Beachfront holiday rentals in Tiger Tail Island

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.

View · Beach · Decor

Private Waterfront Island Lodge

Fish, boat and relax on your own private island! Accessible by boat only with a quarter mile of shoreline overlooking the Gulf of Mexico! YES theres power YES there’s wifi! The main house is 2800 sf accommodating 13 people. There is also a bungalow on the property that sleeps up to 4. Bring up to 3 boats & make use of multiple docks, huge outdoor picnic area & outdoor kitchen as well as a fish cleaning station. Cook & eat your catch while watching manatees and dolphins swim in your front yard

View · Outdoor spaces · Kitchen

Island House, Gulf Views Pine Isl., Tampa, Orlando

Private, island -house with breathtaking ocean views (+tons of space indoor & out to relax!) You'll have the privacy of the entire home, & screened in patio in this updated stilt house. Enjoy memory foam mattresses, stainless steel appliances, WiFi, Smart TV's - everything guests need to make your stay on this quaint island a cherished memory. Breathtaking Gulf views from nearly every window of the house! Watch dolphins frolic from your private deck. 10 min walk to the island beach-park.

View · Walkability · Quiet

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.

Walkability · Beach · Check-in

Gorgeous Lake View Retreat!

This peninsula lakefront property isn’t just where you stay on vacation, it IS your vacation! Three master suites (7 total bedrooms) with on-site fishing, swimming, a fenced-in shady pet area, BBQ grill and fire pit. The canoe, paddle boat & kayaks are free as well as the pool table, dart board, shuffle board and other games. Lots of local attractions, shops, antiques and restaurants nearby, and our private boat ramp and dock are available if you want to bring your own boat along.

View · Indoor spaces · Getting around

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!

View · Beach · Decor

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.

Beach · View · Nearby

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

Walkability · View · Quiet

Rainbow River | Private Cove • Float Home!

Stay next to a living aquarium! Experience 200+ feet of crystal-clear Rainbow River frontage at this rare corner waterfront retreat. Blue Cove Lodge sits in its own peaceful private cove—set back from the busiest tubing traffic, yet close enough to see, hear and easily join the fun. A private Rainbow River playground where your family can swim, kayak, paddleboard, boat and snorkel from the backyard—and float the river all the way home to your own dock.

Outdoor spaces · River · Family

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.

View · Pool · Condition

2/2, waterfront, Hudson, private beach, #401

The condo association requires a signed rental agreement and guest registration form to be sent to them before check-in. This 2-bedroom, 2-bath unit is located in the gated Gulf Island Beach and Tennis Club Community. Enjoy breathtaking views of the Gulf of Mexico, sunsets, and the dolphins playing in the lagoon from the privacy of the unit's balcony. This unit is equipped with everything you need for that perfect vacation.

Beach · View · Laundry

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..

Walkability · Beach · Hot tub