Holiday rentals with a kayak in Nassau County

Admirals Lookout Waterfront Home

A Secluded Safe Riverside Retreat with million dollar views from every room! Nestled on the serene banks with breathtaking views extending all the way to Florida, Admirals Lookout offers a tranquil escape into nature's embrace. This exclusive property, situated on a sprawling two-acre lot, provides a perfect blend of modern amenities and natural beauty, promising a stay that's as relaxing as it is memorable. Great fishing. beautiful sunsets.private boat dock, fishing guides, manatee, otters.

Couples clothing optional escape hot tub deck

You'll love this unique and romantic escape. Designed to create an intimate setting to enhance your time together. The RV is quite large and fully equipped . Master bedroom features a cashmere topped California king bed. The property has so many amenities starting with a very large pool, lighted at night. A dock on the river to enjoy the views. Access to kayaks on premises. There’s a private clothing optional area/deck with a massage table , hot tub and loungers. We recently added a fire pit.

Oceanfront with Included Golf Cart & Kayak

This fully renovated condo is in The Sandcastles complex within Amelia Island Plantation. It has 1 bedroom, 1 bath, a flex room that can be used as an office or a sleeping space with a king trundle bed. Single kayaks & gas golf cart are included to explore Drummond Park, Walker's Landing, Nature Center, mini golf, multiple shops and restaurants all within Amelia Island Plantation. The location is great, views are incredible and is a very comfortable space for couples, and small families!

New! Lakefront Home—Near Mayo & JAX Hotspots!

Welcome to this peaceful lake-house retreat with a first-floor main suite for ultimate convenience! Located in a quiet neighborhood, yet just minutes from Jacksonville’s beaches, Mayo Clinic, St. Johns Town Center, and major attractions like TIAA Bank Field, JAX Airport, JAXEX, the Zoo and +10 Museums! Enjoy waterfront views, a grill-ready backyard, a private workout zone, smart TVs in every room, fast Wi-Fi, seamless self check-in, and a dedicated workspace—perfect for business or leisure.

Coastal Retreat in St. Marys w/Bikes-Kayaks +

Welcome to our papermill cottage in St. Marys! Steps from historic downtown & the waterfront, this retreat offers the perfect coastal getaway. Explore antiquing, fishing, or cruising the town on bikes. Unwind with outdoor games in our large, fenced yard adorned with beautiful camelias. There's room to park your boat & family amenities (pack 'n play), and pet-friendly (dog crates). Minutes from the ferry to Cumberland Island National Seashore! Come discover historic charm & modern comfort!

Stunning views! 6th floor Surf & Racquet Club!

Gorgeous, updated one bedroom with spectacular views! Open concept living /dining with sectional sofa including a queen sleeper overlooks the sparkling ocean through a huge wall to wall window! Fully equipped kitchen offers everything you need for meal prep including both a Keurig and drip coffee maker. Dining area seats 4 and also provides that spectacular view! Luxurious King bedroom (again with a breathtaking view!) opens to the covered veranda which also opens off of the living room.

AIP Resort,Sea Dunes,Steps to the Ocean/the Pool

This 2-bed, 2-bath luxury condo sits on Amelia Island's shores, floor 5 of Sea Dunes at Omni Resort. It offers ocean views for a memorable stay. Enjoy mornings on the balcony, listening to waves. Expansive windows in the living, dining, and main bedroom bring the seascape inside. A fully equipped kitchen is ready for meals. The main bedroom has a chaise for reading by the ocean's sound. Smart TVs, high-speed Wi-Fi, and cable in the living room and bedrooms meet your entertainment needs.

Marshside Getaway Near Hanna Park Relax & Unwind

Discover tranquility at this beachside home, boasting stunning marsh views and a waterfront patio/dock. Just a stone's throw from Hanna Park's surfing, scenic trails, and disc golf. Experience peaceful living near Atlantic Beach's diverse dining and shopping, blending seclusion with convenience. Within 3 minutes of Hanna Park and 5 to Atlantic Beach's lively atmosphere, this charming cottage is an ideal Jacksonville escape for those seeking a blend of serenity and surfside adventures

Cowford Cottage

Historic walkable neighborhood, close to the Shops of Avondale for fine dining or the Murray Hill District for nightlife. Enjoy a short walk to Boone Park for its many amenities. Blocks from the Beautiful St Johns River, minutes to Downtown. Home features a spacious kitchen, a covered outdoor patio with bar and TV perfect for grilling, entertaining or watching the game. Sleeps 5. Pet friendly/fenced yard. Dedicated office space with strong Wifi and dual monitors.

Beachcomber's Nook~ quiet and serene setting

Charming 2-Bed, 2-Bath Ground-Floor Villa with Private Wooded Views located on the ground of the Omni Amelia Island resort (previously known as the Amelia Island Plantation.) Vacation in this inviting villa, perfectly designed for comfort and relaxation. The tiled entryway leads to a bright, recently upgraded kitchen, while the spacious dining and living areas flow seamlessly to a large, covered rear patio—ideal for unwinding amidst serene, wooded surroundings.

Waterfront Cottage

NEW home located on a waterfront lot in a peaceful neighborhood. You will have a private dock to fish, relax, or enjoy nature. This waterfront home is a smaller, yet cozy space ideal for lone travelers, couples, or friends (SMALL shower). Bring your own boat and/or use the kayak provided. Enjoy the firepit to unwind. A short drive to many attractions such as beaches, historic cities, and state parks. *MUST sign a waiver for boat use/swimming*

#A Studio Loft above neighborhood Farmers Market!

Welcome to Paddock Place at Borne 605! Make yourself at home and experience urban living in a small downtown at this second level studio loft. This loft is above Farm To Family, a boutique neighborhood farmer's market. A balcony overlooks the main street and provides a vantage point down the town's throughway. Paddock Place is centrally located downtown and a short walk/bike ride to the St. Mary's waterfront. Welcome!