
Townhouse holiday rentals in Siesta Key
Find and book unique townhouses on Airbnb
Quick stats about townhouse rentals in Siesta Key

Total holiday rentals
Explore 70 holiday rentals in Siesta Key

Nightly prices starting at
Siesta Key holiday rentals start at $226 AUD per night before taxes and fees

Verified guest reviews
Over 2,150 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Siesta Key holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siesta Key rentals

4.8 Average rating
Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated townhouse rentals in Siesta Key
Guests agree: These townhouse rentals are highly rated for location, cleanliness and more.

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙
You are safe with me!Enhanced cleaning protocol in place- as per Airbnb guidelines. Welcome! Be yourself! A five star stay, guaranteed. You WILL be happy here! Special occasion? My favorite. I like doing special things for special people. Courtyard w/ lounge chairs, tiki bar, pond & cafe seating! Queen bed and a pullout couch with new mattress! A 1/2 m walk to downtown. 1 of 2 upstairs apartments at The Tropical Nut! We aim to please! No-regret-booking! Will consider-if asked-pets of all kinds!
ValueFamilyCheckout

Blue Jacaranda unit, Bean Point Beach 5 min walk
Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people
LocationFamilyWi-Fi

Venice Island Escape • Steps to Beach • Workspace
Just a 2-minute walk to the beach, this bright Venice Island home offers an airy layout, a king bedroom, and a second room with a Murphy bed and workspace. It also features a whole-house water filter plus reverse-osmosis drinking water at the kitchen sink. Enjoy sunsets, beach yoga, shark-tooth hunting, or a leisurely stroll around this golf-cart-friendly island. Walk 20 minutes to downtown for shops, dining, live music, and the Saturday farmers market. Many parks and playgrounds to explore.
FamilyLocationBeach

Siesta Key - Private Beach Access - 2BR Retreat
Stay, relax, and play-your Siesta Key retreat is here. Make lasting memories at this cozy Siesta Key townhouse, just steps from the famous white sands. Private beach access and no roads to cross, it’s safe and stress-free for the whole family. Relax in spacious living areas, cook in the full kitchen, or enjoy games and movie nights after a day in the sun. Highlights include 2 bedrooms, private parking, nearby shops and dining, and the free Siesta Key Breeze Trolley for easy island exploring.
LocationValueSleep quality

Steps from Beach! Heated Pool & Spacious Lanai!
Welcome to Your Dream Beach Escape! One block from the sugar-white sands of Holmes Beach, this freshly renovated coastal gem is ready to host the vacation you have always dreamed of! Cruise the island on provided bikes, use our paddle boards to float among the waves, and hit the beach with all the gear provided. Don't forget to enjoy the shared, HEATED pool! At night explore the laid-back magic of Anna Maria Island—shops, eats, and island vibes just a short bike ride away from our home.
LocationFamilyWalkability

Gulf and Beach Views-Steps from Beach and Village
My townhome is just steps to Siesta Key Public Beach and Siesta Key Village, nightlife and great restaurants. You’ll love this location because of beach views from the master bedroom, short walk to the beach and short walk to the village. My place is good for couples and families (with kids). It has a beautiful shared pool and gives you the luxury of beautiful accommodations with the laidback feel of Siesta Key. Beach chairs, towels, toys and a beach cart are available for use too!
ValueFamilyAccuracy

Bradenton Beach 3BR | 2-Min Walk + Gulf Sunsets
Welcome to your dream getaway in Bradenton Beach on Anna Maria Island! This stunning 3BR/2.5BA home is just a 2-minute walk from the beach. Enjoy a heated communal pool with a spa for relaxation. Located under a mile from Historic Bridge Street, explore shops and entertainment easily. Unwind on two balconies with breathtaking sunset views over the Gulf. The fully stocked kitchen and provided beach essentials ensure a hassle-free stay. Experience the ultimate beach vacation!
LocationValueView

Siesta Key Village, Pool, Beach Access 4-min Walk
Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.
FamilyValueBathroom

