Townhome holiday rentals near Anna Maria Island

A sandy beach extends towards a calm ocean, where turquoise waters meet a clear blue sky. Colorful umbrellas provide shade for beachgoers, who are relaxing on vibrant towels. The shoreline features soft white sand, inviting visitors to enjoy the peaceful environment.

4.92 out of 5 average rating, 48 reviews

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)!🏖

An inviting backyard oasis features a spacious hot tub surrounded by a carpeted grass area. Comfortable outdoor furniture is arranged under a gazebo, complemented by a wooden pergola and tropical landscaping, creating a serene space for relaxation and leisure.

4.96 out of 5 average rating, 240 reviews

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

NO DAMAGE POST MILTON , luxurious downtown townhouse that features nearly 2000 sq. ft. of living space! This townhouse offers 3 bedrooms, 2.5 baths, a & garage w/ EV charger! It is just a short 10-minute walk from all that Tampa Heights has to offer such as Armature Works, Hall On Franklin, Tampa Riverwalk.2 miles from Amalie Arena! Close to I-275 for easy access to Tampa International Airport, Raymond James Stadium, Busch gardens Florida's top-rated beaches & much more! Nos hablamos español.

Townhouse in St. Petersburg

Two coconut-shaped cups sit on a woven placemat atop a glass table, each garnished with a colorful paper umbrella and a lime wedge. The setting is serene and invites relaxing outdoor enjoyment.

4.97 out of 5 average rating, 230 reviews

Gulfport+St Pete 2BD King Oasis, close to it all!

Looking for a stylish and centrally located place to stay while visiting St Pete and Gulfport? Here it is! This 2 bed, 1 bath has king & queen memory foam mattresses, 55-inch TV, fast WIFI, washer/dryer, tankless water heater, and a fully fenced-in yard. Minutes to world famous beaches, downtown St Pete, and Beach Blvd all while being tucked away in a peaceful neighborhood oasis. Plus, only a short drive to local hot spots like Tropicana Field, Dali Museum, Sunken Gardens, & Stetson University.

5 out of 5 average rating, 130 reviews

A modern kitchen showcases white cabinetry with marble countertops and stainless steel appliances. Natural light floods through large windows, highlighting decorative accents and elegant floral arrangements. A central island is surrounded by bar stools, complemented by stylish area rugs beneath.

Townhouse in Clearwater

Waterfront Beach House Steps Away from #1 Beach!

Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, FL has been a childhood dream come true for me as a Clearwater native! As avid travelers, my husband and I wanted to create a STAY-CATION spot that mixed in all of the comforts of HOME with all of the luxuries of a 5 star vacation & this beach house is JUST THAT! This listing is brand new and we are expecting dates to book extremely fast! Book now to secure your GETAWAY!

Townhouse in Madeira Beach

A view through a screened balcony showcases a sandy beach with individuals enjoying the sun. Colorful beach umbrellas and towels are positioned on the sand, and the calm ocean stretches into the distance under a clear blue sky.

4.9 out of 5 average rating, 145 reviews

Villa Madeira

Property Type Condominium Unit Code VM204 Beds 1 king bed, 1 queen bed, 2 twin beds Bathrooms 2 bathrooms Rooms Sleeps 6 Reserved Parking Pets No pets allowed. Living Air Conditioning, Central Air, High Speed Internet, Ironing Board, Linens, Washer & Dryer Business Nearby ATM, Nearby Bank, Nearby Internet Cafe Kitchen Coffee Maker, Cookware, Full Kitchen, Entertainment Cable TV, DVD Outdoor Balcony, Beach, Outdoor Shower, Shared Pool Geographic Close to Town and John's Pass, On Beach

A comfortable balcony area features two woven chairs surrounding a glass-topped table. Decorative paddles hang on the wall, complementing the calming color palette of the siding. Natural light enhances the relaxing atmosphere of the space, ideal for enjoying a morning coffee or evening conversation.

4.96 out of 5 average rating, 132 reviews

Ocean Mist Awaits you......Cozy and Elegant

Cozy and elegant townhome has a style all its own. Contemporary living at its best with beautiful modern furniture and appliances that convey warmth and comfort. Two master bedrooms, sunrise views, 4 balconies - two overlooking the canal with boats, porpoises and manatees. A gourmet kitchen. A five minute walk to a small beach, marina, two pools and tennis courts. Two restaurants, with evening live music. Wireless internet, Ethernet, Netflix. No smoking, no pets, no events.

Townhouse in Indian Rocks Beach

The two-story condo building features a light-colored exterior, spacious balconies, and palm trees lining the entrance. The proximity to the sandy beach and vibrant blue Gulf water is visible in the background, showcasing a serene coastal atmosphere.

