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Estero, FL vacation rentals
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Best Vacation rentals and Airbnb offers in Estero, FL

Best Estero, FL vacation rentals with a balcony

Beautiful Condo On The Beach With Heated Pool, Pickleball, Free Wifi & Parking! - Estero, FL
9.8 137 reviews

Beautiful Condo On The Beach With Heated Pool, Pickleball, Free Wifi & Parking!

apartment, Fort Myers Beach
This beachfront apartment on South Island is located just a mile from Santini Marina Shopping Plaza and Estero Bay Preserve State Park, offering easy access to both bustling attractions and tranquil natural settings. Guests have consistently rated this property as excellent, making it a popular choice for travelers seeking a comfortable and enjoyable stay.
The 520-square-foot apartment comfortably accommodates up to four guests in a one-bedroom, one-bathroom layout. You'll enjoy a full kitchen, laundry facilities, a private pool, and a spacious terrace with views of the beautiful beach.
Top Floor, Penthouse Views, Steps From Beach! - Estero, FL
10 4 reviews

Top Floor, Penthouse Views, Steps From Beach!

apartment, Bonita Springs
This non-smoking condo in Bonita Springs is located a short walk from Barefoot Beach and Bonita Beach Park, with Tiburon Golf Club and Hertz Arena also nearby.
This 510 square foot, one-bedroom condo accommodates up to 4 guests and features a full kitchen, private balcony, garden, communal pool, and on-site kayaking and bicycle rentals.
Beach Condo-naples/bonita Springs - Estero, FL
9.5 74 reviews

Beach Condo-naples/bonita Springs

apartment, Bonita Springs
This Bonita Springs apartment is a short walk from two beautiful beaches and within easy reach of other attractions like Bonita Beach Park and Golf Safari Mini Golf. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, providing comfortable accommodations for up to four guests. Enjoy amenities like a swimming pool, tennis court, and a private balcony, along with a fully equipped kitchen and free WiFi.
The Pina Colada At The Anchorage - Estero, FL
9.6 28 reviews

The Pina Colada At The Anchorage

apartment, Fort Myers Beach
This apartment is located in the Mid Island district of Fort Myers Beach, offering a 7-minute walk to Estero Boulevard Beach and an 8-minute walk to Estero Bay Preserve State Park.
This 800 sq ft rental features 2 bedrooms, 2 bathrooms, accommodates up to 4 guests, and includes a full kitchen with a dishwasher, in-unit laundry, and on-site bicycle rentals.

Our Favorite Family-Friendly Vacation Rentals in Estero, FL

Perfect for family trips, these spacious Estero, FL rentals and Airbnbs provide easy access to local beaches.

Gorgeous Cape Coral Duplex Home W/ Modern Interior - Estero, FL
9.7 39 reviews

Gorgeous Cape Coral Duplex Home W/ Modern Interior

house, Cape Coral
This Cape Coral duplex is located just 1.2 miles from Cape Coral Beach and 15 miles from Sanibel and Captiva islands, making it a convenient base for exploring the area's beautiful beaches and attractions. Guests consistently rate this property excellent for location, cleanliness, and overall experience. This 1400 square foot home has 2 bedrooms and can comfortably accommodate up to 6 guests. The duplex features a fully equipped kitchen, a private terrace, a fitness center, a tennis court, and a garden, offering plenty of space for relaxation and recreation.
Cottage Bungalow Near Beach! King Bed With Pool & Bbq - Estero, FL
8.2 24 reviews

Cottage Bungalow Near Beach! King Bed With Pool & Bbq

house, Iona
This Fort Myers cottage bungalow, near Iona, offers convenient access to Sanibel Island's attractions, including the Lighthouse and Shell Museum, within a 10-13 mile radius.
This 850-square-foot, one-bedroom, one-bathroom house comfortably sleeps five guests and features a private pool, BBQ area, free Wi-Fi, and parking, along with a fully equipped kitchen including a microwave and refrigerator.
Golf Course Duplex 2 Bedroom 1 Bath - Estero, FL
8.8 22 reviews

Golf Course Duplex 2 Bedroom 1 Bath

apartment, San Carlos Park
This two-bedroom apartment is located in San Carlos Park, just a short walk from restaurants, shops, and a fitness center, offering a convenient and lively location. This rental has earned excellent ratings from previous guests, ensuring a comfortable and enjoyable stay.
The 800-square-foot apartment comfortably accommodates up to six guests with two queen beds and a sofa bed. Enjoy the convenience of a fully equipped kitchen, a private terrace, and a washer and dryer, perfect for a relaxing and comfortable stay.
2 Bed Cottage With Pool, Close To Beach! Bbq Grills & Patio - Estero, FL
7.5 31 reviews

2 Bed Cottage With Pool, Close To Beach! Bbq Grills & Patio

apartment, Iona
This one-bedroom Iona apartment, a short drive from Fort Myers beaches and approximately 10-13 miles from Sanibel Island attractions like the Sanibel Lighthouse and Bailey-Matthews National Shell Museum, offers convenient access to popular destinations.
This 550-square-foot rental features a private garden and patio, a swimming pool, barbecue grills, and sleeps up to five guests, boasting amenities such as free Wi-Fi, private parking, and a well-equipped kitchen.

