Townhome vacation rentals in Siesta Key

Chic Holmes Beach #A Private Pool

Island Luxury Near the Beach | Private Pool & Patio Enjoy the best of Holmes Beach in this bright and stylish 3-bedroom, 2.5-bath home on beautiful Anna Maria Island & only an 8 min walk (or 2 min car ride) to the beach! Designed for relaxation, this coastal retreat features an open layout, high-end finishes, and a tropical backyard oasis complete with a private pool, grill, and plenty of lounge space. NOTE: there are two separate rental units as noted in the listing (A and B) and EACH has it's OWN Private POOL. Stroll to local beaches, grab a bite at nearby cafes, or explore the island by bike. Whether you’re planning beach days, golf outings, or sunset cocktails, this home makes it easy to unwind and enjoy it all. Highlights: - Private fenced pool with sun loungers and outdoor dining - Fully equipped kitchen with stainless appliances and island seating - 4 Smart TVs, board games, and cozy tropical décor - Two king bedrooms + twin bedroom for flexible sleeping arrangements - Washer/dryer, free WiFi, central A/C Guest Notes: - Gas only Golf Carts allowed (no street Parking) - Driveway parking for 4 cars (no street parking) - No pets, smoking, parties, or events - Must be 25+ to book - Exterior Ring doorbell camera (front entry only) - Stairs required for access

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

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!

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)!🏖

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!

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.

Pool Walk to the Village & Beach 3 bed 2 bath

This beach house is located along a quiet, meandering street dotted with palm trees, and is just 300 steps or approximately a 3 minute walk to Siesta Key’s Beach Access #7 and a short 3-4 minute stroll to the village for shopping, dining, and entertainment. Our Condo has a balcony overlooking the pool area, this 3-bedroom home has Vaulted ceilings, an open multilevel floor plan, and breezy beach décor contribute to the space’s fresh, serene feel.

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.

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!

Siesta Key: Beach Walk & Sparkling Pool

Experience "Canal Upper," a sunny, beach-inspired 3-bedroom coastal retreat near Siesta Key Beach, comfortably sleeping 6. Enjoy a fully equipped kitchen, dedicated workspace, in-unit laundry, and shared access to a sparkling pool & BBQ. Perfect for families or groups seeking a relaxing escape with easy beach access and free parking.