Photo by Stephanie Karasek

Estero Island holiday homes

We found 9,800 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Estero Island

Showing deals for:11 Dec - 18 Dec

Private kitchen
Living area
Room
Exterior
Exceptional
(18 reviews)

🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!

Fort Myers Beach

7% off
NZ$3,186
for 7 nights, 1 apartment
NZ$455 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Private kitchen
Living area
Exterior
Bathroom
Exceptional
(11 reviews)

Relaxed Vibe, Huge Shade Filled Hang Out, Private Grill, Steps to Sugar White Sand Beach!

Fort Myers Beach

7% off
NZ$7,022
for 7 nights, 1 home
NZ$1,003 per night
includes taxes & fees
Relaxed Vibe, Huge Shade Filled Hang Out, Private Grill, Steps to Sugar White Sand Beach!
Dining room with the view of the large open kitchen
Kitchen view of the dinning table and back  of it is the pool
pool with lounges
In master open space living room with full size sofa sleeper
Exceptional
(13 reviews)

Heated Pool Home! 3 min walk to Beach, No Stairs, Pet friendly! Remodeled.

Fort Myers Beach

8% off
NZ$6,202
for 7 nights, 1 home
NZ$886 per night
includes taxes & fees
Heated Pool Home! 3 min walk to Beach, No Stairs, Pet friendly! Remodeled.
Interior
Pool
Interior
Terrace/patio
Exceptional
(76 reviews)

Tropical Paradise ~ enclosed heated pool with built in spa

Cape Coral

6% off
NZ$6,300
for 7 nights, 1 home
NZ$900 per night
includes taxes & fees
Tropical Paradise ~ enclosed heated pool with built in spa
Dining
Living area
Exterior
Private kitchen
Wonderful
(21 reviews)

New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!

Fort Myers Beach

7% off
NZ$6,620
for 7 nights, 1 home
NZ$946 per night
includes taxes & fees
New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
Pool
Exterior
Exterior
Dining
Exceptional
(108 reviews)

Sun Soaked Coastal Getaway, Private Heated Pool, Steps to Sugar Sand Beach!

Fort Myers Beach

7% off
NZ$9,808
for 7 nights, 1 home
NZ$1,401 per night
includes taxes & fees
Sun Soaked Coastal Getaway, Private Heated Pool, Steps to Sugar Sand Beach!
Private kitchen
Property grounds
Private kitchen
Exterior
Exceptional
(126 reviews)

Seaquestered in Paradise Vacation House with Pool - Only Steps to the Beach

Fort Myers Beach

7% off
NZ$4,590
for 7 nights, 1 home
NZ$656 per night
includes taxes & fees
Seaquestered in Paradise Vacation House with Pool - Only Steps to the Beach
Room
Exterior
Room
Bathroom
Wonderful
(33 reviews)

Marvelous Get Away In The Heart Of Fort Myers

Fort Myers

7% off
NZ$966
for 7 nights, 1 apartment
NZ$138 per night
includes taxes & fees
Marvelous Get Away In The Heart Of Fort Myers
Living area
Interior
Private kitchen
Living area
Exceptional
(40 reviews)

🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!

Fort Myers Beach

7% off
NZ$11,204
for 7 nights, 1 home
NZ$1,601 per night
includes taxes & fees
🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!
Living area
Pool
Exterior
Living area
Exceptional
(5 reviews)

Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach

Fort Myers Beach

8% off
NZ$14,569
for 7 nights, 1 home
NZ$2,081 per night
includes taxes & fees
Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach
Dining
Private kitchen
Living area
Pool
Exceptional
(38 reviews)

Coconut Cove Home with Sunny South-Facing Family Pool, Canal & Boat Dock

Cape Coral

7% off
NZ$4,865
for 7 nights, 1 home
NZ$695 per night
includes taxes & fees
Coconut Cove Home with Sunny South-Facing Family Pool, Canal & Boat Dock
Exterior
Room
Interior
Private kitchen
Excellent
(32 reviews)

New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!

Fort Myers Beach

7% off
NZ$3,456
for 7 nights, 1 apartment
NZ$494 per night
includes taxes & fees
New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
Private kitchen
Pool
Exterior
Terrace/patio
Exceptional
(26 reviews)

Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer

Bonita Springs

7% off
NZ$4,579
for 7 nights, 1 home
NZ$654 per night
includes taxes & fees
Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer
Exterior
Private kitchen
Pool
Living area
Exceptional
(8 reviews)

Walk To Beach, North End Restaurants, Night Life Steps Away!

