Townhouse 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.

4.93 out of 5 average rating, 57 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.

4.95 out of 5 average rating, 258 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.

4.96 out of 5 average rating, 257 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.

4.94 out of 5 average rating, 119 reviews

Townhouse in Anna Maria

Green Jacaranda AMI Duplex A, 5 min walk to beach

Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

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, 85 reviews

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

Immerse yourself in our Gulf Coast paradise. Second floor, 3 BR unit of two unit condo with pool shared between only the two units. The heated pool area is an oasis! Each unit has its own private outdoor seating/grill area. One car garage & 2 car spaces, ideally located 1/2 block to the white sands and azure waters of Bradenton Beach and two blocks to the Bay with access for kayaks, picnic area, playground, basketball court and two new pickleball courts. The beach sunsets are spectacular!

4.98 out of 5 average rating, 53 reviews

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.

An aerial view captures the coastal neighborhood, showcasing a collection of charming homes with grey rooftops. The vibrant blue ocean and sandy beach are visible in the background, while lush palm trees surround the area, contributing to the serene island atmosphere.

4.99 out of 5 average rating, 159 reviews

Steps from Beach! Heated Pool & Spacious Lanai!

Welcome to Your Dream Beach Escape! One block from the sugar-white sands of Holmes Beach, this freshly renovated coastal gem is ready to host the vacation you have always dreamed of! Cruise the island on provided bikes, use our paddle boards to float among the waves, and hit the beach with all the gear provided. Don't forget to enjoy the shared, HEATED pool! At night explore the laid-back magic of Anna Maria Island—shops, eats, and island vibes just a short bike ride away from our home.

A spacious living room features a comfortable sectional sofa with blue and gray accents, accompanied by a coffee table. Artwork is displayed on the walls, while a flat-screen TV is mounted above a stylish media console. Natural light streams through plantation shutters, enhancing the inviting ambiance.

4.99 out of 5 average rating, 505 reviews

Luxury Townhome - Tampa/Hyde Park/Amalie/Bucs

Location & Comfort! Expertly furnished & decorated 3/3.5 townhouse for up to 7 guests w/ all the modern conveniences you need. Park in your 2-car garage but walk to the very best of what S. Tampa & Downtown have to offer. Urban location just 1 block from the splendor of Bayshore Blvd. Walking distance to Hyde Park Village, the Riverwalk, University of Tampa, Amalie Arena, Convention Center, Tampa General Hospital, Davis Islands & Gasparilla parades. Just a 5-10 min Uber ride to Ybor City.

A private beach level patio features several adirondack chairs positioned under a large umbrella. The sandy beach and ocean are visible in the background, framed by greenery and palm trees, with a bright sky overhead.

4.96 out of 5 average rating, 110 reviews

True beachfront property! 3 ocean view decks!

Welcome to "Beach Blues" where you'll only have the "Blues" when you are leaving! Newly renovated decks and beach level travertine patio allows you full ocean view from 3 levels and direct beach access in one step! Professionally and comfortably decorated inside too! No more lugging your beach items as we provide chairs, umbrella, sand toys, and beach towels. Perfectly located close to restaurants, groceries and activities. Few miles from Clearwater, Dunedin and the new St Pete Pier.

4.94 out of 5 average rating, 112 reviews

A contemporary living area features a navy blue sofa and an armchair, complemented by a round woven coffee table. Abstract ocean-themed artwork decorates the walls. A dining area with high-backed chairs can be seen in the background, alongside a well-equipped kitchen with wooden cabinetry.

Townhouse in Ruskin

Still Waters Townhome, Sunrise and Sunset Views

Elegant home with 4 balconies, 2 overlooking water. Sunset and sunrise views. Gourmet kitchen, granite countertops, cooktop range, stainless steel appliances. Coffee maker, tea kettle, Nutra-bullet, toaster and more. Each room has a large flat screen smart TV. Bright, modern, immaculate. Wireless internet, Ethernet and Netflix. Washer and dryer on main level. Five minute walk to white sand private beach, complimentary umbrella and chairs. No smoking, no pets, no events.

5 out of 5 average rating, 44 reviews

A bedroom is shown with lavender walls and natural light coming through the multi-pane window. A small white desk and chair are positioned in front of the window. A colorful piece of art is displayed on the wall, and a bed with a floral-patterned blanket is visible.

Townhouse in Cortez

Walk to Beach & Marina | Beach Supplies | Near IMG

Welcome to our classic Surf Lodge, just a quick stroll to Anna Maria Island's pristine beaches. Perfect for large families, our spacious retreat offers classic Florida vibes in a peaceful neighborhood. Centrally located, you're steps away from the beach and also have private personal boat storage space. Restaurants, coffee, recreational beach and close to IMG Academy . Experience the ultimate blend of comfort and convenience at our Surf Lodge. Has YouTube TV and high speed WiFi!

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.

4.97 out of 5 average rating, 148 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.

Popular amenities for townhouse rentals near Anna Maria Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

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, 44 reviews

Cedars Tennis -Gorgeous 2 bed, 3 level Townhouse

4.88 out of 5 average rating, 104 reviews

A comfortable living area showcases a gray sofa with decorative cushions and a round coffee table at its center. Two accent chairs are positioned nearby. A dining table for four is visible, with large sliding glass doors providing natural light and views of the outdoor area.

