
Holiday rentals in Jupiter Island
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Top-rated holiday rentals in Jupiter Island
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Citrus 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.

Jupiter Kozy Kottage- Oct Nov openings ! 2.7 beach
Nestled in the heart of Jupiter, 2.7 miles from the beach, Jupiter Lighthouse, Loggerhead Turtle Center, Rodger Dean Stadium, Dubois and other state parks, and close to The Honda Classic, you will be within walking or biking distance to great restaurants, stores, live music, dancing, and will have easy access to I 95 and the turnpike. This free standing, guest cottage boasts a private driveway, keyless entry, wifi, a well-appointed, efficiency kitchen, beach chairs, towels, umbrella, & cooler.

Clean, Clutter-Free Home / No Cleaning Fee
This serene, modern home offers uncluttered, calming spaces, perfect for unwinding after a day of work or exploration. Enjoy your peaceful getaway with comfortable beds, blackout curtains, and a fully equipped kitchen. What You’ll Love: Self-check-in & parking for two cars Lake access right behind the property EV charger for your convenience Full-sized laundry room Waterfront restaurants within walking distance Relax, recharge, and enjoy a clutter-free stay designed for comfort and simplicity.

Private Coastal Studio | Walk to Food & Boating
Welcome to The Parakeet — a 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 views, this private retreat blends Old Florida charm with modern comfort. The Parakeet is part of a larger home, fully separated from the main house by a locked utility room with two sets of secure double doors for complete privacy. Our doors are open to all, and we’d love to host you!

The Tequesta Beach House - Heated Pool, Huge Yard, Close to Beach.
**NEW LISTING 3/2 pool home w/ HUGE private backyard in the heart of Tequesta! Only one mile away from water, this fully beautiful house is furnished & turnkey for your stay There is plenty of room for you & your guests to relax, lounge in the sun, cool off in the pool, and savor peace and quiet. Grill out and enjoy a calming sunset outdoor dinner. The air conditioned pool cabana offers privacy and shade; read a book, enjoy a cocktail, or take a long nap. So much value, so close to the beach

The Palm House
Escape to The Palm House! Featuring a brand new salt water pool, fountain, and outdoor kitchen oasis! Recently completed pool area is a tropical dream! Located just 15 minutes from the beach. Open concept great room with a chef’s kitchen and tropical views in every direction. Enjoy a true indoor outdoor South Florida experience with 20 foot sliders that open to the patio. Custom and modern touches in every room! You’ll love the lux built in bunkbeds! Stylish bedrooms with room to sleep 8.

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.

Hobe Hills Hideaway (a quiet beach town getaway)
Hobe Sound is a quiet beach town. Enjoy A quiet apartment/room with a private patio, entrance, parking space, and beautiful bathroom just off US1. We are on the North End of Johnathan Dickinson State Park (Mountain Biking, Hiking, Canoeing, and all kinds of wildlife to see!). We are a short drive to Blowing Rock, Coral Cove Park, Jupiter Beaches, The Jupiter Light House, and so much more! 10 minutes to Jupiter 20 minutes to Stuart 30 minutes to West Palm 40 minutes to PBI airport

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.

Captain Cove's Cottage - Oasis by the Marina
Come aboard, mateys, and enjoy smooth sailing at Captain Cove’s scenic cottage. This is the ideal place to drop anchor and leave your worries behind. With its prime location and charming amenities, Captain Cove's cottage promises an unforgettable coastal getaway. Nestled against the picturesque backdrop of the Great Salerno Basin and mere steps from downtown Port Salerno's vibrant culinary and nightlife scene, this cozy retreat beckons guests to leave the hustle and bustle behind.

Charming 3 Bedroom Home with Pool in Jupiter, FL
Bright, newly furnished home in Jupiter, FL with a saltwater pool, spacious patio, and large backyard. Relax in luxurious bedding, watch movies on Smart TVs in every room, and unwind in comfort. Explore aqua-blue beaches, fantastic restaurants, and a laid-back atmosphere. Explore aqua-blue beaches, fantastic restaurants, and laid-back vibes. Enjoy activities like paddle boarding, homemade ice cream, and sunny weather year-round. Perfect for family getaways or a relaxing retreat!

Luxury, Lake & Sunset Views, Pool, 1/2mi to beach!
Welcome to your slice of paradise! This top-floor condo offers serene lake views with fountains, palm trees, and the soothing sounds of a waterfall. Enjoy resort-style amenities, including an on-site restaurant & Tiki Bar (Twisted Tuna), two spacious pools, and a hot tub. Just a 9-minute walk away, explore the beach, dining, nature trails, and the Intracoastal Waterway. Experience the hidden gem of Jupiter—book now for a rejuvenating retreat in nature’s embrace!
Popular amenities for Jupiter Island holiday rentals
Other great holiday rentals in Jupiter Island

Unique 2-Level Home • Pool, Lanai & RV Parking

Beachside Modern Wellness Villa w/ Spacious Patio

Boho Chic Home in Jupiter with Heated Pool!

~Panoramic Waterfront~ ~Fall Discounts~Pool~

*NEW* Luxury Mellow Marlin w/ Pool Jupiter FL

New Beautifully Updated Historic Haymond House

Tropical Paradise!

Guest House in Beautiful Jupiter Farms
Quick stats about holiday rentals in Jupiter Island
Total rentals
40 properties
Nightly prices starting at
£60 before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Seminole Holiday rentals
- Miami Holiday rentals
- Central Florida Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Four Corners Holiday rentals
- Stuart Beach
- Rapids Water Park
- Jetty Park
- Bathtub Beach
- Rosemary Square
- Jonathan Dickinson State Park
- Boca Dunes Golf & Country Club
- Golf Club of Jupiter
- Trump National Golf Club Jupiter
- Delray Public Beach
- West Palm Beach Golf Course
- Blue Heron Beach
- John D. MacArthur Beach State Park
- South Beach Park
- Jupiter Off-Leash Dog Beach
- Jonathan's Landing Golf Club
- Loggerhead Marinelife Center
- The Bear’s Club
- Jupiter Hills Club
- John's Island Club
- Loblolly Golf Course
- Bear Lakes Country Club
- Norton Museum of Art
- Banyan Cay Resort & Golf