Beachfront holiday rentals in Siesta Key

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Popular amenities for beachfront rentals in Siesta Key

Pet-friendly beachfront home rentals

Top guest favourite
Townhouse in Siesta Key
4.98 out of 5 average rating, 49 reviews

Siesta Sunrise-Just steps to the beach and village

Akayla & BrandonRating, 5 stars1 month ago
Joe’s home is perfectly situated between the ocean and a few paces to any restaurant you’re craving. I can’t think of a better place to stay. With two little ones, the private pool was wonderful when we didn’t feel like packing up for a beach day. We can’t wait to stay here again! Honestly, the photos don’t do it justice.
Superhost
Apartment in Nokomis
4.94 out of 5 average rating, 18 reviews

Walk to the beach from this lovely 2 bedroom condo

Tiffany HopeRating, 5 stars1 week ago
This place is awesome! A nice washer and dryer, super clean, comfortable, and a cute outside sitting area. host left snacks, water, cooler, flashlight, and beach towels - very well thought out. The host was also super nice when we thought we locked ourselves out 😅 We enjoyed our stay and would love to come back.
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!
Guest favourite
Home in Anna Maria
5 out of 5 average rating, 6 reviews

The Shell House

CindyRating, 5 stars1 week ago
Very beautiful house within easy walking distance to the beach. It was very clean and the check in and out process was easy. My family and I had a great time. The beaches were beautiful and just a short walk from the house. The pool in the back yard was private and perfect for my family. The decor and landscaping was great! I highly recommend staying here. It was perfect!
Superhost
Home in Longboat Key
4.88 out of 5 average rating, 124 reviews

Summer House longboat key

LauraRating, 5 stars3 weeks ago
Enjoyed our stay at Chris's place. Pool was very clean and house was well stocked with towels, laundry supplies, etc. Kitchen had plenty pots and pans. Pool had some floats and some pool noodles. Ample seating outside for everyone. Neighborhood was very nice and we felt safe. Light switches were kind of tricky but we figured it out. Didn't stay long enough to grill but hoping to come back again and try the outside grill.
Top guest favourite
Home in Siesta Key
5 out of 5 average rating, 14 reviews

Key Casa on canal, 3bd 2 bath, 0,5 miles f Siesta

EvanRating, 5 stars1 month ago
The house is very convenient to the beach and to shopping and restaurants but far enough away from the main street to be very peaceful. Also, the kitchen and dining areas are large, so there is no problem having dinner "at home" for the family, if you want a break from eating out. Checking in was very easy, there are TVs in each bedroom, and the appliances, including washer and dryer all worked well.
Guest favourite
Home in Siesta Key
5 out of 5 average rating, 30 reviews

Paradise In Siesta!

VanessaRating, 5 stars1 month ago
Paradise in Siesta was the perfect property for our vacation! The house is exactly as it is pictured, has everything that we needed, plenty of space, great decor and comfortable beds. It’s a great neighborhood with a private little oasis in the backyard, a great pool with lots of pool toys and there’s also a bathroom right off the pool area which is very convenient so you don’t have to walk through the house all wet. I hyped up the bunk beds to my kids before the trip but didn’t realize that the top bunks don’t have sides so we had an adult in the top bunk instead and she said it was still very comfortable and plenty of room so no big deal! We would absolutely stay here again! And would highly recommend this house to others.
Superhost
Home in Siesta Key
4.8 out of 5 average rating, 104 reviews

Trendy & Fun Haven: Walk to Beach ~ Jacuzzi ~ Pool

SarahRating, 5 stars1 month ago
We were a group of 7 girls and had a blast at Chads place! Any issues we had were addressed and handled within MOMENTS. Home was clean, safe ash to locate, easy to get into and accurately described. House was within walking distance of everything we wanted to do (beach, bars, restaurants). We all agree we’ll return again!

Beachfront home rentals with a pool

Guest favourite
Apartment in Siesta Key
4.98 out of 5 average rating, 58 reviews

Amazing SK beach views... Newly renovated condo!!!