4.96 out of 5 average rating, 131 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥

✳ DAYDREAMERS ✳ This new Indian Rocks Beach condo offers convenient access to white sand beaches of the Gulf. Watch as dolphins swim into the sunset and beachcombers look for shells and buried treasure. With a coastal beachy atmosphere, this beauty will take you out of your element. This home features ultra comfy bedding for maximum rest & relaxation. So dream a little dream, while relaxing your day away. The unique coastal design compliments all of the things IRB has to offer.

A modern bedroom features a cozy bed set against a green accent wall and soft lighting from two windows. Two armchairs are positioned nearby, alongside a stylish bedside table with a lamp. A potted plant adds a touch of nature to the space.

5 out of 5 average rating, 247 reviews

King Bed~ Stylish, Bright & Cozy 4 min to Downtown

Discover the perfect blend of style, comfort, and convenience at our 3BR 3Bath Tampa Heights Oasis, a gem nestled in the city's heart, just minutes from Downtown Tampa. This vibrant neighborhood boasts excellent restaurants, shops, attractions, and landmarks, making it an ideal base for your Tampa getaway. ✔ 3 Cozy Bedrooms w/ Premium Bedding ✔ Open Concept Living Area ✔ Fully Equipped Gourmet Kitchen ✔ Smart TVs ✔ Fast Wi-Fi (300 Mbps) ✔ In-Unit Washer/Dryer ✔ Free Parking

5 out of 5 average rating, 7 reviews

2 Min Walk to Beach | Heated Pool + Hot Tub

Welcome to your dream getaway in Bradenton Beach on Anna Maria Island! This stunning 3BR/2.5BA home is just a 2-minute walk from the beach. Enjoy a heated communal pool with a spa for relaxation. Located under a mile from Historic Bridge Street, explore shops and entertainment easily. Unwind on two balconies with breathtaking sunset views over the Gulf. The fully stocked kitchen and provided beach essentials ensure a hassle-free stay. Experience the ultimate beach vacation!

The exterior of a waterfront townhome is depicted, featuring a light blue façade and an upper-level Juliet balcony. Palm trees are visible in the foreground, alongside a boat dock extending into the calm water. Reflections create a serene ambiance on the water's surface.

5 out of 5 average rating, 41 reviews

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.

A living area features a plush blue sofa and matching lounge chair, placed on a light blue and white striped rug. Large sliding glass doors open to a balcony, allowing natural light to illuminate the space. A coffee table and a side table complete the inviting setup.

4.94 out of 5 average rating, 239 reviews

Waterfront Townhome w/ Heated Pool & Balconies

Relaxation awaits you the moment you step in to Bahia Bungalow, a 2 Bedroom, 1.5 Bath town home nestled in Little Harbor Resort. Little Harbor is located on a partially private guest reserved beach in Ruskin, a short drive from Tampa, Sarasota & St. Pete. The resort overlooks Tampa Bay & features a heated outdoor pool, basketball and pickleball courts, fitness area, a playground & a marina. Dining within the Resort include a bay-view restaurant, a poolside bar/grill.

Townhouse in Indian Rocks Beach

An open living area is visible, featuring a round dining table with light blue chairs and a cozy seating arrangement with a sofa and armchairs. Natural light enters through the window, illuminating the space. Stairs lead to the upper level, showcasing wooden handrails.

4.92 out of 5 average rating, 177 reviews

Beach Bungalow on the Rocks, 1 block to beach

Enjoy beach access just one block away—a quick 3–5 minute walk—as well as 10+ restaurants, coffee and ice cream shops, golf cart, boat and kayak rentals, parks, playgrounds, a water park, brewery, and nature preserves and trails all within walking distance. Make yourself at home in our cozy and coastal townhouse. Spend your days relaxing at the beach, kayaking, exploring local parks and preserves, playing putt putt golf, and more. Our homes are child and baby-friendly!

Popular amenities for townhouse rentals near Anna Maria Island

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly townhouses

4.9 out of 5 average rating, 10 reviews

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

4.98 out of 5 average rating, 58 reviews

An aerial view captures the vibrant neighborhood surrounding the vacation rental. Beach access is visible beyond the homes, along with a stretch of sandy shoreline and crystal-clear water. The layout shows various residential buildings and palm trees dotted throughout the area, creating a welcoming coastal atmosphere.

Townhouse in Siesta Key

100 Steps to beach access & 5-min Village walk

5 out of 5 average rating, 10 reviews

Near Beaches & IMG | Pool, Benderson Park

A three-story duplex is visible, featuring a balcony on each level adorned with blue chairs. The ground floor includes a shared pool framed by lush greenery, with lounge chairs positioned around it. The exterior is painted in light colors, reflecting a coastal ambiance.

