Beach house vacation rentals in Siesta Key

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Popular amenities for Siesta Key beach house rentals

Beach house rentals with a pool

Top guest favorite
A clear blue pool is featured, with sunlight reflecting off the water's surface. The pool is surrounded by a light-colored deck, providing space for relaxation. A set of steps leads into the pool, and a safety fence is visible, ensuring security.
Home in Bradenton
4.98 out of 5 average rating, 57 reviews

IMG Academy-Modern Home Heated Pool Beaches 8 min

LeahRating, 5 stars1 week ago
Andrew was a very helpful and responsive host. The house was beautiful, clean and has described. we love Bradenton and will be back. Neighborhood was nice and quiet and location provided easy access to other areas.
Superhost
A private heated pool is surrounded by tropical palms, featuring a gently curved shape with clear blue water. Two white adirondack chairs are positioned nearby on a paved patio, inviting relaxation in a tranquil outdoor setting.
Home in Anna Maria
5 out of 5 average rating, 3 reviews

The Shell House

JantzenRating, 5 stars1 week ago
Ammey & Ammey’s place was simply awesome. A hidden gem—calm & peaceful. Clean place with a great pool in a beautiful setting, steps from the sand. We loved having coffee in the screened in porch looking at the pool and beautiful landscape. Thank you, Ammey for sharing your place with us when we needed a break from the world. Would stay there over and over!
Superhost
An aerial view showcases a modern retreat surrounded by lush palm trees. The well-maintained landscaping features white stones and vibrant greenery. A heated swimming pool is visible, enhancing the outdoor space, with the quadplex and parking area in the background under soft evening light.
Home in Siesta Key
4.77 out of 5 average rating, 53 reviews

Sun-Soaked & Relaxing Gem ~ Steps to Beach ~ Pool!

ScottRating, 5 stars1 week ago
We really enjoyed our stay. It's a very short walk to the beach, and the beach is one of the nicest we've been to in Florida. Steve was a great communicator and very responsive. The property is very convenient to restaurants and what-not. I would highly recommend.
Top guest favorite
A light-filled living area features a comfortable sofa, a wooden coffee table, and a dining space with a round table and chairs. The kitchen is equipped with modern appliances and cabinetry, while beach-themed decor adds a casual touch to the environment.
Home in Sarasota
4.98 out of 5 average rating, 152 reviews

New remodel- 150 Yds to Beach and Restaurants!

SimonRating, 5 stars1 week ago
Fantastic stay at a perfect house on Siesta Key. House was spotlessly clean and incredibly well equipped. Was perfect for our family of 4. Location was amazing, right over the road from a few bars and restaurants (no issue with noise which I had thought might be a problem) and a 7Eleven which was super convenient. The unbelievably beautiful beach was just 5 mins walk away with the softest, whitest sand I’ve ever seen in my life! Information sent from John the host was proactive, easy to understand and accurate. He was very fast to respond to messages. We loved it here, are missing it already and would highly recommend it.
Superhost
The bright pool area is enclosed by a glass structure, featuring a clear blue swimming pool and a spacious stone patio. A small dining table with chairs is visible nearby, along with a lush plant adding greenery to the space. Natural light enhances the inviting atmosphere.
Home in Venice
4.56 out of 5 average rating, 16 reviews

Lovely pool house 5 minutes from the beach

LindaRating, 5 stars12 months ago
Had a lovely stay here. Communication with Carmen was fantastic. Decorating in home was tasteful and lovely and we felt right at home.
Top guest favorite
The house is seen from an elevated angle, showcasing a vibrant exterior with a turquoise finish. Surrounding palm trees provide a tropical feel, while vehicles are parked along the street. The beach can be seen in the background, highlighting proximity to the ocean.
Home in Bradenton Beach
5 out of 5 average rating, 17 reviews

Sunset View

KarlaRating, 5 stars2 weeks ago
We had a wonderful time. The house was more spacious than pictures shown. Location was amazing!
Guest favorite
The screened-in pool area features a private swimming pool with a gently curving shape. Sunlight casts reflections on the water, while a colorful inflatable float rests nearby. Two white chairs and a small table are positioned to provide a relaxing space by the pool.
Home in Venice
4.91 out of 5 average rating, 57 reviews

