Holiday rentals with a kayak in Duval County

Luxury Oasis w/ Golf Views & Pool in Sawgrass

Unwind at this ground-floor (no stairs) condo in gated Sawgrass Country Club with serene golf/lagoon views. 3 bedrooms, 2 baths, bright Florida room, and a fully stocked kitchen. Stroll to the resort-style pool, playground, walking paths, and private beach walkover! Minutes to TPC Sawgrass, Sawgrass Village dining, and 23 miles to historic St. Augustine. Baby gear, whole-house water filtration, and fast Wi-Fi. Traveling with a group? Ask about renting our second property located just steps away.

Outdoor spaces · Location · Amenities

Serenity and Amazing Views - Home on River w/ Pool

Beautiful House: Quiet with all amenities on deep water with pool. 12 minutes from Jax Airport, 5 min from Zoo and 10 min from Cruise Ports. Jax Beaches are just a short beautiful drive. Downtown, Stadium, Arena etc. 10 min Lounge on the deck or sit pool side while watching the sunrise/ sunset. Bring your kayaks and paddle across the river to the zoo, or find sharks teeth on the river islands. Fish off the dock and catch some of Florida's best: Reds, Trout, Flounder, Snapper, Blue Crabs.

Outdoor spaces · Location · Beach

BIG Luxury Riverfront Retreat|Dock-Dogs considered

💎 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 console,adventures nearby boat tours, horses, history. Locally managed Superhosts LOVE hospitality, well stocked & five-star guest favorite. Book Now or inquire on corporate longer.

Outdoor spaces · Checkout · Check-in

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).

Location · Outdoor spaces · 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 · Hot tub

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!

Location · Outdoor spaces · Wi-Fi

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.

Location · Value · Bathroom

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.

Location · Outdoor spaces · View

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!

Outdoor spaces · Value · Bathroom

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.

Location · Outdoor spaces · Parking

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.

Outdoor spaces · Location · Amenities

Cozy Home: Fire Pit+Pets: near Riverside+Downtown

Welcome to your cozy Jacksonville retreat — perfect for travel workers or a relaxing getaway. Less than ten minutes to Riverside and Downtown and less then 30 mins to the beach. Unwind after a long day in your private fenced yard or by the fire pit. Plus, we’re pet-friendly, so bring your furry companion. This updated 2-bedroom home offers a clean, comfortable space and fully equipped kitchen. Comfort, convenience, and a place to recharge — all in one.

Value · Location · Comfort