Holiday rentals with a pool in Jupiter Island

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Top-rated rentals with a pool in Jupiter Island

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A serene backyard setting showcases a clear blue pool, with a covered patio that features seating arrangements. The house is visible in the background, framed by a colorful sunset sky and lush greenery.
Home in Port St. Lucie
4.98 out of 5 average rating, 119 reviews

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.

Top guest favourite
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
4.94 out of 5 average rating, 36 reviews

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.

Top guest favourite
A patio area with white lounge chairs overlooks a scenic waterfront with boats docked nearby. Lush palm trees and green grass enhance the serene outdoor setting, providing a peaceful spot to enjoy views of the water.
Flat in Stuart
4.87 out of 5 average rating, 156 reviews

Sailfish Suites 6 - pet friendly, waterfront!

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.

Guest favourite
Home in Hobe Sound
5 out of 5 average rating, 17 reviews

Whispering Breezes 6-bedrooms Retreat

This unique and tranquil getaway is perfect for a retreat or a family gathering. All nature elements are present here. Marvel at the cedar wood ceilings, walk on the Travertino stone floors, dip in the waters of the freeform sparkling pool and bathe in the sun or sit under the shade of the garden inhaling the salty air brought by whispering breezes from nearby Atlantic ocean. Hiking trails in nearby state parks. Explore the area by a rented bicycle, golf cart or a kayak. By Rapids Waterpark

Guest favourite
A private pool area is showcased, featuring a pink inflatable flamingo floating on the crystal-clear water. Surrounding the pool are several lounge chairs and an umbrella, complemented by well-maintained greenery and palm trees, creating a relaxing outdoor setting.
Home in Jupiter
4.94 out of 5 average rating, 136 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

Top guest favourite
Home in Palm City
4.98 out of 5 average rating, 130 reviews

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.

Guest favourite
Home in Jupiter
4.97 out of 5 average rating, 114 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

Top guest favourite
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
4.97 out of 5 average rating, 228 reviews

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.

Top guest favourite
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.
Guest suite in Hobe Sound
4.98 out of 5 average rating, 249 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

Top guest favourite
Home in Vero Beach
4.99 out of 5 average rating, 326 reviews

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

Guest favourite
A private saltwater pool is surrounded by tropical foliage, featuring comfortable lounge chairs positioned nearby on a brick patio. The pool’s inviting shape is complemented by clear water, with a small grassy area enhancing the outdoor space. The setting offers a serene retreat.
Home in Jupiter
4.93 out of 5 average rating, 146 reviews

Jupiter Paradise Poolside Putting Retreat

New updates coming soon 6/30! 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 in modern luxury. 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. 25 minutes to PBI airport

Top guest favourite
A serene pool area is framed by palm trees, reflecting the clear sky above. Lounge chairs in various colors surround the pool, while a scenic view of the waterway is visible in the background, featuring lush greenery and nearby homes.
Home in Tequesta
4.92 out of 5 average rating, 114 reviews

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.

Popular amenities for Jupiter Island rentals with a pool

Quick stats about holiday rentals with a pool in Jupiter Island

  • Total holiday rentals

    Explore 10 holiday rentals in Jupiter Island

  • Nightly prices starting at

    Jupiter Island holiday rentals start at £66 per night before taxes and fees

  • Verified guest reviews

    Over 880 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Jupiter Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Jupiter Island rentals

  • 4.8 Average rating

    Jupiter Island stays are highly rated by guests – averaging 4.8 out of 5!