Heated POOL close to beach fenced in, kid friendly

BrynRating, 5 stars2 weeks ago
This place is PERFECT for a family with younger children (ours are 2 & 5). We were visiting grandma and grandpa and it had a great setup for having them visit during the day to hang and swim. The house was in a quiet neighborhood that is close to beaches, restaurants, and grocery stores. Host also provided everything we needed for a beach day. The home is decorated with a beach/mermaid theme (our daughter was in love) and bedrooms were very cozy. We will absolutely be staying here again!!
Top guest favorite
An aerial view showcases the spacious grounds of the duplex, surrounded by vibrant landscaping. The property is situated near the coastline, with residential properties and waterways visible in the vicinity. The clear blue sky enhances the welcoming atmosphere of the neighborhood.
Home in Holmes Beach
5 out of 5 average rating, 11 reviews

L'Oasis West w/Dip Pool

AuroraRating, 5 stars1 week ago
Everything was great! Russell gave us suggestions on things to do around the island prior to our visit and most importantly booking an uber early for our return trip. The house has everything you need including beach chairs, umbrella, wagon and a cooler. The beds were very comfortable, and the house was so clean and felt just like home!

Family-friendly beach house rentals

Top guest favorite
A screened-in pool area features a sparkling pool surrounded by a spacious patio. Lounge chairs provide seating options, while colorful floaties rest on the water's surface. The backyard is lined with lush greenery, offering a sense of privacy and relaxation.
Home in Sarasota
4.98 out of 5 average rating, 136 reviews

Gorgeous Home / Heated Pool and Spa

CristianRating, 5 stars1 week ago
Kayla’s listing exceeded all my expectations. From the moment I booked, communication was seamless and welcoming. The space itself is beautifully decorated, spotless, and thoughtfully equipped with everything you might need for a comfortable stay. The highlight was definitely the pool — it’s great! Perfectly maintained and a fantastic spot to relax and unwind. The heated jacuzzi is also awesome — it’s perfectly functional, warm, and incredibly relaxing, making it a true standout feature of the property. The location is superb — just a few minutes’ drive to the most amazing beach in the USA! It’s the perfect base for exploring and enjoying the beautiful surroundings. Kayla was a wonderful host—friendly, attentive, and genuinely eager to ensure we had a great experience. She provided helpful local tips and made us feel right at home. I highly recommend Kayla’s listing to anyone looking for a cozy, convenient, and memorable stay with fantastic amenities. I can't wait to return!
Guest favorite
Home in Sarasota
4.82 out of 5 average rating, 169 reviews

Siesta Beach, 5 minutes from downtown.

JackRating, 5 stars1 month ago
Short drive to Siesta Key. Daily morning walks revealed some very nice homes. Short walk to scenic sunsets. Close a grocery store.
Superhost
Home in Venice
4.77 out of 5 average rating, 133 reviews

South Venice, FL. Ideal vacation home.

KayRating, 5 stars1 month ago
We enjoyed Jan’s house. It was a quiet neighborhood, perfect for walking the dog. Short drive to restaurants, beaches, grocery stores, Shamrock Park, Brohard dog beach, pretty much anything we wanted to do. The lanai was a nice area to sit in the shade. Wish I had a way to post a recording of all the various birds chirping away! Home was clean and Jan was a responsive host with any questions we had. Yard was private and fenced in nicely for our dog. Appreciated having laundry soap, body wash, dish detergent, & paper goods to get through our stay. So often all you get is enough for a few days, if that. Comfortable beds too! We would stay again. Thanks Jan!
Superhost
A welcoming front porch features two green Adirondack chairs positioned by a small table. A decorative anchor sign and a charming wall plaque add character to the space. Natural light filters through the window with blinds partially drawn, illuminating the inviting atmosphere.
Home in Bradenton
4.67 out of 5 average rating, 145 reviews

