
Apartment holiday rentals in Siesta Key
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Top-rated apartment rentals in Siesta Key
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Popular amenities for Siesta Key apartment rentals
Weekly apartment rentals

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS
Our unit on Madeira Beach was just as expected! Very clean and modern. There was some morning traffic noise but that was expected by reading the previous reviews, but it’s a great location! Easy access to John’s Pass/Hubbard’s Marina, restaurants and the beach! Our host was very responsive as well. If I was staying longer, laundry on-site would be great and more kitchen supplies too. Otherwise, everything was great! My son enjoyed using the PlayStation during downtime! 😉 Would definitely stay here again. 😃

Las Palmas Beach Rentals Unit 1
Great location, and spacious for 2 people.

#3 GrandCentral Honeymoon APT:King Bed/Pets/2ndFLR
The place was just as described, clen, close to downtown. Confortable bed, equipped kitchen. Location was close to downtown. Overall a smooth experience.

“Newly Remodeled” -Island Suite-Siesta Key Beach-
Beautiful place with comfortable beds. Literally right across the street from siesta beach. They provided beach chairs, umbrella and kid toys. Not a long walk from the restaurants and shops. I will book again.

Blue Octopus 3~Walk 2 beach & Johns Pass~King Bed
Lovely and quiet place, I stayed for 2 nights and it was everything I needed. I loved the neighborhood, the view was incredible. Nearby shops and restaurants were great.

Pond view in Bradenton
We had a great stay at John’s AirBnB. It was very conveniently located a short drive from Nathan Benderson Park where we were watching a rowing regatta. There were many restaurants and shops nearby including a grocery store and a Walgreens. The complex where the AirBnB is located is lovely. The pool is large with many lounge chairs to relax on. The condo itself was spacious, comfortable and very clean. We would absolutely look forward to staying here again on a return trip.

Historic 1918 studio apartment
Fantastic weekend stay. Everything we needed. Great location to walk to town to enjoy the shops, food, and views. We'd definitely stay again

Modern Private Apartment 1 Block from Sarasota Bay
Turner's home was the perfect home away from home. It was a cute, cozy spot in a fantastic location; easy to get to downtown Sarasota, the beach and other places locally. If you have pets, a wonderful place for your furry friends to stay and play with a very walkable and dog friendly community right outside the door step. Turner was responsive and very welcoming. Highly recommend this gem.
Private apartment rentals

Palm Apt • Spacious upstairs 3/2 six miles to IMG
We needed a place during our time of relocating and needed it fast. Since this time of the year is hard to find places, we were pleasantly surprised it was available. We had been staying in two bedrooms condos so to find a three bedroom upstairs was a huge win!! Our kids called it a tree house because it was above the canopy of trees when you looked outside. Owner was very nice and was very helpful with any requests we had. Good find! Recommend for sure.

Charming 1 bedroom apartment for 2 with pool.
We were so pleased with Sylvie's communication, before and during our stay. She checked on us while we were there. We like fresh air so rather than use the air conditioning we opened the windows which were easy to use. The pool was cool and refreshing, not cold--just right. I have a plastic coffee cup I travel with so one day it was quite luxurious to sit in the water up to my neck and sip my coffee. All the facilities were clean, comfortable and met our needs. We highly recommend Sylvie's place.

NEW Luxury Apartment w/Bikes! Location Location!
Everything went smoothly. The renter communicated very well. The place was kept clean and had some extra amenities as well like snacks and drinks.

Fully Furnished Apartment for 2
Easy in and out, newly appointed ground floor apartment. Parking in the back

1BR downstairs apt with King bed
Jennifer and Chris have a very special place for guests in Palmetto. They provide everything one might need or want in a physical sense, as well as a special ambience of peace and comfort and hospitality. I highly recommend anyone who wishes to stay in that area to experience their lovely apartment!!

Near Beach and Walk to Restaurants. Comfortable
Christina's studio is our favorite place to stay when we visit our son and his family. Christina is a terrific host. The location is perfect. It is close to beaches, trails, restaurants, stores, and our grandkids! The studio is clean, comfortable, and a great place to return to after an active day! We look forward to our future visits.

Salt Life Living!
Place is beautiful as the pictures. Great place from the island and away from all the traffic. Would definitely recommended to others.

SR Tropical Studio Retreat Spacious Outdoor Oasis
This is my second stay, and just like the first, it was a wonderful experience. I honestly can't think of a single negative thing to say! I highly recommend this place!
Apartment rentals with a hot tub

Luxury Bayview Retreat w/Pool, Spa+ Hot Tub
Len was a terrific host, and his property is beautiful and exactly as described. Len made us feel right at home from the moment we arrived, and was very responsive to any of our text communications. the property is exactly as described and perhaps better than the photos on the listing, including a beautiful view of the water with stellar sunrises every morning. the location is quiet and centrally located to great restaurants and beaches on longboat or siesta key. highly recommend this location for any travelers looking for a quiet and comfortable stay in the Sarasota area.

Traders' Haven - Historic 8th Ave Mega Beach Condo
We all had an amazing time staying at Transfer's Haven. The AirBnB was super easy to locate, get inside, and matched the description. The space itself was super clean and accommodating, and the area was perfect. I would absolutely stay again.

The Oz Tree House over looking Hot tub, Pool
Te thought of absolutely everything! It was a very quiet and cozy stay. Lots of privacy and beautiful garden! The bed was super comfortable. Loved the reading nook.

Longboat Key-OCEAN FRONT- on the beach
We had an excellent stay here. The location was excellent as it was right on the Gulf. Our family loved the screened-in lanai. The lanai is right off the master bedroom, so we would open the slider and listen to the waves as we fell asleep. Beach was beautiful and just steps away. Cindy was very kind and messaged me during our stay to see if we needed anything. The condo was spacious, and there was lots of room for storage. Condo has great location- less than 4 miles to Publix and close to restaurants/shopping at St Armands Circle. We would love to stay here again in the future and definitely recommend!!

Siesta Greek getaway
this place is great perfect for a quick get away. it's so close to the beach, tons of restaurants nearby. also Chris was very kind an responsive he had beach chairs an canopy that came in handy. cain't forgot about the hot tub it was perfect to end the night and relax.

Modern renovated apartment next to IMG Academy
If you are attending an event at IMG, Sonal’s place is incredibly convenient.

Mid Century Modern |DT ST PETE| Walk Everywhere #4
Filip and Magdalena were wonderful, and gracious hosts! We had an incredible time, and found the space perfect for our group! As a group of women traveling, safety is always a priority when booking a stay. The neighborhood and area were quaint and quiet, and the apartment was the perfect landing spot after enjoying food and drinks in beautiful St. Pete. Thank you!

St.Pete Modern Retro Oasis
Just as listed. The outdoor space was gorgeous. It was very safe.
Quick stats about apartment rentals in Siesta Key
Total rentals
200 properties
Nightly prices starting at
$92 AUD before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
160 properties have a pool
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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
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- Gulfport Beach Recreation Area
- North Beach
- Coquina Beach
- Vinoy Park
- Manasota Key Beach
- Fort De Soto Park
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Streamsong Resort
- Jannus Live
- Splash Harbour Water Park
- River Strand Golf and Country Club