
Waterfront vacation rentals in Estero Island
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Top-rated waterfront rentals in Estero Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Heated pool, canal, outdoor kitchen & walk 2 Beach
Relax with the whole family at this peaceful place to stay on Fort Myers Beach. Fully renovated with 3 BR & 2 full bath. New central AC/ Heating unit. Enjoy a day in the heated pool or on your private dock looking out to the bay. 10 minute walk to the beach, Publix or the mid-island restaurants at the marina behind Publix. 3 BR, 2 bath with one room being a twin trundle bed. Enjoy one of the most quiet areas on the island to take walks or morning bike rides. Fully renovated since Ian & Milton

‘Coconuts on the Beach’ House + Hot Tub
Relax with the whole family at our peaceful bungalow, just steps from the beautiful white sands of Ft. Myers Beach. Drink your coffee on the upper deck while gazing into the endless waters of the gulf. Fish from the beach or on the opposing end of the road off of “back beach” pier. Ride our beach cruisers to Time Square with countless dining and shopping opportunities or spend the day at MargaritaVille Resort. Publix grocery within walking distance. Covered parking for 3 vehicles/gulf carts.

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a good reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

100% cancel policy,Heated Pool, Beach, Dogs ok.
Everything provided for the best family vacation ever. Relaxing, Convenient location, 3 minute walk to grocery store. Heated indoor pool / hot tub its bright, light and very clean. Short walk to the beach 400 ft. 3 bedrooms sleeps 6 or 7 has 2 bath, a large living room, dining area and sitting area, full stocked kitchen free laundry area washer and dryer. grill, 2 new 55" TVs. Very fast internet. Dogs welcome. Fort Myer Beach STR Rental#19-1380. Unit 284624w4004000080. Application: A250616

Seaside Villa Majestic
Welcome to our beautiful and modern Seaside Villa Majestic, which was built in 2012 and completely renovated in 2019. Thereby not only all floors were renewed but also the kitchen was replaced. In 2023 the Seaside Villa Majestic was repainted inside and out. The villa has a perfect location in the Rosegarden area overlooking a wide canal. In just a few minutes you can reach the open river by boat. From the pool area the great location is further enhanced by the large heated infinity pool.

Luxury Beachside House W/ Heated Pool & Elevator
261 Key West is a luxurious Oceanside single-family pool home with private elevator that will satisfy the most exquisite taste. You will not only enjoy the fine quality and style of the home, you will enjoy the Gulf waters and the soft white sandy beaches of the Gulf just footsteps from your door. Your stay will include beach chairs, umbrellas, sand toys, fishing rods, kayak, paddle boards, and bicycles for your enjoyments. Enjoy a stylish experience at this centrally-located place.

Tide & Seek: Beach-front and Resort Amenities
Welcome to Tide & Seek! This stylish 2 bedroom, 2 bath condo at Gull Wing Beach Resort is perfectly situated on the peaceful south end of Fort Myers Beach. Sleeping 6, this 8th-floor retreat features an open living space, full kitchen with coffee & wine bar, and a screened balcony with angled Gulf views. With resort amenities including a heated pool, spa, grilling area, and direct beach access, it’s the ideal spot for families or friends to unwind in coastal comfort.

Seaside 302 - Beachfront 2BR/2BA - Solmate on FMB
Solmate is a well-appointed, breathtaking beach front condo located mid-island on beautiful Fort Myers Beach, FL. This is a 2br/2ba third floor unit with direct beach front views. The condo sleeps up to 6 people. The full kitchen has everything you need from pans to an air fryer and everything else in between. The bedrooms and living room have flat screen 4K HD Smart Tvs for your entertainment. Supermarket is located literally across the street.

Luxury Waterfront Home • Pool • Dock • Near Beach
Experience refined coastal living in Siesta Isles, Fort Myers Beach. This 4,000+ sq ft waterfront retreat offers a quick 5-minute drive to the beach and seamless, direct Gulf access by boat. Features include a private dock with lift, heated pool, open-concept design, multiple lounge areas, outdoor kitchen, and a separate TV suite with bar—perfect for families, groups and boaters seeking privacy, comfort, and location.

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

Santa Maria • Beach & Boating Getaway • Sleeps 8
Your Beach & Boating Escape – Santa Maria Harbor Resort Stay steps from the sand and right on the water at this 2-bedroom, 2-bath condo in the popular Santa Maria Harbor Resort on Fort Myers Beach. With canal-front views, a heated pool and spa, and direct access to boating and beach adventures, this second-floor retreat offers the perfect mix of comfort and coastal fun.
Popular amenities for Estero Island waterfront rentals
Waterfront apartment rentals

Grouper Room in Matlacha * Fishermens Paradise

Cozy Condo on the Gulf

Beachfront-Pool Open-Fort Myers Beach (3rd Floor)

Pet-Friendly Waterfront Motel Botel

Island Castaway--Free Kayaks

Manatee Suite 2 / Funky Fish House at Cape Harbour

Suite with lake view.

Sundial I101: Beach Front 1BR w/Garden Views
Waterfront house rentals

Naples Dream Getaway w/ a view !

Flirty Flamingo Gulf Access Cape Coral Home

Peaceful Oasis

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

Oceanview Oasis⁘Heated Pool⁘Grill⁘Screened Porch

Lux 5 bed-3 bath Canal Front, w/Pool in DT Cape

Gulf Access Canal, Kayaks, Bikes, Dock, Wildlife

Experience of a lifetime
Waterfront condo rentals

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

Dolphins and Water Views at L’Amour Coastal Condo

Beach condo on yachat marina

2nd Floor Beachfront Condo Sanibel Harbour

Lover's Key Resort Unit #807

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Ocean View Steps to the Beach - Seventh Heaven

Casa Bonita - Relax @ The Beach (Newly Remodeled)
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