Holiday rentals with a kayak in Fernandina Beach

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.

Outdoor spaces · Value · Decor

Wildlight Retreat | Pool · Pickleball · Canopy Bed

Northeast Florida's best-kept secret — a resort community where a canopy king bed, saltwater pool, pickleball courts & 12+ miles of trails await. 🏊 Saltwater pool · pickleball · 24hr gym · lake kayaking 🛏️ King canopy bed + sofa suite (sleeps 4) · hotel linens 🍳 Full kitchen · Keurig · in-unit W/D · EV charging · WiFi 🎁 FREE YMCA guest pass included ⏰ Early check-in & late checkout — just ask! 🐾 Pets welcome — inbox us for pet fee details before booking 🏖️ 20 min to Amelia Island beaches

Value · Location · Sleep quality

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).

Outdoor spaces · Location · Barbecue

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.

Outdoor spaces · Location · Quiet

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!

Outdoor spaces · Location · Pets

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.

Value · Outdoor spaces · View

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.

Location · Outdoor spaces · Shared spaces

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.

Location · Indoor spaces · Condition

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.

Value · Location · Hospitality

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Save my home, click the <3 in the upper corner! NO cleaning fee! No surprise fees! >Lakeside Wonderland - Lake Asbury >Pet friendly with fee and restrictions >2 miles from Old Ferry Boat Ramp >Backyard + patio with stunning lake views >Minutes from St. Johns River >Sleeps 6 >Kayaks + SUP with waiver >Drip Coffee Maker + Nespresso >Wood burning fire pit >Propane BBQ >Washer + Dryer >Nearby restaurants and shopping >3 days of supplies (TP, trash bags, pods, etc.)

Outdoor spaces · Location · Checkout

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.

Value · Location · Long stay

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.

Outdoor spaces · Location · Hospitality