Holiday rentals with a kayak in Duval County

5 out of 5 average rating, 8 reviews

LARGE Riverfront Luxe Retreat|Dock| Two KING Rooms

💎 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 table, adventures nearby boat tours, horses, history. Pets with booking approval, 500/pet/week, rules & crated. Local Superhosts LOVE hospitality, stocked five-star guest favorite.

4.93 out of 5 average rating, 72 reviews

A serene view of the riverfront at sunset is captured, showcasing vibrant colors across the sky. Silhouetted palm trees frame the scene, while a sparkling pool reflects the fading light. Lounge chairs are positioned nearby, inviting relaxation outdoors.

Home in Fleming Island

Sunset River Retreat

Escape to this stunning 3-bedroom, family-friendly oasis nestled along Doctors Lake riverfront. With a sparkling pool and breathtaking sunset views every evening, this is the ultimate haven for relaxation and fun. Home has a pool, firepit, outdoor pool table, and direct access to the river, ideal for fishing or kayaking. 30 min to downtown Jacksonville, 10 min from NAS Jax Naval Base. 10 minutes to boat ramp. 2 story house, bedrooms on 2nd floor Inquire for Events ($850 Event Fee, Max 30 ppl).

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.

4.97 out of 5 average rating, 292 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.

4.96 out of 5 average rating, 145 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!

Townhouse in Jacksonville Beach

4.93 out of 5 average rating, 71 reviews

4BR Beach Escape • Steps to Sand • Family Friendly

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, 28 reviews

Home in St. Johns County

Eagles Nest on Lake Ponte Vedra

Eagles Nest on Lake Ponte Vedra is a unique hidden gem nestled among coastal oaks across the street from the Atlantic Ocean. You’ll have access to a true nature get away rarely seen by even most residence of NE Florida. Redfish and Trout are abundant - kayaks are available for a leisurely paddle or a fishing adventure. Sleeping arrangements - king in bedroom, double in living room, 2 fold down chairs in loft. A $400 security deposit is required to be returned if nothing damaged.

Superhost

4.85 out of 5 average rating, 13 reviews

Tropical Oasis | Private Pool & Firepit

Your ultimate Jacksonville escape awaits! Discover this 4-bed, 3-bath private pool oasis, a perfect backdrop for unforgettable memories. Dip into the inground pool under swaying palms, grill out, or unwind by the firepit at night. Enjoy unbeatable convenience: just 15 mins to Atlantic Beach fun & St. Johns Town Center shopping; 5 mins to hiking at Jax Arboretum & Historic Fort Caroline; 20 mins to Jags games at Everbank Stadium & JAX airport. Your Florida adventure starts here!

5 out of 5 average rating, 33 reviews

A cozy seating area features two striped armchairs facing a large window, showcasing ocean views. A small round table sits between them, accompanied by two glasses. Soft, natural light illuminates the space, enhancing the serene coastal atmosphere.

Condo in Amelia island

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.

The charming craftsman-style exterior features a welcoming porch with light fixtures and a red front door. Lush greenery and flowering plants enhance the front yard's natural beauty, while a paved pathway leads up to the entrance, contributing to the inviting atmosphere of the home.

5 out of 5 average rating, 37 reviews

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.

4.88 out of 5 average rating, 51 reviews

Condo in Nassau County

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.

Guesthouse in Jacksonville

A peaceful riverfront scene is depicted, featuring the sun rising above calm waters. Silhouetted trees frame the view, while colorful clouds reflect on the water. Adjoining the shore, a dock extends into the water, complemented by wooden chairs placed on the grassy lawn.

5 out of 5 average rating, 110 reviews

Florida Riverfront Sunrise | Fish, Boat, Unwind

Welcome to Sunrise Suite — a private 2,000 sq ft retreat with breathtaking sunrise views and no shared indoor spaces. Located above the garage, this spacious guest suite features one bedroom, one bathroom, and three comfortable beds within an airy open layout. Large windows fill the space with natural light, creating the perfect place to relax and recharge. Nestled in nature yet minutes from Jacksonville International Airport and major highways for easy access.

Superhost