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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

4.8 out of 5 average rating, 106 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

Jun 28 – Jul 5

€ 142 per night

Cottage in Matlacha

4.88 out of 5 average rating, 133 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.

Aug 14 – 21

€ 135 per night

Cottage in Bonita Springs

4.89 out of 5 average rating, 242 reviews

Spacious By River 1.3 Mi to Beach 1 Bd 1 Bth Kit

Our Starfish Unit. A Spacious 2 Room 1 Bth You Will Have The Entire Unit. King Size Bed With A Queen Sleeper In Living Room. Enclosed Lania. Shell Drive Way. The Property Has A Private Dock On The Imperial River About 1 Mile To The Gulf Fresh Decorating, Shaker Cabinets in Kitchen Full Size Refrigerator, Beautiful Shower. 1.5 Mile Bike Ride To Beach. Publix (Grocer) Restaurants, Hiking, Beaches R Very Close. Fort Myers Beach South End 7 Miles FMB Town Square 13 Mi, World Renowned Docs 1.5 Mi

Sep 6 – 13

€ 138 per night

Guesthouse in Naples

4.8 out of 5 average rating, 297 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 8 – 15

€ 106 per night

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 24 – Dec 1

€ 133 per night

Home in Captiva

4.97 out of 5 average rating, 107 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

Oct 30 – Nov 6

€ 774 per night

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 316 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!

Sep 25 – Oct 2

€ 100 per night

Home in Caloosahatchee

4.98 out of 5 average rating, 195 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.

Aug 18 – 25

€ 369 per night

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.

Feb 26 – Mar 5

€ 1,041 per night

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.

Jun 9 – 16

€ 619 per night

Cabin in Bonita Springs

4.91 out of 5 average rating, 277 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!

Jul 14 – 21

€ 117 per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 193 reviews

Mermaid Oasis

Ft Myers beach Bonita Mermaid Oasis’s dream getaway! 1 bedroom King bed , full kitchen, spacious living room, sofa sleeper couch, beautiful balcony. Bathroom with a Jacuzzi tub, walk-in shower, private toilet area. The beautiful bay and pool invite you to come play. Flippers 5-star restaurant on the property. You can enjoy water sports long walks on Lovers Key Beach across the street. Only minutes to Bonita Naples and Ft. Myers beach, reviews say it all!

Aug 18 – 25

€ 296 per night

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Popular amenities for Estero Island waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Matlacha

4.63 out of 5 average rating, 136 reviews

Grouper Room in Matlacha * Redfish is open!

Oct 20 – 27

€ 116 per night

Apartment in Caloosahatchee

4.86 out of 5 average rating, 140 reviews

The Cape (1) /Gulf access.

Mar 8 – 15

€ 178 per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Sun and fun! Adorable 1 bedroom condo on the beach

Nov 7 – 14

€ 227 per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 15 reviews

Your Home at the Beach!

Jan 10 – 17

€ 275 per night

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

€ 169 per night

Apartment in Saint James City

4.93 out of 5 average rating, 84 reviews

Island Castaway--Free Kayaks

Nov 26 – Dec 3

€ 127 per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 8 reviews

Lover's Key at Siesta Dreams

Oct 1 – 8

€ 217 per night

Apartment in Matlacha

4.86 out of 5 average rating, 42 reviews

Studio#3 The Heart of Matlacha-kayaking access

Aug 4 – 11

€ 123 per night

Waterfront house rentals

Home in Cape Coral

4.99 out of 5 average rating, 211 reviews

Gulf access waterfront heated pool

Aug 1 – 8

€ 163 per night

Home in Cape Coral

4.99 out of 5 average rating, 175 reviews

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

Sep 9 – 16

€ 546 per night

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

€ 192 per night

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

€ 130 per night

Home in Fort Myers

4.94 out of 5 average rating, 120 reviews

Paradise on Estero Bay

Nov 11 – 18

€ 402 per night

Home in Matlacha

4.98 out of 5 average rating, 184 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayaks

Jun 23 – 30

€ 194 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 5 reviews

Happy Horizons

May 9 – 16

€ 503 per night

Home in Fort Myers Beach

4.83 out of 5 average rating, 6 reviews

White Sugar Sands waiting for you

Sep 14 – 21

€ 1,183 per night

Waterfront condo rentals

Condo in Naples

4.87 out of 5 average rating, 115 reviews

Top Floor, A+ Location, Club Membership Included!

Jul 18 – 25

€ 134 per night

Condo in Naples

4.87 out of 5 average rating, 218 reviews

Park Shore Walk to Beach!

Aug 25 – Sep 1

€ 210 per night

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Apr 18 – 25

€ 495 per night

Condo in Fort Myers Beach

4.95 out of 5 average rating, 65 reviews

Beautiful Ft Myers Beach Condo ~ STEPS FROM BEACH

Jul 11 – 18

€ 152 per night

Condo in Fort Myers Beach

4.86 out of 5 average rating, 49 reviews

Modern condo at Estero Beach and Tennis Club

Apr 10 – 17

€ 231 per night

Condo in Fort Myers Beach

5.0 out of 5 average rating, 32 reviews

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

Aug 3 – 10

€ 322 per night

Condo in Fort Myers Beach

5.0 out of 5 average rating, 27 reviews

Owner Managed | 3Bed 2Bath Beachfront Condo | Pool

Sep 23 – 30

€ 457 per night

Condo in Fort Myers Beach

4.98 out of 5 average rating, 48 reviews

Santa Maria #410, 2 Story THouse, Fresh Remodel

Feb 23 – Mar 2

€ 387 per night

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