Vacation 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 favorite
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, 35 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.

Guest favorite
An expansive balcony offers clear views of the beach and ocean. Comfortable white wicker furniture is arranged around a glass-topped table, with vibrant blue beach chairs visible in the distance. Lush greenery and gentle waves contribute to the serene beachfront ambiance.
Condo in Hutchinson Island
4.91 out of 5 average rating, 246 reviews

Indian River Plantation Beach Front Condo

The ideal resort to create your spectacular beachfront vacation is here. With sensational views of the beach your stay will prove unparalleled. An open plan living-dining room, complemented by an extensive outdoor balcony projects both a feeling of space, and comfort. With wall to ceiling sliding glass doors your view of the ever changing sea will never be restricted. Located at the Marriott Indian River Plantation Resort surrounded by a tropical paradise within a luscious, green golf course.

Guest favorite
A spacious patio area is featured, designed with a thatched roof and comfortable seating in soothing turquoise. Adjacent to the seating, a sparkling pool invites relaxation, surrounded by landscaped greenery and a privacy fence. A charming white swan float adds a playful touch.
Villa in Port St. Lucie
4.92 out of 5 average rating, 225 reviews

Retreat w/Solar Heated Pool Tiki Hut King Bed Wifi

When you walk in the front door you instantly feel refreshed and at home. The three bedroom, two bathroom house is refreshing and airy. The open concept home leads to a spacious living and fully equipped kitchen area, with a formal dining area and a casual dining area, plenty of space where your family can congregate and feel completely at home. Discover the outdoors by opening the sliding doors to a beautifully set up open concept patio with spacious pool ready for relaxing and entertaining.

Guest favorite
An unheated swimming pool with clear blue water is surrounded by a fenced patio. Lush palm trees frame the area, providing a tropical feel. The sunny sky enhances the serene atmosphere of the backyard space, with green grass visible in the background.
Bungalow in Wellington
4.85 out of 5 average rating, 117 reviews

Cozy waterfront king-bed bungalow in Wellington

Spacious 2150sqf waterfront pool house! Three charming French doors are leading from the master bedroom, dining and living rooms to a serene back patio with a view of the pool and waterfront. Minutes from the IPC, Equestrian centers, the Green Mall, and many restaurants and shops. 20 minutes from the ocean. Bring the whole family to this peaceful place with lots of room for fun and relaxation. For the fans of fishing, there is a rod with accessories in the garage for you to use and enjoy.

Guest favorite
Apartment in South Palm Park
4.91 out of 5 average rating, 44 reviews

Art Deco APT w Pool One Mile to Beach Pets Welcome

Spacious apartment, in a tropical paradise pool house hideaway, We have designed our compound to you feel like its your home away from home. The beach is just a 1.5 miles east of the Apt. We are just a few blocks from lake ave, our downtown area. The downtown area has everything from restaurants, bars, library, visitors center, theater, boutique shops, also a surf shop which is perfect for beach gear and rentals. The compound is a perfect place to work from home or just enjoy some R&R.

Top guest favorite
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, 225 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 favorite
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, 242 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

Superhost
A heated pool is surrounded by a spacious sun deck, featuring lounge chairs and shaded seating areas under umbrellas. Lush greenery borders the pool, offering a sense of privacy. The pool's inviting blue surface complements the warm tones of the patio pavers.
Home in Limestone Creek
4.9 out of 5 average rating, 123 reviews

The Coastal Casita - Heated Pool, Private Yard, Mini Golf, Great Location.

**3/2 Heated pool home, peaceful private backyard in the heart of Jupiter! Close to Pelican Club, restaurants, golf, and coffee. Beautifully furnished with a mid century modern theme, this feels like vacation. Plenty of room for you & your guests to relax on the sun deck, lounge in the sun, cool off in the pool, and savor peace and quiet. Grill out and enjoy a calming sunset outdoor dinner. Read a book, enjoy a cocktail, or take a long nap. So much value, you'll never want to leave!

Guest favorite
A screened-in pool area is captured, with clear blue water reflecting the sky, surrounded by a paved deck. Lush greenery is visible on the edges, and a tranquil canal scene is framed through the enclosure, with homes and palm trees in the background.
Home in Port St. Lucie
4.88 out of 5 average rating, 108 reviews

Sunny Days Retreat

Welcome to the treasure coast and your home away from home. Enjoy canal wildlife in this serene neighborhood backing onto a major canal. Even though you'll swim in a lovely screened in pool, get ready to grab a beach chair and & head to the ocean just 8 miles away. Because you are close to everything, you can dine, shop, fish, see a movie or go for a walk in the nearby botanical gardens. Connect to super fast Wi-Fi to work on one of the two desks or catch up on email.

Top guest favorite
A large swimming pool is surrounded by lush tropical vegetation, featuring several loungers and umbrellas in calming shades of blue. The clear water reflects the vibrant greenery, creating a serene outdoor space ideal for relaxation and enjoyment.
Guesthouse in Palm Beach Gardens
4.99 out of 5 average rating, 263 reviews

WHISPERING PALMS

Located in our highly secure gated community, this artfully furnished 3 room Villa has a true Florida vibe. Only a quarter mile from PGA Golf Club; minutes from the beach; tropical gardens, and a large swimming pool make this property truly unique. This is an AWARD WINNING GUEST HOME!! LARGE PRIVATE POOL. NEVER SHARED! FOR GUESTS ONLY! Screened in wooden deck is a perfect place to relax and enjoy your morning coffee or a glass of wine in the evening.

Top guest favorite
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
4.93 out of 5 average rating, 111 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.

Top guest favorite
An outdoor area is highlighted by a Tiki Hut equipped with a kitchen and bar, beside a heated saltwater pool. Comfortable seating arrangements surround the space, complemented by lush tropical landscaping and a wooden fence, creating a private and inviting environment.
Home in Tequesta
4.98 out of 5 average rating, 63 reviews

Tropical Paradise!

Welcome to Tropical Paradise!  Located in a great neighborhood.  The home has a fenced in back yard.  Your tropical paradise has an amazing Tiki Hut with outdoor kitchen, bar, Smart TV, darts and heated saltwater pool. Perfect place to enjoy happy hour with your friend or relax with your family.  Features: Keyless entry, private driveway with parking for 4 cars, Wi-Fi, smart TVs. ( no boat trailer parking)

Popular amenities for Jupiter Island rentals with a pool

Quick stats about vacation rentals with a pool in Jupiter Island

  • Total vacation rentals

    Explore 20 vacation rentals in Jupiter Island

  • Nightly prices starting at

    Jupiter Island vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 830 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Jupiter Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jupiter Island rentals

  • 4.9 Average rating

    Jupiter Island stays are highly rated by guests—averaging 4.9 out of 5!