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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Guest favourite
Apartment in Stuart
4.88 out of 5 average rating, 127 reviews

Sailfish Suites 7 - Waterfront Lodging

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
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 Stuart
4.91 out of 5 average rating, 244 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 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, 127 reviews

The Tequesta Beach House - Heated Pool, Huge Yard, Close to Beach.

**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
A bright bedroom features a spacious bed with a textured white cover. Soft blue pillows are arranged neatly, and a cozy chair is placed beside a vintage-style trunk. Natural light enters through two large windows, complemented by light green blinds, creating an inviting atmosphere.
Guesthouse in Flamingo Park
4.98 out of 5 average rating, 483 reviews

Key West Style Suite with Pool/Spa

This beautiful Key West Style studio with kitchen and WIFI is located in the historic neighborhood of Flamingo Park. It’s close to restaurants, downtown Rosemary Square, the Norton Art Museum, the WPB Convention Center, the Palm Beach International Airport, the instracoastal waterway and 5-10 minUte drive to Worth Avenue in Palm Beach and the Palm Beaches. We welcome couples, solo adventurers and business travelers who can enjoy a private backyard guest suite with salt water pool and spa.

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, 217 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, 235 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 favourite
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, 284 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.

Guest favourite
An aerial view captures a scenic mix of urban architecture and lush greenery. Buildings feature red-tiled roofs and flat rooftops, while the waterfront is lined with trees. The blue water glistens in the distance against a backdrop of clear skies.
Condo in Palm Beach
4.91 out of 5 average rating, 346 reviews

🌞Palm Beach🌴view studio by the🏖 w/parking⚡wifi

🌴🏖Beautiful remodeled Palm beach island garden/pool view 275 sf. studio available in the historic Palm Beach Hotel 2.5 blocks to the Beach. Includes a parking pass for free parking nearby. Newly furnished with large comfortable King Simmons Beauty Rest Platinum bed kitchen and a great view of a garden and partial view of the pool! Dining, bars & beach within 2 blocks and a Publix across the street, beautiful pool on-site. Parking passes are included with your stay🏖🌴

Guest favourite
A tiny house is situated among greenery, featuring beige siding and green accents. Two rectangular windows provide natural light, while stairs lead up to the entrance. A small bush adds a touch of color in front, with outdoor chairs visible nearby.
Tiny homes in Jupiter
4.88 out of 5 average rating, 399 reviews

Welcome to our Tiny House Resort

Stay at our Tiny House Resort. Your home base to experience beautiful beaches, diving or boating! Just like a house, only Tiny! Full kitchen, bath and more! Located only a few miles to all. Arriving guests can self check in to our gated property and never see a person. Outdoor BBQ area, w/chairs, table, umbrella. Want to Use the pool? A text will allow your Socially Distant use. We don't charge a cleaning fee! We limit guest stays to 14 nights. Sorry no pets.

Top guest favourite
Condo in Jupiter Bay
4.99 out of 5 average rating, 142 reviews

Lakeview, Top Floor, Pool, Walk to the Beach!

Welcome to your slice of paradise! This top-floor condo offers serene lake views with fountains, palm trees, and the soothing sounds of a waterfall. Enjoy resort-style amenities, including an on-site restaurant & Tiki Bar (Twisted Tuna), two spacious pools, and a hot tub. Just a 9-minute walk away, explore the beach, dining, nature trails, and the Intracoastal Waterway. Experience the hidden gem of Jupiter—book now for a rejuvenating retreat in nature’s embrace!

Top guest favourite
The private saltwater pool is surrounded by a lightly manicured area featuring artificial grass and stepping stones. Two lounge chairs are positioned beside the pool, offering a space to relax under the clear blue sky, framed by wooden privacy fencing and palm trees in the background.
Home in Stuart
4.97 out of 5 average rating, 118 reviews

Tropical Gem Newly Renovated, Near Everything!

Fabulous 2 bedroom home with a private salt water pool. Whether traveling to Stuart for work or pleasure, you will love the relaxed vibe of this home. Great outdoor spaces for enjoying the beautiful weather with a private fenced front yard area and pool and backyard area. We are centrally located with a 10 min drive to the beach and downtown. We are within walking distance to restaurants, nightlife, grocery shopping, medical center, pharmacy and other shopping

Top guest favourite
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, 160 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?

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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 $111 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Hobe Sound vacation rentals include wifi 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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