Condo vacation rentals in Holmes Beach

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 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, 102 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

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!

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.

4.98 out of 5 average rating, 253 reviews

A dining setting on a patio table showcases a plate of breakfast foods, including a toasted bagel, fruit, and a drink. Soft, rolled towels are stacked nearby, with a view of the beach and pool visible in the background.

Condo in Longboat Key

Island Time!

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 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.

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

Located just 200 steps from the beach you’ll have your feet in the sand in no time. A comfortable living area + fully equipped kitchen located on a quiet street. Furnished with island décor and local art. Everything you need including beach chairs, towels, heated pool, large patio with a Tiki hut, tropical gardens, plus a private outdoor area with a shower for your comfort. Walk to amenities - pharmacy, ice cream, breakfast spots, tacos and the beach which is less than 2 minutes away.

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 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

Located in Anna Maria Island Club - Our home away from home. Wonderful Panoramic View of Gulf of Mexico. 2 bedroom, 2 bath, heated pool, hot tub. Balcony overlooking the Gulf. Near to restaurants and shops. The heated pool and the hot tub is renovated. The elevator is working and we have a new security system. We had no hurricane this season . Everything is better than before the hurricanes last year.

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

The only thing you will need to bring are your groceries. Our 2nd floor Condo features 781 sq ft, 2 bedroom 1 k bd, and 1 full size bed, 1 bath, full kitchen, dining and living room, patio with breathtaking views of the Gulf of Mexico. Washer and dryer in unit! Grocery shopping / special request available upon request, before your arrival. No smoking within 100 feet of the building.

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 Holmes Beach condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.94 out of 5 average rating, 32 reviews

Anna Maria Island -walk to the beach!

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!

5.0 out of 5 average rating, 3 reviews

Nautilus #111 by Duncan Real Estate

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, 87 reviews

Luxury 2BR Oceanfront Condo + Rooftop Patio

4.96 out of 5 average rating, 23 reviews

Summer at the Suites*Sandy toes*Sunset strolls*Fun

5.0 out of 5 average rating, 3 reviews

Stunning water views at Crystal View Cove Beach Co

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

4.93 out of 5 average rating, 61 reviews

Gulfview Retreat | Heated Pool | Steps to Gulf

Pet-friendly condo rentals

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

4.86 out of 5 average rating, 669 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

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

4.93 out of 5 average rating, 147 reviews

Condo in Treasure Island

SolMate 2/2, kayaks, beach, views, boat slip

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

4.86 out of 5 average rating, 126 reviews

The exterior of the condo features a serene pool area surrounded by tropical landscaping. Lounge chairs are positioned near the pool, with a tiki bar visible in the background, creating a relaxed atmosphere amidst the vibrant palm trees and colorful building.

Condo in Siesta Key

5213A Calle Menorca - Siesta Key Village Condo

4.86 out of 5 average rating, 159 reviews

Condo in Siesta Key

Heart of Village: Dog-Friendly w/ Pool & Parking

Condo rentals with a pool

4.98 out of 5 average rating, 109 reviews

Condo in Longboat Key

Beach Condo with Quiet, Private Beach

4.76 out of 5 average rating, 143 reviews

Cute 1Bedroom Beach condo, only steps from beach!

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, 20 reviews

Cool Breeze by Beach Boutique Rentals

A sign bearing the name 'Gulf Beach Place' is prominently displayed against a backdrop of palm trees. The area is surrounded by gravel and features a white fence, indicating a welcoming entrance to the condo property.

4.93 out of 5 average rating, 14 reviews

Gulf Beach Getaway-STEPS FROM BEACH

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

4.98 out of 5 average rating, 60 reviews

Lovely Beach View Condo on Anna Maria Island

5.0 out of 5 average rating, 7 reviews

Gulf View Getaway | Sand & Sunset Views Daily!