Photo by Stephanie Karasek

Estero Island holiday homes

We found 9,801 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Estero Island

Showing deals for:18 Dec - 25 Dec

Room
Exterior
Interior
Bathroom
Wonderful
(33 reviews)

Marvelous Get Away In The Heart Of Fort Myers

Fort Myers

7% off
NZ$989
for 7 nights, 1 apartment
NZ$141 per night
includes taxes & fees
Marvelous Get Away In The Heart Of Fort Myers
Night Arial View of House surrounded by water Views on Quiet Private Lane
Exterior
Living Room, Kitchen, Dining Room opens to Water View, glass sliders - 2nd Level
Pool / Spa Area
Exceptional
(63 reviews)

Waterfront Luxury Estate - 5BR/6.5BA, Heated Saltwater Pool, Spa, & Near Beach

Bonita Springs

7% off
NZ$21,405
for 7 nights, 1 home
NZ$3,058 per night
includes taxes & fees
Waterfront Luxury Estate - 5BR/6.5BA, Heated Saltwater Pool, Spa, & Near Beach
Private kitchen
Living area
Terrace/patio
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$3,438
for 7 nights, 1 apartment
NZ$491 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Exterior
Exterior
Living area
Pool
Exceptional
(108 reviews)

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

Fort Myers Beach

7% off
NZ$10,538
for 7 nights, 1 home
NZ$1,505 per night
includes taxes & fees
Sun Soaked Coastal Getaway, Private Heated Pool, Steps to Sugar Sand Beach!
Living area
Private kitchen
Dining
Pool
Exceptional
(38 reviews)

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

Cape Coral

8% off
NZ$6,789
for 7 nights, 1 home
NZ$970 per night
includes taxes & fees
Coconut Cove Home with Sunny South-Facing Family Pool, Canal & Boat Dock
Kitchen island
Beautiful canal to enjoy fishing, kayaking or just relaxing
Interior
Pool
Exceptional
(42 reviews)

Waterfront Escape- Spacious 4 Bedroom Canal Home minutes to Ft Myers Beach

Cape Coral

7% off
NZ$3,211
for 7 nights, 1 home
NZ$459 per night
includes taxes & fees
Waterfront Escape- Spacious 4 Bedroom Canal Home minutes to Ft Myers Beach
Many options of China for you to enjoy
Bonita Beach`s Beautiful White Sand
Guest Suite 2nd Fl- Living - Kitchen Fully Stock
Awesome Sunset views from the rooftop
Exceptional
(125 reviews)

Luxury 6BR Estate | Rooftop Hot Tub | Pool | 3-Min Walk to Gulf Beach | Sleeps 14

Bonita Springs

8% off
NZ$22,308
for 7 nights, 1 home
NZ$3,187 per night
includes taxes & fees
Luxury 6BR Estate | Rooftop Hot Tub | Pool | 3-Min Walk to Gulf Beach | Sleeps 14
Property grounds
Pool
Outdoor dining
Living area
Exceptional
(29 reviews)

Great Family Vacation, Waterfront Pool Home

Cape Coral

8% off
NZ$6,057
for 7 nights, 1 home
NZ$865 per night
includes taxes & fees
Great Family Vacation, Waterfront Pool Home
Exterior
Pool
Terrace/patio
Interior
Exceptional
(26 reviews)

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

Bonita Springs

8% off
NZ$5,530
for 7 nights, 1 home
NZ$790 per night
includes taxes & fees
Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer
Living area
Pool
Exterior
Interior
Exceptional
(5 reviews)

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

Fort Myers Beach

8% off
NZ$14,802
for 7 nights, 1 home
NZ$2,115 per night
includes taxes & fees
Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach
Room
Exterior
Interior
Private kitchen
Very good
(10 reviews)

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

Fort Myers Beach

7% off
NZ$4,569
for 7 nights, 1 apartment
NZ$653 per night
includes taxes & fees
Walk To Beach, North End Restaurants, Night Life Steps Away!
Interior
Property grounds
Pool
Room
Exceptional
(61 reviews)

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

Fort Myers Beach

8% off
NZ$4,393
for 7 nights, 1 apartment
NZ$628 per night
includes taxes & fees
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Beach
Interior
Private kitchen
Room
Exceptional
(9 reviews)

Booking for winter 2025-2026.

