Holiday rentals with a pool in Jupiter Island

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.

Sailfish Suites 1 - 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.

Tequesta Beach House | Heated Pool & Huge Yard

**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

Palm Haven At Turtle Creek, Heated Pool, BRAND NEW

Experience elevated living in this brand-new, fully renovated 3BR retreat in Tequesta’s exclusive Turtle Creek community! Arrive to peaceful river views, then step inside to a stunning interior and chef’s kitchen. Outside, relax in swing chairs, fire up the grill, or jump into your private heated pool. The oversized lanai with TV is perfect for game nights and family fun. Just 10 minutes to Jupiter Inlet, beaches, and incredible waterfront restaurants—this home delivers the ultimate escape!

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.

Saltwater Pool Oasis • 10 Min to Jupiter Beach

Saltwater pool days, warm nights, and that effortless Jupiter feeling. Welcome to your private coastal escape. Just minutes from Jupiter’s best beaches, restaurants, and local favorites. Relax by the pool, grill on the patio, or head out for beach days. Inside, enjoy a calm, comfortable space with plush bedding and room to unwind. Perfect for families, couples, or a quick getaway. ✔ Saltwater pool + backyard ✔ Screened-in porch ✔ Smart TVs in every room ✔ 10 minutes to Jupiter beaches

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 Beach! The Oasis Suite!

Relax with the whole family at this peaceful place to stay. Great two bedroom condo with full amenities so you can have the best visit to one of the greatest little towns in America we call Jupiter! Quick, safe and easy 3 block walk to the beautiful uncrowded beach! Relax by one of the great pools and have a ice cold drink at the tiki bar on site. I’ll give a ton of recommendations for any and all of the things to do around town. Sleeps 5. I look forward to being a great host for you!

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 Pool Home with Spa, close to Beaches

Peaceful home with a pool, spa, outdoor shower that’s close to beaches and walking distance to the intercostal. This home features a new custom built pool and spa, beautiful kitchen, outdoor patio with grill and landscaped back yard. There are many great restaurants and shopping nearby. There is a park just a 5 minute walk where you will have access to the intercostal, tennis courts, and a small beach. The neighborhood is very quiet. The property is not suited for children.

Waterfront! Boat Dock and Guesthouse

Escape to North Palm Beach! This waterfront house offers the perfect setting for family gatherings and small events. Enjoy direct ICW and Palm Beach Inlet access from this beautifully landscaped property. With an open concept layout, it comfortably accommodates up to 14 guests. Relax and unwind with amazing amenities like a heated pool, boat dock, beautiful back yard, outdoor entertaining space, chef’s kitchen and multiple big screen TVs.

Paradise on the Water- Jupiter/Tequesta

Come enjoy our coastal home on the wild and scenic Loxahatchee River. Enjoy your days and evenings by the pool, kayaking, or boating. Nestled on the border of Jupiter/Tequesta and ocean accessible, only 20 minutes by boat to the Jupiter Inlet and located only 5 miles from several amazing beaches. There are several beaches only 4.5 miles away. We are conveniently located near major highways, I- 95 and Florida's turnpike.