Townhome holiday rentals in Siesta Key

Green Jacaranda AMI Duplex B, 5 min walk to beach

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

Midnight Cove II 220D - Peaceful Bayside Vacation!

Midnight Cove II Unit 220D is ready for your upcoming getaway! This stunning three-bedroom condo offers the perfect blend of relaxation and adventure, located in the heart of Siesta Key, where the local community thrives with exceptional shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, making your exploration effortless without the hassle of parking. Plus, with dedicated beach access just a short stroll away, you’ll be able to dig your toes in the

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)!🏖

Entire Guest Suite with Private Entrance & Lanai

One-level private house. The Guest Suite has the lanai and private entry from the sidewalk! You'll love staying here. Green, Quiet area, with a lot of trees, plants, and flowers around the house. You'll hear the birds singing, and see absolutely friendly rabbits. Very convenient location. Easy access to I-75 and 41-US. Water Park, Golf courses, famous Warm Mineral Springs. Incredible beaches around 30 min. Jet Ski, kayak, and fishing. Shopping centers, grocery stores, restaurants, and cafes.

Private Beach Access - Spacious & Modern Gem!

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.

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!

Relaxing Retreat, King Bed, Beautiful Scenic Views

You have arrived, upon entering you will go upstairs to your spacious duplex. You will be greeted by an amazing view of the intercoastal waterway. You will love kayaking on the waterway & seeing all the amazing wildlife. You can sit on your downstairs patio with a cup of coffee or you can take a stroll to Turtle Beach & enjoy the sunset. Hop aboard the trolley & go to the Village & eat and drink at one of our famous restaurants or one of our favorite hot spots. See Guidebook.

Villa Marina (1 Block from beach with heated pool)

This centrally located Siesta Key condo rental is just steps from Siesta Key Village and beautiful Siesta Key Beach! Enjoy time with the family by the heated community pool or catch some sun at the beach just 1 block away. This 2 bedroom 2 bath condo is a great space for you with a king bed in the master room an en-suite bath and two twin beds in the second room with separate bath across the hallway. Stairs must be navigated to enter this condo. The bedrooms are on a split level.

100 Steps to beach access & 5-min Village 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.

Heated Pool & Spacious Lanai! Steps from Beach!

Welcome to Your Dream Beach Escape! Just one block from the sugar-white sands of Holmes Beach, this newly renovated home has everything you need for the perfect getaway. Bikes, paddle boards, and all the beach gear are included for endless fun! Unwind in the shared HEATED pool or soak up the charm of Anna Maria Island. Shopping, dining, and tropical attractions are just a stroll, bike, or trolley ride away. Perfect for families, snowbirds, reunions, and couples!

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.