Photo by Stephanie Karasek

Estero Island holiday homes

We found 9,810 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Estero Island

Showing deals for:18 Dec - 25 Dec

Overhead View of Property
Heated Swimming Pool
Kitchen
Heated Swimming Pool
Exceptional
(41 reviews)

Cozy Getaway - Bonita Springs

Bonita Springs

7% off
NZ$2,408
for 7 nights, 1 cottage
NZ$344 per night
includes taxes & fees
Cozy Getaway - Bonita Springs
Living Room, Kitchen, Dining Room opens to Water View, Screened Lanai- 2nd Level
Exterior
Night Arial View of House surrounded by water Views on Quiet Private Lane
Pool / Spa Area
Exceptional
(63 reviews)

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

Bonita Springs

7% off
NZ$21,068
for 7 nights, 1 home
NZ$3,010 per night
includes taxes & fees
Waterfront Luxury Estate - 5BR/6.5BA, Heated Saltwater Pool, Spa, & Near Beach
Private kitchen
Living area
Terrace/patio
Room
Exceptional
(18 reviews)

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

Fort Myers Beach

7% off
NZ$3,384
for 7 nights, 1 apartment
NZ$483 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Private kitchen
Pool
Outdoor dining
Exterior
Exceptional
(30 reviews)

Blue Diamond Beach Home

Bonita Springs

8% off
NZ$28,940
for 7 nights, 1 home
NZ$4,134 per night
includes taxes & fees
Blue Diamond Beach Home
Room
Exterior
Bathroom
Room
Wonderful
(33 reviews)

Marvelous Get Away In The Heart Of Fort Myers

Fort Myers

7% off
NZ$974
for 7 nights, 1 apartment
NZ$139 per night
includes taxes & fees
Marvelous Get Away In The Heart Of Fort Myers
Living area
Exterior
Dining
Pool
Exceptional
(108 reviews)

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

Fort Myers Beach

7% off
NZ$10,372
for 7 nights, 1 home
NZ$1,482 per night
includes taxes & fees
Sun Soaked Coastal Getaway, Private Heated Pool, Steps to Sugar Sand Beach!
Living area
Private kitchen
Exterior
Dining
Exceptional
(38 reviews)

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

Cape Coral

8% off
NZ$6,709
for 7 nights, 1 home
NZ$958 per night
includes taxes & fees
Coconut Cove Home with Sunny South-Facing Family Pool, Canal & Boat Dock
Interior
Beautiful canal to enjoy fishing, kayaking or just relaxing
Guest Bedroom with Queen size bed and workspace
Pool
Exceptional
(42 reviews)

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

Cape Coral

7% off
NZ$3,618
for 7 nights, 1 home
NZ$517 per night
includes taxes & fees
Waterfront Escape- Spacious 4 Bedroom Canal Home minutes to Ft Myers Beach
Perfect SPOT to end your Day
Bonita Beach`s Beautiful White Sand
Many options of China for you to enjoy
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$21,891
for 7 nights, 1 home
NZ$3,127 per night
includes taxes & fees
Luxury 6BR Estate | Rooftop Hot Tub | Pool | 3-Min Walk to Gulf Beach | Sleeps 14
Terrace/patio
Pool
Exterior
Private kitchen
Exceptional
(26 reviews)

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

Bonita Springs

8% off
NZ$5,443
for 7 nights, 1 home
NZ$778 per night
includes taxes & fees
Casa Bonita by the Sea. Unique upscale experience for the discerning vacationer
Interior
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
Private kitchen
Room
Interior
Bathroom
Wonderful
(47 reviews)

Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry

Cape Coral

7% off
NZ$1,186
for 7 nights, 1 apartment
NZ$169 per night
includes taxes & fees
Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry
Outdoor dining
Pool
Property grounds
Living area
Exceptional
(29 reviews)

Great Family Vacation, Waterfront Pool Home

Cape Coral

8% off
NZ$5,962
for 7 nights, 1 home
NZ$852 per night
includes taxes & fees
Great Family Vacation, Waterfront Pool Home
Private kitchen
Exterior
Interior
Living area
Very good
(10 reviews)

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

Fort Myers Beach

7% off
NZ$4,497
for 7 nights, 1 apartment
NZ$642 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$4,324
for 7 nights, 1 apartment
NZ$618 per night
includes taxes & fees
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
Living area
Interior
Private kitchen
Room
Exceptional
(9 reviews)

Booking for winter 2025-2026.

Fort Myers Beach

8% off
NZ$2,907
for 7 nights, 1 apartment
NZ$415 per night
includes taxes & fees
Booking for winter 2025-2026.
Paver walkway leading into the front entry way.
View of near by Hyatt Regency Hotel -Day Passes available pool and lazy river
View of kitchen as you enter in from the lanai
View of Living Room  with 75 in Smart TV and 3 glass sliding doors to lanai
Exceptional
(23 reviews)

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

Bonita Springs

8% off
NZ$4,577
for 7 nights, 1 home
NZ$654 per night
includes taxes & fees
NEW Coastal Paradise GEM!! Spacious 4BR, 3 Full Baths w/Pool!! PET FRIENDLY!!!
Guest room 1
Pool area at night
Property grounds
Outdoor kitchen
Wonderful
(38 reviews)

2 Private Cabanas with kitchen and a Private Pool.

Cape Coral

7% off
NZ$2,419
for 7 nights, 1 home
NZ$346 per night
includes taxes & fees
2 Private Cabanas with kitchen and a Private Pool.
Pool
Outdoor dining
Room
Living area
Exceptional
(41 reviews)

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

Cape Coral

8% off
NZ$2,138
for 7 nights, 1 home
NZ$305 per night
includes taxes & fees
Ellis' Hideaway! Cozy 2-bedroom pool home with WiFi, AC in enjoyable Cape Coral
Private kitchen
Outdoor dining
Living area
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$2,633
for 7 nights, 1 apartment
NZ$376 per night
includes taxes & fees
Newly updated 2/25 2-bedroom 2 bath condo with 3 steps to the Pool in Cape Coral
Private kitchen
Interior
Dining
Living area
Exceptional
(14 reviews)

Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home

Cape Coral

8% off
NZ$4,868
for 7 nights, 1 home
NZ$695 per night
includes taxes & fees
Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home
Exterior
Property grounds
Private kitchen
Living area
Exceptional
(7 reviews)

Not available due to hurricane Ian damage

Fort Myers Beach

8% off
NZ$4,166
for 7 nights, 1 apartment
NZ$595 per night
includes taxes & fees
Not available due to hurricane Ian damage
Interior
Property grounds
Dining
Exterior
Exceptional
(64 reviews)

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

Fort Myers

7% off
NZ$1,175
for 7 nights, 1 apartment
NZ$168 per night
includes taxes & fees
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!
Exterior detail
Interior
Games room
Room
Exceptional
(28 reviews)

Casa Sanibel 3bed 2bth heated Pool home

Fort Myers

8% off
NZ$3,683
for 7 nights, 1 home
NZ$526 per night
includes taxes & fees
Casa Sanibel 3bed 2bth heated Pool home
  • 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)
  • 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