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.

Location · Family · Long stay

Sunny-Pool-close to beach-fishing-snowbird

Relax in this bright & spotless 3BR with private pool, fast WiFi & fully stocked kitchen. Perfect for families, professionals, and snowbirds looking for comfort & convenience. The Sunshine house was remodeled intentionally made for you. Few mins from downtown, under 10 min drive to the beach, and 15 min drive to downtown Stuart, walking distance to Indian River Side Park and Jensen Beach Boat Ramp. The Sunshine house provides all the amenities you need to enjoy a relaxing easy beach vacation.

Location · Value · Quiet

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.

Location · Family · View

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

Location · Value · TV

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!

Family · Location · Comfort

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.

Location · Family · Wi-Fi

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

Value · Family · Getting around

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.

Value · Location · View

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.

Family · Location · Kitchen

Tropical Heated Pool • Walk to Shops • Near Beach

Welcome to Salty Palms, your private tropical escape in historic Zeus Park. Dive into the heated pool, cruise to the beach on complimentary bikes, or challenge the family to pool table tournaments. Just 1.2 miles from Hobe Sound Beach and walking distance to local restaurants and shops. Well suited for families, remote workers, teachers, long-term stays, and beach lovers looking for comfort, privacy, and an authentic Florida vibe.

Location · Family · Cleanliness

Jupiter Paradise Poolside Putting Retreat

Newly updated! 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 (10) in modern comfort. 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.

Family · Location · Walkability

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.

Family · Value · Decor