Holiday rentals in Jupiter Island

Bougainvillea Cottage (Peggy's Retreat)

Located in the heart of Hobe Sound, Florida and 1 mile from the beach, this spacious retreat is perfect for your tropical getaway! Nearby is food, shopping, and fun. We are 15 minutes from Jupiter or Stuart, and minutes from the beautiful Jupiter Island. We feature state of the art accommodations and a backyard with a beautiful and relaxing setting for your family to enjoy. Occupancy limited to 4 Guests- strictly enforced. A vacation rental agreement will be sent electronically for each booking.

Waterfront with Dock & Pool, Hobe Sound Beach

Unwind at our waterfront retreat. Drop the water toys off the dock and explore the natural surroundings. Bring your 25' boat or rent nearby - Intracoastal Waterway with no fixed bridges allows Atlantic Ocean access via Jupiter or Stuart inlets. Pristine Hobe Sound Beach is less than a mile. Naturalists will love hiking, horseback riding and eco tours at Jonathan Dickinson Park. Walk to downtown Hobe Sound for antiquing, shopping, dining and live music. Central location for Spring Training games.

Jupiter Cute Ute

Enjoy your stay in this thoughtfully designed cozy home! Close to the beach and everything Jupiter - The fully equipped kitchen is a chef’s dream and local restaurants sit minutes away. Less than 30 minutes away from the PBI Airport. This is the perfect space for an individual, couple or small family. Everything you need is right in this compact 450 sqft home. A large patio to enjoy sunrise or cocktails at sunset! Cute Ute is nestled in a quiet neighborhood with a park just two blocks away.

Old Florida Cottage - Walk To The Beach & Downtown

Nested in the Historic Hobe Sound downtown, walking distance to restaurants & shopping, only a mile walk away from the beach through a magical banyan canopy tunnel. Conveniently located between Stuart and Jupiter, close to Jonathan Dickinson state park, surrounded by many golf courses and boat ramp accesses. The house has a long driveway amenable to park your boat and truck. A short 30 min north of the West Palm Beach international airport and 100 miles from Miami international airport.

Hobe Sound, Charming Cottage, Tropical Setting.

Charming 50s Style Cottage with a modern touch. Located on a quiet street in Old Hobe Sound. Steps to the Indian River and close to the beach ( 1.2 Mi.) New King Size bedding. Tropical "Zen" Garden in back. The heated pool is in a very private setting next to the cottage. Newly remodeled Bathroom, New Flooring throughout, and a new Mini-Split, Air Conditioner. The entire cottage is freshly painted. The cottage is half a block from the train tracks. This is part of the old Florida charm.

Jupiter Jungalow

Time to relax…you found your tropical haven in Jupiter, Florida. Located just 1 mile from the intracoastal waters and a short drive from miles of pristine beaches, our Jungle Casita is a keyless entry one-bedroom rental attached to our adjoining home. Located in a peaceful residential neighborhood nestled in the charming Village of Tequesta, you are minutes away from beaches, state parks, tennis & pickleball courts, and the best waterside dining options for your trip to South Florida.

Beautiful cozy Casa Del Sol

Most unique place to be! The House of the Sun! Casa del Sol! A beautiful getaway blocks from the Atlantic Ocean. Your Beach is on Beautiful Jupiter Island only minutes walking or biking. This sunny getaway is nestled back on the largest lot in Historic Downtown Hobe Sound. The beachy decor reminds you that you are truly in your own beach house, paradise! Lounge in hammock in the yard, use of bicycles, wifi & surround sound w/ premium cable. Plenty of fun games indoors and outdoors.

Historic Studio Retreat | Renovated & Walkable

Welcome to The Parakeet, a centrally located, newly renovated historic cottage in downtown Port Salerno—a charming fishing village on Florida’s coast. Just a short stroll to waterfront restaurants, live music, marinas, and scenic beauty. Designed with comfort and style in mind, this private retreat blends Old Florida charm with modern convenience. Walk to breakfast, enjoy music by the water, or spot parakeets in the trees—this is Florida at its most relaxing.

Modern Lakeview Waterfall, Pool, 1/2 mile to Beach

Welcome to your relaxing retreat! Our top-floor condo offers ocean breezes and serene lake views with fountains and palm trees. Fall asleep to a waterfall’s soothing sound and wake to tropical birds. Jupiter Bay features scenic walking paths, an on-site restaurant, two pools, and a hot tub. Plus, you're just a short walk from the beach, restaurants, nature trails, and the Intracoastal Waterway. Book now for the perfect getaway!