Condo rentals near Anna Maria Island

4.96 out of 5 average rating, 111 reviews

Steps to the beach! Condo with pool at The Terrace

Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!

A serene view from a balcony is presented, showcasing calm waters and lush greenery along the shoreline. Two wicker chairs and a round table are positioned on the balcony, enhancing the inviting outdoor space. The sky is clear, reflecting soft natural light on the water.

4.85 out of 5 average rating, 102 reviews

Charming 2BD/2BR with Big Water Views on the beach

Our charming 2 BR/ 2 Bath condo has wonderful unobstructed views of Anna Maria Sound. It was totally remodeled in 2020. The property is in the Bradenton Beach area of Anna Maria Island. The Beach is right across the street with deeded access. The pool is the largest heated pool on the island. Bikes and kayaks are included. A free trolley stop is right in front of the property. There is a washer/dryer in the unit. The 2nd bedroom has both a queen bed and a bunk bed for larger parties.

4.88 out of 5 average rating, 112 reviews

#terraceLIFE | 2 Blocks to Beach | Heated Pool

Escape to our cozy beachside retreat, steps from the sand! Retire the car in the garage, fill the wagon w/beach supplies & head to the shoreline at sunset. Spend time sipping coffee on 1 of the 3 balconies or cooling off in the pool w/the lush landscape. There's no better way to relax & enjoy AMI! Bedrooms on 2nd floor giving the main level separation. Sleeps 4-5 comfortably but can accommodate 6 w/sofa bed. Forgot something? Walgreens is right next door along with restaurants, shops & more!

4.98 out of 5 average rating, 253 reviews

Island Time: Open Sept 13th - 16th!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

A modern kitchen features sleek stainless steel appliances and quartz countertops. An island with seating for four is present, alongside white cabinetry that complements the light wood ceiling. The space maintains an open concept with easy access to the adjacent dining and living areas.

4.91 out of 5 average rating, 107 reviews

Condo in Paradise

Welcome to our newly remodeled Condo! New Kitchen with quartz counters, stainless steel appliance, An open concept to the dining and living room. All new tile, new bathroom. A fresh coat of paint. Two 55 inch smart TV's. Has a great view of the Gulf from the Balcony where you can sip your coffee in the mornings and enjoy sunsets at night. Conveniently located next to a free trolley stop. Great central location close to everything you will need. Steps from the amazing white sand beach.

A two-story yellow condo is highlighted against a clear blue sky. Palm trees line the pathway leading to a fenced pool area. The entrance features a covered balcony with white railings, offering a welcoming view of the surrounding tropical landscape.

4.92 out of 5 average rating, 125 reviews

Beachy Chic! 1st Floor Condo-Pool-Close to Beach

Enjoy this NEWLY RENOVATED FIRST FLOOR 2-bedroom 1 bath condo just a short easy 2-minute walk to the BEACH. The New Key West vibe includes a Custom White Kitchen w/ SS appl, Shiplap, luxury plank flooring, & W/D combo. The pretty modern bath was updated with custom quartz top vanity. Relax at the pool directly next door & enjoy morning coffee on the little covered patio. The 2nd bedroom can be made up as 2 twins or a King. Walk to wonderful restaurants & shops. Gas Golf Carts permitted.

A heated pool is surrounded by lush greenery and palm trees. Lounge chairs are positioned along the perimeter, and a gentle blue hue reflects off the water. The two-story buildings in the background create a tranquil resort-like setting.

4.97 out of 5 average rating, 137 reviews

NEW listing on AMI! Walk to fabulous beach front!

Updated, well appointed, clean & comfortable. Sandy Pointe II is in a secluded setting, an easy walk to a less crowded, quieter section of beautiful AMI beach. Sink your toes into beautiful white sand, watch gorgeous sunrise and sunsets, enjoy the island vibe and music at our many restaurants! *NOTE- This unit is a walk-up, no elevator. 33 steps, spaced with 3 landings VRC # 20-000-272 Minimum stay 7 nights, Adult occupancy/4 , parking 2 vehicles & Quiet hours, 10 PM untill 7 AM

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.