LaceyRating, 5 stars1 month ago
We really enjoyed our stay! The unit was clean and pretty true to the pictures. Jamie was always quick to respond to any question we had. The location to the beach was awesome, and we appreciated having the beach chairs and other beach items that were supplied! We also enjoyed using the facilities pool, where there were quite a few friendly people there. In addition, we enjoyed the 2 balconies, and liked that there were different sitting areas and views to enjoy. The trolley stop right outside the building was a nice feature to have as well! Overall, it was a nice place to stay with clear directions, an easy check in/out process, and all of the things we needed.
Guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 43 reviews

Beach Haven on Siesta Key Beach

ValeryRating, 5 stars2 weeks ago
We loved our stay at this condo. Such a great location and close walk to the beach and playground. The condo is clean, airy, comfortable and had everything we needed for our stay. We loved the two balconies. The owner let us burrow a cart to haul the chairs that was also provided for the beach. My son especially loved playing with the boogie boards, also provided. Would definitely stay here again.
Top guest favourite
Apartment in Siesta Key
5 out of 5 average rating, 17 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.
Guest favourite
Home in Siesta Key
4.77 out of 5 average rating, 512 reviews

Beachfront Getaway in Siesta Key

AdairRating, 5 stars5 days ago
Our stay was so easy and enjoyable! Dior’s place is so cute and very clean. We were able to walk to multiple shops, bars, and restaurants. It was so nice to have our private beach access right down the sidewalk, and right beside the pool! We were also so glad that she was able to accommodate us on such short notice. Everything was perfect! This will definitely be our go-to place to stay when we visit Siesta!
Guest favourite
Apartment in Siesta Key
4.94 out of 5 average rating, 96 reviews

The Honeymoon Suite on Siesta Key Beach

AshleyRating, 5 stars4 weeks ago
This was our first time to Siesta Key so we weren’t disappointed. . We didn’t get into late and in the dark the place was a little harder to find. The pool is a good landmark. Eric had the home feeling welcoming upon arrival. There was complimentary champagne, red wine, cold waters, and candies. Plenty of towels including a few for pool and beach. Was nice to sit out on the patio in the morning and enjoy the sunshine and some coffee. It was about a mile walk down to the Village where most of the shopping, restaurants, coffee shops, and things to do were, but it was an easy walk and/or short trolley ride to get there. Overall, we enjoyed our stay.
Guest favourite
Apartment in Siesta Key
5 out of 5 average rating, 39 reviews

Amazing beach view! Entire unit renovated!

RhondaRating, 5 stars1 week 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!
Top guest favourite
Apartment in Sarasota
5 out of 5 average rating, 43 reviews

Breathtaking Beachfront Views in Siesta Key

MattRating, 5 stars1 month ago
Really can’t beat the location and access to club-only beach area. No public beach was a huge benefit. The condo was great and owners were incredible! We truly enjoyed our family stay!
Top guest favourite
Apartment in Sarasota
5 out of 5 average rating, 24 reviews

Beachfront - 2BR - Spectacular Beach Setting

KellieRating, 5 stars3 weeks ago
Loved our stay here! The condo has everything you think you’ll need- coffee filters, laundry detergent, beach toys/chairs, boogie boards, shampoo/conditioner, beach towels, etc. The home was clean and exactly as the pictures show. The proximity to the beach was what sold us on this location, and there’s restaurants and stores within walking distance. We had a rental car, but there’s also a trolley that takes you from this area to the downtown area a few min away. All of the hosts instructions were very clear and the condo was easy to access. We expected to hear some noise here and there, but it was very quiet and peaceful. We felt so comfortable and happy here! We will absolutely come back!

