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Capt Jack's w/SUP, Jacuzzi, Game Rm, kayaks, dock

Escape to our newly remodeled (2025) never been flooded upriver home in Weeki Wachee, FL, just 1 hour N of Tpa boasting professionally cleaned, comfortable accommodations. Enjoy a private Jacuzzi, an expansive game rm with a LG smart TV, 2 SUP, 5 Kayaks, 4 relaxing RiverTubes +, a giant float mat, & yoga mat on one of the best upriver canals just off the main river. The perfect retreat for those seeking relaxation & adventure in nature's paradise. Secure your date with a deposit while it lasts.

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Cozy Gulf Island Resort Condo #603 in Hudson

Enjoy a relaxing waterfront getaway to the Sunshine State at this 1-bedroom vacation rental located in Hudson. Set in the Gulf Island Beach and Tennis Club. The condo offers access to amazing on-site amenities such as a heated pool, game room, fitness center and close proximity to white sandy beaches and attractions. Wake up with a cup of coffee in the morning and relax at the end of the day enjoying your private waterfront balcony overlooking the spectacular view over the Gulf of Mexico.

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

Hudson Waterfront Home "The Surf Shack"

We're not just a place to sleep at night; we're full of fun things to do! We are pool tables, foosball, board games, corn hole, and get togethers outside under the pergola. Use the dock to fish or spot wildlife or to simply relax. Our home is walking distance to Hudson Beach and Robert J. Strickland Park boat ramp! Ollie's on the Beach is 0.4 miles away and Sam's Beach Bar is 0.6 miles. We foresee lots of great sunsets in your future. Allow us to make your stay one of the best!

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Vay-cay Canalside at Sunshine & Splashes Cottage

Come and enjoy Sunshine Splash Down; a large new waterfront home on Big Cypress Canal; just a short paddle down canal to the Weeki Wachee river. Manatees frequent the canal year round. The home is spacious with a 28 ft porch overlooking the water. 6 Kayaks and a paddleboard are included. Ideally located close to the river, yet without the crowds of kayakers. Old Florida tranquil charm offered here. Enjoy the river longer; great discount of 45% on monthly rentals.

Near Trail & Pier | Crystal Beach Bungalow

Welcome to our 3-bedroom, 2-bath Crystal Beach home — a fully remodeled retreat with bright open spaces and a private backyard gazebo. • Fully updated interior with a modern coastal feel • Bright living area with a smart TV and fast WiFi • Fenced backyard with outdoor dining under the gazebo • About 1 block to the Pinellas Trail and 3 min drive to Crystal Beach Pier Settle in and enjoy an easy Palm Harbor stay with room to relax, cook, and head out on the trail.

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Pool • Ocean View • Walk to Beach & Restaurants

- Wake up to ocean views from every room. - This Balinese-inspired coastal retreat blends modern luxury with tropical serenity. This fully renovated 2-bedroom, 1-bath oceanview retreat was thoughtfully designed to feel like a private Balinese escape on the water. Every single room features ocean views — from the bedrooms to the living area and kitchen. Natural textures, warm wood tones, and curated décor, create an elevated atmosphere the moment you walk

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Did Someone Say Heated Pool?

Discover coastal luxury in this completely remodeled, stylish 3-bedroom, 2-bath waterfront home perfectly situated in the heart of Hernando Beach. Gorgeous kitchen with quartz countertops, and stainless-steel appliances that flow into the spacious living and dining areas that showcase high end finishes. The split-bedroom floorplan offers privacy, with a primary suite with a beautifully updated bathroom. Enjoy the heated pool as it won't disappoint.

Guest Suite + Pool ~ 2 min from the beach

Kick back and relax in this deluxe guest suite, with your own private pool and patio! This spacious ground floor unit features a queen size bed, bathroom, small well-stocked kitchenette, and exclusive access to patio and pool from your unit. Just a 2 min drive to Sunset Beach, 5 min to Fred Howard Park, and 7 min to the Sponge Docks. Also just a short drive to Dunedin & America’s #1 Beach: Clearwater Beach. Enjoy FL livin’ at its finest! ☀️

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Harbormaster’s Loft-Nature and Kayak

Find your zen...Relax in the surroundings of an 150 acre bird sanctuary. Hear the sounds of the birds and star gaze into the night. Paddle to the crystal clear waters of the weeki wachee from remote bay lake pond, then 15-20 min nature paddle down canal to river . Observe manatees, birds, otters and turtles , or spend the afternoon at the beach watching dolphins or cast a fishing line into the pond or river..

Gulf-Front Oasis | Stunning Sunsets +Nature Views!

Escape to Osowaw Oasis, a peaceful Gulf-front retreat on over an acre with 600' of waterfront. Enjoy breathtaking sunsets, coastal charm, and 2,000 sq ft of outdoor entertaining space. Lounge on the upstairs porch, launch kayaks, or watch for dolphins and manatees. Just 10 minutes from Weeki Wachee, this cozy, dog-friendly home is perfect for families, nature lovers, and anyone craving Old Florida charm.

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Island/Beachfront House - Majestic Sunsets

Welcome to the stunning, recently-built (2023) Beachfront Bliss! We are directly on the beach in the most desirable west side of the island. Starting with the most spectacular panoramic views of the Gulf, you'll find yourself mesmerized by the seemingly endless water view and beautiful sunsets. See dolphins and wildlife from the covered deck. [Please review recent nightly rate changes under details]