Fort Myers Beach

7% off
NZ$11,672
for 7 nights, 1 apartment
NZ$1,667 per night
includes taxes & fees
Walk To Beach, North End Restaurants, Night Life Steps Away!
Living area
Terrace/patio
Room
Private kitchen
Very good
(62 reviews)

Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!

Fort Myers Beach

7% off
NZ$3,456
for 7 nights, 1 apartment
NZ$494 per night
includes taxes & fees
Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!
Private kitchen
Private kitchen
Living area
Dining
Exceptional
(31 reviews)

Gorgeous North End Beach Home, Private Pool, Steps to Beach, Margaritaville, Restaurants, Nightlife!

Fort Myers Beach

7% off
NZ$10,379
for 7 nights, 1 home
NZ$1,483 per night
includes taxes & fees
Gorgeous North End Beach Home, Private Pool, Steps to Beach, Margaritaville, Restaurants, Nightlife!
Interior
Private kitchen
Private kitchen
Property grounds
Exceptional
(13 reviews)

Sleeps 16--New Pool!--7 min walk to beach, Bay views!

Fort Myers Beach

8% off
NZ$11,705
for 7 nights, 1 home
NZ$1,672 per night
includes taxes & fees
Sleeps 16--New Pool!--7 min walk to beach, Bay views!
Outdoor dining
Exterior
Living area
Interior
Exceptional
(38 reviews)

Charming Home, Private Pool, Short Walk to Restaurants and Beach!

Fort Myers Beach

7% off
NZ$7,059
for 7 nights, 1 home
NZ$1,008 per night
includes taxes & fees
Charming Home, Private Pool, Short Walk to Restaurants and Beach!
Living area
Exterior
Interior
Room
Very good
(10 reviews)

Walk To Beach, North End Restaurants, Night Life Steps Away!

Fort Myers Beach

7% off
NZ$3,252
for 7 nights, 1 apartment
NZ$465 per night
includes taxes & fees
Walk To Beach, North End Restaurants, Night Life Steps Away!
Private kitchen
Private kitchen
Pool
Dining
Exceptional
(9 reviews)

Cozy Home At Fort Myers Beach!

Fort Myers Beach

8% off
NZ$5,864
for 7 nights, 1 home
NZ$838 per night
includes taxes & fees
Cozy Home At Fort Myers Beach!
Room
Property grounds
Pool
Private kitchen
Exceptional
(61 reviews)

Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet

Fort Myers Beach

8% off
NZ$3,527
for 7 nights, 1 apartment
NZ$504 per night
includes taxes & fees
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Property grounds
Living area
Private kitchen
Exterior
Wonderful
(35 reviews)

Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!

Fort Myers Beach

7% off
NZ$5,035
for 7 nights, 1 apartment
NZ$719 per night
includes taxes & fees
Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!
Dining
Exterior
Pool
Exterior
Exceptional
(17 reviews)

LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!

Fort Myers Beach

7% off
NZ$3,476
for 7 nights, 1 home
NZ$497 per night
includes taxes & fees
LOCATION!! LOCATION!! SHORT WALKING TO RESTAURANTS, SHOPS, & BEACH!
Private kitchen
Living area
Pool
Living area
Wonderful
(7 reviews)

Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!

Fort Myers Beach

7% off
NZ$5,268
for 7 nights, 1 apartment
NZ$753 per night
includes taxes & fees
Gorgeous Beach Front Condo with Amazing Gulf and Beach Views, Master Ensuite too!
  • Peace of mind

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  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Estero Island

  • Pristine Beaches: Enjoy the soft sands and crystal-clear waters of Estero Island’s inviting beaches, perfect for a relaxed coastal escape.
  • Family-friendly Outdoors: Explore a mix of urban parks and natural state parks, ideal for picnics and outdoor adventures.
  • Coastal Charm: Soak in the laid-back island atmosphere with its serene coastal spots and easy beach access.
  • Outdoor Adventures: Engage in various water and land activities that cater to all ages, ensuring memorable experiences.
  • Relaxed Vibe: Savour the unhurried lifestyle that makes Estero Island a top destination for a delightful Florida holiday.

Top attractions near Estero Island

Estero Island, Florida, USA offers a delightful blend of beachside charm and family-friendly outdoor fun. Enjoy the pristine beaches, urban parks, and natural state parks that make for perfect holiday spots. The island provides a welcoming setting for those seeking a relaxed coastal retreat, with attractions such as Estero Bay and Estero Beach ensuring memorable experiences for families and outdoor enthusiasts alike.