Frequently Asked Questions about vacation rentals in Estero, FL

  • What should a first-time visitor not miss in Estero, FL?

    For a first-timer, you'll want to check out the Koreshan State Park, which is a historic site with beautiful trails and a unique story. You'll also want to spend some time at the Estero River, either kayaking or just relaxing on the banks.
  • What are the best Airbnb and vacation rentals in Estero, FL?

    Private Pyramid Home To Relax And Explore-7021, Pyramid Getaway In Southwest Florida and Pyramid Vacation In Southwest Florida are the most popular Airbnb and vacation rentals in Estero, FL among travelers.

  • Which neighborhood in Estero, FL should you consider for a vacation rental?

    The Coconut Point area is a popular choice for vacation rentals in Estero. It's close to shopping, dining, and the beach. You'll find a good mix of condos and single-family homes there.
  • What are the most popular Airbnbs in Estero, FL?

  • What are the top family-friendly attractions in Estero, FL?

    The biggest family attraction in Estero is the Gulf Coast Town Center. It has an outdoor playground, a movie theater, and lots of restaurants. The Children's Museum of Naples is also a short drive from Estero and is always a hit with kids.
  • What are the best vacation rentals with a pool in Estero, FL?

  • When is the best time to book a vacation rental in Estero, FL?

    The best time to book a vacation rental in Estero is in the spring or fall. The weather is still nice, but the crowds are smaller and prices are usually lower.
  • What are the best rentals for families and kids in Estero, FL?

  • What are the best budget-friendly activities in Estero, FL?

    Estero has plenty of free or low-cost activities. You can walk or bike the Estero Riverwalk, explore the Lovers Key State Park, or just relax on the beach. There are also some great free concerts held at the Coconut Point mall in the evenings.
  • What are the best rentals or Airbnbs with a jacuzzi in Estero, FL?

  • What are the best restaurants with local dishes in Estero, FL?

    The best local restaurant in Estero is The Twisted Vine, which is known for its fresh seafood and casual atmosphere. For a more upscale experience, try The Black Marlin, which is located on the water and has a fantastic view.
  • What are the best walking or cycling routes in Estero, FL?

    The Estero Riverwalk is a great place to walk or bike. It's a paved trail that runs along the Estero River and offers scenic views of the area. If you want a longer ride, you can also bike the Tamiami Trail, which connects Estero to Naples and offers a beautiful view of the Everglades.
  • Are there pet-friendly attractions in Estero, FL?

    Lovers Key State Park is a great pet-friendly option. You can walk your dog on the beach or take them for a hike on the trails. Many of the restaurants in Coconut Point also have outdoor seating that is dog-friendly.
  • What are the benefits of choosing a vacation rental in Estero, FL?

    Vacation rentals in Estero offer more space and privacy than a hotel room. They're also a great option for families or groups of friends traveling together. You'll also have access to amenities like a kitchen and laundry facilities, which can save you money on dining out.

Popular destinations

Best Estero, FL vacation rentals with parking

Sorrento Cabana -1 Br, 1 Ba Cabana Near Vanderbilt Beach, Perfect For A Relaxing Beachside Escape! - Estero, FL
9.1 125 reviews

Sorrento Cabana -1 Br, 1 Ba Cabana Near Vanderbilt Beach, Perfect For A Relaxing Beachside Escape!

house, Naples Park
Sorrento Cabana is a charming bed and breakfast located in Naples Park, just a short walk from Vanderbilt Beach and Delnor-Wiggins Pass State Park. The bed and breakfast has received excellent ratings for its location, cleanliness, and overall experience.
The rooms at Sorrento Cabana feature private bathrooms and kitchenettes, perfect for a comfortable stay. Guests can enjoy a variety of amenities, including a swimming pool, jacuzzi, spa, restaurant, fitness center, and tennis court.
Mirasol At Coconut Point - Estero, FL
No reviews

Mirasol At Coconut Point

apartment, Estero
This newly renovated 1660 sq ft townhouse in Mirasol at Coconut Point, Bonita Springs, offers a prime location within walking distance of Coconut Point's shops and restaurants, and is a short drive to Southwest Florida International Airport and Vanderbilt Beach.
Accommodating up to six guests, this coastal-themed residence features three bedrooms, two bathrooms, a private screened lanai with a lake view, and access to community amenities including a clubhouse, fitness room, and a large pool with a spa.
*Relaxing And Fun Pyramid Home In Ft Myers (7048) - Estero, FL
9.9 294 reviews

*Relaxing And Fun Pyramid Home In Ft Myers (7048)

apartment, San Carlos Park
This pyramid-shaped home is situated in south Fort Myers, Florida, just 15 miles from popular beaches, shopping, and restaurants. The property has earned excellent ratings for user experience, location, and cleanliness.
This unique vacation rental comfortably sleeps four guests in two bedrooms and one bathroom. Amenities include a private lake with natural spring water, two patios, a fully equipped kitchen, a washer and dryer, beach gear, free Wi-Fi, Roku TVs, and self check-in.
Bella Terra 4 Bdrm Estate Pool Home With Lake View - Estero, FL
No reviews

Bella Terra 4 Bdrm Estate Pool Home With Lake View

apartment, Estero
This Bella Terra, Estero vacation rental boasts a private lakefront location with pool access, near Hertz Arena and Bonita Springs beaches.
The 2,500-square-foot home features a spacious four-bedroom, three-bathroom layout, accommodating up to eight guests with resort-style community amenities including a clubhouse and fitness center.

