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Waterfront vacation rentals in Estero Island

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Top-rated waterfront rentals in Estero Island

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Vacation home in Bonita Springs

4.79 out of 5 average rating, 107 reviews

Amazing home w canal views, a mile from the beach!

New&Amazing location Walk or bike riding distance from the best escape to the most beautiful beach locations in Southwest Florida . This 1-bedroom, 2-bed and fold up bed spacious home has an open floor to allow the family to enjoy time away from home. The porch has seating to watch the sunsets with canal views. Step outside to relax play board games or just enjoy the fireplace while you chat with the family. This great place with lots of room for fun. Short distance to Fort Myers, Naples.Miami2

Aug 21 – 28

Cottage in Matlacha

4.88 out of 5 average rating, 136 reviews

Mojito Island Cottage

Update: In September 2022 we were affected by Hurricane Ian. We had just over 5 feet of flooding in our treasured cottage. We have worked tirelessly to put everything back together. All new tile, walls, electric, lighting, furniture, and we even improved the bathroom! Spacious tropical home with water view from our back yard lanai. Boat Dock with Cleaning Fish Station, BBQ beautiful sunsets with fish jumping in our canal. New large kitchen and one block from art galleries, restaurants and bars.

Sep 5 – 12

Home in Cape Coral

4.99 out of 5 average rating, 175 reviews

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!

Jan 9 – 16

Guesthouse in Naples

4.81 out of 5 average rating, 299 reviews

Waterfront Sea Cottage

*Newly rebuilt after Hurricane Ian. Expect some construction within the main home. Enjoy Naples in this private waterfront tiny cottage conveniently located on the Gordon River with gulf access near the heart of Downtown 5th Avenue. Our cottage is only 1.5 miles (2.4 km) from the beach and is located within walking distance to parks, shopping, bars, restaurants, and many outdoor activities. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples.

Dec 24 – 31

Home in Fort Myers

4.94 out of 5 average rating, 120 reviews

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.

Jun 25 – Jul 2

Guest suite in Naples

4.97 out of 5 average rating, 303 reviews

Tropical Garden Studio Cottage (2 miles to beach)

Studio beach cottage experience in North Naples. Take one of the complementary bicycles on an easy 15 min bike ride to the beautiful Wiggins Pass State Park or Vanderbilt beach. Just 3 miles from the popular Mercado shops, restaurants and theater. Prefer to walk? It's less than 10 mins walking to multiple great restaurants, grocery stores, and even paddle board/boat rentals, fishing trips, dolphin eco sunset & tours. Feeling adventurous? Take one of double kayaks from the dock to the beach.

Nov 20 – 27

Home in Captiva

4.97 out of 5 average rating, 108 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Jul 31 – Aug 7

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 317 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

Mar 25 – Apr 1

Home in Caloosahatchee

4.98 out of 5 average rating, 197 reviews

Dolphin beach house 2

ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach and boat house tiki bar restaurant . 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 w/lift . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Dec 3 – 10

Home in Fort Myers Beach

4.96 out of 5 average rating, 120 reviews

Coastal Oasis of Fort Myers Beach

Welcome to Fort Myers Beach Florida. This stunning, waterfront, contemporary ranch offers 5 bedrooms & 3 bathrooms. You will be impressed with the 2024 renovation from top to bottom. It will meet even the most discriminating of client's wish list. Pulling into the driveway you will notice beautiful, tropical landscaping. Entering the home through large French doors, you will be captivated by the elegant decor & immediate views of the stunning infinity pool and deep canal.

Jan 29 – Feb 5

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

Jul 13 – 20

Cabin in Bonita Springs

4.91 out of 5 average rating, 278 reviews

Calming, relaxing cabin on the Imperial River

This private cabin surrounded by beautiful Florida landscape is the perfect place to get away from the stress and pressures of life. Unique decor from local artists, water filtration cooler, View birds, otters, manatees, turtles and fish in the river right outside your door. At night, sit on the screen porch under the soothing cafe lights protected from rain and bugs. Pagoda offers seating for 4, gas grill and chaise lounge for dining and relaxing. Come unwind in this gem!

Jun 21 – 28

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Popular amenities for Estero Island waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Caloosahatchee

4.86 out of 5 average rating, 140 reviews

The Cape (1) /Gulf access.

Apr 13 – 20

Apartment in Matlacha

4.63 out of 5 average rating, 136 reviews

Grouper Room in Matlacha * Redfish is open!

Oct 28 – Nov 4

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 15 reviews

Your Home at the Beach!

Jan 17 – 24

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Sun and fun! Adorable 1 bedroom condo on the beach

Jan 30 – Feb 6

Apartment in Fort Myers Beach

4.96 out of 5 average rating, 23 reviews

Walking distance to Time Square area - Sunset view

Jul 13 – 20

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 72 reviews

The "Tommy" Suite, 400 yards from The Gulf!

Oct 27 – Nov 3

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 29 reviews

Beachfront Lovers Key Beach Club Condo 802

Nov 2 – 9

Apartment in Saint James City

4.93 out of 5 average rating, 84 reviews

Island Castaway--Free Kayaks

Apr 29 – May 6

Waterfront house rentals

Home in Naples

5.0 out of 5 average rating, 127 reviews

Peaceful Gulf Access, Kayaks, Bikes, ebikes

Mar 29 – Apr 5

Home in Cape Coral

4.89 out of 5 average rating, 139 reviews

*Gulf Access Pool Home with Private Office*

Oct 18 – 25

Home in Cape Coral

4.96 out of 5 average rating, 108 reviews

Cozy in the Cape, Water views & private salt pool.

Oct 17 – 24

Home in Cape Coral

4.98 out of 5 average rating, 117 reviews

Vacation in Paradise

Sep 3 – 10

Home in North Fort Myers

4.93 out of 5 average rating, 123 reviews

Waterway Cottage in Historic N. Fort Myers Florida

May 25 – Jun 1

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Come enjoy Flip Flops Forever

Jun 23 – 30

Home in Fort Myers Beach

5.0 out of 5 average rating, 5 reviews

Happy Horizons

Jul 19 – 26

Home in Fort Myers Beach

5.0 out of 5 average rating, 32 reviews

Luxury Canal Front Home, Spa + Pool, Walk To Beach

Aug 24 – 31

Waterfront condo rentals

Condo in Naples

4.85 out of 5 average rating, 157 reviews

Ground Floor, A+ Location Club Membership Included

Apr 2 – 9

Condo in Naples

4.95 out of 5 average rating, 284 reviews

Lely Greenlinks Golf Resort Luxury Condo

Jul 3 – 10

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Jul 14 – 21

Condo in Naples

4.87 out of 5 average rating, 218 reviews

Park Shore Walk to Beach!

Jun 4 – 11

Condo in Fort Myers Beach

4.95 out of 5 average rating, 65 reviews

Beautiful Ft Myers Beach Condo ~ STEPS FROM BEACH

Sep 27 – Oct 4

Condo in Fort Myers Beach

5.0 out of 5 average rating, 27 reviews

Owner Managed | 3Bed 2Bath Beachfront Condo | Pool

Aug 17 – 24

Condo in Fort Myers Beach

5.0 out of 5 average rating, 32 reviews

FMBSteps away from Gulf, pool Fabulous 2B/2B condo

Mar 24 – 31

Condo in Fort Myers Beach

4.98 out of 5 average rating, 48 reviews

Santa Maria #410, 2 Story THouse, Fresh Remodel

Mar 3 – 10

Destinations to explore