
Townhome vacation rentals in Siesta Key
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Top-rated townhouse rentals in Siesta Key
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Popular amenities for Siesta Key townhouse rentals
Family-friendly townhouse rentals

The hidden Gem of Siesta Key! 87
We had so much fun!!! Beautiful view, excellent location. Dolphin encounter!!!!!!! We loved everything there!

Beachfront - BBC 225 by SeaBreeze Vacation
Highly recommend! My family and I had a great time!!! Despite the weather *Tropical storm, we stuck it out and made the best of it. Everything is in walking distance, the private access to the beach was perfect. Publix is a 4 min drive. Restaurants within walking distance. We can’t wait to come back 🥰

Gulf and Beach Views-Steps from Beach and Village
Amazing place...perfect location. Great hosts...very responsive. Would highly recommend.

Our American Dream - A Paradise Destination
Our stay this week at "Our American Dream" was truly a memorable experience that exceeded all expectations. This charming abode turned out to be the perfect choice for our vacation, and we couldn't have been happier with the warm and welcoming atmosphere it provided. The location of this Airbnb is an absolute gem. With an array of restaurants, the allure of Siesta Key Beach, and the vibrant activities of Downtown Sarasota all within a stone's throw, we found ourselves spoiled for choice when it came to things to do. The convenience of being in proximity to national parks and shopping malls was also a noteworthy advantage, making it so easy to explore the area. Walking into the home, we were immediately taken by the thoughtfulness put into the recent renovations. The modern kitchen, complete with brand-new appliances including a washer and dryer, proved to be a handy addition to our stay. The tasteful decorations throughout the space exuded a sense of care and attention to detail that

Village Townhome w/ Heated Pool, walk to Beaches
We had a wonderful Vacation!!! The place was amazing !! We rented bikes and got around perfectly!! The pool was so nice after a hot day on the beach!!

Starfish House 1/2 Block to Beautiful Beach Access
Highly recommended, everything was great, the place to stay is perfect- near beaches and shops, restaurants. We loved to relax in pool as well. Thank You for Your hospitality!

Anna Maria Island TH - close to beach, pool!
It was perfect for our family. We loved that sleeping areas were separate from “active” areas. So many options for outdoor seating. Large tables for both indoor and outdoor games and dining.

Townhouse 200 Steps to the Beach
We were Barb’s first guests after the hurricanes and the townhouse was beautiful! She has provided lots of extras to make your stay as comfortable as possible. Her place is close to many great restaurants as well as the beach. Barb was very attentive to all of our needs and questions. We would highly recommend her townhouse to others, and we’re looking forward to staying here again in the future.
Townhouse rentals with a washer and dryer

Bradenton Townhome - Walk to Locals-Only Beach!
We had a great stay! The pool and spa were amazing…warm and clean. Loved the views for sunrise and sunset especially the rooftop! The beach was super close and there were plenty of chairs, a wagon and toys to play with! The elevator made it easy to get up and down and the kitchen was open and fun for the family! Can’t wait to come back!!

Spacious Beach Townhome with Private Beach Access
Our family of four stayed here for several nights during Spring Break. The property worked perfectly for our needs. 3 bedrooms upstairs an en-suite bathroom in ours and another bathroom as well. The second floor kitchen and living room were comfortable and spacious. We even enjoyed a little time in the screened in patio. One of the pools is directly across from the property, just 10 seconds away and has a hot tub. The second pool is across the street on the way to the private beach. The property was also equipped with a wagon, four chairs and some fun gear for the kids and us to play with in the water or by the sand. It was our first trip to Anna Maria island and we would love to come again. Highly recommend this place

Spacious 3BR Oceanview | Pool | Hot Tub | Dock
Great place, great location. Any questions or concerns, response time was quick. I would recommend this place! AMI was a great getaway! Thank you!

Walk to Downtown Sarasota, Rooftop w/ Jacuzzi,
Had a really great experience. Place is very nice, had everything we needed. Would recommended and we plan to stay at the same place when we are in town visiting family.

