
Holiday rentals with a pool in Hutchinson Island
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Top-rated rentals with a pool in Hutchinson Island
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Coastal Gem: Pool, Hot Tub, King Bed, & Game Room
Welcome to your cozy Treasure Coast getaway! Costa Bella House is located in Port Saint Lucie, just short minutes away from the beautiful beaches of Hutchison Island, Stuart, and Fort Pierce. With its central location and proximity to restaurants, shops, and Florida's Savannas Preserve State Park, our house is the perfect base for your Florida adventure! Indulge in relaxation with our stunning pool, hot tub, full kitchen, dedicated workspace, game room, comfortable bedrooms, and backyard oasis.

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.

Golf Cart & Walk 2 Beach, Private Pool & Firepit
Everything is steps away! You can see the beach entrance from the driveway! No shared spaces! Walk to Jetty park, Jaycee park (w/playground), Ft Pierce Inlet (load your boat) or several amazing restaurants/tiki bars (like Square Grouper). After a day on the water head to the Beach House to jump in the pool or play with some yard games. Take a stroll or GOLF CART RIDE to the restaurant/tiki bar to have a sunset dinner! Lastly enjoy the fire pit around the pool under the Edison lights & stars!

Oceanfront & Pool! Beach & Pickle Ball Gear/ Grill
Come experience the beauty and charm of Hutchinson Island Jensen Beach where you can relax & enjoy the ocean breeze on two private patios. You'll be steps from the beach, the heated pool, sundecks & grills. Enjoy eats & drinks at the on-site restaurant or cook in our well-equipped kitchen. Relax in king & double beds or a queen sofa bed, play games, watch cable/stream TV, or grab the beach or pickleball gear & head out for some fun in the sun! Refresh in the large soaker tub when you’re done!

The Palm House
Escape to The Palm House! Featuring a brand new salt water pool, fountain, and outdoor kitchen oasis! Recently completed pool area is a tropical dream! Located just 15 minutes from the beach. Open concept great room with a chef’s kitchen and tropical views in every direction. Enjoy a true indoor outdoor South Florida experience with 20 foot sliders that open to the patio. Custom and modern touches in every room! You’ll love the lux built in bunkbeds! Stylish bedrooms with room to sleep 8.

Serene & Modern BEACH condo in Hutchinson Island
Relax with the whole family at this peaceful place to stay. This beautiful newly renovated beach condo is perfect for a family vacation. The community and environmental is extremely serene and fully equipped for a beach vacation in South Florida. It has a private beach, various pools and tennis courts, a golf course, gym, restaurant, and many more amenities. The apartment itself is fully equipped with kitchen supplies, towels, bathroom utilities, bedroom utilities, and a pull out couch.

The Pineapple Palace Waterfront @ Windmill Resort
Go to YouTube and search “The Pineapple Palace on Hutchinson Island”. STRICT no pets or children 12 and under! We cannot accommodate boats and trailers. Relaxing, peaceful, & sunny! A perfect romantic rendezvous spot or a place to take the kids! This cozy beach cottage is located on a canal with 30’ seawall. Short 3 min walk to beach! Huge pool, private beach, gym, billiard room, bathrooms/showers. Bath house located 3 doors down w/ extra showers, laundry room, & extra bathrooms.

Relaxing Retreat in Lush Tropical Garden w/ Pool
COCONUT CASITA~ find us on Insta for more pics @thecoconutcasita Enjoy your own private casita surrounded by one acre tropical botanical garden full of tropical fruit and flora. +A true old florida experience. +Enter through a private courtyard with a fountain. +Access to a deep water pool (attached to owner’s home) +located in a quiet residential area 5 miles to stunning beaches and the food and art scene of downtown Vero Beach. +Owners live in house next door.

Sailfish Suites 6 - pet friendly, waterfront!
Come by Land or Sea and enjoy the beautiful water front view at our newly renovated Sailfish Suites, located in the heart of the Manatee Pocket!! This beautiful 600 sqft 1/1 is full furnished with all the amenities of home and more. Each room has 2 smart TVs with cable and internet included. Also, this first floor corner unit was has been fully updated with hurricane/impact windows to help eliminate any exterior noise. Enjoy our amazing waterfront views and new pool!

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

Jensen Beach Hideaway | Heated Pool & Outdoor Fun
Indulge in a tropical escape at this Jensen Beach gem! This stylish 3-bedroom home features a heated pool, outdoor lounge areas, and modern comforts throughout. Enjoy a fully equipped kitchen, premium linens, and Smart TVs in every room. Located just minutes from beaches, downtown Jensen, and top attractions, this home offers the perfect balance of relaxation and adventure. Book now for a luxurious stay in the heart of Florida’s Treasure Coast!

The Conch Shell Beach House on Hutchinson Island
Stay at Conch Shell Beach House, a bright island retreat only 0.5 miles from the beach. Enjoy a stocked kitchen, quick access to great restaurants, award-winning beaches, and amazing fishing from the Intracoastal to deep-sea charters. With the community pool just 100 yards away, it’s easy to relax after a full day on Hutchinson Island. A clean, comfortable coastal stay for families, couples, or small groups.
Popular amenities for Hutchinson Island rentals with a pool
House rentals with a pool

Beautiful Ocean View Condo!

Jensen Gem at Ocean View

Cozy Jensen Beach Retreat Near Beach, Pool Access

Mini-Golf*Heated Saltwater Pool*New*Lake Front!

Outdoor Private Paradise Bliss

Quaint Cozy Cottage | Beach Access & Heated Pool

Palmetto River House

Turtle House - Heated Pool Home in Jensen Beach
Apartment rentals with a pool

Ocean Village Condo with resort style amenities!

Modern BEACH Condo in Peaceful Hutchinson Island

Seaside- steps to Beach,Golf,Tennis,pickleball

A Treasure w/ GOLF, Private Beach, Pool, Tennis

Life is Better at the Beach

Hole-in-One Studio -Rest, Relax & Golf PGA Village

Cozy coastal condo with patio in Ocean Village

Ocean front Building with Sunset View & Restaurant
Other holiday rentals with a pool

Sparkling Condo By the Sea

Coastal Haven- Tropical Resort Style Golf Retreat

Sunny Boho Oasis with a Pool – Casita Luna

Beach Vacation

Modern Condo By The Sea!

Oceanfront View! Relax + Unwind

Cozy Waterfront Cottage with private beach access.

Spectacular Beachfront Condo
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- Stuart Beach
- Sebastian Inlet
- Rapids Water Park
- Jetty Park
- Bathtub Beach
- Rosemary Square
- Jonathan Dickinson State Park
- West Palm Beach Golf Course
- Trump National Golf Club Jupiter
- Golf Club of Jupiter
- Blue Heron Beach
- Sebastian Inlet State Park
- Jupiter Off-Leash Dog Beach
- John D. MacArthur Beach State Park
- South Beach Park
- The Bear’s Club
- Bear Lakes Country Club
- Loggerhead Marinelife Center
- Jupiter Hills Club
- Loblolly Golf Course
- Jonathan's Landing Golf Club
- Norton Museum of Art
- Banyan Cay Resort & Golf
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