Holiday rentals with a kayak in Jacksonville

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.

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 ($500 Event Fee, Max 50 ppl).

Marshside Getaway Near Hanna Park Relax & Unwind

Discover tranquility at our Oak Harbor beachside home, boasting stunning marsh views and a waterfront patio/dock. Just a stone's throw from Hanna Park's surfing, scenic trails, and disc golf. Experience peaceful living near Atlantic Beach's diverse dining and shopping, blending seclusion with convenience. Within 3 minutes of Hanna Park and 5 to Atlantic Beach's lively atmosphere, this charming cottage is an ideal Jacksonville escape for those seeking a blend of serenity and surfside adventures

Couples clothing optional escape hot tub nude 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!

New! Lakefront Home—Near Mayo & JAX Hotspots!

Welcome to this peaceful lake-house retreat with a first-floor main suite for ultimate convenience! Located in a quiet neighborhood, yet just minutes from Jacksonville’s beaches, Mayo Clinic, St. Johns Town Center, and major attractions like TIAA Bank Field, JAX Airport, JAXEX, the Zoo and +10 Museums! Enjoy waterfront views, a grill-ready backyard, a private workout zone, smart TVs in every room, fast Wi-Fi, seamless self check-in, and a dedicated workspace—perfect for business or leisure.

4BR Beach Escape • Steps from the Sand

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.

Rest, relax, revive-lovely 1 bedroom cabin

A quiet, tranquil home for two.Located at the end of a country road, Black Creek Hideaway offers you the getaway you’ve been needing. Sit on the second story deck with your cup of coffee, surrounded by the sounds of nature. Take a dip in the pool or relax in the private hot tub. Head down to the creek and take the kayak or canoe for a spin. The house shares 7 acres along with two separate, rentable Airbnb glamping tents, perfect for groups or family get togethers.

Cowford Cottage

Historic walkable neighborhood, close to the Shops of Avondale for fine dining or the Murray Hill District for nightlife. Enjoy a short walk to Boone Park for its many amenities. Blocks from the Beautiful St Johns River, minutes to Downtown. Home features a spacious kitchen, a covered outdoor patio with bar and TV perfect for grilling, entertaining or watching the game. Sleeps 5. Pet friendly/fenced yard. Dedicated office space with strong Wifi and dual monitors.

Jacksonville Lake House with Heated Pool

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.

The Waddle Inn

Modern Farmhouse Retreat: Sunlit 2-Bed 2nd Floor Suite on the Creek Step into our 2023-built suite, where rustic charm meets luxury. Enjoy hotel-quality linens, picturesque deep water creek leading to St. Johns River, cozy firepit on 2 acres, and a splash in our pool. Adventure awaits with on-site kayak rentals. Centrally located: 30-35 mins to beaches, NAS Jacksonville, TPC Sawgrass, and St. Augustine. Local dining gems nearby.