Holiday 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

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

The Velvet Blue house 3/2+Pool+5 min Siesta Key

JessicaRating, 5 stars3 weeks ago
The house looks exactly like the pictures! It was amazing . The house was so beautiful and so clean! Edina , Doris and joe the maintenance guy were very responsive and helpful. The house is on a quiet road . The pool was beautiful especially at night . The house is very close to siesta key beach and there’s so much more all near the home . I would Recommend this house and I will definitely be coming back :) it was a good experience.
Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 87 reviews

Retreat by the Bay-Heated Saltwater Pool

AdriannaRating, 5 stars3 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!
Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 59 reviews

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

CharlieRating, 5 stars1 week ago
My wife and I had a great time at this stay. Lots to do at the house along with great beaches and restaurants within a 15-20 minute drive. The house was clean and had everything that you might need. We were able to drive to Disney in just over an hour and a half which provided a different experience to go along with the daily beach/pool trips. Cool AC inside to combat the humid 88 degree weather in June 2025.
Superhost
Home in Sarasota
4.76 out of 5 average rating, 29 reviews

Salt Life Villa with heated pool & outdoor dining

Emily KatharinaRating, 5 stars2 weeks ago
This house was definetly more that we expected! Beautiful place! We were obsessed with the distribution of the house, so many spaces 😍 And the house is more than equipped, has everything than we needed and more! Has all the beach stuff for the kids and adults! The pool is amazing! Thanks for all the pool toys for the kids 😃 they had a lot of fun. Is near to siesta beach wich is a huge beatiful beach! Thanks for everything ⭐️⭐️⭐️⭐️⭐️
Superhost
Home in Sarasota
4.82 out of 5 average rating, 257 reviews

Private Siesta Beach House Oasis with Heated Pool.

PaulaRating, 5 stars2 weeks ago
The house was so perfect and Andrew was awesome. The pool and outdoor area was so peaceful. Great location to restaurants, beach, etc.
Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 72 reviews

Modern Organic King Beds Salt POOL/SPA SRQ Escape

JanetRating, 5 stars1 week ago
Our family recently enjoyed staying at The Coastal on Hyde. The home was immaculate and the furniture and decor were both comfortable and beautiful. The pool was probably our favorite feature! Also, it was great to have beach chairs, coolers, and beach umbrellas provided. Our hosts checked in with us several times to make sure our needs were being met. We wouldn’t hesitate to stay here again-it’s a wonderful property!
Top Guest favourite
Home in Sarasota
5 out of 5 average rating, 75 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

CalvinRating, 5 stars3 days ago
Lisa house was and is beautiful you feel right at home. The spa was everything you could ask for it was my 40th birthday and she even had a small cake and balloons for me the was a really nice touch I would recommend anyone looking for a lovely bungalow style home too check Ms.Lisa home out you won’t be disappointed I promise
Guest favourite
Home in Bradenton
4.92 out of 5 average rating, 368 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

AlejandraRating, 5 stars1 week ago
Great place to stay !! The house is beautiful, it’s in a great location and I love the pool area, I had so much fun with my friends on this trip and we’re planning to come back !!

Condo rentals with a pool

Guest favourite
Condo in Siesta Key
4.92 out of 5 average rating, 126 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

MariaRating, 5 stars1 week ago
Loved the location and the layout of the condominium! We will be coming back!
Guest favourite
Condo in Siesta Key
4.9 out of 5 average rating, 119 reviews

Crystal House on Siesta Key Beach

BiancaRating, 5 stars4 days ago
We loooved it here! The space was perfect for our family. I cooked several meals and the kitchen had everything I needed. The location was convenient to grocery stores and walking distance to local restaurants and ice cream shops. The trolley stop is right at the resort so very convenient free rides to downtown Siesta Key was one of the highlights of our trip. We also grilled in the back of the resort by the bay which was nice! Oak trees all around. The pool was perfect temp. The fob didn’t work for one of the gates but there were three others we were able to get in without issue. The beds and pillows were soooo comfy. The ONLY issue we had was from the pics on the original post it appeared the walk to the closest public beach access was 2 min but it was actually 15. In the Florida heat that was rough but we pushed through! Oh and last thing, the scooters were a hit with everyone in our family. So much fun! 😆 Thank you so much for giving us an amazing stay!!
Guest favourite
Condo in Bradenton Beach
4.94 out of 5 average rating, 125 reviews

Beach Escape & Pool, steps to Beach & restaurants

MikeRating, 5 stars3 days ago
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.
Guest favourite
Condo in Sarasota
4.91 out of 5 average rating, 66 reviews

A Hidden Gem in Paradise

TatianaRating, 5 stars1 month ago
Diana’s place is a very comfortable. Very clean, cozy, with a fully equipped kitchen, stove, dishwasher, large refrigerator, washer and dryer. There is a private barbecue area and a reserved parking space. 10 minutes by car to Siesta Beach and 13 minutes to Turtle Beach. We found a beach umbrella and chairs in the apartment’s closet. Also there is a safe in the bedroom which made us feel protected. We are definitely very happy that we stayed at Diana’s place and can recommend it to anyone who wants to come to Sarasota for the holidays.
Guest favourite
Condo in Sarasota
4.86 out of 5 average rating, 148 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

AnnRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Sarasota
4.87 out of 5 average rating, 112 reviews

Anchor house +6 min. from Siesta Beach+heated pool

CarlosRating, 5 stars1 week ago
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.
Guest favourite
Condo in Siesta Key
4.94 out of 5 average rating, 107 reviews

Siesta Key Beach Front Condo

JessicaRating, 5 stars4 weeks ago
Our stay was exactly what we wanted. Our host, Evan, was great and quick with any questions we had. The condo was located very close to Siesta Key Beach, and we didn't have to drive more than 20 minutes to get to anything that we wanted to around that area, some things even within walking distance. Everything we could have possibly wanted was provided in our home, which really made the week stress-free. We would definitely stay here again!
Top Guest favourite
Condo in Bradenton
4.98 out of 5 average rating, 206 reviews

Shorewalk full condo IMG Beaches Anna Maria

FrankRating, 5 starstoday
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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