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House holiday rentals in Estero Island

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Top-rated house rentals in Estero Island

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Home in Fort Myers

4.85 out of 5 average rating, 595 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

22–29 Sep

$229 NZD per night

Guest favourite

Home in Cape Coral

4.87 out of 5 average rating, 178 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

10–17 Dec

$304 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!

7–14 Apr

$268 NZD per night

Guest favourite

Home in Fort Myers

4.93 out of 5 average rating, 159 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

21–28 Oct

$324 NZD per night

Guest favourite

Home in Fort Myers

4.96 out of 5 average rating, 149 reviews

Newly remodeled 3bd/2ba home

Enjoy everything that South West Florida has to offer from this centrally located, beautifully remodeled home, including 4 bd/2 ba, that comfortably sleeps 4. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. It is close to popular attractions, shopping, dining, and outdoor recreation including the wonderful Lakes Regional Park where you can hike, kayak, picnic and much more! LICENSE: TAP4605693

22–29 Sep

$347 NZD per night

Guest favourite

Home in Bonita Springs

4.92 out of 5 average rating, 122 reviews

Modern Spacious studio minutes from beach/downtown

Beautiful newly built spacious studio in downtown Bonita Springs, 7 miles from the world famous Barefoot beach, and only 100 steps away from the popular Riverside park where many events and festivals are held. This spacious studio is modern with a very tall ceiling with exposed wood beams, well lit with giant slider doors, with a full sized kitchen and full patio area. Perfect for a couple on a get-away or even a single person just traveling for leisure or work. Clean at all times.

16–23 Jul

$227 NZD per night

Guest favourite

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.

7–14 Dec

$1,873 NZD per night

Guest favourite

Home in Matlacha

5.0 out of 5 average rating, 142 reviews

The Secret Island Retreat HeatedPool/4b/open water

Free Heated Pool with open Panoramic Bay Views with Amazing Sunsets from this open layout with 4 bedrooms , a den, 3 bath, 2 car garage. 3200 sq ft. 2nd floor has an oversize owners suite with picture windows over the bay and provides an abundance of space for sitting area or quiet space. Three guests rooms + den. Don't forget to relax & enjoy the breeze on the 2nd story balcony...the perfect retreat. Kayaks, 2 boat lifts, fishing poles, bicycles, games, Grill and much more.

30 May – 6 Jun

$865 NZD per night

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 270 reviews

Whole cozy house

Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

27 Jun – 4 Jul

$372 NZD per night

Guest favourite

Home in Naples

5.0 out of 5 average rating, 127 reviews

Peaceful Gulf Access, Kayaks, Bikes, ebikes

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean.

3–10 Dec

$400 NZD per night

Guest favourite

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

The house, officially registered under FMB Reg 19-1316, is located at the northern end of the Island, just a leisurely 3-5 minute stroll to Public Beach Access No. 27 at the end of Mango street, providing easy access to the white-sand beach of the Gulf of Mexico. Its lush landscaping and a fully equipped beach cottage comfortably blend modern living with tropical leisure, making this house a perfect place for relaxation and enjoyment.

6–13 Nov

$692 NZD per night

Guest favourite

Home in Fort Myers Beach

4.94 out of 5 average rating, 107 reviews

Luxury Waterfront Escape Near The Beach C1

2023 Fully renovated DBOW Paradise on Cutlass C1 is located on a canal with direct gulf access. The beach, dining, shopping and activities are all under 3 miles away. A modern, open concept home that opens right up to an outdoor living space and pool. Families, couples, and groups will love the privacy of the bedrooms and bathrooms at the end of a day of playing or relaxing. This is the best that Fort Myers Beach has to offer!!

21–28 Jan

$1,771 NZD per night

Holiday rentals for every style

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Apartments

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Estero Island house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 108 reviews

Private Heated Pool and Spa

15–22 Apr

$484 NZD per night

Guest favourite

Home in Captiva

4.97 out of 5 average rating, 107 reviews

The Pearl Beach House, North Captiva Island,FL

31 Oct – 7 Nov

$1,393 NZD per night

Guest favourite

Home in Cape Coral

4.98 out of 5 average rating, 195 reviews

Dolphin beach house 2

3–10 Dec

$1,249 NZD per night

Guest favourite

Home in Cape Coral

4.99 out of 5 average rating, 211 reviews

Gulf access waterfront heated pool

1–8 Aug

$294 NZD per night

Guest favourite

Home in Cape Coral

4.98 out of 5 average rating, 117 reviews

Vacation in Paradise

8–15 Sep

$274 NZD per night

Guest favourite

Home in Cape Coral

4.99 out of 5 average rating, 175 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

9–16 Sep

$982 NZD per night

Guest favourite

Home in Cape Coral

4.96 out of 5 average rating, 108 reviews

Cozy in the Cape, Water views & private salt pool.

2–9 Oct

$346 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 7 reviews

Crain's Perch will WOW you!

19–26 Jun

$677 NZD per night

Weekly house rentals

Home in Fort Myers

4.89 out of 5 average rating, 19 reviews

Tiny Treasure

10–17 Sep

$189 NZD per night

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 31 reviews

So Coastal! A family and pet friendly home

30 Aug – 6 Sep

$303 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 5 reviews

Happy Horizons

9–16 May

$904 NZD per night

Guest favourite

Home in Bonita Springs

4.96 out of 5 average rating, 50 reviews

The Tropical Treehouse by the Coconut Point Hyatt

2–9 May

$308 NZD per night

Home in Fort Myers

4.85 out of 5 average rating, 26 reviews

2BD Half Duplex - 15 min to Sandy Beach -

17–24 Jan

$272 NZD per night

Guest favourite

Home in Fort Myers

4.95 out of 5 average rating, 20 reviews

Best Beach Cottage

5–12 Oct

$229 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

11–18 Nov

$1,118 NZD per night

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 66 reviews

Paradise on canal minutes to Ft Myers Beach/Gulf

11–18 Mar

$2,025 NZD per night

Private house rentals

Guest favourite

Home in Fort Myers Beach

5.0 out of 5 average rating, 26 reviews

5 O’Clock at Miramar

24 Nov – 1 Dec

$921 NZD per night

Guest favourite

Home in Fort Myers Beach

4.9 out of 5 average rating, 78 reviews

Escape to your Happy Place-pool, 6 bed 2 1/2 bath

11–18 Aug

$1,054 NZD per night

Home in Fort Myers

4.87 out of 5 average rating, 30 reviews

Just bring your Dreams!

7–14 Jul

$228 NZD per night

Guest favourite

Home in Cape Coral

4.97 out of 5 average rating, 68 reviews

Airy and Bright 2bed/2bath home near downtown.

8–15 Dec

$241 NZD per night

Home in Fort Myers Beach

4.85 out of 5 average rating, 46 reviews

2-Blocks To The Beach, Large Private Pool, 4BR

31 Aug – 7 Sep

$1,279 NZD per night

Guest favourite

Home in Fort Myers

4.95 out of 5 average rating, 55 reviews

Peaceful Retreat #3

10–17 Jun

$227 NZD per night

Guest favourite

Home in Matlacha

5.0 out of 5 average rating, 17 reviews

Bayshore Bungalow - 1 bedroom

12–19 Nov

$222 NZD per night

Home in Fort Myers Beach

5.0 out of 5 average rating, 4 reviews

Welcome To Pleasant Paradise

2–9 Nov

$553 NZD per night

Destinations to explore