4.94 out of 5 average rating, 16 reviews

A Island Breeze Unit A

The exterior features a row of charming townhouse facades in soft pastel colors, framed by tall palm trees. A manicured pathway leads to the front doors, while landscaped shrubs and flowers add a natural touch to the inviting entryway.

4.93 out of 5 average rating, 43 reviews

Seas the Day

A spacious living area is featured, showcasing a deep blue sectional sofa adorned with two decorative cushions. A round coffee table with a unique design sits in front of the sofa, while a large window is illuminated by natural light, complemented by light curtains.

5 out of 5 average rating, 32 reviews

Charming Townhome in Gated Community Near Beaches

The spacious living area features a comfortable sectional sofa adorned with decorative pillows, a textured area rug, and a stylish coffee table. Natural light flows through large glass doors, connecting the indoor space to the outdoors. Open access to the kitchen and dining area enhances an inviting atmosphere.

5 out of 5 average rating, 76 reviews

Steps from the beach, private pool in Holmes Beach

4.99 out of 5 average rating, 200 reviews

A panoramic view of the inter-coastal waterway features clear turquoise waters and a marina with multiple boat docks. The backdrop is formed by a skyline of Clearwater's buildings under a bright blue sky, framed by lush tropical vegetation.

Townhouse in Clearwater

Clearwater Beach Luxe Waterfront Retreat

Townhouse rentals with a washing machine and dryer

5 out of 5 average rating, 38 reviews

An open-concept kitchen and living area showcases modern design elements. A large island with a sink and sleek countertop is highlighted, accompanied by elegant pendant lighting. Expansive windows bring in natural light, while a comfortable seating area and dining space are visible in the background.

Townhouse in Dunedin

Rooftop+Balcony- Luxury Stay in Downtown Dunedin

Superhost

A spacious living area is presented, featuring a large sectional sofa adorned with various cushions and a soft throw. A round glass coffee table sits centrally on a textured rug, while potted plants and natural light enhance the warm ambiance from the surrounding windows.

4.69 out of 5 average rating, 59 reviews

Location! Hyde Park/SoHo/Downtown Free parking

4.99 out of 5 average rating, 81 reviews

A spacious living area features a large, comfortable sectional sofa facing a wooden coffee table. Floor-to-ceiling windows provide a view of the water, complemented by soft curtains. A flat-screen TV is mounted on a natural wood console, enhancing the modern coastal decor.

Townhouse in Clearwater

Waterfront Oasis 3 BR/4 beds~3 min walk to beach.

A refreshing pool is surrounded by lounge chairs and tropical greenery, offering a relaxing outdoor space. The vibrant blue exterior of the condo stands out against the palm trees, while beach access is visible in the background, ensuring proximity to the sandy shores.

4.96 out of 5 average rating, 81 reviews

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

An aerial view captures the communal pool area, lined with lounge chairs under blue umbrellas, surrounded by lush greenery. The well-maintained pool is inviting, with clear water reflecting the sun. The proximity to built structures enhances the private feeling of this resort-like retreat.

4.98 out of 5 average rating, 45 reviews

Mangrove Magic in Little Harbor Resort & Marina

Townhouse in Madeira Beach

A bright living room features large windows that offer views of the beach. The space is furnished with a striped sofa and two chairs adorned with a coral pattern. Colorful surfboards are mounted on the wall, enhancing the coastal feel.

4.94 out of 5 average rating, 33 reviews

Sun-drenched Townhome on beautiful Madeira Beach!

Superhost

A covered, wrap-around screened porch showcases comfortable seating, perfect for relaxation. The view overlooks the lush greenery and waterway, providing a serene backdrop. A ceiling fan circulates gentle air, enhancing the tranquil atmosphere for enjoying the outdoors.

Townhouse in Indian Shores

4.86 out of 5 average rating, 28 reviews

Waterfront Townhome in Indian Shores

Townhouse in Indian Rocks Beach

Seating is arranged around a patio area, featuring white Adirondack chairs and a blue sunshade. The scene captures a vibrant sunset over the Gulf of Mexico, reflecting warm hues across the horizon, with lush greenery framing the space.

4.94 out of 5 average rating, 62 reviews

Beachfront, Amazing Views, 2 Patios, 3 Bdrm w/6 Bd

Townhouses with a patio

Townhouse in Longboat Key

A spacious bedroom features a large bed with white linens and decorative pillows. A comfortable green bench is positioned at the foot of the bed. Natural light fills the room through multiple windows adorned with bamboo shades, while a television and dresser complete the space.

4.84 out of 5 average rating, 43 reviews

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

A spacious living room is illuminated by natural light, featuring a large flat-screen TV mounted on a wooden console. Two comfortable chairs and a coffee table sit on a textured area rug, while sliding glass doors open to a scenic balcony area with seating.

