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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

Santa Maria 111 Condo - Estero, FL
9.2 61 reviews
Estero, FL
01/01 – 02/28
$344/nighttotal: $19952 (58 )

Santa Maria 111 Condo

2 2
apartment , Fort Myers Beach
This apartment is located in South Island, a short walk from Santini Marina Shopping Plaza and Estero Bay Preserve State Park, with beaches like Castle Beach and Sterling Ave Beach within a 2-mile radius. The apartment has received excellent user ratings, indicating a positive experience for previous guests. This apartment is spacious and comfortably accommodates guests with three bathrooms and a balcony. You can enjoy a range of amenities, including a swimming pool, jacuzzi, spa, and barbecue grills, perfect for relaxing and enjoying your stay.
Super Private Home With Great Outdoor Space - Estero, FL
9.1 25 reviews
Estero, FL
01/01 – 02/28
$374/nighttotal: $21692 (58 )

Super Private Home With Great Outdoor Space

2 2
house , Bonita Springs
This 2-bedroom vacation home in Bonita Springs is conveniently located just 18 miles from Tin City and 10 miles from Silverspot Cinema. The home has consistently received excellent ratings for location, cleanliness, and overall user experience.
The 830-square-foot property offers a private entrance, a patio with outdoor seating, and a fully equipped kitchen with a dishwasher and oven. Guests can enjoy amenities like air conditioning, free Wi-Fi, cable TV, and a washing machine. The home also allows pets, making it a great choice for travelers with furry companions.
Sweeping 9th Floor Views! No Resort Fees! Pool, Hot Tub & Over $150 Of Free Daily Activities! - Estero, FL
9.0 43 reviews
Estero, FL
07/04 – 07/17
$234/nighttotal: $3042 (13 )

Sweeping 9th Floor Views! No Resort Fees! Pool, Hot Tub & Over $150 Of Free Daily Activities!

1 4
apartment , Bonita Springs
Lovers Key Resort 905 is a smoke-free condo located in Fort Myers Beach, just a short distance from Estero Bay Preserve State Park and Lover's Key Beach. This condo has excellent user ratings and is a great option for travelers seeking a relaxing and convenient stay. The 730-square-foot condo features one bedroom, one bathroom, and can accommodate up to four guests. This vacation rental includes amenities like a private spa tub, a jetted tub, a fully equipped kitchen, a balcony, free Wi-Fi, and free parking.
#306 Lovers Key Beach Club - Estero, FL
8.6 4 reviews
Estero, FL
07/04 – 07/17
$127/nighttotal: $1651 (13 )

#306 Lovers Key Beach Club

1 4
apartment , Bonita Springs
This beachfront condo in Fort Myers Beach offers easy access to Bonita Springs Public Beach and Barefoot Beach, with shopping and dining options nearby and potential traffic impacts from ongoing bridge construction in Fort Myers Beach.
This 530-square-foot, one-bedroom, one-bathroom unit sleeps four and features a fully equipped kitchen, resort-style heated pool, tennis court, private beach access, and a balcony.

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.

Hidden Gem, Heated Pool & Spa - Enchanted El Dorado Retreat - Roelens - Estero, FL
9.0 2 reviews
Estero, FL
01/01 – 02/28
$569/nighttotal: $33002 (58 )

Hidden Gem, Heated Pool & Spa - Enchanted El Dorado Retreat - Roelens

4 2
apartment , Estero
This Bonita Springs vacation rental, ideally situated between Estero and Bonita Springs, offers easy access to Coconut Point Mall, Barefoot Beach, and the Ritz-Carlton Golf Resort.
The 1800-square-foot home boasts a spacious four-bedroom, two-bathroom layout, comfortably accommodating eight guests and featuring a private pool, hot tub, and gourmet kitchen with stainless steel appliances.
Modern And Peaceful 3-bedroom Palm Retreat Quiet Yet Close To Everything - Estero, FL
Estero, FL
07/04 – 07/17
$281/nighttotal: $3653 (13 )

Modern And Peaceful 3-bedroom Palm Retreat Quiet Yet Close To Everything

3 4
apartment , Estero
This 3-bedroom, 2-bathroom condo in Bonita Springs is located just 1 mile from Barefoot Beach and Bonita Springs Public Beach, and close to Hertz Arena and Lee Health Sports Complex.
This family-friendly residence accommodates up to 6 guests with a king, queen, and two twin beds, offering amenities like air conditioning, a full kitchen, swimming pool, and parking.
Updates Polynesian Villa - 5 Minutes From Gulf Beaches! - Estero, FL
9.6 9 reviews
Estero, FL
07/04 – 07/17
$151/nighttotal: $1963 (13 )

Updates Polynesian Villa - 5 Minutes From Gulf Beaches!

