Holiday houses in Estero Island

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Top-rated holiday rentals in Estero Island

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Guest favourite

Home in Fort Myers

4.85 out of 5 average rating, 593 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

6–13 Jul

$229 NZD per night

Guest favourite

Guest suite in Naples

4.97 out of 5 average rating, 299 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.

15–22 Dec

$240 NZD per night

Guest favourite

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!

28 Jun – 5 Jul

$240 NZD per night

Superhost

Home in Fort Myers

4.82 out of 5 average rating, 45 reviews

Mermaid Cottage minutes away from awesome beaches

Beautiful RV resort located in fabulous Fort Myers. You would be staying in a stylish manufactured home decorated with a unique mermaid theme. There are two bedrooms and a futon in the living room allowing 5 to sleep comfortably. Our gorgeous all-age resort includes a heated pool, hot tub, playground, and pickleball courts, all within walking distance of the home. If you leave the resort, nearby beaches include Bonita Beach, Barefoot Beach, and Sanibel for those seeking that FL sunshine!

28 May – 4 Jun

$212 NZD per night

Guest favourite

Home in Fort Myers

4.86 out of 5 average rating, 298 reviews

Almost Sanibel, 5 min. Peace, Privacy & Nature.

Almost Sanibel is in a Peaceful/Quite neighborhood. Bunche Beach 2 miles, Sanibel Island 4 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. It is a 2 bedroom with 2 King beds, 1 full bathroom & shower with large living room, kitchen & Lanie. Perfect for family or 2 couples! • 1/2 mile to Restaurants and Shopping • FREE High-Speed Wi-Fi and Cable-TV

21–28 Jul

$275 NZD per night

Superhost

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Happy Horizons

The house is exclusively for adults only. The balconies offer breathtaking views of the Gulf of Mexico, where you can spot many species of colorful birds, such as pelicans, egrets, osprey, and herons, as well as dolphins swimming in the surf. You can take early morning, afternoon or sunset walks on the sand, and dine or enjoy cocktails on the gulf side decks overlooking the beach and Gulf. Watching the beach sunsets is an absolute treat! There is something for everyone at your property.

8–15 May

$903 NZD per night

Guest favourite

Guest suite in Fort Myers

4.97 out of 5 average rating, 223 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.

7–14 Feb

$196 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.

23–30 Oct

$296 NZD per night

Superhost

Home in Fort Myers

4.83 out of 5 average rating, 24 reviews

2BD Half Duplex - 15 min to Sandy Beach -

Conveniently located in Fort Myers in a quiet and safe neighbourhood. Only 15 mins to the beach. 10 minutes to golf course. Close to parks & playgrounds. This unit boast 2 large size bedrooms, living & dining areas & full-sized kitchen so you can feel home while travelling. Once you settle in this quiet spot after a long road, you can enjoy the neighbourhood, go shopping or one of many restaurants - you can head anywhere as all the main roads & freeways just a few minutes away.

10–17 Jul

$226 NZD per night

Guest favourite

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.

10–17 Dec

$462 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 19 reviews

FMB (Off Island) “Sunset Unit”

Newly Renovated....Under 4 miles to the Southwest Florida Sand! While this is not on the Island, there is a beach trolley stop less than 2000 feet from your front door. This is a quiet small neighborhood, and close to Sanibel-Captiva. Great restaurants and fishing/golf nearby. Easy access even during season! Ask to rent entire house if bigger family or multiple families and friends! Two line units.

7–14 May

$281 NZD per night

Guest favourite

Apartment in Fort Myers Beach

4.91 out of 5 average rating, 55 reviews

Calm & Relaxing Beach Getaway!

Forget your worries in this spacious and serene space. Right before the Matanzas Pass Bridge. Excellent for anyone looking for a Beach Getaway. Great neighborhood, walking distance from Fort Myers Beach Times Square and Great Reastaurants. Enjoy the beautiful sunsets and walks on the Beach. Includes: -Beach Towels -Basic Cooking Utensils and Pans -1 Queen Bed 1 Queen Sofa Bed -2 Cars Maximum

20–27 Sep

$278 NZD per night