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.

Luxury Riverfront Retreat|Dock, Sunsets & Dolphins

💎 Spacious coastal retreat near Jax stadium, airport,Amelia, shops/dining, beaches! Excellent mid/long term rental-Mayport naval base and near all PORTS. Watch dolphins,sunsets, fish/crab, kayaks,cornhole, firepit & grill. Chef’s kitchen, coffee/tea bar & breakfast starters. Comfortable beds, large gaming console,adventures nearby boat tours, horses, history. Locally managed Superhosts LOVE hospitality, well stocked & five-star guest favorite. Book Now or inquire on corporate longer.

Relaxing River House

Private River House House nest on a private part of the St Mary's River with dock. House is close to the Florida and Georgia just minutes from Jacksonville, Hilliard, Folkston, Brunswick, Jekyll Island, St Simons Island, St Marys, and Cumberland Island. The river runs between Florida and Georgia just a swim or paddle boat away. Boat ramps are in the area like Temple Landing and Kings Ferry just minutes away. Warp around porch over looking the River. Downstairs entertainment area offers shade.

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.

Near Amelia Island. KingBed. Pool. Pickle Ball Gym

Step into a tropical escape where a stunning floor-to-ceiling botanical mural greets you and warm terracotta tones wrap you in calm. Sleep like royalty in a plush king suite or bring the whole crew — we comfortably sleep 6 across two bedrooms with five beds. Wake up to lake views, kayak at sunrise, cool off at the resort-style pool, or challenge someone to pickleball. Everything you need is here, nothing you don't. This is the stay your group will still be talking about next year.

AIP Resort,Oceanfront, Steps to the Ocean/ Pool

A luxurious 2 bed/2 bath oceanfront villa awaits at Omni Amelia Island Plantation Resort. Boasting 4th-floor views, world-class amenities, and recent renovations, this villa offers modern comforts, two private balconies, and a kitchen with top-tier appliances. A unique "LOCKOUT" feature provides ultimate privacy, with one king bed and a second room with two full-size beds, each with its own bathroom, making it ideal for those seeking a blend of elegance, comfort, and privacy.

Willowbranch Bungalow

Charming 1920s craftsman directly across from Willowbranch Park in the heart of Riverside/Avondale. Two queen bedrooms plus office w/available air mattress. Cozy living room w/brick fireplace, built-ins, and Samsung Frame TV. Large well-equipped kitchen. Dining room w/original artwork, and vintage record collection. Beautiful Southern front porch and backyard complete w/ Solo Stove, grill, string lights, and raised gardens. Steps to King Street, Five Points, and Avondale.

Sunrise Heaven at Shipwatch Villas in Amelia

Gather your loved ones and experience the sheer magnificence of Shipwatch 1310 Villa. Nestled within the grounds of the Omni Amelia Island Resort, our villa offers an unparalleled vacation experience. Our fully renovated property is meticulously decorated to provide the comforts of home while exuding a luxurious resort ambiance. Every detail is thoughtfully designed to ensure your comfort during your stay, while also evoking a sense of indulgence and opulence.

The Loft at Praise Acres

Get away from it all when you stay at Praise Acres to experience life in the country. Disconnect in a private loft with full kitchen and bath. Relax on the beach at the pond or take drive in the country. Boat ramp is 1/2 mile down the road. Bring your boat and take a slow ride down the St. Mary's River. You are literally in the middle of some amazing sights such as Fernandina Beach (40 minute drive) and Okefenokee National Wildlife Refuge (36 minute drive)..

1869 - Turtleside Tranquility: Premium Oceanfront

Discover the perfect coastal escape in this stunning penthouse. This home is thoughtfully designed to provide both privacy and spacious living. All three bedrooms, each with its own en-suite bathroom, are located upstairs, including two with serene marsh views. One of these offers a private balcony, providing a perfect spot to watch the sun set. The master suite features a dedicated balcony that can be enjoyed from both the bedroom and the master bath.