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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

Stingray - Intimate Quaint On Imperial River 1.4 Mi. 2 Beach - Estero, FL
9.6 5 reviews

Stingray - Intimate Quaint On Imperial River 1.4 Mi. 2 Beach

house, Bonita Springs
This Bonita Springs vacation home boasts convenient proximity to Bonita Beach (1.8 miles) and Barefoot Beach (1.7 miles), offering easy access to sun and sand, plus tranquil water views of the Imperial River.
This 900-square-foot rental features two bedrooms, two bathrooms, sleeps up to 11 guests, and includes a fully equipped kitchen, free Wi-Fi, private parking, and a washer.
Gorgeous Beach Condo With Pool, Spa, And Bikes - Estero, FL
8.8 3 reviews

Gorgeous Beach Condo With Pool, Spa, And Bikes

apartment, Fort Myers Beach
This one-bedroom Fort Myers Beach condo is a three-minute walk from the beach and near Lovers Key, offering easy access to restaurants and shops.
The 500-square-foot unit features two queen beds, accommodating up to four guests, a full kitchen, updated bathroom, private patio, shared laundry, and access to a heated pool, spa, and free bikes.
Top Rated 2 Bedroom 2 Bathroom. 1 Block To Beach! - Estero, FL
9.9 161 reviews

Top Rated 2 Bedroom 2 Bathroom. 1 Block To Beach!

apartment, Fort Myers Beach
This Fort Myers Beach apartment is located just a short walk from Estero Boulevard Beach and a quick drive to the Key West Express ferry terminal, making it easy to explore the island and beyond. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience.
The 900 square foot apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy the convenience of a fully equipped kitchen, a relaxing balcony, a garden, and a spa, all while taking in the breathtaking views of the beach.
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
This Bonita Springs condo rental is conveniently located near Bonita Beach, a short 10-minute walk from several beaches and under 3 miles from attractions like Golf Safari Mini Golf and Bluebill Beach.
This 510-square-foot one-bedroom, one-bathroom unit sleeps four and features a fully equipped kitchen, in-unit entertainment, access to a swimming pool, spa, tennis court, and barbecue grills, plus on-site parking.

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 Newly Furnished Condo In Gated Golf Course Of Stoneybrook - Estero, FL
10 11 reviews

Gorgeous Newly Furnished Condo In Gated Golf Course Of Stoneybrook

apartment, Estero
This 2-bedroom condo is located in Stoneybrook, just a short walk from Stoneybrook Golf Club and a short drive from Florida Gulf Coast University. The apartment is rated excellent by previous guests and offers a comfortable and convenient stay for families or groups of friends.
The 1190 square foot condo comfortably accommodates up to 4 guests. It features a fully equipped kitchen, free Wi-Fi, a balcony, a swimming pool, a jacuzzi, and parking.
Elevate In The Sun! A Renovated Beachfront Condo! - Estero, FL
9.8 33 reviews

Elevate In The Sun! A Renovated Beachfront Condo!

apartment, Fort Myers Beach
This Fort Myers Beach condo, located on South Island, is less than 1.2 miles from Santini Marina Plaza and Estero Bay Preserve State Park, and within 1.9 miles of Castle Beach and Sterling Avenue Beach.
This 520-square-foot, one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, free Wi-Fi, a private balcony, and access to a community pool and garden; parking is also available.
Caloosa Palms-villa With Pool Spa Game Room. Centrally Located To Naples Beaches - Estero, FL
9.6 27 reviews

Caloosa Palms-villa With Pool Spa Game Room. Centrally Located To Naples Beaches

apartment, San Carlos Park
This family-friendly vacation home is located in Fort Myers, just a short drive from San Carlos Golf Club and Gulf Coast Town Center. The house has received excellent ratings from previous guests, making it a popular choice for families and groups.
The 1950 square foot home has 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 10 guests. The house offers a private pool, a jacuzzi, a garden, a terrace, and a fully equipped kitchen, along with other amenities, making it perfect for a relaxing and enjoyable stay.
Pointe Estero Resort - Estero, FL
9.2 1230 reviews

Pointe Estero Resort

resort, Fort Myers Beach
Pointe Estero Beach Resort, a 3.5-star hotel on Fort Myers Beach's South Island, offers beachfront access and is a short walk from Castle Beach and the Santini Marina Shopping Plaza.
This condo-style resort features fully equipped kitchens, in-unit laundry, private balconies with views, and access to amenities including a pool, jacuzzi, spa, fitness center, and tennis court.

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

2br 2ba|walk To Dining&shopping|15mins From Beach - Estero, FL
10 1 review

2br 2ba|walk To Dining&shopping|15mins From Beach

apartment, Estero
This Estero condo offers a prime location in a highly walkable district, providing immediate access to dining, cafes, and shopping, with the beach just a 15-minute drive away. This fully equipped apartment accommodates up to 4 guests with 2 bathrooms, high-speed WiFi, an in-unit washer and dryer, and free on-site parking for your convenience.
A Little Piece Of Paradise - Estero, FL
9.8 73 reviews

