
Townhouse holiday rentals near Siesta Beach
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Top-rated townhouse rentals near Siesta Beach
Guests agree: these stays 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)!🏖

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.

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.

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.

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, snowbirds, reunions, and couples!

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.

Siesta Key Getaway with King Bed
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.

Charming house w/heated pool,steps to beach-Unit A
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.

Charming Townhome in Gated Community Near Beaches
Nestled in a quiet and secure private community, this thoughtfully curated townhome provides the perfect balance of relaxation, accessibility and security. Whether you're here to enjoy the renowned Sarasota beaches, vibrant downtown, or cultural attractions, you'll find yourself just minutes away from it all. Ideal for couples, solo travelers, or families seeking a peaceful retreat with all the comforts of home.

Sienna Retreat - Your Dream Getaway in Sarasota
Welcome to Via Sienna Retreat, an exquisite sanctuary in Sarasota. This stunning 3-bedroom, 2.5-bathroom home promises an unforgettable escape for families and friends, combining modern comfort with the charm of Sarasota's vibrant lifestyle. Perfectly positioned near incredible attractions and amenities, Sienna Retreat is your gateway to a perfect vacation.
Popular amenities for townhouse rentals near Siesta Beach
Family-friendly townhouse rentals

Cozy duplex (near Anna Maria) Yard/RV/Boat parking

Sabal Key Haven - Heated Pool, Ideal Relaxation!

Midnight Cove II 220D - Peaceful Bayside Vacation!

Villa Marina (1 Block from beach with heated pool)

Bradenton Beachfront Getaway ~ Heated Pool~ HotTub

Near Beaches & IMG | Pool, Benderson Park

Heated Pool•Lake view•Beach Stuff•Baby Gear•3 beds

The Perfect Beach Escape: Just a 1-Minute Walk!
Townhouse accommodation with a washing machine and dryer

Our House at the Beach Saltwater Retreat

Heated Pool• Lakeview • 3BR • Nokomis & Siesta Key

Gulf and Beach Views-Steps from Beach and Village

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

Walk to Beach & Village, Heated Pool Oasis

Venice Cottage near Venice Beach

Lucky Me Too! 2BD 2 Bath Across from AMI Beach!

Our American Dream - A Paradise Destination
Townhouse rentals with a patio

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Miles of Sandy Island Beach

Townhouse in The Cay Bradenton, FL + ANNA MARIA

Pet Friendly Townhome close to Beaches!

2 King Beds_Family Friendly_Pool_Adorable Townhome

Great Times & Tan Lines

A Island Breeze Unit B

Waterfront Beach Condo 5 min to AMI + Boat Dock
Other townhome holiday rentals

Siesta Sunrise-Just steps to the beach and village

Modern Sunshine Oasis Just 20 mins to Siesta Key!

Serenity at Sabal Key - Renovated Relaxing Comfort

Townhouse 200 Steps to the Beach

Remodeled Townhome with Private Pool, Spa, and

Luxury 4 bedroom 4 bath Beachfront Home

Charming Lido Beach Condo

Updated Townhome, Secluded Beach + Pool
Quick stats about townhouse rentals near Siesta Beach

Total holiday rentals
Explore 50 holiday rentals in Siesta Beach

Nightly prices starting at
Siesta Beach holiday rentals start at £98 per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Siesta Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siesta Beach rentals

4.7 Average rating
Siesta Beach stays receive an average rating of 4.7 out of 5 from guests
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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
- Cortez Beach
- Lido Key Beach
- Vinoy Park
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Manasota Key Beach
- Englewood Beach
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Don CeSar Hotel
- Point Of Rocks
- Lakewood National Golf Club




