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Holiday houses in Estero Island

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Top-rated holiday rentals in Estero Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Condo in Fort Myers Beach

4.95 out of 5 average rating, 65 reviews

Beautiful Ft Myers Beach Condo ~ STEPS FROM BEACH

Come stay at this newly decorated waterfront condo close to the beach, shops, dining & marina all within a block from the condo. The condo is located on the so end of Ft Myers Beach with pristine baby powder beaches & Lovers Key State Park is a short drive or bike ride away. FMB is on Estero Island & is 7 miles long. You will be able to watch breathtaking sunsets at the beach, which is just at the end of the street & relax from your private lanai watching boaters & dolphins playing FMB#21-0219

4–11 Nov

$312 NZD per night

Home in Fort Myers

4.85 out of 5 average rating, 596 reviews

Tiny house 5 miles from Sanibel / free amenities

Tiny Paddle Board House Stay on adventure's doorstep! 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. Bicycles 3. SUP - inflatable paddle board 4. BBQ gas grill 5. Beach chairs and umbrella 6. Cooler and beach towels 7. Secured Wi-Fi 8. Amazon TV, Netflix, Hulu, Disney +, ESPN+ 9. Parking 2 cars 10. Washer and dryer in house 11. Kids toys and books

24 Sep – 1 Oct

$227 NZD per night

Guest favourite

Cottage in Saint James City

5.0 out of 5 average rating, 28 reviews

Waterside Cottage

Enjoy our peaceful little island paradise nestled beneath sprawling oaks and scattered palms just minutes from St James City’s restaurants and bars. Just under 1/2 acre is yours to enjoy. Watch the manatees and dolphins swimming in the canal while you grill your catch of the day, or your fresh pick of the day from St James Fish House just down the street! Inside enjoy a fresh new contemporary and stylish cottage with everything you will need to make your stay comfortable, enjoyable and fun!

23–30 Jul

$300 NZD per night

Guest favourite

Guesthouse in Fort Myers

5.0 out of 5 average rating, 36 reviews

Waterfront Hideaway

This picturesque Airbnb is a hidden gem nestled along a canal with a one minute boat ride to the Caloosahatchee River. The living room, bathed in natural light is perfect for taking in the scenic views. The spacious bedroom has a king-size bed, ensuring a night of blissful rest. The full kitchen is equipped with all modern appliances. Bring your boat and dock it on the seawall, ready to set sail whenever your heart desires. (PLEASE NOTE-boats only) Book now - your coastal paradise awaits!

5–12 Jan

$308 NZD per night

Guest favourite

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.

22–29 Nov

$239 NZD per night

Guest favourite

Home in Fort Myers

4.8 out of 5 average rating, 265 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

21–28 Aug

$236 NZD per night

Guest favourite

Guesthouse in Fort Myers Beach

4.93 out of 5 average rating, 14 reviews

Lil Lavender

You will be close to the action when you stay in our 330 sq ft fully renovated studio suite with queen bed, seating area, dining table and walk-in shower. 1.5 block walk to the beach and <1 mile to Times Square and Margaritaville. Mini kitchenette inside and gas grill outside. Kitchen supplies, toiletries, wagon, cooler, umbrella, beach towels and chairs provided. NOTE: Suite has 2 private entrances but shares a wall with the owner-occupied main portion of home. No 3rd-party bookings.

6–13 Jun

$277 NZD per night

Guest favourite

Home in Fort Myers

4.93 out of 5 average rating, 161 reviews

*Relaxing and Fun Pyramid Home in Ft Myers (7048)

Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

8–15 Aug

$321 NZD per night

Guest favourite

Guest suite in Fort Myers

4.97 out of 5 average rating, 231 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.

16–23 Feb

$194 NZD per night

Guest favourite

Apartment in Fort Myers Beach

4.97 out of 5 average rating, 68 reviews

Scenic Retreat with Private Balcony

A studio apartment more than just a room. Less than a mile from Time’s Square, the beach center, and the remains of the pier. Beach access is a 5 minute walk. Close to public transportation and located on a quiet street with a private backyard on a canal. If you’re lucky, catch a glimpse of a dolphin or manatee. Private entrance and deck. Newly remodeled kitchenette and laundry room. If this sounds like what you’ve been looking for, instant book now or text me with any questions.

16–23 Oct

$293 NZD per night

Guest favourite

Apartment in Fort Myers Beach

4.9 out of 5 average rating, 194 reviews

Mermaid Oasis

Ft Myers beach Bonita Mermaid Oasis’s dream getaway! 1 bedroom King bed , full kitchen, spacious living room, sofa sleeper couch, beautiful balcony. Bathroom with a Jacuzzi tub, walk-in shower, private toilet area. The beautiful bay and pool invite you to come play. Flippers 5-star restaurant on the property. You can enjoy water sports long walks on Lovers Key Beach across the street. Only minutes to Bonita Naples and Ft. Myers beach, reviews say it all!

13–20 Jun

$269 NZD per night

Guest favourite

Apartment in Fort Myers Beach

4.99 out of 5 average rating, 84 reviews

Ready to Enjoy again! Everything is brand new!

This vacation rental unit has been totally rebuilt in 2023 and is now ready to welcome guests again! Everything is brand new and it is likely one of the nicest studio apartments now available on the entire island. Skip the dated condos and hotels and get ready to enjoy this newer, nicer option, located just 1 short block (800 feet) from the sand. As you’ll see from the reviews it had a great track record before the storm, and it’s been rebuilt even better! Enjoy NEW!

18–25 Aug

$216 NZD per night

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Popular amenities for Estero Island holiday rentals

Free parking on premises

Air conditioning

Other great holiday rentals in Estero Island

Guest favourite

Apartment in Fort Myers Beach

5.0 out of 5 average rating, 41 reviews

Island Gold Steps to the Beach

16–23 Feb

$952 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 5 reviews

Happy Horizons

23–30 May

$1,329 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 68 reviews

Paradise on canal minutes to Ft Myers Beach/Gulf

2–9 Feb

$1,719 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 7 reviews

Luxury Urban Oasis just steps from the beach!

29 Jan – 5 Feb

$1,282 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 6 reviews

Salty Air Retreat: Private Pool & Steps to Beaches

26 Aug – 2 Sep

$977 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 14 reviews

New build~walkable to everything~including BEACH!

21–28 Jan

$1,409 NZD per night

Guest favourite

Campervan/RV in Bonita Springs

5.0 out of 5 average rating, 33 reviews

Spacious Luxury one bedroom RV @ Coconut point.

20–27 Jul

$231 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 26 reviews

5 O’Clock at Miramar

24 Sep – 1 Oct

$701 NZD per night

Destinations to explore