Vacation rentals with a kayak in Amelia Island

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.

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

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).

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!

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.

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.

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.

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.

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.

Heated Pool + PlayStation 5 + Lake - Sleeps 9

Make some memories at this unique and family-friendly place. Enjoy the history of San Jose Lake in this charming fully renovated home. One of the few houses inside the city limits with a pool on a lake. Enjoy lush ameneties and a tranquil backyard with something for all ages to enjoy. Pool is heated for year round use. High speed Wifi and a 75" Big Screen make staying in a relaxing time. 15 minutes to daily's place which hosts major concerts every week!

“The Cove” on the St. John’s River

“The Cove” is a premier waterfront home on the St John’s River in the Ortega neighborhood. Located on Pirates Cove Road, the house is nestled on a quiet in-let of the St John’s River and is conveniently located near Route 17 2miles from NAS JAX. The Cove is a tastefully decorated, well appointed home, that offers a unique opportunity for a family or small group looking to stay in the area. Home offers 4 beds / 4 bath with pool, dock & gas grill.