Beachfront holiday rentals in Tiger Tail Island

4.96 out of 5 average rating, 24 reviews

Waterfront-Direct Gulf Access-Dock-Kayaks-Pool

THE BLUE HERON is a waterfront retreat that offers everything you need for a relaxing getaway. The spacious covered pool deck, complete with a large dining table and sofas, perfect for outdoor lounging. The pool catches sun all day and into the evening. With a private dock providing direct access to the Gulf, floating dock - ideal for mooring your boat, fishing, and other coastal activities. The home also comes with four kayaks, perfect for paddling through the canals or enjoying a fishing trip.

Superhost

Apartment in Hudson

4.72 out of 5 average rating, 82 reviews

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

This unit must be booked at least 4 days prior to your check-in ate. The condo association requires a signed rental agreement and guest registration form be sent at least 3 days prior 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 vaca

5 out of 5 average rating, 18 reviews

Home in Weeki Wachee

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.

Superhost

4.81 out of 5 average rating, 162 reviews

Seascape - WHOLE HOUSE 360 water views, pool, gulf

Enjoy the ENTIRE property at Seascape, a spectacular home with expansive water views, heated pool, and instant access to the Gulf. 4BRs, 3 baths + living + family + dining + 2 kitchens + heated salt-water pool + gym + 3 screened patios + 2 boat docks + large deck by water + Laundry room. Escape to kayaking, scalloping, fishing, pool and Florida sunshine all at Seascape! 5 mins drive to Weeki Wachee, 1 hr to Tampa, 2 hrs to Disney, minutes to restaurants, boat rentals, super Walmart...

4.96 out of 5 average rating, 52 reviews

Apartment in Hudson

Sea Da View

The Ultimate view of the Gulf of Mexico. Sea Da View is a newly renovated (non-smoking, 25 or older) 1 bed 1 bath condo located at the Gulf Island Beach/Tennis Club in Hudson FL. Known for it's amazing views and breathtaking sunsets with an olympic heated pool, rec room and fitness room, an ideal place to get your zen back. Morning Pickleball games and short nature walks make a wonderful way to start the day. Great restaurants nearby and major Florida cities less than an hour away.

5 out of 5 average rating, 69 reviews

Home in Spring Hill

Pine Island Oasis-modern beach house, Weeki Wachee

Come and lay on the hammock, sip your coffee at the porch, watch the crystal blue gulf water in a fully renovated, luxurious beach house in Pine Island. This beautiful oasis is the ideal getaway for fun-loving families, romantic travelers, and outdoor enthusiasts alike. This indulging beach house offers all the comforts of home in a prime location for making memories in the Florida sun! Only 5 minutes walk from the beach , 7 miles from Weeki Wachee springs & other Florida attractions.

4.84 out of 5 average rating, 19 reviews

Gulf Breeze Retreat:

Welcome to your waterfront paradise! It includes its own newer private screened-in ground pool with a new saltwater system. This exceptional home offers direct access to the stunning Gulf of Mexico, making it a haven for boating and water sports enthusiasts. The master suite has beautiful views of the water, a jetted tub, and a separate shower. The ground floor is home to a spacious bonus room set up as a bedroom with a king as well as a queen bed and a convenient half bath.

Superhost

Flat in Hudson

4.83 out of 5 average rating, 18 reviews

Waterfront Condo with Tennis Court

Welcome to your dream vacation retreat! Our charming 2-bedroom, 2-bathroom condo boasts stunning water views and a beautiful pool. Just steps away, explore Hudson Beach, delicious local eateries, and vibrant shops. Perfect for relaxing or adventure, enjoy kayaking, fishing, or a scenic drive to Tarpon Springs. With breathtaking sunsets from the balcony, this cozy condo is your perfect getaway for unforgettable memories! Book now for a fun and rejuvenating stay!

5 out of 5 average rating, 6 reviews

Flat in Hudson

Welcome to Barbie's Beach House

Welcome to this spacious 1 bedroom 1 bath condo situated directly on the Gulf of Mexico with stunning Gulf views, located steps from Olympic size saltwater heated pool (walk to it from the balcony). Complex features a nature trail, gym overlooking water views, club house, game room with pool tables and much more. Washer dryer in unit. This condo is the perfect place to relax, unwind and enjoy all that Hudson has to offer.

Guest suite in Weeki Wachee

4.98 out of 5 average rating, 252 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 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..

4.92 out of 5 average rating, 156 reviews

Home in Crystal River

Florida Fishing and Kayaking Paradise

Old Florida remote Fishing utopia in the Ozello Island Keys community of Crystal River, Fl. Amazing views from wrap around deck! 4 kayaks , 1 Canoe w/ fishing/swim gear. Swim off Floating Dock and Cold/Ice Bullfrog Spa! Perfect for 1 to 2 sm. families. Stocked kitchens and grill. TV Cable WIFI. Fenced yard, for kids/dogs. Boat ramp and covered parking. Bottom Floor under renovation winter 2025.