2 4
house , Bonita Springs
This family-friendly vacation rental is located in Bonita Springs, just a short distance from the beach and popular attractions like Golf Safari Mini Golf, Promenade at Bonita Bay, and Riverside Park. It has received excellent user ratings, making it a popular choice for travelers.
The two-bedroom, two-bathroom house can accommodate up to four guests. Enjoy the outdoor amenities including a swimming pool, garden, and barbecue grills, as well as the fully equipped kitchen, air conditioning, and free Wi-Fi.
Resort Style Living In Corner Unit Building A!  Closest To Pool And Grill! - Estero, FL
10 54 reviews
Estero, FL
07/04 – 07/17
$218/nighttotal: $2834 (13 )

Resort Style Living In Corner Unit Building A! Closest To Pool And Grill!

2 4
apartment , Bonita Springs
This Bonita Bay condo, near the Promenade Shops at Bonita Bay and Backwater Jacks, offers easy access to both Fort Myers and Naples.
The 1,270-square-foot, three-bedroom, two-bathroom unit sleeps five and features a wrap-around lanai, updated master suite, fully equipped kitchen, in-unit laundry, and community pool and hot tub access.

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.

Destinations nearby

Best Estero, FL vacation rentals with parking

10th Floor, Sweeping Water Views, Walk To Beach, Free Parking & Wifi, Over $100 Of Free Daily Activi - Estero, FL
9.2 37 reviews
Estero, FL
01/01 – 02/28
$257/nighttotal: $14906 (58 )

10th Floor, Sweeping Water Views, Walk To Beach, Free Parking & Wifi, Over $100 Of Free Daily Activi

1 2
apartment , Bonita Springs
This Bonita Springs condo is conveniently located near Everglades Wonder Gardens, Bonita Springs Dog Park, and Bonita Fairways Golf Course, all within walking distance.
The 520-square-foot unit features two bedrooms, one bathroom, a full kitchen with fridge, microwave, and dishwasher, plus free Wi-Fi, on-site parking, a pool, spa, and fitness center.
Beachfront! Remodeled! Lovers Key Beach Club #103 - Estero, FL
9.8 48 reviews
Estero, FL
07/04 – 07/17
$151/nighttotal: $1963 (13 )

Beachfront! Remodeled! Lovers Key Beach Club #103

1 4
apartment , Bonita Springs
This Bonita Springs apartment is located on Fort Myers Beach, a short drive from Naples and Fort Myers, offering easy access to beaches, shopping, and attractions. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The apartment is a one-bedroom, one-bathroom unit with a total floor area of 520 square feet, comfortably accommodating up to four guests. Enjoy amenities like a private beach access, a heated pool, a hot tub, a fully equipped kitchen, and a comfortable king-size bed and a sofa bed for a relaxing stay.
Turtle Cove: Perfect Cozy Oasis In Swfl With Pool, Hot Tub & More! - Estero, FL
10 2 reviews
Estero, FL
07/04 – 07/17
$143/nighttotal: $1859 (13 )

Turtle Cove: Perfect Cozy Oasis In Swfl With Pool, Hot Tub & More!

1 4
apartment , Estero
This one-bedroom apartment rental in San Carlos Park, Fort Myers, offers easy access to Barefoot Beach and Bonita Springs Public Beach, as well as Hertz Arena and JetBlue Park.
The 500-square-foot unit features a queen bed, sofa bed, full kitchen (fridge, microwave), air conditioning, a terrace, and on-site fitness center; it comfortably sleeps four and allows pets.
Dog Friendly, Spacious Beach Retreat, Only Steps To Sugary Sand, Conveniences And All The Fun! - Estero, FL
9.0 10 reviews
Estero, FL
07/04 – 07/17
$127/nighttotal: $1651 (13 )

Dog Friendly, Spacious Beach Retreat, Only Steps To Sugary Sand, Conveniences And All The Fun!

1 4
apartment , Fort Myers Beach
This one-bedroom Fort Myers Beach condo is two blocks from the beach and a short walk from jet ski rentals, parasailing, and dolphin tours, offering easy access to a supermarket, upscale bistro, and the trolley to Times Square.
The unit features a fully equipped kitchen, dining area, living room with Roku and YouTubeTV, a queen-size sleep sofa, a lanai porch, shared washer/dryer, and propane grill; it sleeps four and includes parking for two vehicles.

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.

