Photo by Stephanie Karasek

Estero Island holiday lettings

We found 9,806 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Estero Island

Showing deals for:25 Dec - 1 Jan

Curl up with coffee and a book in this sun-drenched, peaceful sitting area
Relax, stream a movie, or catch the game—this is your comfy vacation hub
Relax in this stylish bedroom with comfy bedding & natural light
Host family feasts or celebratory dinners at this inviting dining table
Exceptional
(15 reviews)

Beach Escape for Families + Friends • 2 Min to Sand

Bonita Springs

8% off
£9,102
for 7 nights, 1 home
£1,300 per night
includes taxes & fees
Beach Escape for Families + Friends • 2 Min to Sand
Beach
Exterior
Living area
Outdoor dining
Exceptional
(54 reviews)

Steps from Bonita Beach! Great family home with a pool on salt water canal!

Bonita Springs

8% off
£7,044
for 7 nights, 1 home
£1,006 per night
includes taxes & fees
Steps from Bonita Beach! Great family home with a pool on salt water canal!
Exterior
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
£1,464
for 7 nights, 1 apartment
£209 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Front entry.
Private kitchen
Beautiful living room with open floor plan.
Interior
Exceptional
(11 reviews)

Spacious 4BR SW Cape Coral Getaway with Private Pool, 3 King Beds and Sleeps 11

Cape Coral

8% off
£3,158
for 7 nights, 1 home
£451 per night
includes taxes & fees
Spacious 4BR SW Cape Coral Getaway with Private Pool, 3 King Beds and Sleeps 11
Living area
Interior
Private kitchen
Dining
Exceptional
(14 reviews)

Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home

Cape Coral

8% off
£2,215
for 7 nights, 1 home
£316 per night
includes taxes & fees
Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home
Living area
Private kitchen
Living area
Pool
Exceptional
(28 reviews)

Bonita Lake Home - Luxury taken to the next level

Bonita Springs

8% off
£6,371
for 7 nights, 1 home
£910 per night
includes taxes & fees
Bonita Lake Home - Luxury taken to the next level
Bathroom
Room
Interior
Private kitchen
Wonderful
(47 reviews)

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

Cape Coral

7% off
£507
for 7 nights, 1 apartment
£72 per night
includes taxes & fees
Chic Cape Coral Studio – Near Yacht Club, Kitchen + Laundry
Interior
Dining
Living area
Room
Exceptional
(24 reviews)

9th place Coastal Oasis

Cape Coral

7% off
£1,118
for 7 nights, 1 home
£160 per night
includes taxes & fees
9th place Coastal Oasis
Room
Property grounds
Interior
Dining
Exceptional
(64 reviews)

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

Fort Myers

7% off
£495
for 7 nights, 1 apartment
£71 per night
includes taxes & fees
Cozy Luxury Suite In The Heart Of Fort Myers Close To Everything!
Living area
Dining
Pool
Marina
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

11% off
£1,990
for 7 nights, 1 home
£284 per night
includes taxes & fees
Island Getaway Florida
Top deck lanai
Location
Living & Dining
Master bedroom
Exceptional
(32 reviews)

PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool

Saint James City

7% off
£2,498
for 7 nights, 1 home
£357 per night
includes taxes & fees
PERFECT FAMILY GETAWAY - 3 Bedroom / 2 ½ Bath w/ 60' Boat Dock & Private Pool
Room
Interior
Dining
Private kitchen
Excellent
(10 reviews)

Charming Rental 2/2 house, access to golf & comm. pool, So. Fort Myers!

Fort Myers

10% off
£834
for 7 nights, 1 home
£119 per night
includes taxes & fees
Charming Rental 2/2 house, access to golf & comm. pool, So. Fort Myers!
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
£1,995
for 7 nights, 1 apartment
£285 per night
includes taxes & fees
Walk To Beach, North End Restaurants, Night Life Steps Away!
Living area
Private kitchen
Room
Interior
Exceptional
(5 reviews)

Rare 3 Bedroom House, 5 Minutes Drive to Beach, Events Permitted

Fort Myers

5% off
£2,200
for 7 nights, 1 home
£314 per night
includes taxes & fees
Rare 3 Bedroom House, 5 Minutes Drive to Beach, Events Permitted
Private kitchen
Private kitchen
Exterior
Courtyard
Exceptional
(6 reviews)

Serene Oasis

Fort Myers

7% off
£1,322
for 7 nights, 1 home
£189 per night
includes taxes & fees
Serene Oasis
Kitchen
Take a dip in the pool, soak in the hot tub, enjoy a meal on the patio, take a snooze on the outside couch. You may never want to leave the backyard!
Retractable Pool Safety Gate
Master bedroom with a king bed
Exceptional
(16 reviews)

Pool, Hot Tub, Fire Pit & Beach Gear!

