Vacation 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.

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 12.

Relaxing Beautiful 5BR w/ heated pool and Spa

Enjoy a relaxing stay at a beautiful home in sunny southern Florida. A short drive to beaches, shopping and many nature parks. Take a drive for manatee sightings, Mets baseball, visit the local brewery or stay in and enjoy the heated pool and relax in the spa. Smart TVs in every bedroom, office and family room. Fast wifi for remote work. Beverage station, pool table and exercise equipment. Pool and SPA area with grill and fire pit. Walking distance to convenience stores and restaurants.

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.

Perfect location! The Crew House

Welcome to your new favorite getaway in Jupiter, Florida! Thoughtfully designed to offer the charm and comfort of a boutique hotel, but in a home all to yourself. After 10 years of building homes in South Florida, this home was created with a deep appreciation for elevated living experiences. Blending authentic materials and craftsmanship, with style and function, we invite you to relax, unwind, and discover a space that’s more than just a place to stay—it's a destination in itself.

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

Apartment with pool in Jupiter

About space One bedroom apartment with a king-size double bed, large private bathroom, shower, closet for clothes and kitchen, space heater, the laundry is outside and is shared, This one-room space is part of our country house, but it is totally independent, it even has its own entrance. You can bring and park your boat, we share our outdoor area like the pool, lake, campfire, Leaving the house you will find beautiful country estates, where you can enjoy a walk in the open air.

Charming 4BR Beach Bungalow

Relax with the whole family at our tropical oasis that we lovingly refer to as “La Tortuga de Tequesta”. Enjoy your mornings at the beach, afternoons at our recently updated pool with hot tub, and grill for easy dinners. Relax in our spacious back yard with multiple seating areas including sun loungers and a conversation set. For the kids we have a bunk room, crib & high chair. Minutes from the beach, intracoastal, and local restaurants/bars in Tequesta and Jupiter.

Private Oasis *heated pool and yard.

Forget your worries in this spacious and serene space. Beautifully decorated with all the comforts of home. Enjoy the private backyard with a screened in heated pool surrounded by tropical trees. Space to park your boat. Inquire about longer than weekly rental rates. There is a small apartment above the garage so that tenant shares driveway only. Secluded fenced in yard and Pool is not shared. The entire house and yard is yours.

Jupiter Paradise Poolside Putting Retreat

Newly updated! Family friendly, spacious vacation home with your own private saltwater poolside retreat in the heart of Jupiter Florida. This 4BR home will accommodate your entire group (10) in modern comfort. While luxury inside the tropical patio, saltwater pool, and putt putt course await in your backyard. Outdoor grill, brick pizza oven, and game room with pool table. Only a few minute drive to local shopping or the beach.

*NEW* Luxury Mellow Marlin w/ Pool Jupiter FL

Welcome to the Mellow Marlin Getaway in Jupiter, Florida! Prepare to immerse yourself in the epitome of relaxation and luxury at the Mellow Marlin vacation home. Nestled in the heart of Jupiter's historic district, this newly renovated 3-bed, 2-bath oasis is an absolute dream come true. Boasting a private pool, outdoor kitchen, putting green, and a cozy patio, this home is your gateway to the ultimate vacation experience.