  • Barefoot Beach: A stunning stretch of soft sand where you can unwind and soak up the sun. Experience the tranquil beach vibes and enjoy swimming in the warm Gulf waters.
  • Lynn Hall Memorial Park: This family-friendly park features a charming jetty where you can embark on excursions. It’s a wonderful spot to meet friendly locals and enjoy picnics with loved ones.
  • Sanibel Harbour: With breathtaking scenery, this picturesque harbour offers a perfect backdrop for beach activities, including kayaking and sunset watching.

Things to do recommended for couples

Estero Island offers a perfect romantic getaway. Enjoy sunset strolls along the beach, savour a candlelit dinner at a local seafood restaurant, or take a scenic kayak trip through the mangroves. Embrace the island’s charm and create unforgettable memories together.

Things to do recommended for families

Families visiting Estero Island can explore the Koreshan State Park to learn about local history and enjoy nature walks, and experience hands-on exhibits at the local art and science centres that offer interactive fun for kids.

Things to do recommended for groups

Explore the stunning beaches of Estero Island, indulge in fresh seafood at local eateries, or join a guided kayak tour through the mangroves. For a bit of adventure, try paddleboarding or take a sunset cruise with your mates to enjoy the breathtaking views.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Estero Island

When you're planning your trip—be it with a group, family, pets, or for an extended stay—it's essential to apply the right filters to match your priorities. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Estero Island with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Estero Island with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, alongside ensuring access to suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Estero Island: For many, a family holiday isn’t complete without their four-legged mate joining in. If that sounds like you, have a look at Vrbo properties that welcome pets. Most pet-friendly options come equipped with feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Estero Island: If you're after holiday rentals offering deals for extended stays of a month or more, you've come to the right spot. Use the appropriate filters to effortlessly discover and save on monthly rentals. You might also consider including a parking space, a quality kitchen, or a private pool in your search.

Where to stay near Estero Island

Estero Island in Florida offers a blissful beach holiday with plenty of outdoor adventures and family-friendly vibes. Enjoy the serene island atmosphere and explore inviting coastal spots with easy beach access. Relax, unwind and savour the laid-back lifestyle that makes Estero Island a top destination for a memorable Florida holiday.

  • Fort Myers Beach: Nestled on Estero Island, Fort Myers Beach offers a sun-soaked coastal vibe perfect for a family beach holiday. Here, visitors can enjoy expansive sandy shores and a lively outdoor scene complemented by a range of recreation centres, shopping malls, and leisure spots. The area's inviting ambience makes it a top choice for travellers seeking a blend of relaxation and adventure in a scenic island setting.
  • Sanibel: A short drive from Estero Island, Sanibel is renowned for its pristine beach experiences and laid-back outdoor lifestyle. Just 13km away, this charming city is ideal for those looking to immerse themselves in nature and enjoy family-friendly activities. With accessible shopping centres, recreational areas, and leisure venues, Sanibel offers visitors the perfect backdrop to relax and explore its coastal treasures.
  • Bonita Springs: Located 14km from Estero Island, Bonita Springs is celebrated for its inviting beaches and vibrant outdoor culture. This city is a haven for holidaymakers seeking both relaxation and active pursuits. With its assortment of recreation centres, shopping malls, and leisure attractions, Bonita Springs provides a delightful mix of family-friendly fun and coastal charm.

Booking with Vrbo is a breeze

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay often brings significant savings. To discover the ideal Vrbo property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up from where you last paused, or manage your travel arrangements with ease. You can easily find properties you've saved or booked within the sections for Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Choose a holiday rental for your Estero Island getaway

Learn about the unique charm of Estero Island with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Estero Island

Are you hoping to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Estero Island has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sanibel Island Golf Club (8.3 mi / 13.3 km)
  • Stoneybrook Golf Club (9.1 mi / 14.6 km)
  • La Playa Golf Club (13.5 mi / 21.7 km)
  • Sun Splash Water Park (15 mi / 24.1 km)
  • Tiburon Golf Club (15.8 mi / 25.4 km)
  • Saltleaf Golf Preserve (5.3 mi / 8.5 km)

Exploring the natural features in Estero Island

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Estero Island is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Estero Boulevard Beach (2 mi / 3.2 km)
  • Lover's Key Beach (3 mi / 4.8 km)
  • Lynn Hall Memorial Park (3.4 mi / 5.5 km)
  • Bowditch Point Park (3.9 mi / 6.2 km)
  • Bunche Beach (4.6 mi / 7.4 km)
  • Bonita Beach Dog Park (4.7 mi / 7.6 km)

More holiday ideas