Vacation rentals with a pool in Jupiter Island

4.99 out of 5 average rating, 111 reviews

An expansive pool is surrounded by lush greenery and tropical palm trees. A spacious house with a light blue exterior overlooks the area. Lounge chairs and an umbrella can be seen beside the pool, contributing to a relaxed outdoor atmosphere.

Home in Jensen Beach

Stunning 4/3 w/ Heated Pool, Water View & Arcade!

Welcome to Azure!! We are excited to host you at the most unique property in all of Jensen Beach that sits at one of the highest points in South Florida. Enjoy the ocean breeze from one of the FIVE patios, relax in the pool in the lounge chairs or get your laps in by day and enjoy the game room at night. No matter what your preference is this house will not disappoint. This house is a turnkey vacation experience designed for multi-generational family gatherings or just friends getting together.

4.91 out of 5 average rating, 43 reviews

The exterior of a bright yellow house is showcased, framed by lush tropical landscaping including palm trees and shrubs. A screened lanai is visible, offering an outdoor living area. A yellow kayak rests on the dock at the water's edge, with a clear blue sky above.

Home in Hobe Sound

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.

4.95 out of 5 average rating, 151 reviews

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

4.98 out of 5 average rating, 146 reviews

Home in Palm City

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.

4.98 out of 5 average rating, 123 reviews

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

4.97 out of 5 average rating, 235 reviews

A charming cottage exterior is framed by lush greenery and tropical plants. The welcoming porch features rocking chairs and additional seating, inviting relaxation. A front door with decorative elements enhances the cottage’s character, while sunlight filters through the trees, creating a serene outdoor space.

Cottage in Hobe Sound

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.

Guest suite in Hobe Sound

The bedroom features a queen size bed adorned with a starfish-patterned quilt. A small desk with a chair and a computer monitor are positioned against one wall. A cozy seating area includes a blue armchair, while natural light filters through the window covered with blinds.

4.98 out of 5 average rating, 259 reviews

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

5 out of 5 average rating, 28 reviews

The backyard features a recently updated pool surrounded by a spacious patio. Lounge chairs are arranged around the pool, and lush greenery lines the perimeter, providing a natural and serene backdrop. The clear water reflects the blue sky above.

Home in Tequesta

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 great bunk room that is nice and quiet. Minutes from the beach, intracoastal, and local restaurants/bars in Tequesta and Jupiter.

4.96 out of 5 average rating, 127 reviews

Home in North Palm Beach

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.

5 out of 5 average rating, 27 reviews

A screened-in heated saltwater pool is surrounded by a spacious patio area. Sunlight filters through the mesh roof, illuminating the clear water and the tropical landscaping visible through the screens. A dining area with an umbrella is situated nearby, enhancing the outdoor experience.

Home in Hobe Sound

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.

4.93 out of 5 average rating, 146 reviews

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.

The exterior of the house features a modern facade with a combination of white walls and natural wood accents. A spacious front porch is furnished with two black chairs and a small table, flanked by decorative planters with greenery. The entrance is highlighted by a textured dark door.