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

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.

Retreat by the Bay-Heated Saltwater Pool
Will's place was amazing! Super clean, comfortable, and exactly as described. The location was perfect - there was so much to do nearby, from the beach, great restaurants and shops. Will was also a fantastic host: responsive and helpful. Highly recommend staying here if you're looking for a spot that's both relaxing and close to all the action!

Chic Oasis | Private Heated Pool| Legacy Trail
What a beautiful relaxing home to spend time with family and friends!

2bed/2bath with POOL house, close by SIESTA KEY!!!
The house was exactly as described and was private and clean ! We loved the pool and how quiet and peaceful the neighborhood is . Very much enjoyed our stay as first time guests .

Oasis by Siesta Key Beach and Downtown SRQ w/pool
We had a great stay! The house was exactly like the photos and was very fresh and clean! Instantly felt like a tropical vacation when we walked in. Check in was easy and Michael was awesome with his quick responses, flexible early check in and local recommendations! We went to Walt’s fish market as he suggested and it was so worth it! Amazing seafood! Definitely looking forward to booking this airbnb again when we visit! The house is in a great area so close to everything! Highly recommend!

Stunning New 3 bed 3 bath pool home by Siesta Key!
We had a wonderful stay! Adam was an excellent host—very attentive and always quick to respond, which we really appreciated. The location is perfect—close to everything, including our favorite, Siesta Key Beach. The backyard is super cute, and the pool was absolutely amazing! We especially loved that it could be heated. This home had everything we needed for a relaxing and fun trip. We’d definitely love to come back and stay here again in the near future!

The Blessing House- Htd Pool/Spa, Close to Beaches
We had a lovely stay at the Blessing House! It was plenty spacious for three adults and three kids, and had pretty much every amenity we could want. The kitchen was well-stocked with pots and pans and spices etc. which made simple cooking very easy. The house is an easy drive to Siesta Key beaches south or St. Armand's Circle/Longboat to the north, so that made it a good home base for exploring the area. Caitlyn was extremely communicative and was able to give us a little extra time upon check-out, too, which was much appreciated. I'd definitely recommend this place to others!

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!
Weekly house rentals

Coastal Retreat near Siesta Key Beach and Downtown
We had the most perfect stay at Aubrey’s! We loved everything about it! Great location, so comfortable and nice, close to great restaurants and close to beach as well. The design features of the house and everything in it is very well curated and a house you want to spend time in and enjoy the beauty. The beach chairs and umbrella were perfect for the beach. We highly recommend Aubrey’s place and will definitely stay here when we come back! Melissa and John

"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!!

Ben's Bungalow | 8min->Siesta Key | Gigabit Wifi
We loved Ben's place! Beautiful home, comfortable, very clean, great amenities- We'd stay again!

Palm Paradise • Luxe Lanai • Heated Pool • Bikes
We had a fantastic stay! The house was immaculate, with comfy beds and a well-stocked kitchen. Our kids loved the game console table, and we spent hours relaxing in the lanai, grilling, and enjoying the pool and hot tub. The location was perfect—close to beautiful beaches—and Jen thoughtfully provided all the beach gear we could need. She was a wonderful, thoughtful, and highly responsive host who made everything seamless. Highly recommend!

CandyPop Retro Retreat - 2BD/2BA Near Downtown SRQ
Stayed in many places in Sarasota and this one takes the lead!!! Will definitely stay again!

Siesta Key Fully-Renovated Unit 5 min to the beach
We had a great stay at Muriel’s place. She was incredibly responsive and welcoming from the start. Her recommendations for beaches and food were spot on and really helped us make the most of our trip. The space was spotless, private, and had everything we needed. It felt like a home away from home. I’d happily recommend this Airbnb to anyone. Muriel is a fantastic host.

Sandy Feet Retreat- Cozy Bungalow & Outdoor living
We had a great stay at Tyler’s place! It was a beautiful home and our dogs loved the backyard. The central location is Sarasota was perfect! We hope to stay here again in the future.

Florida Cove Cottage - 2BD/2BA in the heart of SRQ
We had an amazing stay at this fabulous beach house. Such a gorgeous property and even better than the photos! Would 100% return if we came back to Sarasota!
Private house rentals

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!

New Remodeled Pool Put Put Green Mins to Beaches
Everything was great, thanks to Josh for his kind attention.

Book your secluded private slice of paradise today
This was, by far, the best Airbnb I’ve ever stayed at. It was clean, well stocked, comfortably decorated, and so convenient. Additionally, Andy does a handful of very personal touches … fresh flowers, coffee for the week, candy and snacks, a few condiments, spices and cooking oils, and a chilled bottle of wine … all things that most hosts just don’t bother with … but, truly made me feel welcome, from the moment I walked in. We also appreciated the fully stocked kitchen, including a whisk, good knives, vegetable peeler, sandwich baggies … etc! We went to beautiful local beaches everyday … and then enjoyed the pool and hot tub in the evenings. It truly was an amazing week … and I’m already looking forward to a return visit. Thank you Andy! 😊

Palm Breeze Luxury * With E-Bikes & Heated Pool!*
My family and I had a wonderful stay at this lovely home. It was spotless, cozy, and incredibly comfortable. The location couldn’t have been better—just minutes from the beach, great restaurants, and convenient shops.

Luxury Getaway Near Ocean/Downtown - Sleeps 12 !
It was an amazing experience staying at your place with my whole family. We really enjoyed our stay. We will recommend it and for sure we will back because Sarasota is our favorite place for family vacation. Thank you so much!

2Bed/1Bath Entire House Mins to Beach+Downtown
This house was adorable! Loved the decor - cute touches and uncluttered throughout. Drawers/cabinets were clearly labeled and there were all sorts of things there that you might have forgotten- even hair ties! Bed was comfortable. Whole place was cozy and comfy- I didn’t want to leave! Tons of great recommendations in the guest book by the front door. I wholeheartedly recommend this home!

Stunning Home, Heated Pool and Boat Dock
Awesome home to spend time with the family! Everything was near by and the neighborhood was lovely. Kids and parents enjoyed the patio and pool and Jenn was also responsive and accommodating. She was an amazing host and her home was amazing, thank you Jenn!

Cottage w/Fire Pit Near Siesta!
This house was beyond what we expected and we look forward to renting it again for our next Siesta Key trip. Betsy was outstanding and such a wonderful host.
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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