Awesome & Sunshine home with amazing Pool & Tennis
We traveled to the area for a wedding and stayed at this adorable home for 3 nights. It was the perfect size for my husband and I. Plenty of towels, everything you need in the kitchen and smelled super clean when we walked in! Overall very comfortable spot in an adorable gated community.

Pet Friendly Townhome close to Beaches!
Brandi was very responsive with all my questions. Her place was clean and peaceful. Would recommend to anyone.

Holmes Beach Latitude Attitude
Laura, was amazing to work with and responded to all our messages immediately. Her manager met us at the door as they were leaving and he carried up all of our luggage which was so nice! I highly recommend Laura’s place as the beach is directly across the street and the trolley place is located there too and they will take you all over the island.

Paradise Palms! Holiday Home w Pool & BBQ
Our stay here was amazing. 15 mins from most beaches and an easy drive. The pool and space of the house was perfect. Kaitlyn was quick to respond to any questions we had and made our stay more enjoyable. Will definitely be back!
Townhouse rentals with a patio

Miles of Sandy Island Beach
Lindsey was quick to respond to questions/requests The complex is in a great location The beach is pristine Pickleball courts and pool were so convenient for us to use

Getaway Family Beach Townhome w/Pool!
The only reason everything is rated 5 stars is because we could not rate it higher! This place was absolutely fantastic. It was as described and so much more. Only a couple blocks from the beach on the gulf side of the main road and also across the street on the S end of the main shopping strip with Walgreens a 30 second walk and Publix on the "far" end only a couple of minutes on foot. YET when in the unit or at the pool it felt secluded - best of both worlds! It is one of 6 units so the pool area was never crowded. The stretch of beach at the end of the road was likewise not overcrowded BUT if you are into hustle and bustle, Manatee Public Beach is just a few hundred yards north. The unit was fully equipped with everything we could need - beach towels, beach chairs and toys and a wagon in which to haul them, and a gas grill private to the unit. My fear is we are now too spoiled: I can't imagine finding a place this good again!

PVTE HTD POOL by Anna Maria *Point Breaks*
Lovely place and stay! Host was wonderful and responsive, a bit of a drive to the beach especially with traffic but still a great time.

Bright & Modern - Sarasota Home
We loved this place! Such a perfect townhome for our family of four, perfectly located off Lockwood Ridge. Groceries within 5min, as well as restaurants, coffee etc. The house had everything we needed, well organized and very clean. There’s a large staircase to the bedrooms upstairs, in case that’s a consideration for some with luggage up the stairs, but for us it was perfect. Thank you for a wonderful week stay!

Anna Maria Island - Gulf Get-A-Way at Runaway Bay
We had a great time. The apartment has everything you need. It is close to free transportation. Loved the trolley and all the beaches. The apartment is beautiful. Thank you Come to be back soon

Sienna Retreat - Your Dream Getaway in Sarasota
Had a great stay at Javier’s place! Easy to get in/out and in a great area with lots of restaurants and shopping. Was there for work and not at the place too much, but comfortable to come home to. Only negative was there was not much water pressure in either shower…lots of hot water though! Overall a great stay and would def stay again!

Pool near Charlotte's Park, golf, beach, food!
Clean and very well organized place, super cozy, I felt at home. I highly recommend this place. I felt at home, sensational pool.

Walk to the beach/stylish home!
Julie’s villa was absolutely perfect! The location was super close to the beach, the house was very clean and fully stocked. Would highly recommend! We rented a golf cart, went around town and did some shark tooth hunting. Great host and great property!
Quick stats about townhouse rentals in Siesta Key
Total rentals
60 properties
Nightly prices starting at
$150 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
50 properties have a pool
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- Crescent Beach
- John's Pass
- Cortez Beach
- Bean Point Beach
- Lido Key Beach
- Amalie Arena
- Raymond James Stadium
- North Beach
- Vinoy Park
- Coquina Beach
- Tampa Theatre
- Curtis Hixon Waterfront Park
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Myakka River State Park
- Tropicana Field
- Van Wezel Performing Arts Hall
- Lakewood National Golf Club
- Splash Harbour Water Park
- Jannus Live
- Sunken Gardens
- Englewood Beach
- River Strand Golf and Country Club
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