186 M² House ∙ 3 Bedrooms ∙ 6 Guests - Estero, FL
Estero, FL
01/01 – 02/28
$330/nighttotal: $19140 (58 )

186 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house , Estero
This house is located in the gated Stoneybrook Estero community in Estero, offering convenient access to beaches, Miromar Outlets, Hertz Arena, and FGCU, with the golf clubhouse dining and Publix grocery store within walking distance.
This spacious 2000 sq ft open-concept home features 3 bedrooms and 2 bathrooms, accommodating up to 6 guests, and includes a private pool with spa under a screened lanai, plus access to community amenities like tennis and pickleball courts.
12th Floor Retreat With Unmatched Gulf & Bay Views - Estero, FL
10 108 reviews
Estero, FL
07/04 – 07/17
$126/nighttotal: $1638 (13 )

12th Floor Retreat With Unmatched Gulf & Bay Views

1 4
apartment , Bonita Springs
This beachfront condo rental in Fort Myers Beach, near Bonita Springs, offers breathtaking Gulf of Mexico views from its 12th-floor location and easy access to Bonita Springs Public Beach and Barefoot Beach.
The 520-square-foot unit features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen, two TVs, a private balcony, and access to a private beach area with sun loungers and grills.
Golfer’s Retreat - 2 Bed | 2 Bath Golf Club Condo - Estero, FL
8.0 1 review
Estero, FL
01/01 – 02/28
$246/nighttotal: $14268 (58 )

Golfer’s Retreat - 2 Bed | 2 Bath Golf Club Condo

1 2
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.
Pyramid Getaway In Southwest Florida - Estero, FL
9.8 143 reviews
Estero, FL
01/01 – 02/28
$209/nighttotal: $12122 (58 )

Pyramid Getaway In Southwest Florida

2 2
apartment , San Carlos Park
This family-friendly vacation home is located in Fort Myers, just a short drive from San Carlos Golf Club and Estero Bay Preserve State Park. The home offers a peaceful setting near a lake, perfect for a relaxing getaway. This rental has excellent user ratings and is ideal for families. It features two bedrooms and one bathroom, comfortably accommodating up to four guests. The home offers a range of amenities, including a private patio, a barbecue grill, and a fully equipped kitchen, allowing guests to enjoy a comfortable and convenient stay.

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.

Penthouse Views - Steps From The Shore 2001 - Estero, FL
9.2 120 reviews
Estero, FL
07/04 – 07/17
$123/nighttotal: $1599 (13 )

Penthouse Views - Steps From The Shore 2001

1 4
apartment , Bonita Springs
6th Floor, Gulf View Studio! Steps To Beach! Free Parking & Over $100 Of Free Daily Activities! - Estero, FL
9.2 41 reviews
Estero, FL
01/01 – 02/28
$274/nighttotal: $15892 (58 )

6th Floor, Gulf View Studio! Steps To Beach! Free Parking & Over $100 Of Free Daily Activities!

1 2
studio , Bonita Springs
Direct Beach Access With In Room Wifi - Estero, FL
9.2 64 reviews
Estero, FL
07/04 – 07/17
$228/nighttotal: $2964 (13 )

Direct Beach Access With In Room Wifi

1 4
apartment , Fort Myers Beach
Paradise Found - Ocean Views, Steps To The Beach - It's A Shore Thing - Roelens - Estero, FL
9.0 2 reviews
Estero, FL
01/01 – 02/28
$360/nighttotal: $20880 (58 )

Paradise Found - Ocean Views, Steps To The Beach - It's A Shore Thing - Roelens

1 2
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.

Close To Beaches, Restaurants & More!  Great Rates Too! - Estero, FL
10 57 reviews
Estero, FL
07/04 – 07/17
$150/nighttotal: $1950 (13 )

Close To Beaches, Restaurants & More! Great Rates Too!

2 4
apartment , 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.

Attention Snowbirds! - Estero, FL
10 1 review
Estero, FL
01/01 – 02/28
$141/nighttotal: $8178 (58 )

Attention Snowbirds!

2 2
apartment , Iona
Lovers Key Resort - Estero, FL
9.0 2172 reviews
Estero, FL
07/04 – 07/17
$430/nighttotal: $5590 (13 )

Lovers Key Resort

2 4
resort , Bonita Springs
Blazing Sunshine - Estero, FL
Estero, FL
07/04 – 07/17
$387/nighttotal: $5031 (13 )

Blazing Sunshine

3 4
house , Bonita Springs
Waterside And Wonderful, Sunset Views, Plenty Of Amenities - Fmb - Condo Gulf Mist - Roelens - Estero, FL
Estero, FL
01/01 – 02/28
$452/nighttotal: $26216 (58 )

Waterside And Wonderful, Sunset Views, Plenty Of Amenities - Fmb - Condo Gulf Mist - Roelens

1 2
house , Fort Myers Beach
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