Holiday rentals with a pool in San Carlos Island

Harbour House #312 “Castaway Dreams”

“Castaway Dreams” at Harbour House Resort is a beautifully designed two-bedroom, two-bathroom retreat located in the heart of Times Square Fort Myers Beach. Steps from the sugar-white sand, waterfront dining, and vibrant island entertainment, this prime location puts you right in the center of it all while still offering a relaxing coastal escape. The Harbour House community features a welcoming pool deck and inviting common areas. All linens, beach chairs, and umbrellas are included with your s

Value · Family · Cleanliness

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Value · Location · Grill

The Bayview

Welcome to "the Bayview," a stunning getaway minutes from downtown Fort Myers Beach, and a short drive to Sanibel Island. This gorgeous 4 bedroom, 3-bath home has all the amenities to experience the perfect vacation with family and friends. Kick back and enjoy the breathtaking view of Estero Bay from the front porch Lanai, or relax with the family around the rear pool patio. Looking for some fun? Ride an E-bike, rent a golf cart or walk to the nearby "Excursions Marina" and make some memories!

Location · Family · Biking

Paradise on Estero Bay

Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Value · Family · Checkout

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Value · Family · Access

Coral Reef Villa - Steps from beach / Private Pool

We're Back! Fully Renovated in 2023! Welcome to the Coral Reef Villa located at 213 Fairweather Lane, Fort Myers Beach. 2 bedroom and 1 full bathroom villa. Steps away from the beach where paradise is waiting for you. Centrally located at the North end of the island. Walk to Times Square to enjoy shopping and dining. Close to all Fort Myers Beach has to offer while also located on a quiet residential street, this home is perfect for those that demand both proximity and tranquility!

Value · Location · Bathroom

Fort Myers Beach Sunset Nest

Sunset Nest | Pool, Walk to Beach & Times Square Bright, breezy, and ready for memory-making. This property offers a spacious, sunlit interior with a birds-eye view of the rebuilt, refreshed, thriving Fort Myers Beach neighborhood. Walking distance to the beach and Times Square allows for easy access to shops, dining, and waterfront strolls. The private pool area is just steps away from the main living space. Swim, soak, repeat as you unwind under Fort Myers Beach’s famous skies.

Location · Family · Amenities

FMB Farmhouse

Relax at this new, 3 bedroom home. 3 minute walk or bike ride to the beach or restaurants. Large Master bedroom with king bed and en suite bathroom. Second bedroom has a queen bed and shared guest bath. Third bedroom has two sets of bunk beds. Amenities include Wi-Fi, flat screens in living and bedrooms, heated pool, hot tub, grill and AC. 3 bedrooms, a stocked kitchen, washer/dryer, outdoor dining and a cozy living room make this property perfect for families, couples or friends.

Location · Value · Amenities

Fort Myers Beach | private pool | bikes | Arcade

Welcome to our 4 bedroom, 4 bathroom beach house in Fort Myers Beach, with a private pool and easy beach access via Delmar. 🌟Property Highlights🌟 🏝️Public beach access available on Delmar (3-4 min short walk) 🏝️Large Private Pool (Optional Pool Heat) 🏝️Large Pool Patio as a private oasis 🏝️4 Bedrooms / 4 Bathrooms (3 King / 4 Queen Beds) 🏝️Incredibly large Chef's Kitchen Settle in, spread out, and enjoy a relaxed coastal stay that’s made for families and groups.

Family · Location · Cleanliness

Sleeps 10 Newly Updated Heated Pool

Island Charm with Large Heated Pool Escape to paradise in this beautifully first level renovated, peaceful apartment . Just a short walk over the bridge from Fort Myers Beach, this fully remodeled 4-bedroom retreat blends modern comfort with resort-style outdoor living. Sleep up to 10 guests in plush beds, unwind in the screened patio or fenced backyard with a heated pool, and make memories around the fire pit—all just minutes from sand, dining, and coastal fun.

Value · Family · Accuracy

Beach Bound + 2025 Build + Walk to town

Personally hosted by Paul & Alicia of Dancing Palms Vacations, a fresh coastal escape with all the essentials: a saltwater heated pool, fenced backyard, and spacious lanai for lounging or dining outdoors. The covered front porch frames bay views and catches Gulf breezes — perfect for slow mornings with coffee. After the beach (just a short walk away), fire up the Blackstone grill or wander to local restaurants and bars. (FMB permit/license 25-0052)

Value · Location · Sleep quality

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach . This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Value · Location · Access