Apartment holiday rentals in Siesta Key

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Popular amenities for Siesta Key apartment rentals

Weekly apartment rentals

Guest favourite
Apartment in Madeira Beach
4.89 out of 5 average rating, 108 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

BrittnyRating, 5 stars2 weeks ago
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. 😃
Guest favourite
Apartment in Bradenton Beach
4.88 out of 5 average rating, 219 reviews

Las Palmas Beach Rentals Unit 1

KaitlynRating, 5 stars1 week ago
Great location, and spacious for 2 people.
Guest favourite
Apartment in Historic Kenwood
4.79 out of 5 average rating, 19 reviews

#3 GrandCentral Honeymoon APT:King Bed/Pets/2ndFLR

CosminRating, 5 stars10 months ago
The place was just as described, clen, close to downtown. Confortable bed, equipped kitchen. Location was close to downtown. Overall a smooth experience.
Superhost
Apartment in Siesta Key
4.81 out of 5 average rating, 170 reviews

“Newly Remodeled” -Island Suite-Siesta Key Beach-

ZulleyRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Madeira Beach
4.81 out of 5 average rating, 356 reviews

Blue Octopus 3~Walk 2 beach & Johns Pass~King Bed

AngieRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Bradenton
4.91 out of 5 average rating, 33 reviews

Pond view in Bradenton

MaureenRating, 5 stars2 weeks ago
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.
Superhost
Apartment in Historic Kenwood
4.66 out of 5 average rating, 761 reviews

Historic 1918 studio apartment

TammyRating, 5 stars2 weeks ago
Fantastic weekend stay. Everything we needed. Great location to walk to town to enjoy the shops, food, and views. We'd definitely stay again
Top Guest favourite
Apartment in Indian Beach-Sapphire Shores
4.97 out of 5 average rating, 222 reviews

Modern Private Apartment 1 Block from Sarasota Bay

ErikaRating, 5 stars1 month ago
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

Superhost
Apartment in Bradenton
4.84 out of 5 average rating, 44 reviews

Palm Apt • Spacious upstairs 3/2 six miles to IMG

CoryRating, 5 stars3 months ago
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.
Top Guest favourite
Apartment in Nokomis
4.98 out of 5 average rating, 82 reviews

Charming 1 bedroom apartment for 2 with pool.

SusanRating, 5 stars6 days ago
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.
Guest favourite
Apartment in St. Petersburg
4.76 out of 5 average rating, 213 reviews

NEW Luxury Apartment w/Bikes! Location Location!

ShaneRating, 5 stars2 weeks ago
Everything went smoothly. The renter communicated very well. The place was kept clean and had some extra amenities as well like snacks and drinks.
Guest favourite
Apartment in Sarasota
5 out of 5 average rating, 7 reviews

Fully Furnished Apartment for 2

PamRating, 5 stars1 month ago
Easy in and out, newly appointed ground floor apartment. Parking in the back
Guest favourite
Apartment in Palmetto
4.8 out of 5 average rating, 5 reviews

1BR downstairs apt with King bed

VickiRating, 5 stars2 months ago
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!!
Superhost
Apartment in Nokomis
4.88 out of 5 average rating, 49 reviews

Near Beach and Walk to Restaurants. Comfortable

ChristineRating, 5 stars3 weeks ago
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.
Guest favourite
Apartment in Sarasota
5 out of 5 average rating, 10 reviews

Salt Life Living!

BrittneyRating, 5 stars3 weeks ago
Place is beautiful as the pictures. Great place from the island and away from all the traffic. Would definitely recommended to others.
Top Guest favourite
Apartment in St. Petersburg
4.96 out of 5 average rating, 113 reviews

SR Tropical Studio Retreat Spacious Outdoor Oasis

BradleyRating, 5 stars4 days ago
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

Superhost
Apartment in Bradenton
4.81 out of 5 average rating, 16 reviews

Luxury Bayview Retreat w/Pool, Spa+ Hot Tub

MarkRating, 5 stars2 months ago
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.
Guest favourite
Apartment in Pass-a-Grille Beach
4.94 out of 5 average rating, 104 reviews

Traders' Haven - Historic 8th Ave Mega Beach Condo

JohnRating, 5 stars3 weeks ago
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.
Top Guest favourite
Apartment in Englewood
4.97 out of 5 average rating, 262 reviews

The Oz Tree House over looking Hot tub, Pool

LeeAnneRating, 5 stars1 week ago
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.
Guest favourite
Apartment in Longboat Key
4.95 out of 5 average rating, 101 reviews

Longboat Key-OCEAN FRONT- on the beach

Lauren MarcouxRating, 5 stars1 week ago
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!!
Guest favourite
Apartment in Sarasota
4.92 out of 5 average rating, 24 reviews

Siesta Greek getaway

MeganRating, 5 stars3 days ago
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.
Guest favourite
Apartment in Bradenton
5 out of 5 average rating, 8 reviews

Modern renovated apartment next to IMG Academy

MattRating, 5 stars2 weeks ago
If you are attending an event at IMG, Sonal’s place is incredibly convenient.
Superhost
Apartment in Historic Old Northeast
5 out of 5 average rating, 4 reviews

Mid Century Modern |DT ST PETE| Walk Everywhere #4

CalyRating, 5 stars2 days ago
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!
Top Guest favourite
Apartment in St. Petersburg
4.94 out of 5 average rating, 154 reviews

St.Pete Modern Retro Oasis

BariRating, 5 stars3 weeks ago
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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