
Townhouse holiday rentals near Siesta Beach
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Top-rated townhouse rentals near Siesta Beach
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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)!🏖

Nautic Star - Large pool & Free boat dock & kayaks
Welcome to the world of nature and sea life at the islands of Anna-Maria and Palma Sola Bay. ✅ 3 Miles away from beaches of Anna-Maria ✅ 5 Minutes walk from Perico&Robinson Preserve ✅ A massive swimming pool available for the guests right next to a private BBQ area ✅ Located on a salt water channel with a free boat docking (Under 25 feet) ✅ Mangrove waterways for kayaking, fishing, horse riding, birdwatching, manatees. Enjoy the water view sunset right at the door of our house.

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!

Hatka -5 min to Mineral Springs-2 bd/1ba +office
Relax with the whole family at this peaceful place to stay. After falling in love with Florida for a family vacation destination, we purchased this duplex as a place to enjoy and share with others. It is a duplex located in one of the original residential neighborhoods of North Port. The neighborhood is clean and quiet, within walking distance to San Pedro Catholic Church. Located within a mile from restaurants, shopping and near a highway, our Hatka makes for a perfect getaway on a budget.

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.

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.

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.

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!

CHARMING HOUSE W/HEATED POOL,STEPS TO BEACH UNIT B
Location! North end of Anna Maria Island . This charming two story duplex- each unit has two bedrooms , one bathroom. Rent one unit or both. Perfect for a group of extended family and friends. Steps to the Bean Point Beach . Includes beach chairs, umbrellas and all you need for a perfect day at the beach! Heated pool , private seating, grilling areas, bicycles and much more available. MAX Occupancy 4 people including children of any age.
Popular amenities for townhouse rentals near Siesta Beach
Family-friendly townhouse rentals

Downtown Living, Steps to Parks, Newly Furnished

Our 3 Suns

Elegant Beachfront Getaway ~ Heated Pools ~ HotTub

Near Beaches, heated pool, walk shops Restaurants

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

Serene Sabal Key - Pool, Tennis, Pet-Friendly!

Light & airy townhome, beach & bay views from deck

2-Min Walk to Beach | Heated Pool + Hot Tub
Townhouse accommodation with a washing machine and dryer

Siesta Sunrise-Just steps to the beach and village

Gulf and Beach Views-Steps from Beach and Village

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

Walk to Beach & Village, Heated Pool Oasis

Townhouse in The Cay Bradenton, FL + ANNA MARIA

Beach Supplies | Fire Pit | Walk to Beach & Marina

Our American Dream - A Paradise Destination

Luxe 3BR Near Downtown | Elevator & Rooftop Views
Townhouse rentals with a patio

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Private Beach Access - Spacious & Modern Gem!

Miles of Sandy Island Beach

Seas the Day

Pool Walk to the Village & Beach 3 bed 2 bath

Charming Townhome in Gated Community Near Beaches

Great Times & Tan Lines

A Island Breeze Unit B
Other townhome holiday rentals

Sunny Stay 3 miles to AMI, Beaches & IMG!

Our House at the Beach First Floor Townhouse

Modern Sunshine Oasis Just 20 mins to Siesta Key!

We are back after Hurricane Helene and Milton

New Canal Home- 2 Minutes to Beach

Sarasota / Siesta Key Paradise

Entire Guest Suite with Private Entrance & Lanai

Hidden Gem. Near downtown and beach
Quick stats about townhouse rentals near Siesta Beach
Total rentals
50 properties
Nightly prices starting at
£97 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
Destinations to explore
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- Townhouse rentals Sarasota County
- Townhouse rentals Florida
- Townhouse rentals United States
- Anna Maria Island
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Englewood Beach
- Fort De Soto Park
- Lakewood National Golf Club