Beachfront vacation rentals in Tiger Tail Island

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Top-rated beachfront rentals in Tiger Tail Island

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Superhost
Home in Hudson
5 out of 5 average rating, 4 reviews

New Pool • Oceanview • Walk to Beach • Bali Design

• 3 Bedrooms • 2 Modern Bathrooms (walk-in showers) • 2 Full Kitchens • 2 Living Areas • Private Pool • 80” Smart TV in main living room • 40” Smart TV in secondary unit • Walk to Beach, Restaurants, and Bars in 10min Experience the entire oceanview retreat — combining both units into one expansive 3-bedroom, 2-bath coastal compound. Perfect for extended families, groups, or multi-couple stays who want shared space with built-in privacy. Ocean views from every room across the entire property.

Top guest favorite
Home in Spring Hill
4.88 out of 5 average rating, 106 reviews

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.

Superhost
The exterior of the lodge features a two-story structure with large windows, surrounded by lush greenery and palm trees. A well-maintained path leads to the entrance, with steps visible in the foreground. The backdrop offers a glimpse of water, enhancing the tranquil island setting.
Island in Homosassa
5 out of 5 average rating, 9 reviews

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

A serene view of the ocean at sunset, with vibrant hues of orange and pink reflected on the water's surface. Palm trees frame the image, while lush foliage adds to the natural setting, creating a peaceful coastal atmosphere.
Home in Weeki Wachee
4.83 out of 5 average rating, 157 reviews

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.

Top guest favorite
Condo in Hudson
4.95 out of 5 average rating, 61 reviews

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.

Top guest favorite
A dining table set for six is situated on a covered deck, overlooking the Gulf waters. The sun sets in the distance, creating a gradient of colors in the sky. Palm trees frame the view, enhancing the serene atmosphere.
Home in Weeki Wachee
4.97 out of 5 average rating, 35 reviews

Island/Beachfront House - Majestic Sunsets

Welcome to the stunning, newly-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. Or rest in a hammock on the sandy beach for a closer look. Feel a serene constant sea breeze and the sound of gentle waves lapping along the beach.

Guest favorite
Home in Inverness
4.9 out of 5 average rating, 60 reviews

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. A 9-10 person deck boat is also available to rent on-site for cruising and sight-seeing.

Top guest favorite
The image features a serene waterfront setting with three kayakers paddling on calm waters, surrounded by lush greenery. A wooden dock extends into the canal, providing access to the water. Several kayaks are neatly arranged on the shore, indicating available water activities.
Home in Spring Hill
4.95 out of 5 average rating, 57 reviews

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.

Guest favorite
Home in Hernando Beach
4.89 out of 5 average rating, 9 reviews

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.

Top guest favorite
Home in Weeki Wachee
4.97 out of 5 average rating, 222 reviews

Kayak the river and springs here in Weeki Wachee

Do you want to kayak and explore, if so, this is the house for you. You can kayak Mud River, Little Salt Spring, and the Weeki Wachee River. Have the best of all worlds. There's so much to see here with the manatees and dolphins swimming by or the eagles and other wildlife flying above your head. This is old Florida at its best. Kayak the Weeki Wachee River and come back to the house for a quiet night around the fire pit playing a game of corn hole.

Superhost
A light-filled living area features a comfortable sectional sofa with decorative pillows and a wooden coffee table. Adjacent, a dining space with blue chairs and a kitchen area is visible, providing an open layout that enhances the overall atmosphere.
Condo in Hudson
4.73 out of 5 average rating, 93 reviews

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

The condo association requires a signed rental agreement and guest registration form 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 the unit's balcony. This unit is equipped with everything you need for that perfect vacation.

Top guest favorite
A blue kayak rests on a wooden dock surrounded by vibrant pink flowers. Still waters reflect the colorful homes in the background under a partly cloudy sky, creating a serene and inviting space for outdoor activities.
Guest suite in Weeki Wachee
4.98 out of 5 average rating, 277 reviews

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..

Popular amenities for Tiger Tail Island beachfront rentals