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Quiet luxury on Siesta Key!

Enjoy a tranquil vacation at this Siesta Key 3 BR 2.5 BA home with an oversized pool. Pulling up to the lush tropical landscaped property, you will be greeted by its beautiful palm trees and plants. The outdoor section features an oversized, heated pool and spa. The home also features a top of the line Weber gas grill. The house is located on the north end of Siesta Key, a 5 minute drive to Siesta Village and 7 minute drive to Siesta Beach. The home has easy access on and off the island.Tit

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Longboat Key Seaside Retreat

Relax in a beautifully renovated seaside retreat, perfectly located just steps from the beach. Enjoy new furnishings, modern appliances, balcony, high-speed internet, electric fireplace, large screen TV's, toilet bidets, fully equipped kitchen, heated pool, games, bicycles & a variety of beach amenities. We invite you to explore St. Armands Circle, sidewalk cafes, delightful restaurants, diverse shopping & a host of other local attractions. You will thoroughly enjoy every moment of your stay.

Beautiful Beach House

Beautiful, updated 1937 beach house. Original LongBeach cottage. Gated entrance to property. Three bedroom, two bath. Master bathroom has bathroom en suite. Hardwood floors throughout. Kitchen updated. Beautiful front and back porches to enjoy the sunshine. Private access to beach and Gulf of Mexico. Walking distance to shops and Tennis. Bedrooms include master with King, second bedroom with queen, third bedroom with two twins. Come join us in longboat key for sunshine, beaches,culture,tennis

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

BRAND NEW home centrally located in the highly sought-after neighborhood of Arlington Park 2 miles to downtown. Coastal Luxe is a 2 story single family home with an open floor plan with bright, warm and inviting areas for gathering, entertaining, & relaxation. Every room in the house thoughtfully designed for your comfort & enjoyment. Perfect for your large group of friends & family!. Pool & Spa, Outdoor kitchen equipped with gas grill & smoker Enjoy your own mini golf experience with 4 holes

Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool

Welcome to Sapphire Shores Muse, a stylish, fully-furnished retreat perfect for 30+ day stays. Located minutes from Siesta Key and downtown Sarasota, this upscale home offers a private pool, shaded lounge, and outdoor dining—ideal for unwinding after work. Inside, enjoy a chef’s kitchen, smart TVs, fast Wi-Fi, and serene bedrooms with luxe linens. Perfect for corporate stays, traveling nurses, snowbirds, local renovations and relocations. Experience Sarasota in comfort and style—book now!

Pickleball, Pool, Spa, Cold Plunge, IMG Academy

📍 5 Minutes to IMG Academy 🎾 Private Pickleball Court +🥍 Wall Ball Wall 🏊‍♂️ Saltwater Pool 💦 Cold Plunge + Hot Tub 🚰 The Wellness Bar 🧘 Recovery + Lounge Zones 🛏️ Group Friendly Layout 📸 Content-Worthy Design 🛀 3 Full Baths 1 Half Bath 🍽️ Two Dining Room options (one indoor and one outdoor) Welcome to The Sideline Club Where game-day energy meets Florida-coastal ease. Just minutes from IMG Academy and Bradenton’s best beaches. It's the stay you didn't know you needed!

The Blessing House- Htd Pool/Spa, Close to Beaches

Welcome to The Blessing House, a beautifully curated Sarasota retreat designed for relaxation, comfort, inspiration, and quality time together. Enjoy a heated pool & spa, lush lanai, bright designer interiors, and a peaceful residential setting just 15 minutes from Siesta Key, Lido Key, and downtown Sarasota. Thoughtfully maintained and enjoyed by our family throughout the year, this home is ideal for couples, families, and discerning travelers seeking a restful and memorable getaway.

Waterfront Pool Oasis Kayaks, Games & Beach Vibe

Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

Turtle walk - Next to 5 top eats-Beach+Boat parkng

*Designer Renovation* Single level, next to Bright White Quartz Sand, Welcome to UPGRADED BEACH PARADISE Featuring - STREET BOAT TRAILER PARKING, NEW Full Kitchen, NEW Cabinets and Granite Countertops. LUXURY Bathroom with New Vanity, Oversized Shower Tile and Moen wand sprayer showerhead. 65 inch 4k Roku Smart TVs with Super Fast 1000 MbPs internet. Very Posh Bedroom, KING SIZE Memory Foam Hybrid Bed Complete with office Desk. FULL-Size pull-out bed in the living room.

Beautiful Historic Ringling house!

Welcome to the John Ringling House, a three-bedroom and two-bathroom one-of-a-kind masterpiece on the National Historic Registry and is a 1924 Historic John Ringling Estate. Located in the prestigious John Ringling Estates neighborhood, this home is a quick stroll to St. Armands Circle, known for premier shopping and luxury dining, and is near the award-winning Gulf of Mexico Beaches. Immerse yourself in the island's rich history while enjoying a luxury vacation!

Tipsy Flamingo | POOL • HOT TUB • FIRE PIT • GAMES

Dive into the curious home of Tipsy Flamingo. The tropical fever dream you didn’t know you needed! Stay in a historic home bursting with fluorescent colors, a pink-tastic Flamingo Suite, a wild Jungle Room, and a chill coastal Surf Den. Outside, swing under the pergola, battle it out in giant chess, soak in the hot tub, lounge by the fire pit, and float in the sparkling pool on your honorary pink flamingo throne. Pure fun, pure vibes, pure madness! 🦩