
Beachfront holiday rentals in Boca Ciega Bay
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Top-rated beachfront rentals in Boca Ciega Bay
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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
Stunning Views Beach Front Condo
Beautifully updated 4th floor 3 bedroom beach front condo! Enjoy gorgeous views of the Gulf of Mexico from a large screened in balcony! Gulf view from both the living room and master bedroom. A large updated kitchen is perfect for the whole family. This condo sleeps 6 comfortably. Cable and WIFI are available as well as beach necessities. A view of the Bay from the front door. Walking distance to John’s Pass. Due to the hurricane, there is still minor repairs being done around the building/town.
4.94 out of 5 average rating, 177 reviews
Beach Front at “The Shore”
Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.
4.95 out of 5 average rating, 112 reviews
MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach
Maderia Beach WATERFRONT & 2-3 minutes' walk to the beach. A great LOCIATION! A short drive from John's Pass Boardwalk & Johns' Pass Village. Feel the breeze, relaxing & enjoy the fishing on the docks right at our back yard! Everything you need, including 2 beds (1 Queen bed in bedroom & 1 twin sofa bed), well-equipped kitchen, parking permit, WIFI, Roku TVs, beach towels & chairs, umbrella. Restaurants, bars, shopping, Dolphin tours, fishing tours, boat & ski rentals ...are in walking distance.
4.88 out of 5 average rating, 146 reviews
Villa Madeira
Property Type Condo Unit Code VM204 Beds 1 king bed, 1 queen bed, 2 twin beds Bathrooms 2 bathrooms Rooms Sleeps 6 Reserved Parking for 1 Vehicle, Guest Parking for Others Pets No pets allowed. Living Central Air Conditioning, High Speed Internet, Ironing Board, Linens, Washer & Dryer Business Nearby ATM, Nearby Bank, Nearby Internet Cafe Kitchen Coffee Maker, Cookware, Full Kitchen, Entertainment Smart TV Outdoor Balcony, Beach, Outdoor Shower, Pool Geographic Close to John's Pass, On Beach
4.89 out of 5 average rating, 156 reviews
Luxury Seashell Oceanfront Condo with Pool
Book your next beach vacation at the stunning Seashell Condo in the Treasure Island Beach community. This modern and airy 2-bedroom, 2-bathroom vacation rental is the perfect getaway for relaxation and adventure. Enjoy the private terrace and chef's kitchen, as well as access to the shared pool, hot tub, gym, and rooftop terrace. Located just steps away from the beach and surrounded by fantastic restaurants and shops, Seashell Condo is the perfect place to call home during your beach vacation.
4.9 out of 5 average rating, 119 reviews
Family Friendly Beach Cottage in Madeira Beach, FL
Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!
4.88 out of 5 average rating, 177 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, 113 reviews
Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool
4.97 out of 5 average rating, 206 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
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
COASTAL CHIC! Luxury Apartment with Oceanviews
Welcome to our Gulf View Condo SEASIDE #1604 at the "Madeira Bay Resort" - just steps from the beautiful white-sanded Beach and famous John's Pass! Built in 2020, you will enjoy brand new amenities, luxurious furnishings, memory foam beds, an electric fireplace, a gourmet kitchen and all beach essentials, so you only have to pack your flip flops and come on over!
4.96 out of 5 average rating, 167 reviewsPopular amenities for beachfront rentals in Boca Ciega Bay
Pet-friendly beachfront home rentals

SolMate 2/2, kayaks, beach, views, boat slip
4.93 out of 5 average rating, 147 reviews
“Beach Walk Retreat • Free Parking
4.95 out of 5 average rating, 147 reviews
Beachside Mini-Condo w/ Pool on Redington Beach!
4.8 out of 5 average rating, 393 reviews
♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥
4.94 out of 5 average rating, 152 reviews
Quiet Beachfront Bungalow on Florida’s Gulf Coast
5.0 out of 5 average rating, 254 reviews
𖤓Updated Stilt home: just steps to the beach!𖤓
4.98 out of 5 average rating, 203 reviews
Beachfront on Clearwater Beach!
4.84 out of 5 average rating, 192 reviews
Beautiful Beachfront Cottage on the Water
4.95 out of 5 average rating, 204 reviewsBeachfront home rentals with a pool

Beachfront 2/2 Condo, Treasure Island,305W Oceana
4.93 out of 5 average rating, 163 reviews
Special 11/07-14/26-All Room Direct Beach Front
4.87 out of 5 average rating, 111 reviews
2/2 Newly remodeled Beach Front - Sunset Vistas
4.91 out of 5 average rating, 142 reviews
Beachfront Condo w/ Ocean View - Newly Renovated!
4.94 out of 5 average rating, 197 reviews
Bay-View 2BR / Heated Pool, Steps to Madeira Beach
4.9 out of 5 average rating, 21 reviews
Waterfront Condo | Gulf Views | Beach Access&Pool
5.0 out of 5 average rating, 16 reviews
Madeira Beach, Florida: Renovated Beachside Condo
4.96 out of 5 average rating, 24 reviews
Luxury Beach Condo - 3BR/3BA
4.97 out of 5 average rating, 79 reviewsPrivate beachfront home rentals

Beautiful New Home with Ocean View, Steps to Beach
4.99 out of 5 average rating, 122 reviews
Sunset Waterfront Retreat| Firepit, Dock&Game Room
4.98 out of 5 average rating, 63 reviews
Chambre 303 - Pool, Hot Tub, Walk to John's Pass!
4.97 out of 5 average rating, 36 reviews
Kamp Komfort Historic Family Beach House
4.98 out of 5 average rating, 47 reviews
Two Full Units. Walk to Beach. Pool. Fishing Dock.
5.0 out of 5 average rating, 3 reviews
The Harbor Condo Beach Escape!
5.0 out of 5 average rating, 27 reviews
Beachfront Condo | On Sand | 3 Room | Heated POOL
4.87 out of 5 average rating, 15 reviews
Oceanfront Escape
5.0 out of 5 average rating, 31 reviewsDestinations to explore
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