downtown area 5-10 min., to the closer beaches 15 -30 min., was bicycle/walkable for me (I am 65 y/o). I was in town for a conference and also saw alot of people on nearby small/clean little open air trolley-like buses getting around downtown (might want to check those out). I felt safe and walked/explored to the downtown hotel area (~ 40 min.). So close to the convenient Sarasota/Bradenton airport (~20 )! The hosts were so responsive and genuinely caring, they anticipated my needs before I asked by offering suggestions and options, so worth the stay! Thank you to the hosts!
Apartment 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!

Hotel Style w/pool & Tiki Grill
The room is exactly as described. It’s a hotel room in the Ramada.

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!!!!

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!

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!

Quaint Lido Key Studio
We had a wonderful stay! The unit was perfect for a two-person/couple vacation. It was a small space, but had everything we needed. A quick and easy 10 minute walk to the beach and 20 minute walk to St. Armands Circle full of great restaurants (Uber easily available also). Bridget was a great host. She was very accommodating, responsive, and friendly. Would recommend this unit to any couple looking for a nice stay in Sarasota.

Shorewalk full condo IMG Beaches Anna Maria
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!
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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