Holiday rentals with a patio near Anna Maria Island

Apartment in Treasure Island

4.95 out of 5 average rating, 142 reviews

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

NEWLY FULLY RENOVATED breathtaking beachfront condo on private beach. Walking distance to bars, restaurants, live music and more! Brand new king size bed, high speed wi-fi, Smart TVs with cable/Netflix, heated swimming pool, BBQ/Grills, outdoor tables, showers, beachfront balcony, workspace and you are RIGHT on the beach! Short drive to TPA/PIE airports, Downtown St Pete, Dali Museum & more! The condo is fully equipped with everything you need and run by a Superhost for a perfect Beach vacation!

5 out of 5 average rating, 50 reviews

An outdoor lounge area is showcased under a wooden ceiling, featuring a heated pool and elegant patio furnishings. A television is mounted on the wall, and a dining set is positioned nearby, with a barbecue grill just outside the lounging space, surrounded by tropical landscaping.

Home in Holmes Beach

Book Family Tides 7 Nts get 3 FREE~Pool~Beach view

Let me know if you need a stay for a period not listed. Unbeatable location, HEATED POOL, ultimate makeover & NEW bedrm, bathrm, lounge, & covered patio additions for spacious beauty are a few things that set us apart! Hidden behind our private gate, the beach is just a few steps away & remains uncrowded-even during busiest season. Premium fixtures, appliances, & plush furnishings create elegance. Garage/parking for 6 cars! Near restaurants, Publix, activities! 30 steps to FREE TROLLEY pick up!

Apartment in Bradenton Beach

Adirondack chairs in soft blue are positioned on the sandy beach, offering scenic views of the ocean and coastline. The sun reflects off the water, enhancing the tranquil atmosphere, while a distant figure strolls along the shore. Lush greenery borders the sandy area.

4.94 out of 5 average rating, 154 reviews

Beach Escape & Pool, steps to Beach & restaurants

One block from beautiful beach & waterfront dining. Newly renovated Villa in quaint quiet condo building close to everything on Anna Maria Island. Pickleball across the street. Pool literally out your back door. Perfect for a small family or a romantic getaway. *Min. renter age 25. Two minute walk to beach, trendy Bridge Street shops, marina, restaurants, bars, boat tours, mini golf and more. Brand new beds, furniture & appliances. Kitchen has everything you need. Beach supplies in hall closet.

A comfortable living area features a sectional sofa and a coffee table on a patterned rug. A large flat-screen television is mounted on a wood-accented wall. Natural light filters through sheer curtains, and a decorative plant adds a touch of greenery to the space.

4.98 out of 5 average rating, 114 reviews

Beach House with jacuzzi near AnnaMariaIsland

Welcome to the peaceful Gulf Trail Ranches community,located just 8miles from AnnaMariaIsland, with easy access to IMG and restaurants.This 2bed/2bath home offers a remodeled kitchen with stainless steel appliances, solid surface countertops, and a built-in breakfast bar.The spacious family room is equipped with a built-in bar for enjoying music,a vending machine stocked with drinks and snacks for your convenience, a fenced backyard with a gas grill and hot tub for a pleasant and relaxing stay.

A private heated pool is surrounded by lush tropical landscaping and tall palm trees. Two lounge chairs are positioned near the pool, and a shaded area is provided by a large umbrella. White fencing encloses the yard, enhancing privacy in the outdoor space.

5 out of 5 average rating, 27 reviews

Birdsong-Steps to Bean Point Beach Heated Pool!

Welcome to Birdsong, a picture-perfect 2-bed, 2-bath home situated in Anna Maria, Florida. Recently refreshed with coastal décor, this inviting property is ideal for families or small groups seeking a relaxing getaway. With just a short 3-minute walk to the beach, Birdsong provides an excellent blend of comfort & convenience, allowing you to fully immerse yourself in the beauty of Anna Maria Island. The fenced backyard features a heated pool, outdoor dining, BBQ grill, beach chairs, & cart.

4.99 out of 5 average rating, 238 reviews

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guest house in Sarasota

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

The backyard features a saltwater pool surrounded by artificial turf, creating a refreshing oasis. Sunlight brightens the outdoor space, accentuated by lush tropical landscaping. The elevated home showcases multiple balconies, while palm trees lend to the coastal atmosphere of the property.

4.93 out of 5 average rating, 15 reviews

Bayfront Beach access with Heated Pool!

Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

Apartment in Longboat Key

4.99 out of 5 average rating, 162 reviews

Silver Sands By the Sea, Open Thanksgiving Week!

This charming seaside condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy one-bedroom condo is optimal for sunset viewing from a private, screened lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers and sun umbrellas. Enjoy a relaxing vacation at our peaceful condo at Silver Sands Gulf Beach Resort!

4.98 out of 5 average rating, 147 reviews

A spacious living area features a light-colored sofa against a vibrant tropical leaf mural. A sleek white entertainment unit holds a flat-screen TV, complemented by a decorative lamp and a colorful area rug underfoot. Natural light filters through window blinds.