Private beachfront home rentals

Top guest favourite
Flat in Longboat Key
5 out of 5 average rating, 27 reviews

Turquoise Gem 1st Floor

KinsleyRating, 5 stars4 days ago
The turquoise gem is truly a gem, I’m so thankful we found this place! It’s very cozy & clean. Although, I would recommend bringing some slippers or wearing socks, I get why there’s not a lot of rugs (sand & such) but the floor isn’t the most comfortable walking around barefoot. The location is perfect, and super close to a convenient store & restaurants. The beach is gorgeous. Loved it here & we would totally stay again!☺️
Top guest favourite
Apartment in Siesta Key
4.93 out of 5 average rating, 43 reviews

Siesta Oceanview Retreat-1 min walking to beach

DougRating, 5 stars1 week ago
Really nice home, was very clean when we arrived and had everything we could have needed at a home away from home. Fantastic location, short walk across the street and you’re at the beach. Would definitely recommend and stay here again. Host was great as well and very responsive with clear instructions.
Guest favourite
Apartment in Siesta Key
4.94 out of 5 average rating, 204 reviews

Siesta key getaway!

LoriRating, 5 stars2 weeks ago
My husband and I stayed for eight days to celebrate our anniversary. We had a great week. The location was great, host Debbie met us at check-in with our key and walked us around the condo and pool area. Public transportation was right out in front of condo. Many good restaurants in walking distance and beautiful beaches.
Top guest favourite
Flat in Lido Key
5 out of 5 average rating, 10 reviews

Cozy 1 bedroom a block from Lido Beach

JudyRating, 5 stars3 weeks ago
We had a great stay. We were there to have a relaxing beach vacation and were so happy to see all of the items we needed to spend time at the beach. The place is super comfy, clean, and quiet. Would definitely stay here again!
Superhost
Flat in Siesta Key
4.91 out of 5 average rating, 22 reviews

Sunset Sensation

ChristineRating, 5 stars3 weeks ago
Place was gorgeous as pictured and very clean and comfortable. The deck is amazing! We enjoyed sitting out every night. Even though unit is on a busy main road, the traffic was quiet by 11 pm. Could not hear traffic much inside. Could not see sunset from deck during our time of stay. Ad should advise it is visible only certain times of the year. The town is easy to maneuver and find things. Trolleys are numerous and run frequently. Drivers are very entertaining. This was our first rental through Airbnb. You might want to mention the management office at the condo building has nothing to do with this unit and will not help you with anything. Host of our unit was very helpful and responded immediately to any needs! Would definitely rent again!
Guest favourite
Villa in Siesta Key
4.9 out of 5 average rating, 168 reviews

Mermaid Villa Ocean Front!

TiffanyRating, 5 stars2 weeks ago
We’ve stayed MANY places in Siesta…. It’s my favorite place to visit. This condo is definitely at the top of my list and I will be back! Beautiful, great location, and one of the cleanest AirBnB I’ve ever stayed in. Really a great experience!
Flat in Sarasota
4.9 out of 5 average rating, 105 reviews

Siesta Key Village-Suite #1: A block to the Beach!

MelanieRating, 5 stars3 weeks ago
Visited siesta key for a long weekend and this place was the perfect spot to stay. The location is fantastic, right on the main strip where all the shops and restaurants are, and an easy 5 min walk to the beach. The one caveat I had is that the listing states they offer early luggage drop off for guests’ convenience. My plan was to drop off my bags and then keep myself busy until check in at 4pm. When I had messaged on the day of check in, they said they could not accommodate that, HOWEVER, they promised to let me know as soon as the airbnb was clean and ready for me to check in. I got into town around 10:30am and they let me check in at around noon. So they more than met me halfway, and I was very appreciative of that! The space was very clean, and the beach chairs/umbrella/cooler were a nice touch! Live music can be heard until about midnight due to proximity to several restaurants, but it wasn’t bothersome at all. Would definitely stay here again.
Superhost
Apartment in Siesta Key
4.89 out of 5 average rating, 95 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

PennyRating, 5 stars3 weeks ago
We truly enjoyed our time in Siesta Key. Our only regret was that we couldn’t stay longer! The location was great. The beach was beautiful. Accommodations were clean and comfortable. Jennifer was very quick to reply with any information requested, and she gave us some great local recommendations. Check in and check out were very easy. It was a great experience!

Quick stats about beachfront rentals in Siesta Key

  • Total rentals

    170 properties

  • Nightly prices starting at

    ₹10,295 before taxes and fees

  • Total number of reviews

    6.7K reviews

  • Family-friendly rentals

    130 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    140 properties have a pool

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