Waterfront holiday rentals in Gulf Gate Estates

4.88 out of 5 average rating, 122 reviews

Home in Longboat Key

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

5 out of 5 average rating, 3 reviews

Apartment in Bradenton

Intracoastal Connections-Incredible Sunsets-Luxury

Experience waterfront luxury at this stunning 3-bed, 3-bath gem in Marina Walk, One Particular Harbor. Just 1.8 miles from Anna Maria Island's beaches, this home offers breathtaking views of Anna Maria Sound. Monthly guests enjoy resort pools, fitness center, nature trails, kayaking, and Sky Bar. Short-term visitors access the pool, splash park, and BBQ areas. Relax on the lanai, savor sunsets, or explore local attractions. Fully equipped with beach essentials, it’s your perfect coastal escape!

5 out of 5 average rating, 42 reviews

Home in Bradenton

Dreamy Waterfront Bungalow w/Priv Dock & Swim Spa

Boater’s Paradise on Warner’s Bayou! Bring your boat or jet skis and tie up at your private dock. Watch dolphins & manatees from the patio or relax in the heated swim spa after a day on the water. Just minutes from public boat ramps, Robinson Preserve, and the beaches of Anna Maria Island, this peaceful retreat offers the perfect mix of adventure and relaxation. 🚤 Bring your boat or kayak! 🌴 5 mins to Robinson Preserve 🏖️ 10 mins to Anna Maria Island 📶 Fast Wi-Fi | Smart TV | Onsite laundry

5 out of 5 average rating, 24 reviews

Modern Waterfront Bliss

Bring the whole family to this exceptional canalfront gateway with lots of room for fun. Brand new, spacious retreat nestled along the peaceful canal. This modern home is designed for both comfort and style, offering cozy interiors and expansive living spaces perfect for relaxation. Whether you're enjoying the serene water views from the patio, cooking in the fully equipped kitchen, or unwinding in the beautifully appointed bedrooms, every corner of this house invites you to feel right at home.

5 out of 5 average rating, 7 reviews

Bungalow in Englewood

Dockside Delight:Waterfront/Gulf Access/4minsbeach

Canal-Front, Direct Gulf Access & Private Dock Stylish home w/ hotel-grade amenities Prime Location: Just 2-5 minutes from Englewood's vibrant dining, shopping, and entertainment on Dearborn Street. Outdoor Fun & Watersports: Guests can enjoy scenic paddles with our complimentary kayaks or unwind in style with lounge chairs, a hammock, firepit, BBQ, games and cozy ambiance —perfect for day or night relaxation Manasota Key's breathtaking beaches - 2 miles away for the ultimate coastal escape.

5 out of 5 average rating, 14 reviews

Home in North Port

Blueridge Lakehouse Retreat

Enjoy Gulf Coast vibes in the heart of North Port, Florida. The house offers a perfect blend of coastal comfort with a touch of Florida charm, complete with plush seating in a screened lanai with an amazing view of the serene Blueridge Lake. The house is conveniently located nearby several pristine beaches, local attractions including the Warm Mineral Springs Park, shopping center, grocery stores and dining hotspots. Your stay at our cozy home promises to be an unforgettable Florida getaway!

4.89 out of 5 average rating, 9 reviews

#1 Amazing Waterfront Home w/pool - Prime Location

Beautifully fully furnished waterfront home with pool, dock, and all the amenities! You'll enjoy the private, screened lanai with room to dine next to the pool with cascading fountain or soak up the sun in the lounge chairs while viewing the canal. Sleeps 6 comfortably. Gorgeous spacious master bedroom with master bath, two walk-in closets, jacuzzi tub and walk-in shower. Close to many restaurants, shopping, fishermen's Village and all Punta Gorda and Port Charlotte has to offer.

4.91 out of 5 average rating, 76 reviews

"Waterfront Oasis with Heated Saltwater pool"

Location! Lovely 3 bedroom 2 bath saltwater pool home. Set alongside a picturesque canal, this enchanting getaway has all the amenities,close to fantastic beaches, shopping and restaraunts! Access to the canal from the backyard grants you endless kayaking (kayak included) adventures right from the comfort of your backyard dock. Generously-sized, Saltwater Heated Pool, perfect for soothing relaxation. Nestled within a tranquil neighborhood, indulge in the ultimate vacation experience!

4.98 out of 5 average rating, 173 reviews

Apartment in Bradenton

Luxury 3/3 Margaritaville Resort

Our luxury 3 BR/ 3 Bath Margaritaville inspired condo features one of the best unobstructed water views of Anna Maria Sound and Tampa Bay in the community. The unit features a gourmet kitchen, high-end mattresses, furniture and electronics. The unit comes with bikes and plenty of beach gear. Come enjoy one of the best units in the only luxury development in the area. Skip the hassle of a trip to the off-site management office with keyless entry.

4.95 out of 5 average rating, 22 reviews

The Waterfront White House

BRING YOUR BOAT🤙🏼 Our three-bedroom two-bathroom home nestled on a canal leading to the Charlotte Harbor, is one you won’t want to miss. Newly renovated, with room to stretch out in, plenty of parking, the place is just as cozy as it looks. The boat dock has 2 underwater fish lights that bring in everything from snook, to redfish, to tarpon, and the boatramp is only 12 minutes away. Come enjoy water front southern living at its finest.

4.79 out of 5 average rating, 206 reviews

Flat in Siesta Key

2/2 Beach House Apt on Siesta Key

Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitchen & recently updated! Bedroom 1: King. Bedroom 2: Queen. Living room: Sleeper sofa. 75” smart TV in the living room. A private screened lanai overlooking canal to Sarasota Bay. This is located in a super cute, quaint resort w/ other units. FREE KAYAKS & SUPs FOR GUESTS!