Bonita Springs

7% off
£3,928
for 7 nights, 1 home
£561 per night
includes taxes & fees
Pool, Hot Tub, Fire Pit & Beach Gear!
Pool
Property grounds
Private kitchen
Room
Exceptional
(61 reviews)

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

Fort Myers Beach

8% off
£1,910
for 7 nights, 1 apartment
£273 per night
includes taxes & fees
Estero Beach & Tennis Club, 404C, Pet Friendly- Beach Front- Internet
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
£1,165
for 7 nights, 1 apartment
£166 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
Living area
Interior
Interior
Exceptional
(11 reviews)

NEW condo! Just 15 min to Ft Myers and Sanibel beach! Great Location!!

Fort Myers

7% off
£1,032
for 7 nights, 1 apartment
£147 per night
includes taxes & fees
NEW condo! Just 15 min to Ft Myers and Sanibel beach! Great Location!!
Guest room 1
Pool area at night
Outdoor kitchen
Property grounds
Wonderful
(38 reviews)

2 Private Cabanas with kitchen and a Private Pool.

Cape Coral

7% off
£1,068
for 7 nights, 1 home
£153 per night
includes taxes & fees
2 Private Cabanas with kitchen and a Private Pool.
Interior
Living area
Dining
Interior
Exceptional
(7 reviews)

Penthouse Suite 2 in the heart of SW Cape Coral

Cape Coral

7% off
£1,060
for 7 nights, 1 apartment
£151 per night
includes taxes & fees
Penthouse Suite 2 in the heart of SW Cape Coral
A recent bride enjoying the view!
Pool area.
Room
Dining
Exceptional
(226 reviews)

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

Fort Myers Beach

8% off
£2,292
for 7 nights, 1 apartment
£327 per night
includes taxes & fees
Spectacular Views!! Beautifully Updated!! No Resort Fees!
Living area
Pool
Bathroom
Room
Exceptional
(5 reviews)

Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear

Fort Myers Beach

7% off
£2,086
for 7 nights, 1 apartment
£298 per night
includes taxes & fees
Bright 2BR/2BA • Walk to Beach & Shopping • Canal View • Large Pool & Beach Gear
Living area
Property grounds
Exterior
Beach
Exceptional
(7 reviews)

Not available due to hurricane Ian damage

Fort Myers Beach

8% off
£1,837
for 7 nights, 1 apartment
£262 per night
includes taxes & fees
Not available due to hurricane Ian damage
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Why visit Estero Island

  • Stunning Beaches: Estero Island boasts beautiful sandy shores, perfect for sunbathing and relaxation.
  • Water Sports: Engage in various water activities such as kayaking, paddleboarding, and parasailing.
  • Family-Friendly Atmosphere: The island is ideal for families, offering a friendly environment and plenty of activities for all ages.
  • Nature Exploration: Discover tranquil nature walks and the serene Estero Bay, rich in marine life.
  • Charming Community: Experience the inviting local culture and community, perfect for a memorable coastal getaway.

Popular types of accommodation around Estero Island

Welcome to Estero Island, Florida, a hidden gem on the Gulf Coast renowned for its stunning beaches and vibrant marine life. As you explore this idyllic destination, you’ll find a variety of attractions, from tranquil nature walks to water sports adventures. When it comes to accommodation, Estero Island offers an array of vacation rentals, including private homes, condos, and villas, ensuring a perfect stay tailored to your needs. Enjoy the charm and beauty of Estero Island.

