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Estero Island beach vacation rentals

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Top-rated vacation rentals in Estero Island

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Vacation home in Bonita Springs

4.8 out of 5 average rating, 105 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

Jul 4 – 11

G$26,649 GYD 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.

Sep 27 – Oct 4

G$23,918 GYD per night

Home in Fort Myers

4.86 out of 5 average rating, 559 reviews

Vacation house next to Sanibel / free amenities

Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Breakfast items (eggs, bagels, apples, coffee and tea) 2. Cruise style bikes, 2 x SUP 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....

Jun 27 – Jul 4

G$21,077 GYD per night

Home in Fort Myers

4.8 out of 5 average rating, 264 reviews

Amazon Bungalow near Sanibel & Fort Myers Beach

Tropical setting. Peaceful/quite neighborhood. Bunche Beach 2 miles, Sanibel Island 3.5 miles, Fort Myers Bch 5 miles. Home is set up as a duplex, with TWO COMPLETELY SEPERATE & PRIVATE entrances, kitchens, living rooms, bedrooms, bathrooms & laundry rooms for COMPLETE PRIVACY. The Bungalow is a 1 King bed, 1 full bathroom & shower with large living room, kitchen & porch. Perfect for Couples! • 1/2 mile to Restaurants and Shopping • Close to Shellpoint Golf-Course • FREE Wi-Fi and Cable-TV

Oct 17 – 24

G$24,167 GYD per night

Guest suite in Naples

4.97 out of 5 average rating, 301 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.

Aug 23 – 30

G$24,590 GYD per night

Home in Fort Myers

4.92 out of 5 average rating, 100 reviews

White Swallow Cabanas ! Relax close to the beach.

Our home is close to the beaches, art and culture, restaurants and dining, shopping. Five minutes to Sanibel Island & 10 minutes to Ft. Myers Beach. You’ll love our place because it's situated in an old traditional neighborhood. Great ambiance, WiFi, washer & dryer, fully stocked and outdoors space. Our place is geared for couples or snowbirds who want to relax or the solo adventurer and business traveler who is tired of staying in hotels and needs a space to unplug. Screened in porch too!

Mar 31 – Apr 7

G$28,178 GYD per night

Guest suite in Fort Myers

4.97 out of 5 average rating, 227 reviews

Clean studio unit with bathroom and living room

Enjoy a cozy stay in our studio. We're centrally-located in the heart of Fort Myers, with the interstate, RSW airport and Gulf Coast Town Center shops right around the corner. The beach is only a 25 minute drive, 10 minutes to the outlets, and 25 minutes to downtown. It's nice and quiet inside, with a place to work, relax to some TV, and has a comfortable queen size bed and a futon for an extra person. We have a full bathroom, mini-fridge, microwave, towels and plates to enjoy a meal.

Sep 14 – 21

G$21,436 GYD per night

Apartment in Fort Myers Beach

4.95 out of 5 average rating, 81 reviews

2024: Ready to enjoy! 1 block to the beach!

Welcoming guests again, post Ian! Prepare to be impressed by this wonderfully updated, 2nd floor apartment located just 1 short block from the beach. It sleeps a total of 4 guests (two queen beds). Fully updated within the past few years including the entire kitchen, granite counters, stainless appliances, vanities, 3 tvs & travertine floors. Wifi, bbq grill & a private balcony…pretty much everything you’ll need for a great beach vacation! 150+ very happy guests and counting!

Jul 31 – Aug 7

G$26,746 GYD 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.

Nov 12 – 19

G$195,573 GYD per night

Cabin in Bonita Springs

4.91 out of 5 average rating, 276 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 11 – 18

G$20,176 GYD per night

Apartment in Fort Myers

4.94 out of 5 average rating, 127 reviews

Peaceful Retreat #2

Welcome to Peaceful Retreat #2. This Large Studio Apartment Offers a plush King Sized Bed, The Kitchenette is complete with Microwave, Mini Fridge, Toaster and Drip Coffee Pot, a fairly large walk in Shower with sitting area and an over sized walk in Closet, cute little dinette set and two relaxing chairs to watch your favorite show, Enjoy your Morning Coffee in the Lushly Landscaped quaint Courtyard with the sound of birds chirping and water cascading.

Nov 10 – 17

G$17,483 GYD per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 145 reviews

Casa Bella B - 1 Bed/1 Bath - Steps To The Beach

Fort Myers Beach Short Term Rental #21-0112. Fresh, clean and cozy, this 1 bedroom, 1 bath condo is located directly across the street from the Gulf Of Mexico and 7 miles of sugar sand beach. Public beach access is a 3-minute walk south on Dakota Ave. Located mid-island Casa Bella B is close to all amenities including a grocery store and restaurants. The popular Island Trolly services the length of the island from Times Square to Lover's Key State Park.

Jun 22 – 29

G$39,228 GYD per night

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Popular amenities for Estero Island vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Estero Island

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Sun and fun! Adorable 1 bedroom condo on the beach

Jul 26 – Aug 2

G$38,239 GYD per night

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 15 reviews

Your Home at the Beach!

Sep 9 – 16

G$34,210 GYD 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 8 – 15

G$42,660 GYD per night

Home in Fort Myers

4.89 out of 5 average rating, 19 reviews

Tiny Treasure

Oct 14 – 21

G$18,355 GYD per night

Apartment in Fort Myers Beach

4.91 out of 5 average rating, 57 reviews

Calm & Relaxing Beach Getaway!

Sep 4 – 11

G$31,040 GYD per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Happy Horizons

May 2 – 9

G$87,519 GYD per night

Guesthouse in Fort Myers Beach

4.92 out of 5 average rating, 13 reviews

Lil Lavender

Aug 23 – 30

G$36,015 GYD per night

Guesthouse in Fort Myers

5.0 out of 5 average rating, 29 reviews

Waterfront Hideaway

Dec 3 – 10

G$33,451 GYD per night

Other great vacation rentals in Estero Island

Home in Fort Myers Beach

5.0 out of 5 average rating, 64 reviews

Paradise on canal minutes to Ft Myers Beach/Gulf

Oct 5 – 12

G$108,506 GYD per night

Apartment in Naples

5.0 out of 5 average rating, 36 reviews

Las Casitas in Naples

Sep 13 – 20

G$24,206 GYD per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Welcome To Pleasant Paradise

Oct 20 – 27

G$39,608 GYD per night

Home in Fort Myers Beach

4.91 out of 5 average rating, 11 reviews

Lucky Charm 1 - adorable 1 bedroom retreat

Sep 24 – Oct 1

G$35,887 GYD per night

Guest suite in Fort Myers

4.96 out of 5 average rating, 85 reviews

2 room private suite - Stay in the "Crew Quarters"

May 24 – 31

G$17,136 GYD per night

Apartment in Bonita Springs

4.94 out of 5 average rating, 17 reviews

Heated Pool•7min->Beach•King•WD•SmartTV

Sep 1 – 8

G$23,630 GYD per night

Home in Fort Myers

4.96 out of 5 average rating, 27 reviews

So Coastal! A family and pet friendly home

Aug 27 – Sep 3

G$31,725 GYD per night

Camper/RV in Fort Myers Beach

4.82 out of 5 average rating, 61 reviews

The Bougie Beach Bum

May 19 – 26

G$17,166 GYD per night

Destinations to explore