Holiday rentals in Hobe Sound

4.97 out of 5 average rating, 129 reviews

Bougainvillea Cottage (Peggy's Retreat)

Located in the heart of Hobe Sound, Florida and 1 mile from the beach, this spacious retreat is perfect for your tropical getaway! Nearby is food, shopping, and fun. We are 15 minutes from Jupiter or Stuart, and minutes from the beautiful Jupiter Island. We feature state of the art accommodations and a backyard with a beautiful and relaxing setting for your family to enjoy. Occupancy limited to 4 Guests- strictly enforced. A vacation rental agreement will be sent electronically for each booking.

4.93 out of 5 average rating, 27 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 favourite

4.85 out of 5 average rating, 47 reviews

Beachy 2022 Home. 2 Br 2 bth, Beach 5 Min drive

This beautiful entire house newer & immaculate house is perfect for your stay. Close proximity to Jupiter and Stuart. 5 Min drive to Ocean , beautiful Hobe Sound Beach. There are 2 BRs. 1 Master BR with a queen bed & full bath. The other smaller BR with 1 twin trundle bed with ( 1 additional twin mattress)and full bath. Full kitchen and living room. On a 5,000 sf lot. You can hear the train from a short distance which is moderate to loud at times. It can be soothing if you don’t mind it.

4.97 out of 5 average rating, 211 reviews

Cottage in Hobe Sound

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.

4.79 out of 5 average rating, 197 reviews

Farm stay in Jupiter

Beautifull RV in Jupiter farm

About space One RV with a double bed, large bathroom, shower, closet for clothes and kitchen, dining room and living room, with air condicioner and space heater. and This RV is part of our country house, it is totally independent, it even has its own entrance. The Rv is next to a lake, and campfire, Leaving the house you will find beautiful country estates, where you can enjoy a walk in the open air. The trailer has the same fresh water system connected to the main house for drinking

Guest suite in Hobe Sound

4.99 out of 5 average rating, 214 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 suite in Hobe Sound

4.79 out of 5 average rating, 417 reviews

Beautiful cozy Casa Del Sol.

Most unique place to be! The House of the Sun! Casa del Sol! A beautiful getaway blocks from the Atlantic Ocean. Your Beach is on Beautiful Jupiter Island only minutes walking or biking. This sunny getaway is nestled back on the largest lot in Historic Downtown Hobe Sound. The beachy decor reminds you that you are truly in your own beach house, paradise! Lounge in hammock in the yard, use of bicycles, wifi & surround sound w/ premium cable. Plenty of fun games indoors and outdoors.

Guest favourite

5 out of 5 average rating, 16 reviews

Cape Calypso! Heated Pool*Coastal Lux*Beach Bikes

Welcome to your luxurious getaway in Hobe Sound, Florida! Immerse yourself in the coastal charm of this upscale modern home, just minutes away from the pristine beaches. This stylish vacation rental invites you to experience the best of coastal living with its impeccable design and upscale amenities. Step inside to discover a spacious and well-appointed interior, adorned with contemporary furnishings and a soothing color palette that reflects the serene surroundings.

4.98 out of 5 average rating, 168 reviews

Home in Stuart

Cottage in Historic Salerno, Walk to 5 restaurants

Enjoy staying minutes away from the waterfront in this classic guest cottage walk to 12+ restaurants, shops and boat/jet ski/paddle bike/paddle board rentals. Located in historic Port Salerno, this cottage offers two bedrooms , one full bath, kitchen and laundry room. A second home is located behind the guest cottage and the driveway is used to access the home (by foot). 2 bedrooms, 1 Bath, 891 SF. Most pets welcome, please ask about your pet prior to booking.

5 out of 5 average rating, 11 reviews

Guest house in Stuart

Historic Studio Retreat | Renovated & Walkable

Welcome to The Parakeet, a centrally located, newly renovated historic cottage in downtown Port Salerno—a charming fishing village on Florida’s coast. Just a short stroll to waterfront restaurants, live music, marinas, and scenic beauty. Designed with comfort and style in mind, this private retreat blends Old Florida charm with modern convenience. Walk to breakfast, enjoy music by the water, or spot parakeets in the trees—this is Florida at its most relaxing.