
Townhome vacation rentals in Siesta Key
Find and book unique townhouse rentals on Airbnb
Quick stats about townhouse rentals in Siesta Key

Total vacation rentals
Explore 70 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at G$33,485 GYD per night before taxes and fees

Verified guest reviews
Over 2,210 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Siesta Key vacation 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.

Getaway Family Beach Townhome w/Pool!
Wouldn't you like to get away?🌞 Just steps to the perfect family beach at this condo w/pool. Two bedrooms, two baths (+tub), sleeps six! King bed, queen w/twin bunk over, one convertible queen. Fresh updates: Washer-dryer, flooring, sofa, full kitchen, cable, wifi, beach toys, pack n play, baby gate. Did we mention the heated pool?🏊♀️ Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!🏖

Ruskin Retreat
Our townhome is located in the beautiful Carribean style resort of Little Harbor. Resort amenities for you to enjoy are the large swimming pool and hot tub, basketball court, playground, private kayak launch, private beach (beach chairs and umbrella $10 per item. ) Fob access to private pier, clubhouse & gym, and pickleball courts. Sunset Bar and Grill adjacent to beach and Hooks by pool , all within walking distance. Disney an hour and a half away and Tampa International Airport only 45 mins.

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!

Green Jacaranda /Bean Point Beach 5 min walk/pool
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

No car needed! Walk to beach + Heated Pool Retreat
Wake up and walk just 3 minutes to the soft white sands of Crescent Beach - one of the most beautiful beaches in the U.S. This bright, comfortable home is perfect for a relaxing getaway: - Heated pool for morning or evening swims - 2 BR, 2 full BA+ 2 half BA - New flooring & updated lower-level shower - Screened porch + balcony - Fully equipped kitchen, washer/dryer, free Wi-Fi Includes beach chairs, toys, books, games, and a private garage. Sleeps up to 6 guests (pull-out sofa on main level).

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.

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.

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!

Ocean Mist Awaits you......Cozy and Elegant
Cozy and elegant townhome has a style all its own. Contemporary living at its best with beautiful modern furniture and appliances that convey warmth and comfort. Two master bedrooms, sunrise views, 4 balconies - two overlooking the canal with boats, porpoises and manatees. A gourmet kitchen. A five minute walk to a small beach, marina, two pools and tennis courts. Two restaurants, with evening live music. Wireless internet, Ethernet, Netflix. No smoking, no pets, no events.

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.

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.

Cast a Waves W/heated pool
Enjoy Siesta Key with luxury! This beautiful Townhouse is located just 3 blocks from Siesta Key Village (with shops and restaurants) and only 1 block from the beach! This great home greets you with solid surface floors and a beautiful chefs kitchen! With sleeping up to 9 guests you will be able to bring your whole family with plenty of room and beds! Once you have enjoyed to beach for the day you can relax by the private pool out back located on a canal!
Popular amenities for Siesta Key townhouse rentals
Family-friendly townhouse rentals

Midnight Cove II 220D - Peaceful Bayside Vacation!

Our 3 Suns

Calm Waters Cottage|2 Beds|Super Close To Siesta

Bradenton Beachfront Getaway ~ Heated Pool~ HotTub

Charming Bungalow | Close to Beach | 2 Beds

Luxe 3BR Near Downtown & Top Beaches!

Coastal 2BDRM Townhouse 100 Steps to Beach!

The Perfect Beach Escape: Just a 1-Minute Walk!
Townhouse rentals with a washer and dryer

Sabal Key Haven - Heated Pool, Ideal Relaxation!

Siesta Sunrise-Just steps to the beach and village

Art and Design in Bradenton Villa

Heated Pool | Near Beaches- Lakewood Ranch

Walk to Beach & Marina | Beach Supplies | Near IMG

Mermaid Villa Gulf of Mexico Views

Coastal Retreat Near Siesta Key

Relaxing Retreat, King Bed, Beautiful Scenic Views
Townhouse rentals with a patio

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Venice Island Escape • Steps to Beach • Workspace

Heated Pool • Lakeview Escape • Near Nokomis Beach

Seas the Day

Sienna Retreat - Your Dream Getaway in Sarasota

Pool Walk to the Village & Beach 3 bed 2 bath

Spacious Gated Townhome w/Pool Access Near Beaches

Serenity at Sabal Key - Renovated Relaxing Comfort
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$67,389 GYD | G$103,805 GYD | G$130,384 GYD | G$91,666 GYD | G$72,203 GYD | G$82,876 GYD | G$100,456 GYD | G$74,505 GYD | G$62,785 GYD | G$62,785 GYD | G$70,738 GYD | G$79,528 GYD |
| 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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- Townhouse rentals Sarasota County
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Vinoy Park
- Tampa Convention Center
- Manasota Key Beach
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Anna Maria Public Beach
- River Strand Golf and Country Club
- Jannus Live
- Img Academy
- Cortez Beach
- North Beach At Fort DeSoto Park