4.9 out of 5 average rating, 238 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

4.9 out of 5 average rating, 226 reviews

Gulf Front • Steps to Sand • Sunset Views • AMI

Just 14 steps from your second-floor beachfront condo, you’re on the powder-soft sands of Anna Maria Island. The bedroom has a plush queen bed, and the living room offers a queen sleeper sofa. Enjoy a full kitchen, cable TV, high-speed Wi-Fi, shared laundry downstairs, and one assigned parking space. Relax on your balcony with sweeping Gulf views and unforgettable sunsets. Perfect for couples or families, this is a true beachfront retreat with sand and sea at your doorstep.

4.98 out of 5 average rating, 109 reviews

Beach Condo with Quiet, Private Beach

Escape to our serene 2-BR beachfront condo on Longboat Key. This corner unit offers stunning Gulf of Mexico views and sleeps 6. Enjoy direct beach access, a heated pool, and a private patio perfect for sunsets. Located in the quiet Beach Castle Resort, it's the ideal beach vacation rental for families or couples seeking a tranquil getaway. Walk to local restaurants and cafes from your peaceful retreat. A guest-loved home, consistently rated top 5% among Airbnb’s homes.

4.93 out of 5 average rating, 109 reviews

Condo in Tierra Verde

Island Escape • Pool • Jacuzzi • Minutes to Beach!

Your island escape in Tierra Verde awaits! This spacious 1BR/1BA condo with a sleeper sofa comfortably sleeps up to 4—ideal for couples, small families, or friends. Enjoy resort-style amenities, water views, and a relaxing coastal vibe. Just minutes from Fort De Soto and St. Pete Beach (both ranked Top 5 Beaches by TripAdvisor) and only 15 minutes from the energy and culture of downtown St. Pete. Your perfect getaway with an world-class Host starts here—book today!

The living area features a seating arrangement with two blue sofas and a light coffee table. A ceiling fan is present, along with a beige recliner. Large glass doors open to a lanai, allowing natural light to fill the room, complemented by coastal-themed art on the walls.

4.98 out of 5 average rating, 107 reviews

A Coastal Retreat Steps From the Sea

Just a short walk to the sugary sands of Holmes Beach! This recently updated condominium has everything you need to enjoy a true getaway. Grab our beach chairs, umbrella, coolers, toys, and amazing beach cart to effortlessly pull the beach necessities across the sand. After a nice float in the ocean, come back to the tropical setting surrounding our heated pool. Welcome to Island Life.

Popular amenities for condo rentals near Anna Maria Island

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

An aerial view captures the layout of the area, showing a multi-unit building surrounded by greenery. The sandy beach is visible in the distance with beach umbrellas dotting the shore. Nearby, a roadway is lined with parked cars and additional buildings.

4.88 out of 5 average rating, 165 reviews

Tropical Paradise Destination

Condo in Pass-a-Grille Beach

Two beach chairs are placed under a large white umbrella on the pristine white sand. The tranquil blue water of the ocean is visible in the background, complemented by clear skies and palm fronds gently swaying in the breeze.

Beachfront in Pass-A-Grille w/ 2 bikes

4.99 out of 5 average rating, 178 reviews

4.67 out of 5 average rating, 3 reviews

Direct Beachfront | Coastal 3BR Retreat

4.78 out of 5 average rating, 74 reviews

AMI Bridgeport 207 -Beach + Gulf View Retreat/Pool

The bathroom features a modern design with a light wood vanity, a marble countertop, and stylish fixtures. A colorful shower curtain, decorated with beach-themed patterns, adds a lively touch. Green tiles create a soothing backdrop, enhancing the overall aesthetic.

4.97 out of 5 average rating, 95 reviews

Bikini Bottom - Cabana, 40 steps to the sand!

4.67 out of 5 average rating, 6 reviews

Two story condo w/ ocean and bay just steps away

4.94 out of 5 average rating, 32 reviews

Anna Maria Island -walk to the beach!

5.0 out of 5 average rating, 9 reviews

Bayfront • Rehabbed • Pickleball • Private Beach

Pet-friendly condo rentals

Condo in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

Amazing views on beachfront

4.9 out of 5 average rating, 482 reviews

4.72 out of 5 average rating, 544 reviews

A balcony view that captures the tranquil beach scene, featuring soft pastel hues in the sky. A round table with intricate design sits next to two woven chairs. Below, umbrellas dot the sandy beach, while gentle waves touch the shore.