Siesta Key Getaway with King Bed
Great vacation location on beautiful Siesta Key, fully updated unit, (no busy street to cross) with private & gated direct beach access. This people friendly complex is the perfect place to bring the family for a true holiday get-away at the beach! You can enjoy swimming in the heated pool, take up a game of shuffleboard, stroll along gorgeous white sandy beaches, or swim in the crystal clear waters of the Gulf of Mexico. Come join us for the perfect vacation.
LocationValueLaundry

3BED Home Siesta Key Beach
Escape to our family-friendly townhouse, only 15 min walk to the stunning Siesta Key Beach! Featuring 3 bedrooms and 2.5 bathrooms, our spacious townhouse ensures that everyone has their own comfortable space. The open living area is perfect for family gatherings, and the fully equipped kitchen lets you prepare delicious meals at your convenience. Book your family's vacation with us and create wonderful memories in this home away from home.
LocationFamilyAmenities

Luxury Siesta Key Compound | Pool | Walk to Beach
Luxury Beachside Retreat ✨🌊 Just steps from Siesta Key’s Public Beach, this 1,850 sqft 3BR/2.5BA townhouse offers 2 king bedrooms and a romantic loft with queen bed, private balcony + stunning Gulf views. Max. 6 guests. All 3 balconies overlook the beach. Enjoy a heated lagoon pool (shared by only 2 duplexes), free Wi-Fi, beach chairs, umbrellas & parking for 2–3 cars. The best location for your Siesta Key escape!
ValueFamilyCleanliness

Wanderlust Villa
Welcome to Wanderlust Villa! This Anna Maria beachside beauty is a chic slice of paradise on AMI. Hues of pink and gold give the villa a warm and cozy yet ultra-chic vibe. Wanderlust Villa is a quick half-mile walk to the beach and a 10 minute walk to a variety of restaurant options. Your gulf-view sunsets are waiting for you! Any questions or booking requests outside of what is outlined please message!
ValueLocationGetting around
Popular amenities for Siesta Key townhouses
Family-Friendly townhouses

Near Lakewood Ranch w/pool in gated community
FamilyLocationCheckout

Our 3 Suns
LocationValueHot tub

Villa Marina (1 Block from beach with heated pool)
FamilyLocationCleanliness

Coastal Siesta Cottage | Walk to Siesta Key Beach!
LocationGetting aroundBeach

Our House at the Beach Saltwater Retreat
LocationComfortCleanliness

Walk to Beach & Village w/ Pool
LocationFamilyComfort

The Perfect Beach Escape: Just a 1-Minute Walk!
ValueLocationSleep quality

Townhouse 200 Steps to the Beach
LocationValueAccuracy
Townhouse rentals with a washing machine and dryer

Sabal Key Haven - Heated Pool, Ideal Relaxation!
FamilyLocationCheckout

Charming Bungalow | Close to Beach | 2 Beds
LocationFamilyHospitality

Awesome & Sunshine home with amazing Pool & Tennis
LocationValueAmenities

Lucky Me Too! 2BD 2 Bath Across from AMI Beach!
FamilyLocationParking

Sienna Retreat - Your Dream Getaway in Sarasota
LocationFamilyQuiet

Our American Dream - A Paradise Destination
FamilyValueWi-Fi

Anna Maria Island TH - close to beach, pool!
FamilyValueHeating

Coastal Retreat Near Siesta Key
ValueLocationCheckout
Townhouses with a patio

Getaway Family Beach Townhome w/Pool!
ValueFamilyView

A Island Breeze Unit A
LocationFamilyShared spaces

Walk to Beach & Marina | Beach Supplies | Near IMG
LocationValueAccuracy

Seas the Day
FamilyLocationPool

Watters Row: Parrish Townhouse!
FamilyCleanlinessBeach

Spacious Gated Townhome w/Pool Access Near Beaches
ValueLocationCondition

Serenity at Sabal Key - Renovated Relaxing Comfort
ValueFamilyLaundry

Charming Lido Beach Condo
ValueLocationOutdoor spaces
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $455 AUD | $700 AUD | $880 AUD | $740 AUD | $465 AUD | $705 AUD | $678 AUD | $503 AUD | $424 AUD | $424 AUD | $477 AUD | $537 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Manasota Key Beach
- Vinoy Park
- Crescent Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
- Cortez Beach
- Anna Maria Public Beach
- Img Academy
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park





