Photo by Stephanie Karasek

Estero Island holiday lettings

We found 9,727 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Estero Island

Showing deals for:13 Nov - 20 Nov

Pool
Property grounds
Private kitchen
Exterior
Exceptional
(124 reviews)

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

Fort Myers Beach

7% off
£1,963
for 7 nights, 1 home
£280 per night
includes taxes & fees
Seaquestered in Paradise Vacation House with Pool - Only Steps to the Beach
Exterior
NAPLES PIER
New tv with Sonos surround sound
BAREFOOT BEACH 10 MINUTES AWAY
Exceptional
(81 reviews)

BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL OUTDOOR KITCHEN BBQ

Bonita Springs

7% off
£3,330
for 7 nights, 1 home
£476 per night
includes taxes & fees
BONITA BEACHFAMILY MANSION 4 BED3.5BATH CUSTOM NEW POOL OUTDOOR KITCHEN BBQ
Interior
Pool
Room
Private kitchen
Exceptional
(35 reviews)

NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home

Cape Coral

7% off
£1,960
for 7 nights, 1 home
£280 per night
includes taxes & fees
NEW Aqua Vista-SW Cape Coral Gulf Access Pool Home
Miles of beautiful beach just steps away
This a great place to hangout any time.
Large, private pool that is always heated! Outdoor kitchen and lost of seating
Suite C dining and dining room
Exceptional
(31 reviews)

2 Blocks To Beach, Large Private Pool, 4 bedroom home with 2 separate suites

Fort Myers Beach

8% off
£3,680
for 7 nights, 1 home
£526 per night
includes taxes & fees
2 Blocks To Beach, Large Private Pool, 4 bedroom home with 2 separate suites
Interior
Exterior
Private kitchen
Room
Exceptional
(30 reviews)

Charming duplex in quiet SW Florida, near The Beach, shops, dining, and more!

Cape Coral

8% off
£744
for 7 nights, 1 home
£106 per night
includes taxes & fees
Charming duplex in quiet SW Florida, near The Beach, shops, dining, and more!
Property grounds
Private kitchen
Dining
Living area
Exceptional
(30 reviews)

Fabulous Beach Home, Private Heated Pool & Spa, Close to Margaritaville & Beach!

Fort Myers Beach

7% off
£3,057
for 7 nights, 1 home
£437 per night
includes taxes & fees
Fabulous Beach Home, Private Heated Pool & Spa, Close to Margaritaville & Beach!
Terrace/patio
Living area
Room
Exterior
Wonderful
(17 reviews)

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

Fort Myers Beach

6% off
£993
for 7 nights, 1 apartment
£142 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Property grounds
Pool
Living area
Private kitchen
Exceptional
(28 reviews)

Great Family Vacation, Waterfront Pool Home

Cape Coral

8% off
£2,800
for 7 nights, 1 home
£400 per night
includes taxes & fees
Great Family Vacation, Waterfront Pool Home
Private kitchen
Property grounds
Private kitchen
Room
Exceptional
(9 reviews)

Luxury Modern Beachside House with Heated Pool & Elevator in Fort Myers Beach

Fort Myers Beach

8% off
£4,999
for 7 nights, 1 home
£714 per night
includes taxes & fees
Luxury Modern Beachside House with Heated Pool & Elevator in Fort Myers Beach
Interior
Living area
Room
Private kitchen
Exceptional
(15 reviews)

1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot

Bonita Springs

8% off
£1,771
for 7 nights, 1 home
£253 per night
includes taxes & fees
1 Min to Barefoot Beach - Heated Pool - Fully Fenced Lot
Private kitchen
Outdoor dining
Pool
Exterior
Exceptional
(31 reviews)

Gorgeous Island Beach Retreat Home w/ Large Heated Pool/Spa, Short Walk to the Beach!