Condo in Belleair Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

4.91 out of 5 average rating, 117 reviews

A modern kitchen area features a large island with seating, complemented by white cabinetry and gleaming countertops. Natural light floods the space through expansive sliding glass doors, which lead to a private terrace with ocean views. A comfortable seating area is arranged nearby.

Condo in Treasure Island

Luxury Seashell Oceanfront Condo with Pool

The outdoor area features a heated pool with a rock waterfall, surrounded by lounge chairs. A thatched Tiki hut provides shaded seating, set within tropical landscaping. The villa's light blue exterior and white furnishings enhance the inviting atmosphere of the space.

4.93 out of 5 average rating, 160 reviews

Blanco at Sunset Villas on Anna Maria Island

4.89 out of 5 average rating, 214 reviews

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

Condo in Treasure Island

Beachfront Condo Resort on Treasure Island

Condo in Indian Rocks Beach

A spacious living room features a large sectional sofa adorned with decorative cushions, providing a comfortable seating area. A coffee table with a natural wood finish is central to the room. Sliding glass doors open to a balcony, revealing views of the beach and ocean.

Sunset Beachfront Retreat | Steps 2 Sand & 5*s

5.0 out of 5 average rating, 121 reviews

4.97 out of 5 average rating, 102 reviews

A comfortable living area features a round dining table set for four, surrounded by modern chairs. Two seating areas include plush armchairs and a sofa, complemented by a tropical plant. Large windows offer natural light and views of the outdoor scenery.

Condo in Madeira Beach

Penthouse Condo on Water Steps to Beach+Johns Pass

4.84 out of 5 average rating, 111 reviews

A bright living area features a modern, light-colored sectional sofa and a round coffee table. A comfortable armchair is placed nearby. Large glass doors lead to a private balcony, enhancing views of the waterfront. A ceiling fan and wall-mounted TV are also visible.

Condo in Belleair Beach

BBC216 - Gulf Breezes & Beachfront Vibes!

Condo rentals with a pool

5.0 out of 5 average rating, 103 reviews

A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.

Condo in Siesta Key

Breathtaking Beachfront Views in Siesta Key

4.89 out of 5 average rating, 126 reviews

Beachfront Escape – Private Balcony, Gulf Views

4.76 out of 5 average rating, 143 reviews

Cute 1Bedroom Beach condo, only steps from beach!

A balcony offers a serene view of the Gulf of Mexico, featuring a lounge chair positioned for relaxation. The space is framed by a white railing, with sandy beach and greenery visible in the distance under a bright sky dotted with clouds.

4.85 out of 5 average rating, 121 reviews

Oceanfront Condo for Beach Lovers

4.88 out of 5 average rating, 139 reviews

Sunset and beach view from your balcony Unit 403

A spacious heated pool is illuminated in a calming blue hue, surrounded by lounge chairs and tropical landscaping. The backdrop features the condo buildings, creating a serene ambiance for evening relaxation.

5.0 out of 5 average rating, 48 reviews

AMI Perfect Experience

4.96 out of 5 average rating, 50 reviews

~Hot Dates, Cool Prices – Beach Access - Lrg Pool~

4.96 out of 5 average rating, 50 reviews

Foxtail Palm: *Luxe Pool Oasis *Steps from Beach

Private condo rentals

5.0 out of 5 average rating, 7 reviews

AMI Condo: Private Patio with Direct Beach Access!

4.88 out of 5 average rating, 24 reviews

Beachfront Newly Remodeled 2/1 -Right on the beach

5.0 out of 5 average rating, 20 reviews

Beachfront Shell Cove 2nd floor condo

5.0 out of 5 average rating, 11 reviews

Two Shell Cove - Beachfront - Amazing Remodel - I

4.93 out of 5 average rating, 61 reviews

Gulfview Retreat | Heated Pool | Steps to Gulf

A bright living area is shown, featuring a spacious sofa set and a coffee table. The dining table is set for four, with neatly arranged plates and napkins. Natural light filters through large windows, highlighting the inviting ambiance of the condo.

4.92 out of 5 average rating, 24 reviews

1 block from beach + pool - Cayman Cay #102

4.99 out of 5 average rating, 80 reviews

A modern living space features a combination of light and dark furnishings, with a large beige area rug and a round coffee table adorned with decorative items. Natural light streams through large sliding doors, revealing views of the outside. Stylish curtains frame the windows.

Condo in Bradenton

2 mins to Beach/private parking/pool/marina/bbq