Holiday rentals with a pool 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.

Sailfish Suites 1 - Waterfront & pet friendly!

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.

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

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

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!

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

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.

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

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.

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

Cottage in the Country

Relax and unwind in a peaceful, spotless guest house in beautiful Jupiter Farms. This private-1-bedroom 1-bath retreat offers a kitchenette, cozy living space, and a screened wrap around porch surrounded by tropical tranquility. Nestled in a safe and quiet neighborhood, you'll feel worlds away while remaining just minutes from beaches, waterfront dining, golf, paddle boarding, baseball and shopping. A perfect blend of relaxation, privacy and convenience.

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.