4.98 out of 5 average rating, 49 reviews

Waterfront Townhome @ Little Harbor

Townhouse in Indian Shores

A spacious balcony overlooks the street and surrounding palm trees. Two white Adirondack chairs and a small table are positioned for relaxation. Partial views of the gulf can be seen in the distance, accompanied by bright blue skies and scattered clouds.

4.98 out of 5 average rating, 57 reviews

Beautifully remodeled townhouse with private spa

Townhouse in Indian Shores

An aerial view highlights a multi-level vacation home with a light blue exterior and metal roof. Balconies are visible on multiple floors, surrounded by lush palm trees and landscaped gardens. The nearby beach and surrounding properties create a tranquil coastal atmosphere.

4.98 out of 5 average rating, 148 reviews

Indian Shores Beach Townhouse [GREEN]

A light-filled living area is presented with a white sectional sofa and a coffee table. Large sliding glass doors lead to the outdoor space, framed by sheer curtains. A colorful artwork adorns the wall, complemented by decorative plants and ambient lighting.

4.92 out of 5 average rating, 153 reviews

Boho Modern Home with Jacuzzi. In Downtow.

The spacious sleeping area features a well-made bed with a light-colored quilt and a dark green throw draped elegantly. A coordinating pillow sits on the bed, and large curtains frame the window, providing a soft ambiance. A mirrored closet adds functionality to the space.

4.9 out of 5 average rating, 228 reviews

All in One, Price, Privacy and Comfort (Remodeled)

4.79 out of 5 average rating, 168 reviews

A serene view of the intercoastal waterway is captured, featuring calm waters reflecting the sky. Lush greenery lines the opposite shore, while a wooden dock extends into the water. Palm fronds frame the scene, emphasizing the tranquil coastal environment.

Townhouse in Sarasota

Peaceful Oasis: King Bed & Incredible Views

Townhouse in Madeira Beach

A stylish rooftop deck features lounging chairs with vibrant pink cushions, positioned alongside a decorative green wall displaying the word 'Paradise.' The sunset provides a warm glow over the Gulf, creating a serene backdrop for relaxation.

4.95 out of 5 average rating, 21 reviews

Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Other townhome holiday rentals

Townhouse in St. Petersburg

A serene view of a sunset over Boca Ciega Bay showcases vibrant orange and yellow hues in the sky. Palm trees frame the scene, while the water reflects the warm colors. A landscaped area with a pool, hot tub, and lush greenery is visible in the foreground.

5 out of 5 average rating, 8 reviews

Isla Del Sol: Waterfront, private beach & pool

4.95 out of 5 average rating, 371 reviews

A vibrant courtyard is filled with tropical plants, colorful lounge chairs, and a tiki bar. Unique garden decorations and a fish pond with a waterfall enhance the lively atmosphere. Striped umbrellas provide shade over the seating areas, creating a welcoming outdoor space.

Townhouse in Sarasota

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

Superhost

A well-maintained pool area overlooks a calm canal, featuring lounge chairs arranged along the pool's edge. Palm trees provide shade, and the clear water reflects the bright sky. Dock space is visible in the distance, suggesting easy access for water activities.

Townhouse in Treasure Island

5 out of 5 average rating, 4 reviews

Beautiful Hidden Gem of Treasure Island

An aerial view captures the communal heated pool surrounded by tropical palm trees, with lounge chairs arranged around the water. Nearby, a separate building houses amenities, set within a secure, gated community.

4.97 out of 5 average rating, 79 reviews

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

A heated pool is surrounded by lounge chairs and palm trees, creating a relaxing outdoor area. A shaded seating area is positioned nearby under an umbrella. Bright blue skies and greenery provide a serene backdrop to the pool space.

4.81 out of 5 average rating, 77 reviews

Anna Maria Island TH - close to beach, pool!

Clear turquoise waters stretch towards the horizon, with gentle waves lapping against the pristine shoreline. The beach features soft, white sand and is bordered by low vegetation. A few distant figures can be seen enjoying the beach against a backdrop of cotton candy clouds.

Townhouse in Sarasota

4.77 out of 5 average rating, 368 reviews

Coastal Retreat Near Siesta Key

A clear blue pool is surrounded by lush greenery and palm trees, creating a serene atmosphere. Lounge chairs are positioned around the pool area, and the townhouse building is visible in the background, providing a view of the inviting environment.

5 out of 5 average rating, 34 reviews

Light & airy townhome, beach & bay views from deck

The exterior of the townhome is shown, featuring a light-colored facade with blue shutters. A welcoming entryway is framed by two trees and tropical plants, with white gravel and a decorative fence in the foreground.