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.

Saint Mary's River Dream Cabin with Pool

Boating, fishing, and swimming is what you are offered when staying in our riverbank cabin near Saint Mary’s, Kingsland, and Amelia Island. The property, with a jacuzzi & pool, has wrap porches nestled in the forest. A public boat ramp is 1 mile from our private dock. Bring your boat or use our kayaks and enjoy the river with family, friends, and your dogs. Plan sunrise coffee on our expansive porch swing or a stunning sunset with a glass of wine by the fire pit! Welcome to your vacation cabin.

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).

Elegant Penthouse,Panoramic view,AIP Resort

Luxury, elegant 2600 SQF penthouse, fully renovated, designed and furnished by a well known interior designer, on the 6th and 7th floor of Sea Dunes, at Omni Resort. Corner unit, panoramic view of the ocean, the island and the marsh. 3 bedrooms, 3 bathrooms,3 oceanfront balconies. Full cable service, free high speed wifi, smart TVs .Free parking, elevator, lots of amenities such as an oceanfront pool, tennis courts, golf course, spa, restaurants,...Unique experience of Luxury,Comfort and Peace

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.

Ocean Place ~incredible views, oversized balcony

Our Ocean Place Resort condo, located adjacent to the Ritz Carlton of Amelia Island, offers a private resort experience with beautifully uncrowded beaches. Cleanliness, elegance, and comfort are paramount to us, and we take pride in providing a space that feels both welcoming and well cared for. With 3 bedrooms, 3 baths, and 1,950 sq. ft., the condo features stunning views of Amelia’s beaches. Comfortably accommodating up to 8 guests, it’s a wonderful place to relax and enjoy your stay.

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.

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!