Neighborhoods and points of interest in Estero, FL

Browse Vacation Rentals with a Pool in Estero, FL

Choose a vacation rental with a pool in Estero, FL to perfectly complement your day of adventures.

Paradise On Estero Bay - Estero, FL
9.9 162 reviews

Paradise On Estero Bay

apartment, San Carlos Park
This Key West-style home in San Carlos Park offers a Gulf access canal waterfront property with a private dock, situated minutes from Coconut Point and Gulf Coast Town Center, and within a 20-minute drive of area beaches.
This four-bedroom, two-bathroom vacation rental sleeps eight, boasting a private pool, spacious backyard, game room with pool table and darts, fully equipped kitchen, and open garage parking.
Estero Condo Near Naples, Rsw, Fgcu And The Beach - Estero, FL
No reviews

Estero Condo Near Naples, Rsw, Fgcu And The Beach

apartment, Estero
This Estero condo is located 8.1 miles from Southwest Florida International Airport, 24 miles from Tin City, 16 miles from Delnor-Wiggins Pass State Park, and 19 miles from the Naples Museum of Art.
This one-bedroom, two-bathroom apartment offers 600 square feet of living space for up to seven guests, featuring air conditioning, a terrace, a balcony, a full kitchen, and on-site amenities including a swimming pool, sauna, and tennis court.
Penthouse Views - Steps From The Shore 2001 - Estero, FL
9.1 126 reviews

Penthouse Views - Steps From The Shore 2001

apartment, Bonita Springs
This Bonita Springs apartment is directly across the street from Barefoot Beach, a beautiful stretch of sand with calm waters. The surrounding area is quiet and peaceful, perfect for a relaxing getaway.
The condo offers one bedroom and one bathroom, providing comfortable accommodations for a couple or small family. The apartment includes a fully equipped kitchen, a balcony with stunning ocean views, and beach essentials like chairs and towels.
Amazing Pyramid Home - Estero, FL
9.8 57 reviews

Amazing Pyramid Home

apartment, San Carlos Park
This unique pyramid-shaped house rental in South Fort Myers, approximately 15 miles from Sanibel Island and Fort Myers Beach, offers convenient access to Southwest Florida's attractions.
The two-bedroom, one-bathroom home sleeps four guests and features a fully equipped kitchen, private patios, a swimming pool, and access to a natural spring-water lake; beach gear is provided.

Discover Vacation Rentals by the Sea in Estero, FL

Enjoy a relaxing beach getaway with these coastal and seaside vacation rentals in Estero, FL. Book your next shoreside stay today.

Stunning ! J, Partial Side Gulf View, Walk To Beach, Sleeps 4 - Estero, FL
9.2 57 reviews

Stunning ! J, Partial Side Gulf View, Walk To Beach, Sleeps 4

apartment, Bonita Springs
Stunning Gulf View Condo On The Beach - Steps To Sand & Pool! - Estero, FL
8.8 58 reviews

Stunning Gulf View Condo On The Beach - Steps To Sand & Pool!

apartment, Fort Myers Beach
Seastars Iv By Sun Palace Vacations - Estero, FL
9.0 1 review

Seastars Iv By Sun Palace Vacations

house, Fort Myers Beach
On The Sand! Beachfront Pool & Views! Walk To Everything! - Estero, FL
10 101 reviews

On The Sand! Beachfront Pool & Views! Walk To Everything!

apartment, Fort Myers Beach

Top-Rated 5-Star Vacation Rentals in Estero, FL

Indulge in a luxury vacation rental in Estero, FL, where high-end design meets world-class 5-star comfort.

Villa San Carlos Park - Estero, FL
8.9 66 reviews

Villa San Carlos Park

apartment, San Carlos Park

Best Vacation Rentals with a Steam Room in Estero, FL

Recover properly with on-site sauna access, a standard feature at these premier Estero, FL vacation rentals.

Penthouse Condo, Superb Beach, Water View, Pool! - Estero, FL
9.5 55 reviews

Penthouse Condo, Superb Beach, Water View, Pool!

apartment, Bonita Springs
Hyatt Coconut Cove! Lazy River! Quiet Location! Sleeps 8! - Estero, FL
9.0 2 reviews

Hyatt Coconut Cove! Lazy River! Quiet Location! Sleeps 8!

apartment, Bonita Springs
Casa Blu - Bonita Springs, Fl - Estero, FL
9.4 3 reviews

Casa Blu - Bonita Springs, Fl

apartment, Bonita Springs
Hyatt Regency Coconut Point Resort & Spa Near Naples - Estero, FL
9.0 1264 reviews

Hyatt Regency Coconut Point Resort & Spa Near Naples

resort, Bonita Springs
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