Townhouse in Siesta Key

Siesta Key - Private Beach Access - 2BR Retreat

Townhouse in Indian Shores

5 out of 5 average rating, 21 reviews

Sunset Beach Retreat

A sandy pathway leads from wooden steps towards the beach, framed by patches of grass. Sun loungers and umbrellas are visible along the horizon, set against the calming blue waters of the ocean under a clear sky.

4.93 out of 5 average rating, 86 reviews

Our 3 Suns

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

5 out of 5 average rating, 40 reviews

Spacious Gated Townhome w/Pool Access Near Beaches

5 out of 5 average rating, 14 reviews

Walk to Beach • Heated Pool & Hot Tub Retreat

5 out of 5 average rating, 8 reviews

A private pool is surrounded by a spacious patio, featuring lounge chairs and an outdoor seating area. Lush greenery adds a natural element, while the pool's clear water invites relaxation. The setting provides an ideal space for enjoying the outdoors in comfort.

Townhouse in Siesta Key

Cast a Waves W/heated pool

Townhouse accommodation with a washing machine and dryer

5 out of 5 average rating, 41 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

An aerial view captures the sandy beach stretching alongside colorful beachfront condos, framed by clear turquoise waters. The scene reveals a serene landscape with a calm shoreline fading into the horizon, providing a glimpse of the lush greenery and distant boat activity.

4.87 out of 5 average rating, 75 reviews

Bradenton Beachfront Getaway ~ Heated Pool~ HotTub

4.85 out of 5 average rating, 48 reviews

Townhouse in Clearwater

Pristine, 4m walk to the beach, boat dock, parking

4.96 out of 5 average rating, 24 reviews

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

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, 78 reviews

Anna Maria Island TH - close to beach, pool!

5 out of 5 average rating, 14 reviews

Serenity at Sabal Key - Renovated Relaxing Comfort

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

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.

4.93 out of 5 average rating, 68 reviews

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

Townhouse rentals with a patio

A serene view of a sandy beach meets calm turquoise waters under a clear blue sky. Gentle waves lap at the shore, with soft grasses framing the sandy area, creating a peaceful and inviting atmosphere.

4.89 out of 5 average rating, 18 reviews

Miles of Sandy Island Beach

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, 158 reviews

Indian Shores Beach Townhouse [GREEN]

A cozy living area is presented with a light-colored coffee table featuring a decorative sign that reads 'THANKFUL. GRATEFUL. BLESSED.' Two stone birds are positioned on the table. The sofa, adorned with various cushions, is complemented by a nautical-themed artwork in the background.

4.8 out of 5 average rating, 85 reviews

Awesome & Sunshine home with amazing Pool & Tennis

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.

4.91 out of 5 average rating, 246 reviews

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

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.

4.91 out of 5 average rating, 178 reviews

Boho Modern Home with Jacuzzi. In Downtow.

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.

4.94 out of 5 average rating, 52 reviews

Seas the Day

4.78 out of 5 average rating, 175 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

Relaxing Retreat, King Bed, Beautiful Scenic Views

A spacious living area features a blend of modern furniture, including a pair of contrasting sofas, accent chairs, and a coffee table. Natural light flows through large windows, highlighting the contemporary staircase that leads to an open loft area, adorned with decorative shelves.

4.95 out of 5 average rating, 124 reviews

Casita on Fifth – Roosted Suite | 3BR Near 7th Ave

Other townhome holiday rentals

4.98 out of 5 average rating, 54 reviews

Waterfront Retreat • 3-Min Walk to Beach- Sleeps 6

4.95 out of 5 average rating, 39 reviews

A vibrant living area features a bright blue sofa with a patterned throw and a green coffee table. Large glass windows allow natural light to fill the space, while two oversized pink chairs add a playful touch. Lush greenery is visible outside.

Townhouse

Art and Design in Bradenton Villa

5 out of 5 average rating, 11 reviews

Heated Saltwater Pool, Walk2Beach, Game Room

5 out of 5 average rating, 4 reviews

A charming bungalow is framed by lush greenery and palm trees. The inviting front porch features white furniture, while a manicured lawn enhances the home's curb appeal. A driveway leads to a garage, completing the welcoming exterior of this designer home.

Townhouse in Sarasota

Charming Bungalow | Close to Beach | 2 Beds

A spacious balcony features decorative railings and a small table with chairs. The view encompasses palm trees and residential areas under a bright blue sky, with fluffy clouds scattered across the horizon. This outdoor area provides an inviting space for relaxation.

4.84 out of 5 average rating, 50 reviews

Tropical Elegance: Quick Walk to Sand & Luxe Vibes

4.65 out of 5 average rating, 17 reviews

A serene pool area showcases a new in-ground pool, bordered by white fencing for privacy. Two lounge chairs with striped cushions offer space for relaxation beside lush greenery and decorative plants, creating an inviting outdoor setting designed for enjoyment.

Townhouse in Gulfport

Downtown Gulfport/Heated Private Pool

5 out of 5 average rating, 45 reviews

A serene view of Siesta Key Beach is captured, showcasing soft white sands and gentle turquoise waves. Palm trees frame the scene, and various beach umbrellas are visible in the distance, hinting at a lively beach atmosphere under a clear blue sky.

Townhouse in Siesta Key

Gulf and Beach Views-Steps from Beach and Village