Condo vacation rentals in Holmes Beach

4.96 out of 5 average rating, 112 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!

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A bright living space features light blue walls and natural light streaming through large windows. Two white chairs with starfish cushions are positioned facing a small table. The decor includes small lamps and a decorative sign on the wall, enhancing the coastal ambiance.

4.96 out of 5 average rating, 105 reviews

Island Beach Paradise, Close to Everything, Bikes

This remodeled condo is in the ideal location for your Anna Maria Island getaway. Award winning restaurants, great shopping and a marina are right out your door. The world famous beach on the Gulf is 3 blocks away (5 min walk). Bikes, beach cart, beach supplies are provided. The expansive park across the street has tennis, pickleball, basketball, skate park, playground, boat/kayak launch ramp. Relax on your deck & enjoy a coffee & the beach breeze through the palm trees. *Minimum booker age: 25

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4.94 out of 5 average rating, 33 reviews

Anna Maria Island -walk to the beach!

This spacious 2 bedroom condo is close to the beach and in the heart of it all. This stunning condo offers everything you want in a beach retreat. The unit has ample space your family. The open concept living area is perfect for entertaining, with a kitchen featuring all new appliances. You can also open up the sliding doors to bring in a fresh breeze to the living area & enjoy the views of the mangroves. Unit had an extensive re-fresh in May 2023; new furniture, window coverings, and decor!

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A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.

4.99 out of 5 average rating, 160 reviews

Short Stroll to the Surf! ~ Make Memories on AMI

Nestled in a charming, quiet community of just 8 units, this beautifully updated beach condo offers the perfect blend of relaxation and convenience. The condo is just a short stroll (about 150 steps!) to the pristine white sand beach, where you can soak up the sun and enjoy the coastal views. Wonderful family getaway or couples escape. Private, covered 2 car parking. Laundry in unit. Beach wagon, chairs and gear available. A hidden gem close to everything you need for a relaxing island stay.

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4.98 out of 5 average rating, 258 reviews

Condo in Longboat Key

Island Time: Open Next Week!

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...!

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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, 128 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.

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4.77 out of 5 average rating, 150 reviews

Cute 1Bedroom Beach condo, only steps from beach!

Enjoy beautiful Bradenton Beach in our newly refurnished vacation rental. We invite you to lounge by our crystal blue pool, swim in the calm gulf waters, or walk along AMI's sugar sand beaches. 2 guests are ideal in our 1 bedroom queen apartment, but we have a double height 24 inch queen air mattress to accomodate up to 4 guests. The kitchen is fully equipped and features full sized fridge, stove, oven & coffee maker. The unit has high speed wifi, smartTV, Netflix, cable, & DVD.

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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

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4.9 out of 5 average rating, 227 reviews

Beachfront • Steps to Sand • Sunset View • Balcony

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.

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4.98 out of 5 average rating, 110 reviews

Condo in Longboat Key

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.

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4.97 out of 5 average rating, 212 reviews

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

Condo in Bradenton

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

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4.95 out of 5 average rating, 197 reviews

A cozy bedroom features a large green bed with multiple white pillows, complemented by two bedside lamps. The ceiling showcases a tropical leaf pattern, and mirrors adorn the walls. Natural light enters through a window, with white curtains framing the view.

Condo in Bradenton

Anna Maria Island Beaches + Beach Gear!

🌴🦩Welcome to the FUNky 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 from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!

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Popular amenities for Holmes Beach condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

4.96 out of 5 average rating, 96 reviews

Bikini Bottom - Cabana, 40 steps to the sand!

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A spacious living area features a modern sectional sofa with plush cushions in neutral tones. A circular coffee table rests on a soft area rug. A vibrant grass wall adds a touch of greenery, while a dining table with chairs is visible in the background.

4.99 out of 5 average rating, 90 reviews

Luxury 2BR Oceanfront Condo + Rooftop Patio

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5.0 out of 5 average rating, 3 reviews

Stunning water views at Crystal View Cove Beach Co

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5.0 out of 5 average rating, 12 reviews

Escape to the Sandy Shores of AMI*Heated Pool*FUN*

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A spacious community pool is set between two condo buildings, reflecting the clear blue sky. Sun loungers line the poolside, and lush greenery borders the area, with a view of the beach visible in the distance.

5.0 out of 5 average rating, 23 reviews

Cool Breeze by Beach Boutique Rentals

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5.0 out of 5 average rating, 3 reviews

Cheerful North Beach Getaway | Walk to Beach|Pool

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5.0 out of 5 average rating, 3 reviews

Nautilus #111 by Duncan Real Estate

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4.83 out of 5 average rating, 58 reviews

A wooden coffee table features a rounded design, adorned with a decorative bowl and a small vase containing a fresh green leaf. The background showcases a cozy seating area with neutral-toned cushions and a touch of greenery.

Condo in Anna Maria

Barefoot Mermaid 4, steps to the beach

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Pet-friendly condo rentals

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

LocationFamilyDecor

4.95 out of 5 average rating, 146 reviews

A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.

Condo in Siesta Key

NO Stairs, Siesta beachfront. Walk to the village!

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4.86 out of 5 average rating, 674 reviews

The exterior of the Ocean Club building is showcased, featuring a modern design with a white façade and large balconies. Palm trees line the front, enhancing the tropical setting. A welcoming entrance is visible, set against a backdrop of a bright sky with soft clouds.

Condo in Treasure Island

Beachfront Condo in Exclusive Resort

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4.9 out of 5 average rating, 119 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

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4.72 out of 5 average rating, 548 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

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4.89 out of 5 average rating, 160 reviews

A bright bedroom features a spacious bed adorned with light blue and white striped linens. Natural light floods the room through sliding glass doors that lead to a private balcony with an ocean view. Two decorative lamps and a textured area rug enhance the serene atmosphere.

Condo in Sunset Beach

2 Story Penthouse | Pool | Balcony | Gulf View 602

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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.

Work Remote & Stay Beachfront

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5.0 out of 5 average rating, 122 reviews

4.97 out of 5 average rating, 103 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

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Condo rentals with a pool

4.88 out of 5 average rating, 139 reviews

Condo in Longboat Key

Sunset and beach view from your balcony Unit 403

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4.96 out of 5 average rating, 50 reviews

Foxtail Palm: *Luxe Pool Oasis *Steps from Beach

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4.96 out of 5 average rating, 51 reviews

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

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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

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An aerial view captures the lush greenery surrounding the property, with the sparkling bay visible to one side. The coastline extends in the distance, displaying a serene beach area. The location is highlighted as a short walk to both the beach and bay views.

4.94 out of 5 average rating, 79 reviews

AMI Condo w/heated pool, water view, walk to beach

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4.78 out of 5 average rating, 9 reviews

Blue Lagoon 3 - Egret on Anna Maria Island

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A clear view of the shared heated pool is framed by lush greenery and two buildings. The beachfront extends beyond the pool, showcasing the sandy beach and the ocean. Clear blue skies complement the serene seaside setting.

5.0 out of 5 average rating, 5 reviews

Beachfront - Sea View Play by SeaBreeze Vacation

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