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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

Sep 21 – 28

ﺩ.ﺇ472 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 16 – 23

ﺩ.ﺇ431 per night

Condo in Bonita Springs

4.95 out of 5 average rating, 85 reviews

Ken & Gina's Beach Condo (#2301)

Studio condo across the street from Bonita Beach. 3rd floor unit offering partial views of the gulf. Being able to walk to the beach (2 mins) and 3 restaurants while centrally located between Ft. Myers and Naples makes this a great location. Atmosphere is very relaxing and residents are very friendly. Local bike rental shops offer delivery of bicycles. Bonita beach offers jet ski, paddle board and catamaran rental. ***Due to hurricane Ian, no amenities are available (pool, tennis, etc)***

Jul 5 – 12

ﺩ.ﺇ374 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 11 – 18

ﺩ.ﺇ386 per night

Guesthouse in Fort Myers

4.98 out of 5 average rating, 620 reviews

Hints of Key West in Fort Myers' Historic District

Tucked away in tranquil Dean Park Historic District. Built in 1925, this carriage house has been completely renovated in 2016. It is over a garage, there are stairs. Stroll to downtown Fort Myers River District, and enjoy the restaurants, nightlife, and cultural events. Take advantage of all the activities the area has to offer, and at the end of the day come back to this peaceful oasis. Our place can accommodate couples, older child (twin air mattress available), business travelers. No pets.

Jul 23 – 30

ﺩ.ﺇ496 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

ﺩ.ﺇ443 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!

Aug 3 – 10

ﺩ.ﺇ413 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

If you are craving some sunshine and blue waters, come on down! Morning walks with your toes in the sand set the tone for another day in Paradise. Spend the day in the surf and sun, then finish off another perfect day quietly entranced by another unique and spectacular sunset. Whether you want to relax on the balcony and enjoy looking at the gulf, play in the surf, lay out on the beach or pick shells, lounge by the pool or enjoy a few rounds of tennis and pickle ball, you won't be bored.

Jul 26 – Aug 2

ﺩ.ﺇ688 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.

Mar 8 – 15

ﺩ.ﺇ385 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.

Jun 5 – 12

ﺩ.ﺇ516 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 10 – 17

ﺩ.ﺇ3,520 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 24 – Jul 1

ﺩ.ﺇ394 per night

Vacation rentals for every style

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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, 15 reviews

Your Home at the Beach!

Sep 9 – 16

ﺩ.ﺇ617 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 30 – Dec 7

ﺩ.ﺇ758 per night

Apartment in Fort Myers Beach

4.93 out of 5 average rating, 15 reviews

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

Jul 15 – 22

ﺩ.ﺇ647 per night

Apartment in Fort Myers Beach

4.91 out of 5 average rating, 57 reviews

Calm & Relaxing Beach Getaway!

Sep 28 – Oct 5

ﺩ.ﺇ558 per night

Guesthouse in Fort Myers

5.0 out of 5 average rating, 30 reviews

Waterfront Hideaway

Dec 3 – 10

ﺩ.ﺇ601 per night

Tiny home in Fort Myers

5.0 out of 5 average rating, 47 reviews

Tiny Home close to beach- Sun Kissed Hide-A-Way

May 16 – 23

ﺩ.ﺇ409 per night

Guesthouse in Fort Myers Beach

4.92 out of 5 average rating, 13 reviews

Lil Lavender

May 11 – 18

ﺩ.ﺇ694 per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Happy Horizons

May 25 – Jun 1

ﺩ.ﺇ2,237 per night

Other great vacation rentals in Estero Island

Apartment in Naples

5.0 out of 5 average rating, 36 reviews

Las Casitas in Naples

Aug 29 – Sep 5

ﺩ.ﺇ436 per night

Home in Fort Myers

4.82 out of 5 average rating, 45 reviews

Mermaid Cottage minutes away from awesome beaches

Aug 29 – Sep 5

ﺩ.ﺇ402 per night

Apartment in Fort Myers

4.96 out of 5 average rating, 49 reviews

Golf & Pool Views! Very spacious & cozy. Adj beds!

May 31 – Jun 7

ﺩ.ﺇ413 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

ﺩ.ﺇ571 per night

Apartment in Fort Myers Beach

4.98 out of 5 average rating, 47 reviews

Seaside oasis studio with with heated pool

Aug 27 – Sep 3

ﺩ.ﺇ574 per night

Home in Fort Myers Beach

4.91 out of 5 average rating, 11 reviews

Lucky Charm 1 - adorable 1 bedroom retreat

Oct 22 – 29

ﺩ.ﺇ662 per night

Home in Fort Myers

4.84 out of 5 average rating, 25 reviews

2BD Half Duplex - 15 min to Sandy Beach -

Oct 16 – 23

ﺩ.ﺇ402 per night

Apartment in Saint James City

4.93 out of 5 average rating, 84 reviews

Island Castaway--Free Kayaks

Dec 6 – 13

ﺩ.ﺇ428 per night

Destinations to explore