Apartment in Bradenton

KING Bed + AMI Beaches + Beach Gear!

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

5 out of 5 average rating, 55 reviews

A cozy sleeping area is presented with a spacious bed featuring soft bedding. Custom-built booths with plush green cushions are positioned along large windows, allowing ample natural light. The warm wood ceiling complements the wooden cabinetry, enhancing the overall serene ambiance.

Tiny home in Bradenton

Romantic Quiet Luxury Tiny Home W/ Private Hot Tub

Escape to a tropical paradise in this brand new luxury tiny home, nestled among palm trees. Relax in the private hot tub. Just 6 miles to Anna Maria. Ideal for a romantic getaway or a peaceful retreat. We are located in a quiet neighborhood with a 10PM noise ordinance. If you want a quiet relaxing getaway, our tiny home is perfect for you. A car is recommended in this area as there is limited public transportation. The best rental car rates can be found at TPA/SRQ airport.

Guest house in Bradenton Beach

A vibrant yellow cottage is depicted with a landscaped area featuring palm trees and a gravel yard. Colorful adirondack chairs in pastel shades of pink and blue offer seating options, creating a casual outdoor space. Nearby cottages are visible, enhancing the beachfront setting.

4.99 out of 5 average rating, 192 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

5 out of 5 average rating, 113 reviews

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Popular amenities for rentals with a patio near Anna Maria Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Flat rentals with a patio

Flat in Indian Rocks Beach

A roadside view of a pink cottage features large windows inviting natural light. A white door is visible, with two chairs placed on the gravel-covered area. Surrounding greenery enhances the outdoor space, while a parking lot provides convenient access.

4.95 out of 5 average rating, 195 reviews

Vintage Florida Beach Efficiency

4.97 out of 5 average rating, 127 reviews

A spacious living area is presented with a large flat-screen TV mounted on the wall. Comfortable leather sofas are arranged with accent pillows, complemented by a decorative area rug. A coffee table sits in the center, with the kitchen area visible in the background.

Flat in Treasure Island

Awesome 1BR - 6 min. walk to beach! Full Kitchen +

4.99 out of 5 average rating, 121 reviews

Flat in St. Petersburg

Cozy Gem Near Madeira Beach

4.91 out of 5 average rating, 176 reviews

A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.

Flat in Indian Shores

Beach Front Condo!

4.9 out of 5 average rating, 177 reviews

A comfortable sleeping area features a queen size bed dressed in white linens and patterned pillows. A decorative bench at the foot complements the dark blue headboard. Nightstands with lamps are positioned on each side, and artwork depicting coastal scenery adorns the wall.

Flat in Bradenton

Ocean Blue adorable new studio !

4.93 out of 5 average rating, 203 reviews

A spacious outdoor deck is adorned with comfortable lounge chairs and surrounded by vibrant greenery, including tall palm leaves and flowering plants. Large planters accentuate the area, which is bathed in natural light, creating a serene outdoor retreat.

Flat in Bradenton

Seahorse Suite Bradenton Hideaway

Flat in Indian Rocks Beach

An aerial view captures the serene coastline and vibrant community of Indian Rocks Beach. The expanse of blue water meets the sandy shore, with buildings and residences lined along the beach. Green parks and water channels are visible, enhancing the coastal atmosphere.

4.96 out of 5 average rating, 113 reviews

Cozy coastal grandmother condo, walk to the beach!

4.98 out of 5 average rating, 121 reviews

An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.

Flat in Treasure Island

Popular Beachside Studio w/ Shady Patio & Palms!

House rentals with a patio

A bright kitchen is showcased, featuring modern cabinetry and appliances. A small dining area with two wooden stools is positioned next to a white countertop. Natural light fills the space through a nearby door and window, creating an open atmosphere.

4.99 out of 5 average rating, 111 reviews

Tranquility on the bay.

4.94 out of 5 average rating, 126 reviews

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

Home in Sarasota

Pool Courtyard, patio w/ fire pit, 2 mls downtown

A serene backyard features a heated pool surrounded by lounge chairs and shaded areas. Tropical plants and flowers add color, while the setting sun casts a warm glow. Umbrellas provide shade over the seating, creating a welcoming space for relaxation and outdoor enjoyment.

4.97 out of 5 average rating, 103 reviews

Orange Oasis: Clean, heated pool, near beaches.

An aerial view of a charming ground-level vacation home is presented, featuring a light-blue exterior and a metallic roof. Surrounded by lush tropical landscaping, a clear pool reflects the sunlight, and a patio area with lounge chairs is visible in the background.

5 out of 5 average rating, 16 reviews

Sea Shack - 2bd/2ba POOL Home

An inviting exterior view of Sunrise Villa showcases a well-maintained landscape featuring lush greenery and vibrant plants. A spacious driveway leads up to a garage, with decorative stone detailing accentuating the garden area. The home is framed by palm trees, contributing to the tropical ambiance.

5 out of 5 average rating, 105 reviews

Sunrise Villa - Tropical 3 bedroom home with pool

4.94 out of 5 average rating, 64 reviews

A private heated pool is surrounded by a spacious patio, offering views of the bay. Lounge chairs are positioned nearby for relaxation. The shimmering water reflects the clear blue sky, creating a serene atmosphere for outdoor enjoyment.

