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Apartment holiday rentals in Siesta Key

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Popular amenities for Siesta Key apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Siesta Key
4.88 out of 5 average rating, 50 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

LillieRating, 5 stars2 weeks ago
home was very clean and cozy!! everything was in walking distance and close to the beach, restaurants and shops were walkable distance 😊
Guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 19 reviews

Penthouse Expansive Ocean Views

AimeeRating, 5 stars1 month ago
Brenda’s place was just as listed. Great location, clean, great space to call home for the week. Within walking or short drive to many restaurants and shopping areas. Walk to the beach was easy especially with all the beach supplies in the condo. Brenda was also very responsive when I reached out with clarifying questions.
Superhost
Apartment in Siesta Key
4.91 out of 5 average rating, 44 reviews

Dreamview Beachfront Romantic/Pet Friendly Getaway

RobinRating, 5 stars3 months ago
Fantastic location on quieter area of beach but still walkable to the Village restaurants. Comfortable bed, huge shower. Loved our stay!
Top guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 44 reviews

Siesta Oceanview Retreat-1 min walking to beach

ArlonsRating, 5 stars6 days ago
We had a wonderful time at Queen’s Siesta Oceanview Retreat! The location is unbeatable — just a 1-minute walk to the beach, which made it incredibly easy to enjoy the sand and ocean daily, even with a baby. The unit was clean, well-equipped, and very family-friendly. The extra beach chairs, toys, and essentials in the storage unit were a great bonus and much appreciated. Check-in was smooth with clear instructions, and communication with the host was always prompt and friendly. We also appreciated the thoughtful touches like extra linens, towels, and laundry supplies — everything we needed was available. We would absolutely recommend this place to anyone looking for a relaxing and convenient beach getaway. Thank you, Queen, for being a great host!
Guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 77 reviews

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

ErikaRating, 5 stars5 days ago
We had a truly wonderful experience staying here! Neraj and Mamta were both super kind and helpful, and were always willing to provide recommendations for the area as there is so much to do! The condo itself is beautiful. It was quaint and perfect for my boyfriend and I. The beach is incredibly close, it took maybe 5 minutes to walk to it, not to mention it is a PRIVATE beach! This was my boyfriend's first time to the beach ever, and it was wonderful to be able to avoid the overcrowded public beaches. The condo had all amenities available that we needed. There were multiple different times we said "oh we need ____" and it was available right there (beach towels, cooking utensils, beach chairs, etc.). Thank you Neraj and Mamta for making this experience as incredible as it could possibly be - we hope to be back soon!
Guest favourite
Apartment in Siesta Key
5 out of 5 average rating, 40 reviews

Amazing beach view! Entire unit renovated!

RhondaRating, 5 stars2 weeks ago
Such a beautiful place to stay! Very clean! The kitchen was stocked with all the dishes you will need. The view was amazing!!! The free trolly into the village was so easy. The beach accessories were so nice to use. All we had to do was cross the street and we were on the beach. The pool area was also very nice! Grilling area was nice and clean and a small smoking area so my husband could enjoy a few cigars. Great communication! Thank you! Was a fantastic vacation!
Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 58 reviews

1 Bed Cottage, Full Remodel, Beach Access #7, Walk

BrianRating, 5 stars1 month ago
Jeff was a great host. Everything went smoothly. Would highly recommend
Top guest favourite
Apartment in Siesta Key
4.96 out of 5 average rating, 24 reviews

Gertrude's Siesta | Oceanview 20-steps to Beach!

VeronicaRating, 5 stars1 month ago
The place was absolutely beautiful and directly across the street from the beach. The amenities were perfect and the balcony with the ocean view was incredible. We had everything we needed from beach chairs, coolers, wagon, beach umbrellas and towels. The host was great and very responsive. We definitely will be back to this unit. It’s the best one we’ve ever stayed at.

Pet-friendly apartment rentals

Superhost
Apartment in St. Petersburg
4.81 out of 5 average rating, 243 reviews

Tropical Getaway #1 Studio Close to Downtown

BrandyRating, 5 stars5 days ago
Both the hosts were great. We will definitely stay again.
Guest favourite
Apartment in Treasure Island
4.9 out of 5 average rating, 126 reviews

Waterside Studio in the heart of TI, walk to beach

FrancineRating, 5 stars4 days ago
My husband and I needed a little staycation after a stressful few months. The little apartment at the beach was perfect. The location was beautiful despite the fact that the area is still recovering from a few hurricanes last year. The host was also very helpful and gave some great recommendations. The only negative thing that I can say is that my stay was too short. I look forward to staying there again.
Guest favourite
Apartment in Bradenton
4.98 out of 5 average rating, 177 reviews

Luxury 3/3 Margaritaville Resort

JoelRating, 5 stars2 weeks ago
David’s home exceeded our expectations and was an excellent choice for our stay. It was conveniently located near all the beaches, restaurants, groceries, and shops, but not in the midst of the bustling city center. David even provided us with a variety of beach essentials and even bikes for our convenience. The home was spotlessly clean and well-stocked with blankets, towels, and cookware and dishes. We thoroughly enjoyed our stay and will definitely be returning in the future.
Superhost
Apartment in Siesta Key
4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

CoryRating, 5 stars10 months ago
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.
Guest favourite
Apartment in Madeira Beach
4.75 out of 5 average rating, 449 reviews

