Holiday 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.

Sunkissed Escape with spectacular views

Thank you for considering our 4th-floor, 2-bedroom, 2-bath 'oceanfront villa' situated in the Shipwatch Villas located on the grounds of the Omni Amelia Island Resort in Amelia Island, Florida. Our expansive condo is meticulously decorated to exude a homely atmosphere, ensuring your comfort during your vacation while indulging in that luxurious resort ambiance! The balcony offers breathtaking ocean views, extending seamlessly from the living room, dining area, to the kitchen. Read the reviews!

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.

#A Studio Loft above neighborhood Farmers Market!

Welcome to Paddock Place at Borne 605! Make yourself at home and experience urban living in a small downtown at this second level studio loft. This loft is above Farm To Family, a boutique neighborhood farmer's market. A balcony overlooks the main street and provides a vantage point down the town's throughway. Paddock Place is centrally located downtown and a short walk/bike ride to the St. Mary's waterfront. Welcome!

Southern Charm for Family Fun

Large custom home with in-ground heated pool * centrally located to beaches, parks, resorts, and attractions. Located between Florida's Amelia Island and Georgia's Golden Isles, Saint Marys provides the perfect getaway for folks who want to be close to the action but have a quiet place away from the crowds. The property sleeps 12 making it ideal for family get -togethers or holidays. * Pool closed in winter months