Holiday rentals with a pool in Jupiter Island

Luxe Home • Resort Style Pool • Near Beach & City

Enjoy a private Flamingo Park retreat with a heated saltwater pool, lush yard, and bright modern interiors. This renovated historic home offers a sleek Italian kitchen, comfortable lounge & dining areas, fast WiFi, smart TV, and Sonos soundbar. Comfortable beds with a ceiling fan in each room makes for restful nights. Walk to cafés, restaurants, and the Norton Museum. Minutes to beaches, golf, and a family-friendly park with tennis and new pickleball courts. Great for families or business stays.

Coastal Gem: Pool, Hot Tub, King Bed, & Game Room

Welcome to your cozy Treasure Coast getaway! Costa Bella House is located in Port Saint Lucie, just short minutes away from the beautiful beaches of Hutchison Island, Stuart, and Fort Pierce. With its central location and proximity to restaurants, shops, and Florida's Savannas Preserve State Park, our house is the perfect base for your Florida adventure! Indulge in relaxation with our stunning pool, hot tub, full kitchen, dedicated workspace, game room, comfortable bedrooms, and backyard oasis.

Sailfish Suites 7 - Waterfront Lodging

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

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.

Condé Nast Top 25 · Magical Botanical Garden stay

COCONUT CASITA~ A private tropical retreat in Vero Beach, Florida. A destination for creatives, couple’s and slow travelers. find us on Insta for more pics @thecoconutcasita Enjoy your private casita surrounded by one acre tropical botanical garden full of tropical fruit and flora. +A true old florida experience. +Enter through a private courtyard with a fountain. +Access to a deep water pool (attached to owner’s home next door) + In a quiet residential neighborhood

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.