Waterfront vacation rentals in Lido Key

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, 9 reviews

Home in Ruskin

°•Relaxing Waterfront Retreat•°

Unwind at this peaceful waterfront stay with panoramic waterfront views. Enjoy morning coffee with a view, or unwind in the evening BYOB (Bring your own boat!) a boat ramp down the road and bring it back to the house to dock** Access to Tampa Bay! Room enough for a small RV to park as well! (unfortunately, before you ask, our boat on the lift is currently inoperable) E.G. Simmons St Park-4mi Manatee River St Park-7mi Manatee view center (Apollo Beach)13mi Downtown Tampa-25mi St Pete beach-33mi

5 out of 5 average rating, 3 reviews

Condo 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, 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!

4.94 out of 5 average rating, 52 reviews

Vacation home in Ruskin

No Damage Waterfront Townhome at Little Harbor

Come enjoy yourself at our townhome. Relax with the whole family at this peaceful place to stay with four private balconies. Our townhome is located in the seaside village of Little Harbor with a white sand secluded beach, two waterfront restaurants, seaside pool, tennis courts, fishing piers, watersports rentals, two onsite marinas, and much more. Enjoy watching the fish jump and the many varieties of birds in the natural preserve framed by the canal from your private balconies.

4.93 out of 5 average rating, 107 reviews

Townhouse in Ruskin

Still Waters Townhome, Sunrise and Sunset Views

Elegant home with 4 balconies, 2 overlooking water. Sunset and sunrise views. Gourmet kitchen, granite countertops, cooktop range, stainless steel appliances. Coffee maker, tea kettle, Nutra-bullet, toaster and more. Each room has a large flat screen smart TV. Bright, modern, immaculate. Wireless internet, Ethernet and Netflix. Washer and dryer on main level. Five minute walk to white sand private beach, complimentary umbrella and chairs. No smoking, no pets, no events.

4.89 out of 5 average rating, 118 reviews

Condo in St. Petersburg

Waterfront Condo w/ heated pool- near Fort Desoto

100+ raving reviews! This waterfront condo features a private balcony nestled next to the mangroves and shoreline with breathtaking water views. There is a full kitchen, king bed, a queen memory foam pullout sofa all waiting for you to enjoy. The resort like complex is located in the well desired Tierra Verde and features a waterfront heated pool and hot tub, observation pier, boat dock, and more! Only a short drive from Fort Desoto, Pass-A-Grille, and St. Pete Beach.

4.89 out of 5 average rating, 35 reviews

Home in Ruskin

Waterfront Home w/ guest house!

Relax with the whole family at a peaceful waterfront vacation house w/ a separate guest house! This is a retreat to relax, & soak up the sun! Enjoy a pool table, dart board, putting green, kayaks, pool & hot tub while listening to the sound of a cascading waterfall. This spacious property is on a canal just outside the nature preserve & Tampa Bay. Your own boat ramp & two boat docks! 30-min drive to Tampa & St Petersburg, with many beaches nearby!

4.91 out of 5 average rating, 113 reviews

Cottage in Ruskin

Little Manatee River Cottage

This cottage is located on the Little Manatee River. Sun City Center 10 min Aquatic rentals walking distance. The cottage is updated. Abundant fishing charters, Little Harbor, manatee viewing center and Simmons Park all within minutes. Fully furnished, linens, kitchen utensils; bath towels; blankets pillows comfy furnishings. View sunsets out on the river, on the dock or at Little Harbor sipping your favorite drink.

4.8 out of 5 average rating, 10 reviews

Apartment in Ruskin

The Inn at Little Harbor

Welcome to The Inn at Little Harbor—a perfect waterfront retreat! Enjoy a private beach, two pools, outdoor seating, and a grill. Relax with stunning sunsets, kayak, fish, or explore nearby attractions and restaurants. This serene getaway is ideal for families, couples, or solo travelers. Create lasting memories in this blend of relaxation and adventure. We can’t wait to host you in this charming destination!