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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, 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

Aug 20 – 27

G$24,175 GYD per night

Guest suite in Naples

5.0 out of 5 average rating, 133 reviews

By the Beach and 5th - Studio Guest Home & Pool

Great location! Newly renovated! A studio guest home with your own private entrance & your own full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining and shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention the pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth shower speaker? This home is 350 square feet of clean cuteness!

Jun 21 – 28

G$25,507 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.

Jul 18 – 25

G$23,924 GYD per night

Home in Fort Myers

4.86 out of 5 average rating, 560 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....

Sep 24 – Oct 1

G$21,423 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.

Nov 14 – 21

G$24,597 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!

Nov 19 – 26

G$26,345 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.

Dec 9 – 16

G$21,442 GYD per night

Farm stay in Fort Myers

4.98 out of 5 average rating, 131 reviews

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and peacocks. You can sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the goats and donkeys. Or even join in one of our G.O.A.T. Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

Nov 14 – 21

G$29,003 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.

Jan 9 – 16

G$197,324 GYD 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!

Jun 25 – Jul 2

G$21,650 GYD per night

Apartment in Fort Myers

4.94 out of 5 average rating, 128 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$15,866 GYD per night

Home in Fort Myers

4.92 out of 5 average rating, 202 reviews

*Unique Pyramid Home for an amazing vacation

*Great location for exploring all of southwest Florida *Refreshing spring water lake for all guests to enjoy *located approximately 15 miles from most beaches *easy access to FGCU, shopping, sightseeing, RSW airport *self check in with lock box *Private and relaxing community *each pyramid has two private patios with private gas grill *free wifi/ roku tv, beach gear * superhost with 12 total properties *Fully stocked unit with all the amenities of home

Sep 30 – Oct 7

G$32,430 GYD per night

Vacation rentals for every style

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Popular amenities for Estero Island vacation rentals

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Other great vacation rentals in Estero Island

Guest suite in Matlacha Isles-Matlacha Shores

4.84 out of 5 average rating, 315 reviews

Moon Shell Hideaway

Nov 20 – 27

G$18,889 GYD per night

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 192 reviews

Mermaid Oasis

Jul 27 – Aug 3

G$45,522 GYD per night

Home in Fort Myers Beach

4.97 out of 5 average rating, 118 reviews

New Blue Lagoon w/ heated pool-2 min walk to beach

Aug 15 – 22

G$83,853 GYD 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

Jun 2 – 9

G$35,870 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

Nov 19 – 26

G$38,864 GYD per night

Apartment in Fort Myers Beach

4.97 out of 5 average rating, 68 reviews

Scenic Retreat with Private Balcony

Oct 20 – 27

G$28,901 GYD per night

Home in Fort Myers

4.89 out of 5 average rating, 19 reviews

Tiny Treasure

Sep 18 – 25

G$17,456 GYD per night

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 47 reviews

Seaside oasis studio with with heated pool

Sep 9 – 16

G$28,127 GYD per night

Beach house rentals in Estero Island

Home in Naples

4.96 out of 5 average rating, 112 reviews

~ ~The Studio~ ~ Comfort, Quality, walk 2 beaches

Aug 1 – 8

G$33,186 GYD per night

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Sep 18 – 25

G$63,736 GYD per night

Home in Cape Coral

4.98 out of 5 average rating, 194 reviews

Dolphin beach house 2

Aug 18 – 25

G$66,142 GYD per night

Home in Naples

4.91 out of 5 average rating, 255 reviews

1 Bedroom House / Remodel just completed

May 27 – Jun 1

G$43,117 GYD per night

Home in Captiva

4.97 out of 5 average rating, 106 reviews

The Pearl Beach House, North Captiva Island,FL

Mar 6 – 13

G$139,115 GYD per night

Home in Fort Myers Beach

4.89 out of 5 average rating, 219 reviews

La Casa On Mango, heated pool-5 min walk to Beach

Apr 2 – 9

G$125,869 GYD per night

Home in Naples

4.83 out of 5 average rating, 183 reviews

Naples Park Coastal Contemporary Retreat

Jun 11 – 18

G$27,396 GYD per night

Home in Matlacha

4.98 out of 5 average rating, 184 reviews

Matlacha Paradise! NEW Waterfront Home-Free Kayaks

May 9 – 16

G$36,620 GYD per night

Estero Island house rentals

Home in Fort Myers

4.94 out of 5 average rating, 270 reviews

Whole cozy house

Sep 18 – 25

G$37,994 GYD per night

Home in Bonita Springs

4.92 out of 5 average rating, 122 reviews

Modern Spacious studio minutes from beach/downtown

Dec 2 – 9

G$22,517 GYD per night

Home in Cape Coral

4.87 out of 5 average rating, 178 reviews

Recently Renovated Home with Pool in SW Cape Coral

Sep 19 – 26

G$30,320 GYD per night

Home in Naples

5.0 out of 5 average rating, 126 reviews

Peaceful Gulf Access, Kayaks, Bikes, ebikes

May 25 – Jun 1

G$40,007 GYD per night

Home in Fort Myers

4.87 out of 5 average rating, 45 reviews

Gorgeous Views Boathouse Near the Beach

May 11 – 18

G$23,468 GYD per night

Home in Fort Myers

4.82 out of 5 average rating, 45 reviews

Mermaid Cottage minutes away from awesome beaches

Oct 28 – Nov 4

G$26,146 GYD per night

Home in Fort Myers

4.93 out of 5 average rating, 30 reviews

So Coastal! A family and pet friendly home

Aug 27 – Sep 3

G$31,733 GYD per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Crain's Perch will WOW you!

Nov 19 – 26

G$68,188 GYD per night

Destinations to explore