A Little Piece Of Paradise

apartment, Bonita Springs
This Bonita Springs beachfront condo offers direct access to Estero Bay, stunning views of Lovers Key State Park and the Gulf of Mexico, and is a 2-mile walk from Lovers Key State Park's kayaking and biking rentals.
The one-bedroom, one-bathroom unit sleeps four guests, features a king-size bed, pull-out queen sofa, full kitchen with dishwasher, and expansive balcony perfect for dolphin and sunset viewing; community amenities include a swimming pool, hot tub, and grilling area.
Villatortugarelaxing Retreatclosebeaches - Estero, FL
9.9 43 reviews

Villatortugarelaxing Retreatclosebeaches

apartment, San Carlos Park
This one-bedroom, one-bathroom house in San Carlos Park offers a peaceful retreat near Sanibel, Captiva, and Fort Myers Beach, ideal for exploring Southwest Florida.
The 1-bedroom rental comfortably sleeps 3 guests and includes air conditioning, a kitchen, parking, and internet access.
Villa Sosa - Estero, FL
9.9 160 reviews

Villa Sosa

house, Three Oaks
This Three Oaks studio apartment is conveniently located in San Carlos Park, near I-75 (exits 123-128), providing easy access to Gulf Coast Town Center, Miromar Outlets, Coconut Point malls, Florida Gulf Coast University (FGCU), and beaches like Fort Myers Beach and Bonita Beach (within 10 miles).
The private unit features a queen-size bed, a full bathroom, a kitchen with a fridge and microwave, air conditioning, free parking for two cars, and an outdoor dining area with a grill, comfortably accommodating two guests.

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.

2 Bed 2 Bath Condo At Grandezza - Estero, FL
No reviews

2 Bed 2 Bath Condo At Grandezza

apartment, Estero
This two-bedroom, two-bathroom condo is located in Estero, Florida, near the Club at Grandezza, minutes from Publix and Coconut Point Mall, and a 15-minute drive from Southwest Florida International Airport (RSW).
The 4-guest unit boasts a brand-new interior, a fully equipped kitchen with dishwasher, in-unit laundry, access to a swimming pool, Jacuzzi, fitness center, and tennis courts, plus a transferable club membership including golf privileges.
Best Western Plus Beach Resort - Estero, FL
9.3 2203 reviews

Best Western Plus Beach Resort

resort, Fort Myers Beach
The Best Western Plus Beach Resort boasts a beachfront location on Fort Myers Beach, just 0.3 miles from Lynn Hall Memorial Park and within 16 miles of the Lee Health Sports Complex and Sanibel Island Lighthouse.
This family-friendly hotel offers an outdoor pool, jacuzzi, fitness center, and on-site restaurant and bar, along with direct beach access for swimming and snorkeling.
Flip Flop Canal Club - Estero, FL
No reviews

Flip Flop Canal Club

apartment, Bonita Springs
This canal-front condo on Pembrooke Lane in Bonita Springs offers a waterside experience just a 10-mile drive from Bonita Beach.
This 5-bedroom, 2-bathroom residence accommodates up to 12 guests and features a private dock, swimming pool, and outdoor grilling area for enjoying the coastal environment.
Golfers Retreat - 2 Bed | 2 Bath Golf Club Condo - Estero, FL
8.0 1 review

Golfers Retreat - 2 Bed | 2 Bath Golf Club Condo

apartment, Estero
This luxury condo rental in Bonita Springs' Spring Run Golf Club is within walking distance of Coconut Point mall and a short drive from Miromar Outlets and Bonita Beach.
The 2-bedroom, 2-bathroom unit sleeps up to 6 guests and features a gourmet kitchen, private screened balcony, access to a swimming pool, jacuzzi, fitness center, and championship golf course.

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.

Gulf & Barefoot Beach Views | 5th Floor Studio | King Bed | Resort Linens | Free Wifi - Estero, FL
9.2 55 reviews

Gulf & Barefoot Beach Views | 5th Floor Studio | King Bed | Resort Linens | Free Wifi

studio, Bonita Springs
Beachfront Condo W/ Bay View In Fort Myers Beach! - Estero, FL
9.0 2 reviews

Beachfront Condo W/ Bay View In Fort Myers Beach!

house, Fort Myers Beach
Estero Beach And Tennis 703b - Estero, FL
9.0 26 reviews

Estero Beach And Tennis 703b

apartment, Fort Myers Beach
Gorgeous Gulf View, Beachfront Condo! Pool, Tennis, Pickleball & Over $150 Of Free Daily Activities! - Estero, FL
9.4 54 reviews

Gorgeous Gulf View, Beachfront Condo! Pool, Tennis, Pickleball & Over $150 Of Free Daily Activities!

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.

Casa Bonita, "Sun & Fun"-pool - Estero, FL
10 20 reviews

Casa Bonita, "Sun & Fun"-pool

house, Bonita Springs

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.

Blazing Sunshine - Estero, FL
No reviews

Blazing Sunshine

house, Bonita Springs
Casa Blu - Bonita Springs, Fl - Estero, FL
10 2 reviews

Casa Blu - Bonita Springs, Fl

apartment, Bonita Springs
Penthouse Condo, Superb Beach, Water View, Pool! - Estero, FL
9.4 53 reviews

Penthouse Condo, Superb Beach, Water View, Pool!

apartment, Bonita Springs
Hyatt Regency Coconut Point Resort & Spa Near Naples - Estero, FL
9.0 1268 reviews

Hyatt Regency Coconut Point Resort & Spa Near Naples

resort, Bonita Springs
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