Townhome holiday rentals near Anna Maria Island

Townhouse in Indian Shores

An aerial view captures the serene coastal landscape, showcasing the transition between lush mangroves and the open water. The vibrant blue sky contrasts with the tranquil bay, while residential structures line the waterfront, providing a picturesque retreat by the beach.

4.95 out of 5 average rating, 203 reviews

Townhome | Walk to Beach | Heated Pool | Elevator

Quiet two story townhome in a no hotel stretch of Indian Shores where the beach stays calm all day. Walk one block to soft sugar sand, enjoy the heated pool and bayfront pier, then take the private elevator home. Townhome has a king suite, a double queen room, fast WiFi, updated interiors, a new sectional, high air quality, and a garage stocked with bikes and beach gear. Perfect for families and couples who want an easy, peaceful beach getaway close to restaurants but far from Clearwater crowds.

4.96 out of 5 average rating, 100 reviews

Townhouse in Anna Maria

Blue Jacaranda unit, Bean Point Beach 5 min walk

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 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.

4.94 out of 5 average rating, 72 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)!🏖

A multi-story coastal condo stands proudly along the shoreline, with a light-colored exterior that complements the blue ocean in the background. Tropical landscaping encircles the entrance, while the private parking area is visible in front. The sandy beach is just a short walk away.

4.94 out of 5 average rating, 151 reviews

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥

✳ DAYDREAMERS ✳ 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. PETS MUST BE APPROVED

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.

4.98 out of 5 average rating, 172 reviews

Steps from Beach! Heated Pool & Spacious Lanai!

Your Dream Beach Getaway! One block from the sugar-white sands of Holmes Beach, this freshly renovated coastal retreat is ready for your perfect island vacation! Cruise around on our free bikes, paddle our boards, or hit the beach with all the gear you need for a day in the sun. When it’s time to relax, take a dip in the shared, HEATED pool! At night, enjoy the laid-back charm of the Island. Explore local shops, delicious eats, and island vibes—all just a short bike ride from our home. .

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.

5.0 out of 5 average rating, 150 reviews

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!

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.

4.97 out of 5 average rating, 121 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.

Townhouse in Redington Beach

A rooftop terrace is presented with modern outdoor furniture, including two sofas, two chairs, and a coffee table. The space offers panoramic views of the intercoastal waters and surrounding area, with a clear sky and scattered clouds visible above.

4.93 out of 5 average rating, 125 reviews

Luxury Home N/Heated Pool/Rooftop/Steps to Beach

New, 2000 sq ft/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome with heated salt water POOL located near a canal and the gulf just two blocks from the beach. Please note the pool is shared with the other side of the duplex. You can enjoy full view of the canal and partial views of the gulf from the balconies and the rooftop! Walking distance to the beach, restaurants, and volleyball. Close to Johns Pass, 2 miles. Please ask for the golf cart availability and a fee.

The image captures a spacious townhouse community, featuring white architectural designs. A clear view of the intercoastal waterway is presented, with boats visible in the distance. A community pool is seen among vibrant greenery, inviting leisure and relaxation.

4.99 out of 5 average rating, 145 reviews

3 Bedroom Waterfront Paradise Sleeps 8

Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

A beach scene features a colorful umbrella providing shade over a beach chair and cooler. Soft, white sand stretches along the shoreline, meeting the calm, turquoise waters under a clear blue sky with minimal clouds.

4.78 out of 5 average rating, 215 reviews

Labor Day Special - Short Walk to the Beach & Pool

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.

A comfortable living room features a dark sectional sofa adorned with vibrant Kraken-themed cushions. Warm light is provided by floor lamps on either side. Large sliding glass doors lead to a balcony with views. A dining area is visible, alongside a small kitchen with a bar.

4.94 out of 5 average rating, 127 reviews

The Kraken-6-pass golf cart! Plus Pool

The Kraken is new with tasteful Kraken decorations to pull the space together. Packed with a big 75" TV, big double queen guest room, and king sized master bedroom. The Kraken is the perfect beach house to get your toes in the water in minutes, the perfect beach community to walk to local cuisine, with the perfect creature comforts of home. The penthouse floor is for families/groups that want to have fun together with epic sunsets perfect for sun downers.

4.85 out of 5 average rating, 171 reviews

Luxury Siesta Key Compound | Pool | Walk to Beach

Luxury Beachside Retreat ✨🌊 Just steps from Siesta Key’s Public Beach, this 1,850 sqft 3BR/2.5BA townhouse offers 2 king bedrooms and a romantic loft with queen bed, private balcony + stunning Gulf views. Max. 6 guests. All 3 balconies overlook the beach. Enjoy a heated lagoon pool (shared by only 2 duplexes), free Wi-Fi, beach chairs, umbrellas & parking for 2–3 cars. The best location for your Siesta Key escape!

