Holiday rentals with a kayak in Nassau County

5 out of 5 average rating, 15 reviews

A wooden dock extends into calm waters, surrounded by lush greenery and tall grasses. A boat is secured at the dock, while a shaded area offers cover. Signs indicated caution are visible, enhancing the connection to the natural environment.

Home in St. Marys

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.

A vibrant sunset casts a golden hue across the calm water, with silhouettes of docks and a distant boat in view. The sky is filled with layered clouds, creating a serene atmosphere that invites relaxation and reflection.

4.91 out of 5 average rating, 305 reviews

Serenity and Amazing Views - Home on River w/ Pool

Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

Campervan/RV in Jacksonville

A large swimming pool is bordered by a stone patio, featuring several loungers and umbrellas. Lush palm trees surround the area, providing a tropical feel. In the background, the river can be seen beneath a partly cloudy sky.

4.96 out of 5 average rating, 251 reviews

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.

4.95 out of 5 average rating, 130 reviews

A sunlit living area features a spacious leather sectional sofa arranged around a wooden coffee table. Art pieces adorn the walls, and a large television is mounted opposite the seating. Windows provide views of the exterior, with light curtains framing the space.

Condo in Nassau County

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!

A spacious living area features a stone fireplace beneath a mounted TV. Comfortable seating is provided by a light-colored sofa and a green loveseat. Natural light streams in from two windows, enhancing the neutral-colored walls and wooden flooring. A ceiling fan offers a cooling element to the space.

4.92 out of 5 average rating, 13 reviews

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.

Townhouse in Jacksonville Beach

4.87 out of 5 average rating, 38 reviews

4BR Beach Escape • Steps from the Sand

Welcome to your ideal beach getaway! This updated two-story home is perfect for families or groups. Just four blocks from the beach, it’s easy to enjoy sun, sand, and surf any time of day. Back at the house, the open-concept kitchen and living area offer plenty of seating for meals, or just relaxing together. Step outside and enjoy your favorite channels through outdoor Bluetooth speakers, or spend the afternoon playing on the mini golf course or at the garden after a fun day by the ocean.

5 out of 5 average rating, 11 reviews

The front entrance of the cottage features a white façade with a welcoming porch. A wooden deck leads to the door, adorned with a nautical wheel. A single chair is positioned to the side, and a colorful decoration can be seen on the lawn.

Home in St. Marys

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!

Apartment in Fernandina Beach

An open-concept living and dining area features a wooden dining table surrounded by four chairs. A sectional sofa faces large windows, providing unobstructed views of the ocean. Natural light fills the space, enhancing the soft blue walls and elegant decor.

4.98 out of 5 average rating, 43 reviews

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.

Apartment in Amelia island

5 out of 5 average rating, 30 reviews

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.

A serene beach scene captures a palm tree alongside the water, with gentle waves reflecting a colorful sunset sky. The shoreline is lined with pebbles and grasses, while silhouettes of distant structures are visible on the horizon.

4.94 out of 5 average rating, 86 reviews

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

A modern kitchen is equipped with stainless steel appliances and a spacious countertop. A bowl of fresh vegetables sits near a double sink. A laundry area can be seen through a window next to the kitchen, with natural light illuminating the space.

4.87 out of 5 average rating, 62 reviews

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.