Vacation rentals with a pool in Hobe Sound

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Top-rated rentals with a pool in Hobe Sound

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

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Top 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, 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.

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
4.92 out of 5 average rating, 248 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.

Top guest favorite
A well-lit living area features an open kitchen with modern appliances, including a refrigerator and microwave. A dining table with four chairs is situated alongside a comfortable sofa adorned with colorful cushions. Large windows provide views of the surrounding greenery.
Apartment in Port Salerno
4.87 out of 5 average rating, 153 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 favorite
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, 132 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 favorite
A screened pool area is highlighted against an orange and purple sunset sky. The serene scene features a private pool with a hot tub nearby, surrounded by lush tropical landscaping. The structure is partially enclosed, enhancing a sense of privacy.
Home in Hobe Sound
4.98 out of 5 average rating, 100 reviews

Hobe Sound Hideaway private pool, hot tub, lanai

Escape to Hobe Sound Hideaway a peaceful poolside oasis. Large covered private & screened patio, pool and hot tub. Located on quiet cul-de-sac and approx 7 min. to the beach and boat ramp. State park nearby. Room to park boat/rv. High speed wifi, Hd tv antenna and Xfinity streaming w/peacock. Both bedrooms have queen size beds w/private bathrooms. Home is a duplex with private driveways & entrances on separate streets. Pool is private, not shared. Pool can be heated for $50 or less per day!

Top guest favorite
Home in Jupiter
4.97 out of 5 average rating, 110 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 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, 226 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, 246 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

Guest favorite
A spacious bed adorned with a floral quilt is positioned centrally in the well-lit bedroom. Natural light enters through two windows, complemented by bedside tables and matching lamps on either side. A window air conditioning unit is visible, enhancing comfort.
Guest suite in Jupiter
4.81 out of 5 average rating, 297 reviews

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.

Top guest favorite
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
5 out of 5 average rating, 22 reviews

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.

Guest favorite
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, 144 reviews

Jupiter Paradise Poolside Putting Retreat

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 favorite
A clear swimming pool is set within a spacious outdoor area, surrounded by palm trees. A sun deck with white lounge chairs is positioned nearby. A pickleball/basketball court can be seen in the background, enclosed by a fence, under a bright blue sky.
Shipping container in Jensen Beach
4.98 out of 5 average rating, 163 reviews

Containing Luxury in Jensen Beach-Sandollar

One of two luxury 20ft shipping containers within a resort style property. This cozy unit features a Full XL bed, TV, kitchenette, and full bathroom. Enjoy outdoor sports on your private pickleball/basketball court or lounge in the oversized pool and hot tub. Property is located minutes from the beaches, downtown Jensen Beach, Hawks Bluff State Park, shopping, as well as fine dining. This property is truly a secluded paradise.

Popular amenities for Hobe Sound rentals with a pool

When is the best time to visit Hobe Sound?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$58,379 GYDG$74,910 GYDG$83,698 GYDG$62,564 GYDG$57,752 GYDG$60,263 GYDG$56,496 GYDG$46,034 GYDG$61,727 GYDG$60,472 GYDG$66,540 GYDG$74,491 GYD
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Quick stats about vacation rentals with a pool in Hobe Sound

  • Total vacation rentals

    Explore 30 vacation rentals in Hobe Sound

  • Nightly prices starting at

    Hobe Sound vacation rentals start at G$16,740 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Hobe Sound vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hobe Sound rentals

  • 5 Average rating

    Hobe Sound stays are highly rated by guests—averaging 5 out of 5!

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