Popular amenities for townhouse rentals near Anna Maria Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-Friendly townhouses

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.

4.89 out of 5 average rating, 156 reviews

Villa Madeira

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.

5.0 out of 5 average rating, 28 reviews

Townhouse 200 Steps to the Beach

5.0 out of 5 average rating, 27 reviews

Bradenton Beach 3BR | 2-Min Walk + Gulf Sunsets

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.

5.0 out of 5 average rating, 78 reviews

Steps from the beach, private pool in Holmes 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.

4.97 out of 5 average rating, 98 reviews

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

5.0 out of 5 average rating, 5 reviews

Chic Holmes Beach #A Private Pool

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.

4.92 out of 5 average rating, 24 reviews

A Island Breeze Unit A

An aerial view showcases the proximity of Sunset Landings to the beach, with a clear pathway marked from the townhome to the white sandy shores. The vibrant turquoise waters and nearby boats are visible, while residential buildings line the street, indicating a welcoming community.

4.75 out of 5 average rating, 20 reviews

Beach View-Sunset Landings 4 by SeaBreeze Vacation

Townhouse rentals with a washing machine and dryer

4.97 out of 5 average rating, 31 reviews

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

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.

5.0 out of 5 average rating, 54 reviews

Great Times & Tan Lines

Two white Adirondack chairs are placed under a blue umbrella, facing a stunning sunset over the Gulf of Mexico. The foreground includes lush greenery, while the horizon features a vast ocean view with clouds reflecting the warm colors of dusk.

4.93 out of 5 average rating, 75 reviews

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

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.

4.82 out of 5 average rating, 85 reviews

Anna Maria Island TH - close to beach, pool!

5.0 out of 5 average rating, 31 reviews

Serenity at Sabal Key - Renovated Relaxing Comfort

4.95 out of 5 average rating, 21 reviews

Near Lakewood Ranch w/pool in gated community

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.

5.0 out of 5 average rating, 48 reviews

Gulf and Beach Views-Steps from Beach and Village

5.0 out of 5 average rating, 7 reviews

Townhouse in Parrish

Watters Row: Parrish Townhouse!

Townhouses with a patio

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.

4.86 out of 5 average rating, 116 reviews

Siesta Key - Gated Beach Access - #307

4.97 out of 5 average rating, 147 reviews

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.

Townhouse in Ruskin

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

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.

4.98 out of 5 average rating, 101 reviews

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

Townhouse in Tampa Heights

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, 278 reviews

46 Jet Hot tub| Downtown Artsy Modern Cozy Home

Townhouse in Ybor City Historic District

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, 133 reviews

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

Townhouse in Town 'n' Country

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, 274 reviews

Private Tampa Retreat • 6 Min TPA • Free Parking

4.89 out of 5 average rating, 115 reviews

The kitchen features a central island with dark cabinetry and a white countertop, providing ample workspace. In the background, stacked washers and dryers are visible. Comfortable bar stools are positioned at the island, and a light fixture hangs overhead, illuminating the area.

Townhouse in Tampa

Cozy & Chic Townhome in the Heart of South Tampa

4.98 out of 5 average rating, 55 reviews

Spacious Gated Townhome w/Pool Access Near Beaches

Other townhome holiday rentals

A sheltered dining area is seen under a striped umbrella, featuring a large table surrounded by white chairs. A small heated pool is located nearby, complemented by lush greenery and colorful tropical plants lining the perimeter.

4.98 out of 5 average rating, 58 reviews

Siesta Sunrise-Just steps to the beach and village

5.0 out of 5 average rating, 10 reviews

Salty Dog | Siesta Key Canal-Front Escape!

4.91 out of 5 average rating, 11 reviews

Bay & Gulf Views. Waterfront+heated pool+AC

4.67 out of 5 average rating, 3 reviews

Townhouse in Cortez

Palm Paradise

An orange three-story townhouse stands surrounded by lush tropical landscaping. A heated pool is situated within a private outdoor area, accompanied by multiple lounge chairs and a patio table. Palm trees provide shade and contribute to the vibrant atmosphere of the space.

4.97 out of 5 average rating, 59 reviews

Siesta Key Village, Pool, Beach Access 4-min Walk

A private balcony features wicker seating with decorative cushions and a glass-top table. Beyond, a heated community pool is visible, surrounded by lush landscaping, with the Gulf of Mexico and a clear blue sky in the background.

4.8 out of 5 average rating, 5 reviews

Beachfront Balcony, Stylish Gulf-View Escape

A swimming pool is surrounded by white lounge chairs, set against a tranquil waterfront. Lush palm trees are visible, with docks and boats visible in the background. The clear blue sky reflects off the water, creating a serene outdoor space.

4.88 out of 5 average rating, 33 reviews

Waterfront Penthouse Rooftop Casita 5-min to Beach