
Townhome vacation rentals in Siesta Key
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Top-rated townhouse rentals in Siesta Key
Guests agree: these townhouse rentals are highly rated for location, cleanliness, and more.

Getaway Family Beach Townhome w/Pool!
Wouldn't you like to get away?š 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?šāāļø Next door to Walgreens, restaurants, bike rentals, shops, grocery. So many charming delights to discover on America's best beach, Anna Maria Island (AMI)!š

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, itās 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.

Heated Poolā¢Lake viewā¢Beach Stuffā¢Baby Gearā¢3 beds
Welcome! Only 25 min. to Anna Maria Island and Lido Beach, 35 min. to Siesta Key and 17 min. to IMG Academy. Located in the gated area between Sarasota and Bradenton, close to Sarasota Airport. Relax in the heated pool, play pickleball and basketball, and visit the shops and restaurants just a 5-minute walk away. ⢠2 queen and 1 king size beds ⢠Each bedroom has smart TV and bathroom ⢠Stunning lake view from screened lanai Start your perfect vacation today! Absolutely no smoking!

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, Floridaāan 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!

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.

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!

Green Jacaranda AMI Duplex A, 5 min walk to beach
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.

Canal Upper-Gorgeous 3 bed 3 bath near SK Village
Canal Upper is just minutes away from Siesta Key Beach, voted the # 1 beach in the U.S! The kitchen features stainless steel appliances and a dining room table that fits up to 6. Beach carts, chairs & towels are provided for the 5-6 block walk to Beach Access #5. Step outside & youāll find a quaint outdoor area featuring a tranquil pool, hot tub, and BBQ: perfect for family gatherings!

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 Siesta Key townhouse rentals
Family-friendly townhouse rentals

Siesta Sunrise-Just steps to the beach and village

New listing discount! Pool+Pickleball+Golf+Firepit

Our 3 Suns

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

Gulf and Beach Views-Steps from Beach and Village

Peacockš¦1/2 m Walk to Downtown #TheTropicalNut āļøš„³š

Our American Dream - A Paradise Destination

Mermaid Villa Gulf of Mexico Views
Townhouse rentals with a washer and dryer

AMI's Salty Breeze: 5-min walk to Beach, community

Modern Sunshine Oasis Just 20 mins to Siesta Key!

Awesome & Sunshine home with amazing Pool & Tennis

Walk to Beach & Village, Heated Pool Oasis

Paradise Palms! Holiday Home w Pool & BBQ

Our House at the Beach A Wave From It All

Townhouse 200 Steps to the Beach

Sandy-Toes on Anna Maria Island
Townhouse rentals with a patio

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

Miles of Sandy Island Beach

Seas the Day

Pet Friendly Townhome close to Beaches!

2 King Beds_Family Friendly_Pool_Adorable Townhome

Charming Townhome in Gated Community Near Beaches

Great Times & Tan Lines

A Island Breeze Unit B
When is the best time to visit Siesta Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$62,112 GYD | G$89,300 GYD | G$104,357 GYD | G$91,600 GYD | G$72,151 GYD | G$82,817 GYD | G$100,384 GYD | G$74,451 GYD | G$62,740 GYD | G$66,086 GYD | G$63,367 GYD | G$62,740 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about townhouse rentals in Siesta Key

Total vacation rentals
Explore 70 vacation rentals in Siesta Key

Nightly prices starting at
Siesta Key vacation rentals start at G$27,187Ā GYD per night before taxes and fees

Verified guest reviews
Over 1,860 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Siesta Key vacation rentals include wi-fi access

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

4.8 Average rating
Siesta Key stays are highly rated by guestsāaveraging 4.8 out of 5!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- Manasota Key Beach
- Gulfport Beach Recreation Area
- North Beach
- River Strand Golf and Country Club
- Englewood Beach
- Splash Harbour Water Park
- Myakka River State Park
- North Beach At Fort DeSoto Park
- Don CeSar Hotel




