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.

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!

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.

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.

Cottage in the Country

Relax and unwind in a peaceful guest house in the heart of Jupiter Farms. This private 1/1 retreat features a kitchenette, cozy living space, and a spacious screened wraparound porch surrounded by tropical tranquility. Enjoy the perfect balance of privacy and convenience in a quiet, safe neighborhood just minutes from Jupiter’s beautiful beaches, waterfront dining, golf courses, paddleboarding, shopping, and spring training. The perfect South Florida getaway.

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

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.

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.