Home in Holmes Beach

Anna Maria Bay Views, Pool & Spa walk to BEACH

A modern living room is featured, showcasing a large smart TV displaying a beach scene. A comfortable sectional sofa with neutral tones and patterned cushions invites relaxation. Soft lighting from a nearby table lamp adds subtle warmth to the space, which is accented by coastal-themed artwork.

4.98 out of 5 average rating, 168 reviews

*Heated* Pool Home Minutes to Anna Maria Beaches

Superhost

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

Home in Clearwater

4.92 out of 5 average rating, 140 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Apartment rentals with a patio

4.92 out of 5 average rating, 207 reviews

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

Apartment in Tampa

Waterfront Condo - Sunset View of Tampa Bay

5 out of 5 average rating, 131 reviews

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

Apartment in Siesta Key

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

4.83 out of 5 average rating, 128 reviews

A modern living area features a plush blue sofa adorned with decorative pillows and a cozy throw. A circular dining table sits near the glass doors, which provide access to a balcony. Natural light brightens the space, complemented by soft-toned artwork on the wall.

Apartment in Tampa

Breezy Balcony Bliss–Stunning Ocean & Sunset Views

Apartment in Indian Shores

A doorway opens to a view of the coastal pathway, leading to a sandy beach area. Bright skies and a seating area are visible in the distance, framed by the entrance's surroundings and greenery at the base of the walls.

4.98 out of 5 average rating, 119 reviews

Beachfront 1BR • Steps to Sand & Sunset Views

Apartment in St. Petersburg

A serene sunset over the intercoastal waterway is captured, with warm hues reflecting on the calm water. Lush palm fronds frame the scene, enhancing the tranquil atmosphere as the sun dips below the horizon.

4.94 out of 5 average rating, 216 reviews

Sea La Vie- Studio by the bay!

4.93 out of 5 average rating, 122 reviews

A stylish living room is presented, featuring a comfortable gray sofa paired with a decorative round coffee table. Brightly colored wallpaper adorned with shell patterns enhances the space, while large windows allow natural light to filter in, complemented by light-colored flooring.

Apartment in Bradenton

New Renovated Condo + Walk to Bay + 5 Min to AMI

4.97 out of 5 average rating, 115 reviews

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Apartment in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

Superhost

A bright and airy living area features a spacious blue sofa and two cozy armchairs, inviting relaxation. A coffee table rests at the center, while a flat-screen TV is mounted on the wall. The open kitchen can be seen in the background, complete with modern appliances and ample counter space.

Apartment in Treasure Island

4.85 out of 5 average rating, 116 reviews

Easy Breezy Intracoastal Manatees & Sunset Views

Other holiday rentals with a patio

4.99 out of 5 average rating, 86 reviews

The exterior of a modern two-story house is illuminated by soft evening light. A spacious deck is adorned with wooden chairs, and palm trees frame the entrance, enhancing the tropical ambiance. The house showcases a sleek design with large windows and a welcoming entrance.

Home in Bradenton Beach

Gulf Beach Front! Walk to Restaurants + Pier!

The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.

4.95 out of 5 average rating, 21 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

5 out of 5 average rating, 14 reviews

A cozy studio space is depicted, featuring a spacious king bed adorned with fresh linens. A comfortable sofa sits nearby, complemented by a decorative pillow. A blue side table and an upholstered ottoman add color to the room, which is illuminated by natural light through the sheer curtains.

Flat in Bradenton Beach

Brand New Listing/Beach Retreat/Steps to Beach!

Superhost

Flat in Bradenton Beach

5 out of 5 average rating, 4 reviews

Beachfront Studio Retreat on Anna Maria Island

A serene outdoor area features a well-maintained lawn with stone pathways and tropical landscaping. Palm trees provide shade around a bar area, overlooking the water. A private dock is visible in the background, with the gentle bayou waters reflecting the blue sky.

5 out of 5 average rating, 58 reviews

Waterfront Bungalow • Dock •Htd Swim Spa• Near AMI

A serene outdoor space showcases a sparkling pool framed by lush tropical landscaping. Palms and vibrant plants surround the area, with a flamingo statue in the foreground. Soft lighting from string lights enhances the tranquil atmosphere as the sky transitions to dusk.

5 out of 5 average rating, 51 reviews

Flamingo Royale — Beach Luxury Resort

4.97 out of 5 average rating, 36 reviews

A thatched-roof pavilion with a picnic table is set by the poolside, offering a shaded spot for gatherings. The shimmering pool reflects clear blue skies, and the beach is visible in the background, framed by lush greenery and swaying grasses.

Flat in Belleair Beach

NEW Beachfront Oasis with Beach & Pool

The open-concept living area features a modern dining table set with intricate lace placemats. A pink sofa and white chairs provide ample seating, complemented by a stylish chandelier overhead. Bright natural light fills the space, highlighting decorative plants and framed artwork.