Beach Chill Inn #3 - Studio

RjRating, 5 stars4 days ago
This studio was a perfect and cozy little spot for my fiancée and I. Literal steps to the beach, ice cold AC, super clean, and very close to tons of shopping/eating/drinking spots. I would absolutely book this rental again for another weekend getaway!
Superhost
Apartment in Madeira Beach
4.82 out of 5 average rating, 147 reviews

Lovely Water View Condo, Top Floor, Steps to Beach

MadisonRating, 5 stars2 weeks ago
My family and I had an amazing getaway trip here. We had spent a lot of time working hard for this trip; and it sure paid off. The location was beautiful, just down the road (within walking distance) from John’s Pass, Very close to the beach, beautiful views. The Airbnb itself had everything you could possibly need, very clean, and cozy. The hosts were very communicative, and instructions were very clear. We had a 10 month old with us and it was also very accessible for that. Overall would 10/10 recommend this location to anyone looking for a peaceful, fun, and great experience/location for Florida. Thank you! :)
Guest favourite
Apartment in Sarasota
4.86 out of 5 average rating, 105 reviews

5209B Menorca Street - Siesta Key Village Condo

BarbRating, 5 stars1 month ago
Easy check in. Very close to everything. Pool was a great extra !
Top guest favourite
Apartment in Holmes Beach
4.99 out of 5 average rating, 137 reviews

Beach Escape - Make Memories on Anna Maria Island

GinaRating, 5 stars1 month ago
Jean & Mike's beach condo on Anna Maria Island was a wonderful get-away for us after a very long winter. We loved the beach decor and all the little things that made us feel welcome and comfortable. It had everything we needed for an awesome beach vacation - chairs, umbrella, towels and a cool beach cart to carry our stuff. The pristine beach was only about 300 steps away. The condo itself had everything we needed. The bed and couches were comfy; the master bath spacious; the kitchen well-equipped. We enjoyed eating on the screened porch that overlooked a small park and being able to walk to nearby stores and restaurants. We loved watching the sunset from "our" beach or at the AMI Beach Cafe down the beach while listening to live music. Jean was a great host. She responded quickly to our questions and had plenty of recommendations on things to do and places to eat. Jean & Mike's place is one of the best AirBnBs we've stayed at and will definitely consider it the next time we visit AMI.

Apartment rentals with a pool

Guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 19 reviews

Siesta Key GULF SIDE #100-Peaceful, Private Condo

MarthaRating, 5 stars10 months ago
Renee is an amazing host. When we told her we were flying in Friday night and getting a hotel because the flight was cheaper she offered to let us check in Friday night for no charge. Renee checked in with us a few times throughout the week to see if we needed anything. We look forward to vacationing with her again in the future.
Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 148 reviews

Siesta Key Serenity At The Palm Bay Club

LauraRating, 5 stars1 month ago
Super clean, quiet, comfy bed. We enjoyed the bayside pool. Nice views. Palm Bay club nice benefit as after a short walk over to the beach we enjoyed the chaises delivered and set up close to the water and hole drilled for our beach umbrella. Amazing sand is not over rated. Warm gulf waters and easy entry and exit. Breeze Trolley with their app made getting around without driving convenient . Lots of fun food and shops minutes away. This bayside spot a was a delight.
Guest favourite
Apartment in Indian Beach-Sapphire Shores
5 out of 5 average rating, 8 reviews

Deluxe 2/2 Pool View, terraces, Top Floor

PaulRating, 5 stars2 months ago
Stayed for the month and didn’t want to leave! Great location, very clean and beautifully decorated! Clara was very responsive, to the point where she went out of her way to find extra, personal beach chairs when we needed them! I can’t say enough positive comments about our experience.
Superhost
Apartment in Siesta Key
4.69 out of 5 average rating, 140 reviews

Siesta Key retreat- 2/1 condo w/pool, beach access

AngelaRating, 5 stars1 month ago
My experience was great from the start. After making my booking I received video instructions, showing how to enter the gate, find the laundry, use the key fob and everything I needed when I arrived. I loved this because it made everything familiar and easy. I also appreciated that when the room was ready we were notified that we could arrive at anytime and aftrrwards we received a follow up to make sure everything was to our liking! we had a great time! Thank you!
Guest favourite
Apartment 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.
Top guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 46 reviews

Siesta Key condo - Gulf and bay club bayside

JohnRating, 5 stars1 month ago
We had a great stay in Siesta Key. The grounds were beautifully kept. Pool right out the back door. Quick walk to one of the most beautiful beaches in the US. Great week, can’t wait to go back.
Guest favourite
Apartment in Siesta Key
4.84 out of 5 average rating, 154 reviews

The Key to a Great Vacation!

RogerRating, 5 stars2 weeks ago
The place was great! Very well stocked kitchen, bathroom and even had beach stuff available for use. Location was perfect, a short walk to the beach and close to restaurants.
Guest favourite
Apartment in Siesta Key
4.94 out of 5 average rating, 121 reviews

Seaside Sanctuary

GwenaelleRating, 5 stars1 week ago
The place was exactly as described in the listing. The kitchen had everything we needed and overall quiet surroundings. The beach was very close and easily walkable even with children which was a plus! Great place and great location!

Quick stats about apartment rentals in Siesta Key

  • Total rentals

    980 properties

  • Nightly prices starting at

    $90 SGD before taxes and fees

  • Total number of reviews

    15K reviews

  • Family-friendly rentals

    790 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    810 properties have a pool

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