Pet-friendly holiday rentals in Middleburg

Lakeshore Leisure Club

This charming cottage in historic Lake Shore neighborhood close to downtown offers farmhouse charm with a modern/boho flare and spacious fenced in backyard. Enjoy views of the Ortega River on your morning walk. Dedicated dry bar, coffee bar, and fully stocked kitchen are perfect to elevate your stay. King and Queen beds. Just minutes away from historic Five Points, Riverside, Avondale, and NAS Jax. Here you can enjoy all of the shops, dining, and eclectic spaces that Jacksonville has to offer.

Modern Green Cove Springs 7Beds Fence Beach 45 min

New Stylishly renovated home in Green Cove Springs just South of Fleming Island, Orange Park, Middleburg, West of Jacksonville Florida. Christmas 365! Farmhouse style with a touch of Christmas theme. 7 beds, Fenced yard, 65" LED TV, fast internet, front/back porches available up to 10 people. Beaches approx. 45 minutes. Camp Blanding 25min Close to restaurants, grocery stores, banks, gas stations, main hospital 8+miles). There are lakes and rivers locally to fish/boat, parks, and shopping:).

A Private Loft at Grand Landings Equestrian Center

Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

Cozy King Street Suite Upstairs

Cozy suite with a queen bed and a private bath along with a private den with a futon, TV, and desk. The suite has a private entrance. The house is located very close to great nightlife in the Riverside historic area, but it is in the rear of the property and very peaceful. There are also several museums close by, and the stadium and concert venues are very close as well! There are great food options ranging from hole in the wall to some of the finest dining spots in the city.

The Captain's Quarters o|--)

This two story loft garage is detached and is set in the back of the property 45 feet from the main house. The first floor has the kitchen and living space, then walk up the spiral staircase to the bedroom with cathedral ceiling with track lights and ensuite bathroom. I love dogs and allow them with permission first. No pets without prior approval (pet fee is min $50 per stay or $10 per day which ever is greater) My location is a short walk to Starbucks and other restaurants.

Palatka Arts and Crafts Bungalow c.1925

This is a historical Arts and Crafts home built in 1925 located a block from downtown Palatka, Florida. The location of the home is semi-commercial. The neighors have teenagers and are sometime known to play loud music and present as teenagers. Palatka is a rugged town with areas of distress and has taken longer to recover from recession. It has been identified as one of the poorest counties in the state of Florida. However, the people are quite friendly.

Charming lake front cottage

Keep it simple at this peaceful and centrally-located cottage on Little Lake Geneva. Clean and freshly updated interior with canoe and fishing gear for your outdoor enjoyment. This charmer is located near popular springs for diving as well as hiking and biking trails. Jacksonville and Gainesville are within easy driving distance. Come to “get away from it all” and enjoy the peaceful, quiet atmosphere that helps to unwind and recharge.

Lakefront Retreat Apartment Remodeled, Premium Bed

Private lake home on Big Lake Santa Fe is the perfect place to unwind and enjoy gorgeous sunset views. The rental unit is an upstairs separated apartment. It has a cedar interior with a cabin feel has recently been renovated with new appliances, flooring and updated bathroom with walk in shower. Bring your boat to cruise the lake or fish and tie up at our dock. Enjoy swimming, water skiing, fishing or just relaxing on the deck.

Mr. Rogers Place (Family Friendly , Cozy, Clean)

Mr. Rogers house is conveniently located right off college drive in Orange Park. Making this the perfect spot for anyone visiting family in Fleming Island, Orange Park and even Middleburg. The house is on a quiet culdesac. This home is an extension of our Farm House just a 1.5 down the road. We welcome our guest to visit us during feedings to meet our lovely animals at HayStays Farm.