Holiday rentals with a hot tub in Estero Island

Bayfront Bliss

Forget your worries in this spacious & serene home. Boat lift available for renters’ use, able to accommodate up to 24’! Truly relax while watching dolphins and manatees in the back bay of Fort Myers Beach with unmatched panoramic views. The sunrises over the bay are stunning! Take a very short stroll to the other end of the street & find the white sands of FMB where you can enjoy warm sunny days & amazing sunsets! Property is located midland-only 5 streets from Publix! Live like a beach local!

200ft From Beach. 14 x 16 Ft Inground Swim Jacuzzi

🌴 Prime Location • Fully Remodeled 11/15/25 ✨Enjoy the new 14×16 ft heated swim Jacuzzi—largest on the island—w/chairs/loungers for 16 ++ no-stairs layout just 200 ft from the nicest beach in SW Florida++ **4,000 sq ft of brand new travertine around the property and in the back yard ✨ 2BR/2BA • Sleeps 8 (2 queens, 2 Chairs that fold into single beds + huge sofa) 🚗 Parking for 4 🍹 Backyard w/ BBQ & Dining for 14 📺 WiFi, Netflix, 3 A/C units 🚲 New bikes, beach chairs & beach towels

"The Mac" Beach House! Premier Location! Pool/Spa

Breathtaking sunsets await from the second story and third story lanais overlooking the beautiful bay. This gorgeous Spanish-style home located steps from the white sand at Bonita Beach provides a perfect getaway for groups of all sizes! This home features a premier location and luxury stay all in one! Walk to the beach and enjoy food, drinks, paddleboard, jet ski or lounge rentals just a few steps away at Doc's Beach House or stroll down to great local restaurants just mins from the door.

3BR BeachCondo | Gulfside Pool | Hot tub | Sleep 8

Welcome to GullWing 202! Experience the comfort of our OWNER-MANAGED 3-bedroom, 2-bath condo situated on Estero Island's broadest white-sand beach. Unwind and bask in the sunshine on the beach or beside the pool, all while supporting the restoration of Fort Myers Beach! Our pool area is ready for enjoyment, featuring brand-new loungers and fresh BBQ grills. Plus, with Publix and CVS open, as well as a growing selection of restaurants, you'll have all the essentials for an ideal getaway.

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Luxurious 4BR 3.5Bath villa located in a prime location, directly on the Calosahachee River in a sought-after waterfront area near downtown. Magnificent expansive backyard with high-end amenities and direct river access ✔ 4 bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ Patio (Pool and Hot tub, Bar, Dining, BBQ) ✔ Expansive Tropical Yard ✔ Indoor/Outdoor Surround Sound ✔ 7 Smart TVs ✔ High-Speed Wi-Fi ✔ Large Private pier/dock w/ boat & jet ski lift and a Tiki Hut! See more below!

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.

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.

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.

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

Luxury pool and spa home - Walk to Time Square

Welcome to Blue Tides, a vibrant, custom 4-bed, 4-bath Fort Myers Beach retreat. Bathed in soothing aqua tones, this home offers open-concept living, multiple balconies with water views, and a private pool & spa. Each beautifully appointed bedroom has an en-suite bath. It’s ideally located in a peaceful neighborhood, steps from the sandy beach and a 5-10 min walk to Times Square. Perfect for groups or book with sister property Pink Star next door!

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.

Island Time Too | Beach Front + Resort Amenities!

🌴 Island Time Too: a bright 10th-floor 3BR/2BA beachfront condo on Fort Myers Beach's quiet south end with stunning Gulf views and nightly sunsets. Enjoy coffee on the screened balcony, direct beach access, and resort amenities including a heated pool, spa, grilling area, and newly renovated tennis & pickleball courts (we provide racquets/paddles for guest use!). Walk to Santini Plaza or explore nearby islands for the perfect coastal escape.