
Townhome holiday rentals near Siesta Beach
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Top-rated townhouse rentals near Siesta Beach
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Downtown Living, Steps to Parks, Newly Furnished
Experience Sarasota like a local at Sarasota Sunrise, a freshly furnished two-bedroom retreat designed for both relaxation and convenience. Start your mornings with coffee in the cozy living room or take a short stroll to Gillespie Park for tennis, basketball, or a peaceful walk under the trees. After a day exploring downtown’s cafés, shops, and cultural spots, return to your private space with a fully equipped kitchen, comfy queen bedrooms, and all the modern comforts you need. Whether you’re h

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)!🏖

Sunny Retreat at Sienna Park: Family Gateway
Discover your family getaway at this stylish 2-bedroom, 2-bath condo in the heart of Sarasota. Perfectly located just minutes from beautiful beaches, shopping, and dining, this modern home offers a serene atmosphere for relaxation. Enjoy a fully equipped kitchen, cozy living space, and all the essential amenities for a comfortable stay. Ideal for families seeking both tranquility and convenience, your oasis at Sienna Park awaits. Book now and create unforgettable memories in sunny Sarasota!

Lakefront Townhome in Sabal Key
You will love the convenience and style of this lovely, 2-level townhome in a gated community with two en-suite master bedrooms. Relax on the screened lanai that overlooks the tranquil pond. Centrally located with quick access to Sarasota, downtown Bradenton, I-75 and the beaches make this an ideal location. This property offers a resort style pool, tennis and pickleball courts, playground and basketball courts. Relax with the whole family at this peaceful property with all the amenities!

Peaceful Oasis: King Bed & Incredible 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.

Bright & Modern - Sarasota Home
Centrally located in Sarasota, Florida—an inviting home that blends modern style with a quiet setting. This sunny retreat is filled with natural light, making it feel bright and welcoming. Unmatched amenities, including a well-equipped kitchen, roomy living spaces, along with a community pool. Beyond its comfy indoors, you can easily get to Sarasota's beautiful beaches, cultural spots, and great restaurants making this Sarasota spot a perfect mix of quiet and convenience.

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.

Great Times & Tan Lines
Make memories in your gorgeous waterfront townhome with 2 bedrooms and 1 ½ baths. An intimate community with 20 units ideally located 3 miles from the laid-back beach life of Anna Maria Island or 4 miles from the energy of downtown Bradenton and Manatee Riverwalk. Walk to Palma Sola Causeway Park and boat ramp where you rent paddle boards, jet skis, kayaks, plus horseback riding in the water. Relax at home, fish off the dock or watch for visiting manatees and stingrays.

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!

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, reunions, and couples!

Siesta Key Beach House with Private Beach Access
Great vacation location on beautiful Siesta Key (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.
Popular amenities for townhouse rentals near Siesta Beach
Family-Friendly townhouses

Sabal Key Haven - Heated Pool, Ideal Relaxation!

Elegant Beachfront Getaway ~ Heated Pools ~ HotTub

Townhouse in The Cay Bradenton, FL + ANNA MARIA

Enjoy Sunsets at Fully Equipped 2BR at the Beach!

Heated Pool• Gated• Lake View • Near Beach• UTC

Luxe 3BR Near Downtown | Elevator & Rooftop Views

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

Light & airy townhome, beach & bay views from deck
Townhouse rentals with a washing machine and dryer

Siesta Sunrise-Just steps to the beach and village

Our 3 Suns

Our House at the Beach Saltwater Retreat

Gulf and Beach Views-Steps from Beach and Village

Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Walk to Beach & Village, Heated Pool Oasis

Our American Dream - A Paradise Destination
Townhouses with a patio

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Private Beach Access - Spacious & Modern Gem!

Miles of Sandy Island Beach

A Island Breeze Unit A

Sienna Retreat - Your Dream Getaway in Sarasota

2 King Beds_Family Friendly_Pool_Adorable Townhome

Charming Townhome in Gated Community Near Beaches

Nautic Star - Large pool & Free boat dock & kayaks
Other townhome holiday rentals

Family Vacay+3 miles to AMI & IMG+15 min to LECOM!

Modern Sunshine Oasis Just 20 mins to Siesta Key!

We are back after Hurricane Helene and Milton

Awesome & Sunshine home with amazing Pool & Tennis

Entire Guest Suite with Private Entrance & Lanai

Serenity at Sabal Key - Renovated Relaxing Comfort

Townhouse 200 Steps to the Beach

Sandy-Toes on Anna Maria Island
Quick stats about townhouse rentals near Siesta Beach
Total rentals
50 properties
Nightly prices starting at
$199 AUD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Anna Maria Island
 - Crescent Beach
 - John's Pass
 - Raymond James Stadium
 - Turtle Beach
 - Caspersen Beach
 - Coquina Beach
 - Cortez Beach
 - Anna Maria Public Beach
 - Lido Key Beach
 - Vinoy Park
 - Amalie Arena
 - Bean Point Beach
 - Jannus Live
 - Gulfport Beach Recreation Area
 - North Beach
 - Manasota Key Beach
 - River Strand Golf and Country Club
 - Splash Harbour Water Park
 - Englewood Beach
 - North Beach At Fort DeSoto Park
 - Point Of Rocks
 - Don CeSar Hotel
 - Lakewood National Golf Club