
Beach condo vacation rentals in Holmes Beach
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Top-rated beach condo rentals in Holmes Beach
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Rincón Divino MB 2 Balconies, Ocean & Marina Views
EXCLUSIVE: Saturday checkout is at 5pm. This condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.
4.99 out of 5 average rating, 243 reviews
NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.
4.95 out of 5 average rating, 146 reviews
Beachfront building across from Johns Pass Village
Beachfront building - head downstairs to enjoy the white sand beaches of Madeira Beach! Partial beach view from the large balcony. Updated 2-bedroom condo with contemporary furniture. Prepare meals in the fully equipped kitchen or walk across the street to John's Pass Village & Boardwalk with many restaurants, retail stores, ice cream shops, sunset cruises, jet ski rentals and more! Condo offers walkability and beach access downstairs. Price is discounted - pool is closed until January 2027.
4.93 out of 5 average rating, 114 reviews
Island Time: Open Tues - Sat, 4 Night Stay!
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...!
4.98 out of 5 average rating, 258 reviews
Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍
4.99 out of 5 average rating, 178 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, 243 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.
4.9 out of 5 average rating, 227 reviews
BEACHFRONT Condo - Belleair Beach Club - RENOVATED
RECENTLY RENOVATED. This cozy 1 bedroom condo with a kitchen in Belleair Beach just steps from the sugar-white sand and crystal clear waters that are consistently ranked among America's most beautiful beaches! It has a lovely pool area that overlooks the gulf with a patio, chairs and grills. You’ll love the beachfront views and quiet ambiance. 3rd Floor, balcony with DIRECT BEACH/GULF VIEW. Minutes away from Clearwater Beach. Perfect for couples! ONE parking spot.
4.72 out of 5 average rating, 548 reviews
Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.
4.88 out of 5 average rating, 139 reviews
The Beach Condo #107 Beachfront Full View
Unit #107 has private beach access. Only a few steps to the beach will full gulf view. This end condo unit is quiet, ground floor . It is a small studio: new queen murphy bed and queen sofa bed. No separate bedroom. Limited initial limited supply of products/soaps/towels. Common use W/D across from unit. This is a small studio at 330 sq ft. It has been recently remodeled. Grounds, unit, pool recently renovated due to hurricanes.
4.87 out of 5 average rating, 210 reviews
On Private Beach! Full Kitchen, Ground Level Unit5
Fully remodeled in 2025! We are back and better than ever! On the Private Beach! Breathtaking Gulf views! 2 bedroom 1 bath unit +bunkbeds & patio leading to private beach, full kitchen 2 queen beds plus twin bunkbed. Sleeps 6 guests. We furnish linens, towels, toiletries, beach towels, beach chairs. 1 Free parking space included. See our 1 bedroom units, same location, Gulf Dreams unit 6 & Tide Vibes unit 7.
4.91 out of 5 average rating, 122 reviews
Beachfront Escape – Private Balcony, Gulf Views
Beachfront Condo – No Street to Cross, Just Steps to the Sand Enjoy panoramic Gulf and sunset views from your private covered balcony in this spacious 1-bedroom, 1-bath condo on the 4th floor of Turtle Crawl Inn. Located directly on the beach in beautiful Longboat Key, FL, this unit offers unobstructed 180° views from every room and the peaceful sound of the waves just outside your door.
4.89 out of 5 average rating, 127 reviewsPopular amenities for Holmes Beach beach condo rentals
Beach condo rentals with a pool

Relax in a Newly Renovated Beach Front Paradise
4.98 out of 5 average rating, 139 reviews
Luxury Seashell Oceanfront Condo with Pool
4.9 out of 5 average rating, 120 reviews
Beach Front Gulf View at John’s Pass Medeira Beach
4.91 out of 5 average rating, 138 reviews
Gulf Strand Beach Resort
4.86 out of 5 average rating, 281 reviews
Glorious Sunsets - Beachfront 2BR Condo
5.0 out of 5 average rating, 103 reviews
Beach Place Bliss on Madeira Beach by John's Pass
4.87 out of 5 average rating, 113 reviews
Beachfront Condo Corner Unit2BR/2BA Prime Location
4.97 out of 5 average rating, 116 reviews
Beachfront 2/2 Condo, Treasure Island,305W Oceana
4.93 out of 5 average rating, 163 reviewsBeachfront condo rentals

Beachfront Escape at Gulf Breeze Unit D!
5.0 out of 5 average rating, 6 reviews
This is what "On The Beach" means. Sunsets Yes.
4.88 out of 5 average rating, 26 reviews
Cheerful North Beach Getaway | Walk to Beach|Pool
5.0 out of 5 average rating, 3 reviews
Beachfront Shell Cove 2nd floor condo
5.0 out of 5 average rating, 21 reviews
Beachfront Getaway on Anna Maria Island
4.96 out of 5 average rating, 45 reviews
Cool Breeze by Beach Boutique Rentals
5.0 out of 5 average rating, 23 reviews
Waters Edge - Anna Maria Island - 1 bedroom 1 and
5.0 out of 5 average rating, 3 reviews
AMI Bridgeport 202 -Beach View Retreat+Resort Pool
4.86 out of 5 average rating, 49 reviewsPet-friendly beach condo rentals

Beachfront Condo Resort on Treasure Island
4.89 out of 5 average rating, 215 reviews
SolMate 2/2, kayaks, beach, views, boat slip
4.93 out of 5 average rating, 147 reviews
Work Remote & Stay Beachfront
5.0 out of 5 average rating, 123 reviews
BBC216 - Gulf Breezes & Beachfront Vibes!
4.84 out of 5 average rating, 111 reviews
Surfside Villas - Apartment B
4.9 out of 5 average rating, 165 reviews
Beachside Mini-Condo w/ Pool on Redington Beach!
4.8 out of 5 average rating, 393 reviews
Breathtaking Waterview Condo!
4.82 out of 5 average rating, 139 reviews
AMI Outpost
5.0 out of 5 average rating, 5 reviewsDestinations to explore
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