Photo by Stephanie Karasek

Estero Island holiday lettings

We found 9,728 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Estero Island

Showing deals for:1 Jan - 8 Jan

Living area
Pool
Private kitchen
Living area
Exceptional
(11 reviews)

🌴🥥🍹Entire Luxury Duplex With Gulf Access Canal View Saltwater Pool🌴🥥🍹

Cape Coral

8% off
£5,705
for 7 nights, 1 home
£815 per night
includes taxes & fees
🌴🥥🍹Entire Luxury Duplex With Gulf Access Canal View Saltwater Pool🌴🥥🍹
Terrace/patio
Living area
Exterior
Private kitchen
Exceptional
(18 reviews)

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

Fort Myers Beach

7% off
£1,431
for 7 nights, 1 apartment
£204 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Breakfast in screened porch overlooking pool, backyard and  lakes and greens.
Magnificent sunset views from screened porch overlooking pool and golf course.
Dolphins' fountain in front yard.
Backyard fountain. The soothing sound of falling waters fills pool deck & yard.
Exceptional
(112 reviews)

SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.

Sanibel

8% off
£5,196
for 7 nights, 1 home
£742 per night
includes taxes & fees
SANIBEL SUN CASTLE Splendid home, heated pool, great location, bike to beach.
Newly remodeled kitchen with stainless appliances
Secluded, heated pool and hot tub
Dining room
Outdoor dining
Exceptional
(63 reviews)

Modern 3 bedroom, 2 bath getaway with HEATED private pool and jacuzzi

Fort Myers

5% off
£2,379
for 7 nights, 1 home
£340 per night
includes taxes & fees
Modern 3 bedroom, 2 bath getaway with HEATED private pool and jacuzzi
Pool
Outdoor dining
Master bedroom
Kitchen
Exceptional
(12 reviews)

Casita Linda · 3BR-2BA · Heated Saltwater Pool · Pet Friendly · Great Location.

Fort Myers

8% off
£2,438
for 7 nights, 1 home
£348 per night
includes taxes & fees
Casita Linda · 3BR-2BA · Heated Saltwater Pool · Pet Friendly · Great Location.
Room
Exterior
Interior
Room
Wonderful
(33 reviews)

Marvelous Get Away In The Heart Of Fort Myers

Fort Myers

7% off
£416
for 7 nights, 1 apartment
£59 per night
includes taxes & fees
Marvelous Get Away In The Heart Of Fort Myers
Dining for 6 with gorgeous window to pool.  Extra banquet table for 10 available
infinity pool with view of canal / palm trees.
Spacious upstairs with kids sleeping area, and bean bag chairs!
Open floor plan, tasteful furniture in living room!
Exceptional
(20 reviews)

Huge 3,263 sq ft Family Getaway: Kid-Friendly Upstairs Den!

Cape Coral

7% off
£3,392
for 7 nights, 1 home
£485 per night
includes taxes & fees
Huge 3,263 sq ft Family Getaway: Kid-Friendly Upstairs Den!
Beach
Exterior
Outdoor dining
Pool
Exceptional
(54 reviews)

500 ft to Bonita Beach · Heated Pool · Canal Dock · Beach Gear · Sleeps 10

Bonita Springs

8% off
£6,519
for 7 nights, 1 home
£931 per night
includes taxes & fees
500 ft to Bonita Beach · Heated Pool · Canal Dock · Beach Gear · Sleeps 10
Marina
Exterior
Dining
Terrace/patio
Exceptional
(41 reviews)

VILLA COCONUT - Waterfront w/ Gulf Access Vacation Rental

Cape Coral

8% off
£2,332
for 7 nights, 1 home
£333 per night
includes taxes & fees
VILLA COCONUT - Waterfront w/ Gulf Access Vacation Rental
Marina
Dining
Exterior
Living area
Exceptional
(31 reviews)

Island Getaway Florida

Saint James City

11% off
£2,002
for 7 nights, 1 home
£286 per night
includes taxes & fees
Island Getaway Florida
Canal View
Interior
Private kitchen
Boat Dock
Exceptional
(100 reviews)

WATERFRONT HOME - DOCK, STEPS TO THE BEACH, MARGARITAVILLE AND TIME SQUARE.

