
Beach condo vacation rentals in Holmes Beach
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Top-rated beach condo rentals in Holmes Beach
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Glorious Sunsets - Beachfront 2BR Condo
Your perfect getaway on the stunning shoreline of Sunset Beach where soft sand, shimmering waters, and sunsets are part of every day. This spacious unit offers all the comforts and amenities you’d expect, with plenty of room to relax, unwind, and make yourself at home. Just a short walk to laid-back beach bars, restaurants, and live music. Iconic John’s Pass Village is a short drive, where you can enjoy dolphin and sunset cruises, fishing charters, jet ski & boat rentals, shopping, and dining.
5.0 out of 5 average rating, 102 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
Gulf Strand Beach Resort
Modern, spacious condo situated directly on beautiful St Pete Beach with a balcony. Miles of white sand and warm clear water. All year round heated swimming pool and hot tub exclusively for guests. Covered patio and barbeque. Fully equipped kitchen with large fridge freezer, dishwasher, cooker and microwave. Washer and dryer in the apartment. Designated free parking space. Steps from large supermarket and many restaurants. Excellent guest services on site and simple check in and out process.
4.86 out of 5 average rating, 281 reviews
Sunsets on the Island
Enjoy peaceful relaxation and serene sunsets in this top floor condo on the beautiful Isla Del Sol. The large private balcony, which overlooks the private beach and community pool, has plenty of seating options for enjoyment throughout your day in paradise. Inside, a king bed, two twin beds, and a queen size sofa bed offer comfort and versatility. This condo features an updated kitchen, bathrooms, and styling throughout. Only a short walk or bike ride to the Don Cesar or several top beaches!
4.96 out of 5 average rating, 115 reviews
Island Time: Open Sept 29th-Oct 3rd, 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 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, 242 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 in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.
4.86 out of 5 average rating, 672 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
Beachfront 2/2 Condo, Treasure Island,305W Oceana
STUNNING! This 2-bedroom, 2-bath end unit sits directly on Treasure Island Beach with a heated in-ground community pool! Condo comfortably sleeps 6 people with a king-size bed in each bedroom and 2 chairs that convert to twin beds in the living area. PLEASE NOTE: ONLY 1 parking spot comes with the reservation, and it is an assigned parking spot. We will not be able to help you find parking for any additional cars.
4.93 out of 5 average rating, 163 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, 121 reviewsPopular amenities for Holmes Beach beach condo rentals
Beachfront condo rentals

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo
4.91 out of 5 average rating, 214 reviews
BEACHFRONT Condo - Belleair Beach Club - RENOVATED
4.72 out of 5 average rating, 548 reviews
Beachfront corner condo 3 bedroom, 2 bathroom.
4.82 out of 5 average rating, 127 reviews
Rincón Divino MB 2 Balconies, Ocean & Marina Views
4.99 out of 5 average rating, 243 reviews
Stunning water views at Crystal View Cove Beach Co
5.0 out of 5 average rating, 3 reviews
Cool Breeze by Beach Boutique Rentals
5.0 out of 5 average rating, 23 reviews
Nautilus #111 by Duncan Real Estate
5.0 out of 5 average rating, 3 reviews
Beachfront Studio on Anna Maria Island
5.0 out of 5 average rating, 3 reviewsPet-friendly beach condo rentals

Luxury Seashell Oceanfront Condo with Pool
4.9 out of 5 average rating, 119 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, 122 reviews
Surfside Villas - Apartment B
4.9 out of 5 average rating, 165 reviews
BBC216 - Gulf Breezes & Beachfront Vibes!
4.84 out of 5 average rating, 111 reviews
Beachside Mini-Condo w/ Pool on Redington Beach!
4.8 out of 5 average rating, 392 reviews
Breathtaking Waterview Condo!
4.82 out of 5 average rating, 139 reviews
Newly Rehabbed • Pickleball/Tennis • Beach Access
5.0 out of 5 average rating, 13 reviewsLuxury beach condo rentals

Relax in a Newly Renovated Beach Front Paradise
4.98 out of 5 average rating, 139 reviews
Beachfront Treasure Island | Pool | Penthouse
4.91 out of 5 average rating, 275 reviews
Panoramic Gulf View Beachfront Condo
4.93 out of 5 average rating, 152 reviews
Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
Siesta Key Beach Front Condo
4.91 out of 5 average rating, 137 reviews
End Unit Remodeled 3/2- We Are Open For Business!
4.92 out of 5 average rating, 146 reviews
Gulf Views | Walkable | Spacious
4.92 out of 5 average rating, 166 reviews
Private Beach Siesta Key Resort Jamaica Royale
4.86 out of 5 average rating, 154 reviewsDestinations to explore
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