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House holiday rentals in Saint Armands Key

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Saint Armands Key

House rentals with a pool

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 17 reviews

Lovely Beach Bungalow

AlyRating, 5 stars5 days ago
Olga’s place is such a gem! We had a wonderful week long stay - we felt right at home the moment we stepped inside! Olga was so sweet and always made sure we had what we needed. The pool was an added bonus, it felt like we had a private oasis to hang out at after we went to the beach. The house was impeccably clean and stocked with everything you could possible need for a comfortable stay. The AC was lovely and the beds were so comfy, everything about this airbnb exceeded our expectations. We didn’t want to leave, but already can’t wait to come back one day. We highly recommend Olga’s place 😊
Top guest favourite
Home in Sarasota
4.97 out of 5 average rating, 70 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

SuAnnRating, 5 stars5 days ago
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!
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 60 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

KristinRating, 5 stars1 week ago
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.
Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 141 reviews

Beautiful 3 Bd, 2 bth Pool Home Near Siesta Key!

ChristopherRating, 5 stars2 months ago
Hesitant to share how great it was because we will be back! The house is in a great location, feels like home, and had anything we could possibly need. Short drive to Siesta Key and several great beaches. Kitchen was perfect for cooking at the house. Pool was perfect for evening swims and the backyard had plenty of room for a game of catch.
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
4.95 out of 5 average rating, 213 reviews

2bed/2bath with POOL house, close by SIESTA KEY!!!

LisaRating, 5 stars1 day ago
We loved our stay! The home was just as described. It was very clean and had everything we needed for a comfortable stay. The property is a short drive from first class Siesta Key and other beaches. Romualda was an amazing host. She responded quickly to our questions and went out of her way to make us feel at home. I highly recommend!!
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 359 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

TerryRating, 5 stars2 weeks ago
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.
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 72 reviews

The Happy House - Seeing is Believing!

EmilyRating, 5 stars2 weeks ago
We had an amazing time at Happy Home. The pool and screened in patio were highlights for our family. The backyard was a little oasis. We appreciated how organized the house was with labels on lighting, kitchen draws, and cabinets. The binder with house reminders and local recommendations was helpful. The kitchen is well stocked with spices and pots, pans, dishes. The dedicated office space was helpful since my husband was working remotely. I also loved all the original artwork and beautiful lighting. Happy Home is walking distance to a few local restaurants and a super cute cafe/used book store, Shelf Indulgence. The little beach in the bay is a super close walk and made going to watch the sunset and see boats easy and relaxing. We would definitely recommend and would stay again.

Weekly house rentals

Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars4 weeks ago
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!
Guest favourite
Home in Sarasota
4.92 out of 5 average rating, 12 reviews

Pineapple House 15min to Siesta & Lido Key Beaches

ClaudiaRating, 5 stars1 week ago
We booked the Pineapple house the very same day we moved in after a bad experience with our first booking at a different place; reached out to Stan who answered in a mater of minutes letting us move in that same morning making sure we had clear instructions to move in. Upon arrival, we couldn't have been happier and more impressed. Location was wonderful to what the purpose of our trip was, very nice and quiet cul-de-sac, house was very spacious, homey, beautifully decorated and very clean! Stan checked in to make sure we were OK during our stay and we didn't need anything. Thank you Stan for being a great host and we will surely book again on our next trip to Sarasota!
Guest favourite
Home in Sarasota
4.95 out of 5 average rating, 58 reviews

Downtown, Pets, 2-Car Garage, Beach & St. Armands

KristiRating, 5 stars2 weeks ago
We had a fantastic stay at Melissa’s beautiful home in Sarasota! I visited with a friend and our two teenage boys, and the house was perfect for us. It was absolutely immaculate and thoughtfully stocked with everything we needed — the kitchen had all the cooking essentials, and Melissa even left goody bags in each bathroom, plus laundry detergent, which was a great touch. The closets were huge — perfect for unpacking and settling in — and the master bedroom and bathroom felt truly 5-star. So spacious, comfortable, and luxurious! Melissa was incredibly responsive and helpful any time I reached out — always quick to reply and very kind. The home is in a safe, quiet neighborhood and within walking distance to a lovely park and dog park. I highly recommend staying here. Don’t hesitate to book — you won’t be disappointed!
Top guest favourite
Home in Sarasota
4.99 out of 5 average rating, 70 reviews

Luxury Pet friendly home, 2.7miles to Siesta Key!