Salty Beaches! Centrally located. Perfect getaway

DeniseRating, 5 stars2 months ago
Great place to stay for a few days out of town to access the beach and IMG Academy. Stores nearby to get food and essentials. Highly recommend!
Guest favorite
Home in Holmes Beach
4.99 out of 5 average rating, 158 reviews

Captain's Quarters at Spinnakers Vacation Cottages

JessicaRating, 5 stars1 week ago
We LOVED the Captain’s Quarters at Spinnakers cottages. I feel like we totally lucked out. Everything was grand; it had everything we needed from a comfy place to sleep, to being well stocked for cooking. The outside table and sitting area was just beautiful and I loved having some little friends out there too- a friendly little lizard and the mourning doves. The kids loved the pool, and everyone was super friendly in the other cottages. It was just a great atmosphere. The location could not be any better too. The walk to the beach was super easy and after realizing I left some beach gear at home by accident, the beach locker had everything we needed. We were able to walk to restaurants. Great memories were made and everyone in my family had a wonderful time. It was our first time to AMI and I had no idea what to expect. Now, I can only dream of next time!
Guest favorite
A children's play area is organized with a colorful play mat on the floor, a red toy house, and a blue storage bin labeled 'TOYS.' Shelves contain various storage containers, and a laundry basket sits nearby, creating a child-friendly environment.
Home in St. Petersburg
4.91 out of 5 average rating, 108 reviews

Cozy Dream FL Vacation Home Pool is heated!

Walt And MicheleRating, 5 stars7 months ago
Very clean, great location to beach and my family. Walking area for our doggie and very close to shopping. We did pack too much. This home has everything you need. Nan is an awesome host.
Superhost
The bathroom features a clean and functional layout with a large mirror above a white sink. A private door leads to the outside area. Light-colored tiles complement the decor, and decorative beach-themed art can be seen on the walls.
Home in Longboat Key
4.88 out of 5 average rating, 121 reviews

Summer House longboat key

DaneRating, 5 stars2 days ago
Chris was a very responsive host. During our stay he spent a day working on his boat in the back. He was very friendly, but also respected our privacy. The house met all of our expectations and our kids loved the pool. The neighborhood was great to walk through and each house offered fantastic curb appeal. With 3 kids under the age of 6, the 10-12 minute walk to the beach was a little long, but Chris’ wagon and beach supplies helped! The golf cart would have been ideal, but without a place to park near the beach we didn’t have much use for it. We thoroughly enjoyed our stay and the entire family agrees we’d love to go back. Thanks Chris!
Guest favorite
An aerial view captures a coastal neighborhood surrounded by lush greenery and water. Residential homes are interspersed with palm trees, leading to a marina with docks extending into the calm bay. The tranquil setting reflects a close-knit community atmosphere.
Home in Bradenton
4.9 out of 5 average rating, 20 reviews

Heated Pool_Hot Tub/Spa_Close To Beaches_Remodeled

DominicRating, 5 stars2 weeks ago
Great stay! Everything was neat, clean and ready for our stay! Would stay again!

Beachfront house rentals

Top guest favorite
An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.
Home in Holmes Beach
5 out of 5 average rating, 25 reviews

FamilyTides~New! 30 sec walk to beach~Heated pool!

JayRating, 5 stars6 days ago
Our family had a wonderful stay. The home is exactly as described - beautifully decorated and has a perfect layout for a family of five to spread out and relax. Really appreciated the proximity to the beach (steps away) and the availability of the beach accessories and cart. Mark was super responsive when needed and I wouldn’t hesitate to book a future stay.
Guest favorite
A heated saltwater pool is surrounded by a screened enclosure, featuring lounge chairs arranged for relaxation. Tropical plants provide a backdrop, and the pool's clear water reflects the sunlight. A spacious deck area is visible, designed for comfort and leisure activities.
Home in Nokomis
4.9 out of 5 average rating, 50 reviews