Fort Myers Beach

7% off
£3,374
for 7 nights, 1 home
£482 per night
includes taxes & fees
Gorgeous Island Beach Retreat Home w/ Large Heated Pool/Spa, Short Walk to the Beach!
Private kitchen
Living area
Room
Exterior
Exceptional
(9 reviews)

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

Fort Myers Beach

6% off
£1,989
for 7 nights, 1 home
£284 per night
includes taxes & fees
Relaxed Vibe, Huge Shade Filled Hang Out, Private Grill, Steps to Sugar White Sand Beach!
Pool
Living area
Room
Private kitchen
Exceptional
(7 reviews)

Sun Kiss Villas - Beachside Duplex, Private Pool and Steps to Beach

Fort Myers Beach

8% off
£5,047
for 7 nights, 1 home
£721 per night
includes taxes & fees
Sun Kiss Villas - Beachside Duplex, Private Pool and Steps to Beach
Exterior
Exterior
Dining
Living area
Exceptional
(107 reviews)

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

Fort Myers Beach

7% off
£2,661
for 7 nights, 1 home
£380 per night
includes taxes & fees
Sun Soaked Coastal Getaway, Private Heated Pool, Steps to Sugar Sand Beach!
Exterior
Room
Terrace/patio
Interior
Excellent
(31 reviews)

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

Fort Myers Beach

6% off
£1,117
for 7 nights, 1 apartment
£160 per night
includes taxes & fees
New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
Living area
Living area
Private kitchen
Exterior
Wonderful
(21 reviews)

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

Fort Myers Beach

7% off
£2,014
for 7 nights, 1 home
£288 per night
includes taxes & fees
New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!
Private kitchen
Short walk to beach, Lani Kai and shops
Dining
2 raised patios with great views
Exceptional
(13 reviews)

Spacious New 6-bedroom house with Heated Pool/Spa, Elevator and WIFI

Fort Myers Beach

8% off
£5,714
for 7 nights, 1 home
£816 per night
includes taxes & fees
Spacious New 6-bedroom house with Heated Pool/Spa, Elevator and WIFI
Exterior
Pool
Living area
Interior
Exceptional
(5 reviews)

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

Fort Myers Beach

8% off
£6,281
for 7 nights, 1 home
£897 per night
includes taxes & fees
Spacious 5-bedroom house w/ Elevator, Canal, and heated pool Fort Myers Beach
Terrace/patio
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
£3,829
for 7 nights, 1 home
£547 per night
includes taxes & fees
🐾 Pet Friendly, Heated Pool, Gorgeous Renovation, Walk to the sugar sand of FMB!
Private kitchen
Living area
Property grounds
Pool
Very good
(14 reviews)

Secluded Backyard w/ Pool & HotTub | 3&2

Fort Myers

7% off
£1,116
for 7 nights, 1 home
£159 per night
includes taxes & fees
Secluded Backyard w/ Pool & HotTub | 3&2
Backyard
Kitchen
Backyard
Kitchen
Exceptional
(9 reviews)

Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki

Fort Myers Beach

7% off
£2,349
for 7 nights, 1 home
£336 per night
includes taxes & fees
Salt Life-beautiful 2 bed/1 bath-pool-hot tub-tiki
Dining
Terrace/patio
Living area
Room
Very good
(61 reviews)

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

Fort Myers Beach

6% off
£1,183
for 7 nights, 1 apartment
£169 per night
includes taxes & fees
Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!
Living area
Sun Room
Outside Shower and Back Steps Entrance
Main Stairs
Exceptional
(85 reviews)

Elevator to Paradise: Luxury Beachfront Escape with Incredible Ocean Views!

Fort Myers Beach

7% off
£4,399
for 7 nights, 1 home
£628 per night
includes taxes & fees
Elevator to Paradise: Luxury Beachfront Escape with Incredible Ocean Views!
Outdoor dining
Private kitchen
Living area
Exterior
Exceptional
(8 reviews)

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

Fort Myers Beach

7% off
£3,456
for 7 nights, 1 apartment
£494 per night
includes taxes & fees
Walk To Beach, North End Restaurants, Night Life Steps Away!
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    Enjoy full kitchens, pools, gardens and more
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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. Key West Express and Vanderbilt Beach are just a couple of the must-see attractions in the area. 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:

  • Dunes Golf and Tennis Club (7.9 mi / 12.7 km)
  • Fort Myers Country Club (12.7 mi / 20.4 km)
  • La Playa Golf Club (13.5 mi / 21.7 km)
  • Sun Splash Water Park (15 mi / 24.1 km)
  • Sun N Fun Lagoon (15.4 mi / 24.8 km)
  • Tiburon Golf Club (15.8 mi / 25.4 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:

  • Vanderbilt Beach (13.5 mi / 21.7 km)
  • Castle Beach (1 mi / 1.7 km)
  • 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)