Fort Myers Beach

8% off
NZ$2,953
for 7 nights, 1 apartment
NZ$422 per night
includes taxes & fees
Booking for winter 2025-2026.
View of kitchen as you enter through the front door
View of near by Hyatt Regency Hotel -Day Passes available pool and lazy river
Paver walkway leading into the front entry way.
View of kitchen as you enter in from the lanai
Exceptional
(23 reviews)

NEW Coastal Paradise GEM!! Spacious 4BR, 3 Full Baths w/Pool!! PET FRIENDLY!!!

Bonita Springs

8% off
NZ$4,650
for 7 nights, 1 home
NZ$664 per night
includes taxes & fees
NEW Coastal Paradise GEM!! Spacious 4BR, 3 Full Baths w/Pool!! PET FRIENDLY!!!
Living area
Outdoor dining
Exterior
Pool
Exceptional
(41 reviews)

Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral

Cape Coral

8% off
NZ$2,172
for 7 nights, 1 home
NZ$310 per night
includes taxes & fees
Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral
Property grounds
Pool area at night
Outdoor kitchen
Guest room 1
Wonderful
(38 reviews)

2 Private Cabanas with kitchen and a Private Pool.

Cape Coral

7% off
NZ$2,458
for 7 nights, 1 home
NZ$351 per night
includes taxes & fees
2 Private Cabanas with kitchen and a Private Pool.
Outdoor dining
Outdoor dining
Private kitchen
Private kitchen
Exceptional
(22 reviews)

Newly updated 2/25 2-bedroom 2 bath condo with 3 steps to the Pool in Cape Coral

Cape Coral

7% off
NZ$2,675
for 7 nights, 1 apartment
NZ$382 per night
includes taxes & fees
Newly updated 2/25 2-bedroom 2 bath condo with 3 steps to the Pool in Cape Coral
A recent bride enjoying the view!
Pool area.
Living area
Dining
Exceptional
(226 reviews)

Spectacular Views!! Beautifully Updated!! No Resort Fees!

Fort Myers Beach

8% off
NZ$3,123
for 7 nights, 1 apartment
NZ$446 per night
includes taxes & fees
Spectacular Views!! Beautifully Updated!! No Resort Fees!
Private kitchen
Interior
Living area
Dining
Exceptional
(14 reviews)

Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home

Cape Coral

8% off
NZ$4,946
for 7 nights, 1 home
NZ$707 per night
includes taxes & fees
Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home
Beach
Property grounds
Living area
Exterior
Exceptional
(7 reviews)

Not available due to hurricane Ian damage

Fort Myers Beach

8% off
NZ$4,233
for 7 nights, 1 apartment
NZ$605 per night
includes taxes & fees
Not available due to hurricane Ian damage
Dining
Property grounds
Interior
Exterior
Exceptional
(64 reviews)

Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!

Fort Myers

7% off
NZ$1,193
for 7 nights, 1 apartment
NZ$170 per night
includes taxes & fees
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!
Exterior detail
Interior
Games room
Interior
Exceptional
(29 reviews)

Casa Sanibel 3bed 2bth heated Pool home

Fort Myers

8% off
NZ$3,741
for 7 nights, 1 home
NZ$534 per night
includes taxes & fees
Casa Sanibel 3bed 2bth heated Pool home
Exterior
Outdoor dining
Living area
Room
Wonderful
(11 reviews)

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

Fort Myers Beach

7% off
NZ$3,494
for 7 nights, 1 apartment
NZ$499 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Living Room
Ariel shot of the Bac Bay at the northern end of the island.
Living Room
View of the building
Exceptional
(52 reviews)

Sleeps 8 - Perfect condo for the Family!

Fort Myers Beach

8% off
NZ$3,390
for 7 nights, 1 apartment
NZ$484 per night
includes taxes & fees
Sleeps 8 - Perfect condo for the Family!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • 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)
  • Bunche Beach (4.6 mi / 7.4 km)
  • Bonita Beach Dog Park (4.7 mi / 7.6 km)
  • Little Hickory Island Beach Park (6.1 mi / 9.8 km)

More holiday ideas