"Jellyfish" at The Shore Beach Houses Resort

MichelleRating, 5 stars2 weeks ago
Thank you for a wonderful and relaxing weekend. We had a peaceful stay and everything was clean and easy to find. We are looking forward to staying again in the future.
Superhost
A panoramic view of a sandy beach extends under a bright blue sky streaked with wispy clouds. Gentle waves lap at the shore, and a few figures can be seen walking along the water's edge. Sunlight highlights the fine, white sand.
Home in Sarasota
4.89 out of 5 average rating, 92 reviews

Renovated Beachhouse Private Beach Access, Unit S

PeytonRating, 5 stars9 months ago
Sheryl’s responsiveness and care for us was unmatched. We had an issue with the property that she resolved immediately and even called me personally to make sure my friends and I were taken care of. Great location and outstanding customer service.
Superhost
Home in Siesta Key
4.56 out of 5 average rating, 39 reviews

Serenity Siesta Beachfront Condo *Pet Friendly*

TabithaRating, 5 stars1 month ago
Was very clean, could use a few upgrades. They didn’t have any extra fans like it said which would help with the heat and outside noise to sleep at night. Overall it was a great location and it was clean on the inside. I do wish they would have a better lock to the upstairs door.
Guest favorite
A spacious lawn surrounds a single-story house with a screened-in pool area. The exterior features a red-tiled roof and large windows, allowing ample natural light. Lush green grass extends towards the tree line, creating a serene outdoor environment with clear blue skies and scattered clouds.
Home in Nokomis
4.83 out of 5 average rating, 6 reviews

Waterfront! Lyons Bay Delight! Walk to Beaches!

KevinRating, 5 stars1 week ago
We loved staying at this home! The location was perfect for our needs. It was an extremely easy walk to the restaurants and the beach. It was even manageable for our 5 year old who loved the walks. Waking up and having a morning coffee looking out over Lyons Bay was so peaceful. We would definitely stay here again.
Superhost
Home in Gulfport
4.75 out of 5 average rating, 174 reviews

2BR- Gulfport Beach House

CharmaineRating, 5 stars1 month ago
We had a great stay at Lisa's place! We visited Gulfport last year and loved it so much we came back. The neighbourhood is so warm and friendly. It is the perfect combination of being vibrant with activity during the day and peacefully quiet at night. Lisa's property itself is delightful! Charming decor with comfortable couches and beds. The ceiling fans were great for ventilation with open windows, which were great for getting fresh air while we slept. The walls are thick enough that while you can occasionally hear that there are other occupants in the other units, it's not loud enough to be bothersome. The backyard was a beautiful place to just sit and relax and enjoy the view or read a book, with plenty of options for sun or shade, whatever you feel like!
Superhost
A living area is visible, featuring a floral-patterned sofa and a light blue coffee table. Tile flooring spans the space, with a dining area and kitchen in the background. Natural light is provided by large windows, enhancing the open feel of the room.
Home in Holmes Beach
4.59 out of 5 average rating, 59 reviews

Beachy Coastal Rental in Holmes Beach

CherylRating, 5 stars1 month ago
This place was so nice and clean and very cute! Jessica is very helpful if you have any questions and gets back to you right away! Very close to some restaurants and bars and the beach is only a couple of blocks away. We really loved it and Chris the maintenance man is very friendly and helpful. We ran into the cleaning lady a few times while she was cleaning the other place and she sure is very friendly with a smile! We will be coming back for sure! Holmes beach is very peaceful and full of friendly people! We stayed for a month but will stay longer next time!
Top guest favorite
A dining area is furnished with a large white table surrounded by six chairs. Natural light floods the space through large windows, offering views of palm trees and the beach. A vase of flowers sits at the center of the table, enhancing the serene setting.
Home in Englewood
5 out of 5 average rating, 9 reviews

Manasota Key to Relaxation

TravisRating, 5 stars1 month ago
Linda’s home was truly a gem! So peaceful and relaxing! The ocean is literally steps away, with sunsets, swimming, sand, shells and shark’s teeth to hunt all day long!! We had everything we needed to feel at home, and more! Manasota Key was amazing and Linda’s home was a perfect location for our family’s get away!

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