JoanneRating, 5 stars1 week ago
Such a lovely and stylish home! We enjoyed our stay at Conrad and Honorata’s home near our favorite beach and restaurants. The neighborhood is quiet and walkable. My pups and I took leisurely walks during our stay and they excitedly explored the fenced in backyard garden with abundant fruit trees and a large patio area. My favorite was being able to access the patio and backyard right from the master bedroom. This was an amazing convenience during our visit. Looking forward to returning soon!
Guest favourite
Home in Sarasota
4.86 out of 5 average rating, 69 reviews

Tropical Retreat w/ charming garden near downtown

LizRating, 5 stars1 week ago
Great location and easy to access Tamiami Trail. Very clean and we had everything we needed to enjoy our stay. Bonny was very responsive when we had questions. Thank you for a lovely time!
Guest favourite
Home in Sarasota
5 out of 5 average rating, 15 reviews

NEW Sun-filled Escape, Pool&Spa, 10min to beaches

SandraRating, 5 stars1 month ago
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!
Guest favourite
Home in Sarasota
4.89 out of 5 average rating, 37 reviews

CandyPop Retro Retreat - 2BD/2BA Near Downtown SRQ

JustinRating, 5 stars2 months ago
Stayed in many places in Sarasota and this one takes the lead!!! Will definitely stay again!
Guest favourite
Home in Sarasota
4.92 out of 5 average rating, 77 reviews

Downtown Sarasota | Casa de Zara

Dr EricRating, 5 stars2 days ago
When I got to the house, I was mesmerized by its splendor & the historical architecture, I felt like was transported into another dimension bck in time. And then I open the door.. WOW…What a beautiful & well decorated house. Everything is top-notch, the appliances, the entire house is remodeled, Casa Zara is super comfortable for an entire family, the beds, super comfy, pillows perfectly selected. I felt right at home, such a cozy atmosphere. The back yard is super gorgeous ! An Oasis of exotic plants everywhere you can see & private. I truly loved it & I can’t wait to re- visit her! Thank you Mrs. Schuetz & family Until we meet again Casa Zara❤️

Private house rentals

Superhost
Home in Sarasota
5 out of 5 average rating, 4 reviews

New Remodeled Pool Put Put Green Mins to Beaches

SergioRating, 5 stars1 month ago
Everything was great, thanks to Josh for his kind attention.
Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 87 reviews

Sarasota home featuring private salt water pool

AmandaRating, 5 stars1 month ago
Jessica is a wonderful host and very quick to respond to any questions. The house is beautiful and the location is perfect! My family and I could not have asked for a better vacation in beautiful Sarasota! Highly recommend!!
Guest favourite
Home in Siesta Key
5 out of 5 average rating, 8 reviews

Toes In The Sand | Private Pool, Walk to Beach!

AmyRating, 5 stars2 weeks ago
The rental was very clean and had everything we needed. Kitchen was well equipped and the grill was a plus! Our toddler loved the pool and all the beach toys! We enjoyed the location and quick access to the beach and restaurants. Will definitely consider staying again!
Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 46 reviews

LUX Downtown/Siesta Key heated pool & great yard

DmitriyRating, 5 stars1 month ago
5 Stars – Wonderful Stay! I had an amazing experience staying at this Airbnb! The place was spotless, beautifully decorated, and exactly as described in the listing. The bed was incredibly comfortable, and I appreciated the thoughtful touches like coffee, local guidebooks, and extra towels. The neighborhood was quiet, safe, and within a few miles away there is great restaurants and shops. Our host was friendly, responsive, and made check-in super easy. They even gave us great local recommendations that made our trip even better. I would absolutely stay here again and highly recommend it to anyone visiting the area!
Superhost
Home in Sarasota
4.9 out of 5 average rating, 10 reviews

Great House / Great Location ~ with Heat Pool~

TaraRating, 5 stars3 months ago
we just spent a week at Ryan's place and it was amazing! the space was very clean and organized. this was one of the better equipped airbnb homes I have stayed in. the kitchen was well organized and had many convenient items most places do not have. there were beach chairs, sand toys, and even a wagon, which with having three kids was a blessing. the pool was amazing and maintained the temp of 88. I know some previous reviews discussed jet noise, as this is super close to SRQ but the jet noise was not an issue for us, and there were maybe 10 flights a day that we heard. Ryan was great at responding and providing instructions that were essential for our stay. we had a great time and my kids had the best time and are already asking when we can be back.
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 73 reviews

The Blessing House- Htd Pool/Spa, Close to Beaches

RevaRating, 5 stars2 weeks ago
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!
Superhost
Home in Sarasota
4.82 out of 5 average rating, 11 reviews

Hidden GEM Sarasota Siesta BEACH

ChristaRating, 5 stars3 months ago
The home is simply beautiful, open, airy, Clean the backyard and pool are beautiful and so private. Hidden Gem is a perfect name for this home as you would never expect to find a home like this on a ‘such a typical’ block. It’s like brand new. Everything is updated and modern. The bathrooms and showers were clean and beautiful. Large TV in the living room with comfy couches (a bit worn) but still comfortable. We all loved the place! Would stay again in a heartbeat! So quiet and peaceful.
Top guest favourite
Home in Sarasota
5 out of 5 average rating, 19 reviews

Palm Paradise • Luxe Lanai • Heated Pool • Bikes

JohnRating, 5 stars2 weeks ago
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!

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