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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

4.78 out of 5 average rating, 108 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

Mar 31 – Apr 7

R2,318 ZAR per night

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

R2,132 ZAR per night

Home in Bonita Springs

4.94 out of 5 average rating, 114 reviews

Bonita Oasis

Relax at the solar heated pool and enjoy the serenity of the beautiful, and peaceful 0.6 acres of land with a natural pond where different types of birds like egrets, herons, and ducks can be seen. Located close to shopping, dining and just 7.5 mi to Bonita Beach Park. If you play Golf, The Bonita Fairways Public Golf Club is only 2.8 mi. Or buy a day pass at the Hyatt Regency and spend the day at the lazy river and waterslides. The home's backyard is all fenced in, ideal to let your dog run.

Apr 20 – 27

R5,354 ZAR 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!

Nov 16 – 23

R9,108 ZAR per night

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.

Apr 8 – 15

R5,688 ZAR per night

Guest suite in Naples

4.97 out of 5 average rating, 304 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.

Apr 3 – 10

R2,212 ZAR per night

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

Mar 26 – Apr 2

R12,397 ZAR per night

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!

Jan 2 – 9

R1,670 ZAR per night

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 11 – 18

R11,737 ZAR 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

Jun 25 – Jul 2

R4,306 ZAR 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.

Jan 12 – 19

R17,584 ZAR per night

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!

Jul 30 – Aug 6

R1,736 ZAR 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

4.87 out of 5 average rating, 141 reviews

The Cape (1) /Gulf access.

Jul 5 – 12

R1,759 ZAR per night

Apartment in Matlacha

4.63 out of 5 average rating, 136 reviews

Grouper Room in Matlacha * Redfish is open!

Oct 31 – Nov 7

R1,916 ZAR 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

Aug 18 – 25

R3,197 ZAR per night

Apartment in Bonita Springs

4.8 out of 5 average rating, 10 reviews

Cozy One Bedroom w/ Pool View

Apr 21 – 28

R2,741 ZAR per night

Apartment in Bonita Springs

4.71 out of 5 average rating, 74 reviews

Beautiful Retro Style Hideaway

Apr 9 – 16

R1,530 ZAR per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 29 reviews

Beachfront Lovers Key Beach Club Condo 802

Nov 2 – 9

R3,795 ZAR per night

Apartment in Bonita Springs

4.79 out of 5 average rating, 19 reviews

1.3 Mi 2 Beach On Gulf Access Canal Private W/D

Dec 8 – 15

R2,706 ZAR per night

Apartment in Bonita Springs

4.96 out of 5 average rating, 25 reviews

Boho in Bonita - No Pet Fee!

Jun 8 – 15

R1,989 ZAR per night

Waterfront house rentals

Home in Saint James City

4.98 out of 5 average rating, 174 reviews

Relaxing Waterfront Retreat: 1400 sq ft Home

Jun 14 – 21

R2,623 ZAR per night

Home in Cape Coral

4.89 out of 5 average rating, 139 reviews

*Gulf Access Pool Home with Private Office*

Jul 28 – Aug 4

R2,128 ZAR per night

Home in Cape Coral

4.96 out of 5 average rating, 108 reviews

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

Sep 6 – 13

R3,026 ZAR per night

Home in Matlacha

5.0 out of 5 average rating, 144 reviews

The Secret Island Retreat HeatedPool/4b/open water

Jul 13 – 20

R9,349 ZAR 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

R1,922 ZAR per night

Home in Cape Coral

4.98 out of 5 average rating, 117 reviews

Vacation in Paradise

Dec 10 – 17

R2,784 ZAR per night

Home in Bonita Springs

5.0 out of 5 average rating, 21 reviews

Beach Canal Cottage

May 14 – 21

R1,871 ZAR per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 7 reviews

Happy Horizons

Jun 21 – 28

R10,187 ZAR per night

Waterfront condo rentals

Condo in Naples

4.85 out of 5 average rating, 157 reviews

Ground Floor, A+ Location Club Membership Included

Oct 23 – 30

R2,025 ZAR per night

Condo in Naples

4.95 out of 5 average rating, 286 reviews

Lely Greenlinks Golf Resort Luxury Condo

Jul 29 – Aug 5

R2,929 ZAR per night

Condo in Naples

4.91 out of 5 average rating, 146 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

May 15 – 22

R3,461 ZAR per night

Condo in Naples

4.87 out of 5 average rating, 218 reviews

Park Shore Walk to Beach!

Apr 19 – 26

R6,114 ZAR 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 21 – 28

R2,379 ZAR per night

Condo in Fort Myers Beach

4.86 out of 5 average rating, 50 reviews

Modern condo at Estero Beach and Tennis Club

Apr 5 – 12

R3,803 ZAR per night

Condo in Fort Myers Beach

4.95 out of 5 average rating, 41 reviews

Lover's Key Resort Unit #807

Aug 15 – 22

R5,831 ZAR per night

Condo in Fort Myers Beach

4.98 out of 5 average rating, 48 reviews

Santa Maria #410, 2 Story THouse, Fresh Remodel

Jun 10 – 17

R3,555 ZAR per night

Destinations to explore