Holiday rentals in Jupiter Island

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- January 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.

Unique Treehouse-ish~Private Pool/Kayak/Bike/Grill

Escape to The Shellhouse – Topside, a unique breezy 2BR wood home in Stuart, FL. Enjoy a GORGEOUS wrap-around porch, screened pool, fire pit, gas BBQ, kayaks, bikes & more! Minutes to water access for boat & kayak launch. Sleeps 6 w/ 2 king beds & queen air bed, 3 smart TVs, desk, full kitchen w/ gas stove, games, laundry & boat trailer parking. Residential neighborhood near downtown restaurants, marinas, boat clubs, tiki bars & live music restaurants. Peaceful, stylish & tropical coastal charm!

Sailfish Suites 4- Waterfront, Pet friendly!!

Welcome to a perfect waterfront getaway! This beautifully furnished, pet-friendly one-bedroom suite is designed for easy coastal living. Wake up to peaceful water views and explore nearby restaurants, shops, and coffee spots. Inside, you’ll find a plush king bed, closet space, and flat-screen TVs in both the living and bedroom. You will feel at home with a full kitchen and dining area, whether you’re staying for a weekend or more. Outside, enjoy a pool, dog park, waterfront seating and marina.

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.

To The Sea in 143

Looking for a beach break? Located 1.43 miles from the Atlantic Ocean. Brand new, immaculate little guest house over our garage. About a 30 minute drive from Palm Beach International Airport. Many delicious restaurants nearby. There ARE stairs to get to apartment, so keep this in mind, before booking. There is One King bed, and two twin beds. The guest house is small, but has everything you need. The host lives on the property, so if you need anything, you can text them, and they will assist.

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.

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!

Lakeview, Top Floor, Pool, Walk to the 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!

Half Marker Hideaway, just minutes from the ocean!

Come enjoy our tiny home, just minutes to beautiful beaches, boat ramps, and downtown life! Small patio, gas grill, corn-hole and outdoor shower, in laid back atmosphere. If you love outdoor vibes and a cozy tiny home, The Half Marker Hideaway is the place to stay! NO DRUGS. NOT 420 friendly! Don’t book if you don’t like dogs, our dogs will sometimes greet you! Shared backyard space. The whole indoor space is 140 square foot.