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Waterfront vacation rentals in Estero Bay

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Top-rated waterfront rentals in Estero Bay

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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

ﺩ.ﺇ458 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 21 – 28

ﺩ.ﺇ431 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

ﺩ.ﺇ461 per night

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!

Oct 17 – 24

ﺩ.ﺇ1,839 per night

Home in Cape Coral

4.96 out of 5 average rating, 108 reviews

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

"Unbelievable Views" describe this homes Gulf-access setting. Bring or Rent a boat and dock it right in our backyard. Beautiful Long intersecting canal and majestic palm trees galore! Cozy in the Cape Villa is a TOTALLY REMODELED home with 2 spacious bedrooms and 2 baths. Beautiful Italian Terrazzo flooring throughout, all new appliances & furniture. Epoxy garage floor w/ping pong table. Screened lanai with NEW heated salt POOL(no child protection screen) No Parties ALLOWED. 6 people max allow

Oct 17 – 24

ﺩ.ﺇ612 per night

Guesthouse in Naples

4.8 out of 5 average rating, 296 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.

Feb 21 – 28

ﺩ.ﺇ370 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

ﺩ.ﺇ443 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

ﺩ.ﺇ2,505 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!

Dec 15 – 22

ﺩ.ﺇ340 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

ﺩ.ﺇ1,195 per night

Home in Bonita Springs

4.96 out of 5 average rating, 134 reviews

Waterfront home by Barefoot Beach, Bonita Springs

LOCATION LOCATION LOCATION BEST KEPT SECRET in PERFECT SERENE SETTING! WATERFRONT HOME CLOSE TO BEACH MODERN UPGRADED REMODELED WATERFRONT HOUSE. GREAT FOR BEACH& FISHING& BOATING ENTHUSIASTS! 3 BR, 2000SF 1 mile to B S beach 10min to 4 other beaches Open floor plan with many modern touches&high end appliances.Keurig, bikes, fishing poles, beach towels, cooler and chairs included Canal leads to Gulf for fishing fans.Enjoy marine life including manatees & dolphins fr spacious dock

Jan 25 – Feb 1

ﺩ.ﺇ1,130 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 10 – 17

ﺩ.ﺇ377 per night

Vacation rentals for every style

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Popular amenities for Estero Bay 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.

Jan 4 – 11

ﺩ.ﺇ575 per night

Apartment in Matlacha

4.63 out of 5 average rating, 136 reviews

Grouper Room in Matlacha * Redfish is open!

Oct 20 – 27

ﺩ.ﺇ387 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

ﺩ.ﺇ767 per night

Apartment in Saint James City

4.93 out of 5 average rating, 84 reviews

Island Castaway--Free Kayaks

May 9 – 16

ﺩ.ﺇ370 per night

Apartment in Bonita Springs

4.71 out of 5 average rating, 74 reviews

Beautiful Retro Style Hideaway

Apr 17 – 24

ﺩ.ﺇ347 per night

Apartment in Matlacha

4.86 out of 5 average rating, 42 reviews

Studio#3 The Heart of Matlacha-kayaking access

Aug 3 – 10

ﺩ.ﺇ399 per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 29 reviews

Beachfront Lovers Key Beach Club Condo 802

Jan 25 – Feb 1

ﺩ.ﺇ1,302 per night

Apartment in Bonita Springs

4.96 out of 5 average rating, 23 reviews

Boho in Bonita - No Pet Fee!

May 9 – 16

ﺩ.ﺇ404 per night

Waterfront house rentals

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Nov 24 – Dec 1

ﺩ.ﺇ1,815 per night

Home in Cape Coral

4.98 out of 5 average rating, 117 reviews

Vacation in Paradise

Jun 26 – Jul 3

ﺩ.ﺇ524 per night

Home in Fort Myers Beach

4.96 out of 5 average rating, 120 reviews

Coastal Oasis of Fort Myers Beach

Feb 26 – Mar 5

ﺩ.ﺇ3,520 per night

Home in Fort Myers

4.94 out of 5 average rating, 120 reviews

Paradise on Estero Bay

Nov 10 – 17

ﺩ.ﺇ1,332 per night

Home in Bonita Springs

4.94 out of 5 average rating, 112 reviews

Bonita Oasis

Nov 7 – 14

ﺩ.ﺇ1,081 per night

Home in Cape Coral

4.89 out of 5 average rating, 139 reviews

*Gulf Access Pool Home with Private Office*

Sep 28 – Oct 5

ﺩ.ﺇ518 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 21 – 28

ﺩ.ﺇ389 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 5 reviews

Happy Horizons

May 9 – 16

ﺩ.ﺇ1,578 per night

Waterfront condo rentals

Condo in Naples

4.85 out of 5 average rating, 156 reviews

Ground Floor, A+ Location Club Membership Included

Oct 3 – 10

ﺩ.ﺇ396 per night

Condo in Naples

4.95 out of 5 average rating, 283 reviews

Lely Greenlinks Golf Resort Luxury Condo

May 14 – 21

ﺩ.ﺇ676 per night

Condo in Naples

4.87 out of 5 average rating, 218 reviews

Park Shore Walk to Beach!

Aug 24 – 31

ﺩ.ﺇ695 per night

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Oct 15 – 22

ﺩ.ﺇ869 per night

Condo in Fort Myers Beach

4.95 out of 5 average rating, 65 reviews

Beautiful Ft Myers Beach Condo ~ STEPS FROM BEACH

Sep 2 – 9

ﺩ.ﺇ481 per night

Condo in Fort Myers Beach

4.92 out of 5 average rating, 48 reviews

Modern condo at Estero Beach and Tennis Club

Apr 10 – 17

ﺩ.ﺇ768 per night

Condo in Fort Myers Beach

4.95 out of 5 average rating, 41 reviews

Lover's Key Resort Unit #807

Aug 2 – 9

ﺩ.ﺇ1,176 per night

Condo in Bonita Springs

4.85 out of 5 average rating, 20 reviews

Beach Lover's Paradise |Peaceful Condo| Prime Area

Jul 13 – 20

ﺩ.ﺇ564 per night

Destinations to explore