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Golf Cart, Bimini Sunrise by SeaBreeze Vacation
Bimini Sunrise is the kind of place that instantly makes you feel like you’re on vacation. Tucked along a peaceful canal on Anna Maria Island, this beautiful 4 bedroom/4.5 bathroom home with a rooftop deck and elevator, offers gorgeous bay views, a private dock, and an unbeatable location just a short walk from Pine Avenue, great restaurants, and the free island trolley. With its clean design and warm, inviting spaces, it’s a home that feels both luxurious and comfortable from the moment you arr

Showstopper Beach Home Pool Spa Waterfall Elevator
Welcome to the Kingdom on Hyde, the crowning jewel of Arlington Park homes & a vacation lover's dream. Featuring 4 bedrooms & 6 baths spread over nearly 4000 sq ft w/ 20ft soaring ceilings. This jewel box features a heated pool & spa with dramatic 8ft waterfall feature, Thermador Appliances, commercial grade elevator, custom imported tile & finishes & 2-story living amongst the Live Oaks. Perfectly situated a stone's throw from Arlington Park & a short drive to Siesta Beach & Downtown Sarasota!

Luxury Beachfront House in Anna Maria!
ANNA MARIA-LOCATED JUST STEPS AWAY FROM THE BEACH AND SHOPPING! This luxury house on the bay features sweeping views of the Bay, Passage Key, Beachfront, and Skyway Bridge. With 4 bedrooms and several entertainment areas this makes an amazing retreat for a family or group of friends that have luxury tastes while enjoying the relaxed atmosphere of Anna Maria. Features include a pool and spa with a putting green and rooftop deck! This is as luxurious as it gets with a short walk to downtown shops

Lido Luxe Estate: Rental with Pool + Rooftop Deck
Lido Luxe Estate by Lido Key Vacations Vacation Rental License #VR25-00081 Minimum stay duration of 7 days/nights Experience unmatched luxury at Lido Luxe Estate, Sarasota's finest island retreat located in the prestigious Lido Key! This beautifully appointed six-bedroom, six and a half bath home offers a perfect combination of elegance, privacy, and entertainment. Located just a short six-minute walk from pristine Gulf beaches and the high-end shops and restaurants of Lido Key’s renowned

Waterfront Home Private pool, elevator and dock
Luxury waterfront retreat w/pool, spa, boat ramp & dock! Elevator makes it perfect for multi‑generational family getaways. This brand-new home features airy open-concept living and 4 bedrooms (3 primary en-suites with King). Swim in the sparkling pool, soak in the spa, grill on the BBQ, and dine under the covered patio. Just minutes to Gulf beaches and local dining. Bring your boat and enjoy waterfront living from your own backyard oasis, where you can relax and watch manatees in the canal.

400ft to Beach, Ocean View, Pool, in the Village
Siesta Key Dream’s largest and most luxurious vacation rental, features four levels, totaling 6-bedrooms, 9-beds, & 6 full-bathrooms. Notable attributes include: a heated-pool, hot tub, 2-balconies, a roof-top sundeck, parking, a backyard and an elevator. With a premier location, beach access point #4 is 400 feet away, and the Siesta Key Village is one block away. In addition to a highly desired location, the unique property design allows beach and Gulf of Mexico views from multiple levels.

Island home with Pool and swim-up bar!
The Blue Crab by Anna Maria Vacations Home in Holmes Beach, Florida VRC-000057 Welcome to The Blue Crab, a stunning island retreat just three blocks from Holmes Beach! This luxurious four-bedroom, four and a half bath home boasts a tropically landscaped backyard featuring a private pool with a swim-up bar, fire pit, and hot tub. Surrounded by elegant, coastal farmhouse decor, the open layout offers plenty of space for family gatherings or friends’ getaways. Perfect for those seeking

Golden Glow - Stunning Views!
Golden Glow by AMI Locals TPL26-000025, DWE5105519 Golden Glow is a brand new luxury five-bedroom, five-bath waterfront retreat located in the heart of Bradenton Beach on Anna Maria Island. Designed for elevated coastal living, this stunning new construction home offers breathtaking bay views, a private dock, and a rooftop deck built for unforgettable sunsets. Just steps from the Gulf beaches and minutes from Bridge Street dining and shopping, Golden Glow delivers the perfect blend of

Beachfront Luxury - Resort Pool - Steps to Village
Vunique Vacations was built for the discerning traveler who’s seeking a truly unforgettable experience! Each home is thoughtfully designed down to the last detail, with you–our guest–in mind. Our team delivers service that’s every bit as impressive as our luxury vacation homes, with a consistent, personalized touch from start to finish. No hidden fees, just transparent pricing and advertising. The result? Unmatched value for travelers who expect more from their getaway.

The Shady Mermaid by Duncan Real Estate
Welcome to The Shady Mermaid! A luxury ground-level vacation home just a 3-minute walk from the beach! With two bedrooms and two bathrooms, this rental sleeps up to six guests. You and your guests can sit back, relax, watch movies, and connect over effortless conversations in the living area. Top of the range, fully equipped kitchen has ample counter space, gas cook top and oven, extra-large fridge/freezer and wine cooler making meal prep a breeze.

Designer Lido Key Home w/ Rooftop & Pool
🦩 Exclusive Amenities Include: • Heated Pool & Spa • Rooftop Deck & Lounge • Walk to Lido Beach & St. Armands Circle • Theater Room & Game Lounge • Smart TVs & High-Speed WiFi • Starter Packs: Toiletries & Home Essentials • Beach Towels, Chairs, Cooler, Caddy & Bikes • In-Home Laundry with Washer & Dryer • Regular & Keurig Coffee Makers, Dishwasher & Kitchen Essentials • Enhanced Cleaning Protocols by CottageClean

Shangri-La | Bean Point | Rooftop Pool | Golf Cart
Escape to Shangri-La, a stunning beachfront estate on Anna Maria Island's coveted Bean Point. This private, gated sanctuary offers unparalleled Gulf views and direct beach access. Enjoy luxurious amenities, spacious rooms, and a serene atmosphere perfect for a memorable vacation. Experience the best of island living in this extraordinary retreat.
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Lap of Luxury by Duncan Real Estate

New–2 Homes–Big Waterslide–Sport Court–Sleeps 37

The Curated Palm – Luxury Canal Home w/ Pool & Spa

New-Luxury Lido Estate-Pool-Rooftop-Steps to Beach

New - Dual-home luxury, Rooftop Decks, Sleeps 32

Rooftop Views! Pool, Spa and Game Room!

Pool, Spa & Rooftop Fire Pit • Steps to Beach

New - Luxury 2-Home Estate-Pools & Rooftops
Destinationer att utforska
- Familjevänliga boenden att hyra Siesta Beach
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- Boenden med bubbelpool Siesta Beach
- Djurvänliga boenden att hyra Siesta Beach
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- Boenden nära strand Siesta Beach
- Hus att hyra Siesta Beach
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- Villor att hyra Siesta Beach
- Radhus Siesta Beach
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- Lyxboenden Sarasota County
- Lyxboenden Florida
- Lyxboenden USA
- Anna Maria Island
- Raymond James Stadium
- Crescent Beach
- Johns Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Sköldpaddsstranden
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Vinoy Park
- Cortez Beach
- Tropicana Field
- Manasota Key Beach
- St. Pete Beach
- Anna Maria offentlig strand
- Englewood Beach
- Jannus Live
- River Strand Golf and Country Club
- Myakka River State Park
- North Beach At Fort DeSoto Park
- Don CeSar Hotel