  • Houses: These charming residences are the most sought-after choice for holidaymakers seeking a home-like atmosphere during their stay on Estero Island.
  • Condos: Offering a blend of comfort and convenience, condos are the second favourite option for those wanting a stylish retreat near the beach.
  • Villas: Ideal for larger groups or families, villas provide spacious living with luxurious amenities and stunning views.
  • Apartments: Perfect for couples or solo travellers, apartments offer a compact yet comfortable base to explore the island.
  • Cottages: Quaint and cosy, cottages are a delightful choice for those seeking a rustic charm and a peaceful escape.**

Top attractions near Estero Island

Estero Island, Florida, offers a delightful family-friendly vacation experience with its beautiful beaches and outdoor activities. Visitors can enjoy the sandy shores of Estero Beach, explore the serene Estero Bay, and participate in various water sports. The island's proximity to Fort Myers adds to its appeal, providing additional attractions for a perfect getaway. With its mix of relaxation and adventure, Estero Island is an ideal destination for beach lovers and families alike.

  • Bonita Springs Public Beach: A stunning stretch of sandy shoreline, perfect for sunbathing and swimming, offering a relaxed beach vibe ideal for unwinding by the ocean.
  • Sanibel Island Lighthouse: A charming historic lighthouse that provides a glimpse into the region's maritime heritage, surrounded by picturesque views and cultural significance.
  • Lynn Hall Memorial Park: A family-friendly park featuring a lovely jetty, perfect for excursions and enjoying friendly interactions with locals, all while soaking in the scenic beauty.

Things to do recommended for couples

Estero Island offers delightful romantic experiences for couples. Enjoy sunset strolls along the pristine beaches, indulge in a candlelit dinner at a beachfront restaurant, or take a leisurely kayak trip through the serene mangroves. Each moment together promises to be unforgettable.

Things to do recommended for families

Families can explore the sandy shores of Fort Myers Beach, indulge in exciting water sports, or visit the nearby Lovers Key State Park for nature walks and wildlife spotting. Don't miss the Estero Bay Preserve for a chance to discover local flora and fauna together.

Things to do recommended for groups

Explore the stunning beaches of Estero Island, indulge in fresh seafood at local restaurants, and embark on a dolphin-watching tour. For a unique experience, consider a guided kayak adventure through the mangroves or visit the nearby Lovers Key State Park for hiking and wildlife spotting.

*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 planning your trip, whether you're travelling with a group, as a family, bringing your pets along, or seeking extended stays, it's important to filter your options based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Estero Island with a group: Think about how many bedrooms you require, as well as any amenities like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can refine your search to include all of these features and more on Vrbo.
  • Traveling to Estero Island with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, as well as 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 truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Estero Island: If you're in search of holiday rentals with offers for stays of a month or more, you've come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay near Estero Island

Estero Island, Florida, offers a delightful vacation experience with its stunning beaches and friendly atmosphere. Families can enjoy leisurely days at Fort Myers Beach, soaking up the sun and indulging in water sports. The island's charming community invites relaxation and exploration, making it perfect for budget-conscious travellers. With ample beach access and various outdoor activities, Estero Island is an ideal destination for those seeking a memorable coastal getaway.

  • Fort Myers Beach: Fort Myers Beach is a vibrant city located on Estero Island, renowned for its stunning sandy shores and family-friendly atmosphere. This coastal gem offers a wealth of outdoor activities, making it perfect for beach enthusiasts and families alike. Visitors can enjoy a variety of resorts and recreational centres, while the bustling shopping mall centre provides ample opportunities for retail therapy. The local attractions include pristine beaches and the picturesque island landscape, ensuring a delightful experience for all who visit.
  • Sanibel: Situated approximately 13km from Estero Island, Sanibel is famous for its shell-covered beaches and lush natural surroundings. This tranquil city attracts those seeking a serene outdoor experience, ideal for families and nature lovers. Sanibel boasts a range of resorts and recreational areas, alongside charming shopping venues. Local landmarks such as the breathtaking beaches and the unique island environment offer a perfect backdrop for relaxation and exploration, making it a must-visit destination during your stay.
  • Bonita Springs: Located around 14km away from Estero Island, Bonita Springs is a delightful city that offers a blend of beachside fun and outdoor adventure. Known for its welcoming family environment, Bonita Springs features various recreational centres and resorts that cater to all ages. The shopping mall centre adds to the enjoyment, providing a great space for browsing and dining. With its beautiful beaches and inviting island atmosphere, Bonita Springs is an excellent spot to unwind and discover the natural beauty of Florida.

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often yield significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new journeys, manage your existing arrangements, or review your reservations. The properties you've saved or booked are neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/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)