4 bedrooms
•
4 beds
•
2.5 bathrooms
•
8 guests
•
New
•
1679.1684 sq. ft.
Operated by a Wander partner
Trusted operators, vetted by Wander
Penthouse Sweet
Close your eyes - now open them, because you’ve found the Gulf beach vacation of your dreams with this brand-new penthouse condo, decorated with luxury furnishings, located on a protected harbor across the street from the beach. It’s an elevator ride downstairs to the shops, restaurants, bars, mini-golf, and other attractions right outside the front door. If you want to stay even closer to home, spend the day enjoying the on-site heated pool.
Mornings are made for sipping coffee from the Nespresso machine, while out on your balcony, as you enjoy the sea breeze and peek-a-boo ocean view. Inside, you’ll find an open living space, featuring chic decor, bright pops of art, and abundant natural light. The group’s chef will love the sleek kitchen, with gleaming stainless steel appliances, tons of cabinetry and countertops, and all the cookware they need to prepare a feast. Grab a bite at the kitchen island or sit down for a family-style meal at the adjacent dining table.
After a day on the sand - and don’t forget to grab the provided beach gear - come home to cool off in the central AC. The washer/dryer will make quick work of any laundry while you stream the latest release from the oversized sectional. A bonus room with another TV means everyone can watch what they want, and the free high-speed WiFi makes it easy to stay connected. End the night in any of three serene bedrooms, but not before stepping out to the balcony to toast your first - and next - dreamy beach day.
CONDO AMENITIESTHINGS TO KNOW
Guests must use personal logins for streaming services.
While this home is dog-friendly, guests are requested not to bring dogs under one year old.
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 queen bed
Bedroom 4
1 queen bed
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 queen bed
Bedroom 4
1 queen bed
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Madeira Beach, Florida 33708, US
Madeira Beach, Florida, USBilmar Beach Resort offers fresh seafood and Caribbean-flavored dishes at Sloppy Joe’s on the Beach, where families unwind in a casual “beach chic” atmosphere with Gulf views, live music, and beach games.
Caddy's Treasure Island is a beautiful beachfront restaurant on Sunset Beach offering waterfront dining with fresh seafood, barbecue, and drinks while you enjoy spectacular sunsets and live music right on the sand[1][2]. Whether you dine under a private cabana, on the upstairs deck, or inside the dining room, the views are great and the lively, sandy atmosphere creates a classic beach experience[1][2].
Sea Dog Brewing Co. is a lively New England brewpub where handcrafted ales pair perfectly with classic coastal comfort food like fresh seafood and hearty burgers, all served in a welcoming, casual atmosphere that feels like a vacation on the water. [1][4][6]
The Conch Republic Grill offers a vibrant, tropical island getaway atmosphere with beachy decor and lively tunes, serving rave-worthy seafood and brunch favorites like Key West Conch Fritters and Mussels Diablo. Generous portions and happy hour deals make it a popular spot for visitors seeking fresh Florida seafood and Key West-style cocktails. [1][2][3][6]
Studio Movie Grill - Seminole offers an ultimate in-theater dining experience where you can enjoy a full American grill menu and hand-crafted cocktails delivered to your seat while watching movies in custom luxury recliners with reserved seating.
Shrimpy's Waterfront blends fresh Florida seafood with New Orleans flair, offering spectacular Cajun-style dishes like Southern Shrimp & Grits and Shrimpys Jambalaya. Enjoy a fun, music-filled atmosphere with breathtaking sunset views right on the intercoastal waterfront.
Sloppy Joe's on the Beach offers freshly made American and Floribbean cuisine with Caribbean flavors, including the signature Sloppy Joe's sandwich, served in a relaxed, beach-chic ambiance with waterfront decks perfect for watching unforgettable Gulf Coast sunsets.
Salt Rock Grill is a legendary Indian Shores waterfront landmark offering hand-cut USDA Prime beef, fresh dayboat seafood, and a raw bar, paired with an exquisite wine cellar and cozy ambiance overlooking the intercoastal waterway.
Doc Ford's Rum Bar & Grille offers a relaxed, tropical ambiance where you can savor fresh Caribbean and Florida seafood in cozy dining rooms or on a scenic outdoor patio. Known for its island mojitos and generous portions, it’s the perfect spot for a casual lunch or dinner with a laid-back, waterfront vibe. [1][2][3]
Hubbard's Marina offers unforgettable deep-sea fishing, dolphin watching, and sunset cruises with free beer and wine, making it a perfect family-owned adventure for fishing enthusiasts and nature lovers seeking Gulf Coast fun.
John's Pass Village & Boardwalk is a top Florida Gulf Coast attraction featuring over 100 shops, fresh seafood, and watersports like jet skiing and pirate ship cruises, making it perfect for families and adventure seekers. [1][2][4]
Catapult Adventure Park in St. Pete is a multi-level indoor playground packed with mega slides, twist-and-turn tunnels, climbing walls, trampolines, and ziplines that lets families and thrill-seekers jump, race, and conquer Mt. Catapult together. Kids aged 6 and up (with parental supervision for under 16), teens, and adults who love active, non-stop fun will enjoy this bright, bouncy universe of adventure.
Walsingham Park is a serene, family-friendly oasis perfect for nature lovers, hikers, and families who enjoy fishing, boating on its quiet lake, walking multi-use trails, playing at the new accessible playground, or relaxing in peaceful picnic shelters without noisy motorized boats.
Treasure Island Beach offers a massive, calm stretch of powder-white sand and gentle Gulf waters perfect for swimming, shelling, and relaxing without crowds, making it ideal for families and those seeking a peaceful Old Florida getaway.