Fort Myers Beach

5% off
£5,827
for 7 nights, 1 home
£832 per night
includes taxes & fees
WATERFRONT HOME - DOCK, STEPS TO THE BEACH, MARGARITAVILLE AND TIME SQUARE.
Room
Interior
Outdoor dining
Exterior
Excellent
(12 reviews)

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

Fort Myers Beach

7% off
£1,325
for 7 nights, 1 apartment
£189 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
Kitchen
Location
Master bedroom
Top deck lanai
Exceptional
(32 reviews)

Escape to Paradise – 3 Bedrooms, 2½ Baths, Private Pool & 60' Boat Dock

Saint James City

7% off
£2,511
for 7 nights, 1 home
£359 per night
includes taxes & fees
Escape to Paradise – 3 Bedrooms, 2½ Baths, Private Pool & 60' Boat Dock
Interior
Dining
Living area
Exterior
Exceptional
(24 reviews)

9th place Coastal Oasis

Cape Coral

7% off
£1,129
for 7 nights, 1 home
£161 per night
includes taxes & fees
9th place Coastal Oasis
Living area
Exterior
Room
Interior
Very good
(10 reviews)

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

Fort Myers Beach

7% off
£1,628
for 7 nights, 1 apartment
£233 per night
includes taxes & fees
Walk To Beach, North End Restaurants, Night Life Steps Away!
Interior
Living area
Living area
Dining
Exceptional
(7 reviews)

Penthouse Suite 2 in the heart of SW Cape Coral

Cape Coral

7% off
£1,070
for 7 nights, 1 apartment
£153 per night
includes taxes & fees
Penthouse Suite 2 in the heart of SW Cape Coral
Shared pool area!
Spacious living area.
Shared pool area!
Dining area.
Exceptional
(6 reviews)

Beachside Retreat: 2BD/2.5BA + Jet Ski Lifts + Epic Game Room & SHARED Pool!

Fort Myers Beach

8% off
£2,756
for 7 nights, 1 home
£394 per night
includes taxes & fees
Beachside Retreat: 2BD/2.5BA + Jet Ski Lifts + Epic Game Room & SHARED Pool!
Living area
Private kitchen
Room
Property grounds
Excellent
(9 reviews)

Casa Lakehouse 3BD 3BH Heated Pool Lake View

Fort Myers

7% off
£1,587
for 7 nights, 1 home
£227 per night
includes taxes & fees
Casa Lakehouse 3BD 3BH Heated Pool Lake View
Room
Terrace/patio
Private kitchen
Dining
Very good
(62 reviews)

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

Fort Myers Beach

7% off
£1,763
for 7 nights, 1 apartment
£252 per night
includes taxes & fees
Spacious Beach Retreat, Steps to Sugary Sand, Conveniences and Fun!
Living area
Property grounds
Private kitchen
Exterior
Exceptional
(7 reviews)

Not available due to hurricane Ian damage

Fort Myers Beach

8% off
£1,855
for 7 nights, 1 apartment
£265 per night
includes taxes & fees
Not available due to hurricane Ian damage
Pool
Interior
Private kitchen
Living area
Exceptional
(14 reviews)

Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home

Cape Coral

8% off
£2,075
for 7 nights, 1 home
£296 per night
includes taxes & fees
Pink Pineapple ~ Walk to Downtown ~ Chic Heated Pool Home
Private kitchen
Outdoor dining
Room
Living area
Wonderful
(11 reviews)

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

Fort Myers Beach

7% off
£1,288
for 7 nights, 1 apartment
£184 per night
includes taxes & fees
🐾 Dog Friendly, Spacious Beach Retreat, only Steps to Sugary Sand, Conveniences and all the Fun!
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!
Living room & Office Area
Master bedroom with a king bed
Exceptional
(16 reviews)

Pool, Hot Tub, Fire Pit & Beach Gear!

Bonita Springs

7% off
£2,913
for 7 nights, 1 home
£416 per night
includes taxes & fees
Pool, Hot Tub, Fire Pit & Beach Gear!
Interior
Pool
Interior
Property grounds
Exceptional
(156 reviews)

Perhaps the Best View in the Building - Developer's Personal Unit at one Time!

Fort Myers Beach

8% off
£1,694
for 7 nights, 1 apartment
£242 per night
includes taxes & fees
Perhaps the Best View in the Building - Developer's Personal Unit at one Time!
  • 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, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

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:

  • 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)
  • Dunes Golf and Tennis Club (7.9 mi / 12.7 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:

  • 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)
  • Bunche Beach (4.6 mi / 7.4 km)