John's Pass Village & Boardwalk is a historic waterfront hub in Madeira Beach where families and adventure seekers enjoy fresh seafood, unique shops, and exciting water activities like parasailing and dolphin watching just steps from the sand. Its blend of coastal charm, 1848 hurricane history, and over 100 locally owned merchants makes it a special, must-visit Florida destination for everyone.
Florida Botanical Gardens offers a free, 120-acre oasis of tropical flowers, cactus landscapes, and butterfly gardens that inspires nature lovers, families, and anyone seeking a peaceful escape from the beach crowds.
This free, family-friendly sanctuary lets you witness the rescue and rehabilitation of native birds while enjoying daily pelican feedings and a beachside observation tower, making it perfect for nature lovers and families seeking an educational coastal adventure.
Contact your host to cancel your reservation.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
8 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 21, 2026 | $154 | Not Available |
| Jul 22, 2026 | $162 | Not Available |
| Jul 23, 2026 | $184 | Not Available |
| Jul 24, 2026 | $212 | Not Available |
| Jul 25, 2026 | $220 | Not Available |
| Jul 26, 2026 | $181 | Not Available |
| Jul 27, 2026 | $161 | Available |
| Jul 28, 2026 | $150 | Available |
| Jul 29, 2026 | $160 | Available |
| Jul 30, 2026 | $180 | Available |
| Jul 31, 2026 | $200 | Available |
| Aug 1, 2026 | $194 | Available |
| Aug 2, 2026 | $170 | Available |
| Aug 3, 2026 | $146 | Not Available |
| Aug 4, 2026 | $125 | Not Available |
| Aug 5, 2026 | $141 | Not Available |
| Aug 6, 2026 | $156 | Not Available |
| Aug 7, 2026 | $173 | Not Available |
| Aug 8, 2026 | $180 | Not Available |
| Aug 9, 2026 | $147 | Not Available |
| Aug 10, 2026 | $122 | Not Available |
| Aug 11, 2026 | $120 | Not Available |
| Aug 12, 2026 | $121 | Not Available |
| Aug 13, 2026 | $136 | Not Available |
| Aug 14, 2026 | $154 | Not Available |
| Aug 15, 2026 | $158 | Not Available |
| Aug 16, 2026 | $129 | Not Available |
| Aug 17, 2026 | $120 | Not Available |
| Aug 18, 2026 | $120 | Not Available |
| Aug 19, 2026 | $120 | Not Available |
| Aug 20, 2026 | $120 | Not Available |
| Aug 21, 2026 | $135 | Not Available |
| Aug 22, 2026 | $138 | Not Available |
| Aug 23, 2026 | $120 | Not Available |
| Aug 24, 2026 | $120 | Not Available |
| Aug 25, 2026 | $120 | Not Available |
| Aug 26, 2026 | $120 | Not Available |
| Aug 27, 2026 | $120 | Not Available |
| Aug 28, 2026 | $128 | Not Available |
| Aug 29, 2026 | $133 | Not Available |
| Aug 30, 2026 | $120 | Not Available |
| Aug 31, 2026 | $120 | Not Available |
| Sep 1, 2026 | $120 | Not Available |
| Sep 2, 2026 | $120 | Not Available |
| Sep 3, 2026 | $120 | Not Available |
| Sep 4, 2026 | $141 | Available |
| Sep 5, 2026 | $150 | Available |
| Sep 6, 2026 | $131 | Available |
| Sep 7, 2026 | $120 | Available |
| Sep 8, 2026 | $120 | Available |
| Sep 9, 2026 | $120 | Available |
| Sep 10, 2026 | $120 | Available |
| Sep 11, 2026 | $129 | Available |
| Sep 12, 2026 | $137 | Available |
| Sep 13, 2026 | $120 | Available |
| Sep 14, 2026 | $120 | Available |
| Sep 15, 2026 | $120 | Available |
| Sep 16, 2026 | $120 | Available |
| Sep 17, 2026 | $120 | Available |
| Sep 18, 2026 | $124 | Available |
| Sep 19, 2026 | $137 | Available |
| Sep 20, 2026 | $120 | Available |
| Sep 21, 2026 | $120 | Available |
| Sep 22, 2026 | $120 | Available |
| Sep 23, 2026 | $120 | Available |
| Sep 24, 2026 | $122 | Available |
| Sep 25, 2026 | $131 | Not Available |
| Sep 26, 2026 | $138 | Not Available |
| Sep 27, 2026 | $120 | Not Available |
| Sep 28, 2026 | $120 | Not Available |
| Sep 29, 2026 | $120 | Not Available |
| Sep 30, 2026 | $120 | Not Available |
| Oct 1, 2026 | $123 | Not Available |
| Oct 2, 2026 | $134 | Not Available |
| Oct 3, 2026 | $144 | Not Available |
| Oct 4, 2026 | $128 | Not Available |
| Oct 5, 2026 | $120 | Not Available |
| Oct 6, 2026 | $120 | Not Available |
| Oct 7, 2026 | $123 | Not Available |
| Oct 8, 2026 | $142 | Not Available |
| Oct 9, 2026 | $155 | Not Available |
| Oct 10, 2026 | $158 | Not Available |
| Oct 11, 2026 | $143 | Not Available |
| Oct 12, 2026 | $128 | Not Available |
| Oct 13, 2026 | $122 | Not Available |
| Oct 14, 2026 | $125 | Not Available |
| Oct 15, 2026 | $144 | Not Available |
| Oct 16, 2026 | $157 | Not Available |
| Oct 17, 2026 | $158 | Not Available |
| Oct 18, 2026 | $147 | Not Available |
| Oct 19, 2026 | $129 | Not Available |