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

Best Englewood, FL vacation rentals with a balcony

Luxury Beach Condo On Manasota Key !  650 Feet To Beach. - Englewood, FL
9.6 77 reviews

Luxury Beach Condo On Manasota Key ! 650 Feet To Beach.

apartment, Manasota Key
This Englewood condo is located just a 5-minute walk from Englewood Beach and Lemon Bay, with Stump Pass Beach State Park a short 0.3 miles away, offering a convenient location for exploring the area's natural beauty. This highly rated property boasts excellent reviews from previous guests.
This 1000 square foot apartment comfortably accommodates up to 5 guests, providing a spacious and relaxing retreat. Enjoy amenities like a fully equipped kitchen, a terrace, a garden, a spa, and parking, along with internet access, a music library, and a video library for entertainment.
Spacious Coastal Getaway Steps To The Beach With Bikes And High-speed Internet - Englewood, FL
10 1 review

Spacious Coastal Getaway Steps To The Beach With Bikes And High-speed Internet

apartment, Manasota Key
This renovated coastal duplex in Englewood, Manasota Key, is located 175 feet from a secluded five-mile stretch of sand and a short drive from Stump Pass State Park and Lemon Bay Aquatic Preserve.
This 2700 square foot apartment accommodates up to six guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, high-speed Wi-Fi, Smart TVs, air conditioning, a screened-in lanai, and provided beach essentials.
Cozy Coastal Quadruplex On Manasota Key, Entire Property Rental, Sleeps 12 - Englewood, FL
No reviews

Cozy Coastal Quadruplex On Manasota Key, Entire Property Rental, Sleeps 12

apartment, Manasota Key
This pet-friendly condo in Englewood's city center is located 4 minutes walking to Lemon Bay and 6 minutes walking to Englewood Beach.
This 4040 square feet apartment accommodates up to 12 guests with 6 bedrooms and 4 bathrooms, featuring a balcony, onsite parking, WiFi, and a full kitchen.
Pool + Screened Lanai! Florida Gulf Coast Getaway - Englewood, FL
8.5 2 reviews

Pool + Screened Lanai! Florida Gulf Coast Getaway

house, Rotonda
This Rotonda West vacation home is conveniently located near Grande Tours Kayak Center (4.8 miles), CoolToday Park (15 miles), and Warm Mineral Springs (15 miles).
This four-bedroom, two-bathroom rental boasts 1820 square feet of space, accommodating up to 15 guests and featuring a private pool, screened lanai, and fully equipped kitchen with a dishwasher.

Our Favorite Family-Friendly Vacation Rentals in Englewood, FL

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

Enjoy Old Florida Charm In Our Cozy Beach Cottage, Dog Friendly - Minutes To All - Englewood, FL
10 4 reviews

Enjoy Old Florida Charm In Our Cozy Beach Cottage, Dog Friendly - Minutes To All

apartment, Englewood
This 2-bedroom, 2-bathroom apartment is located in Englewood Central, a short distance from Englewood Beach and Caspersen Beach, and close to local shops and restaurants.
This pet-friendly vacation rental accommodates up to 5 guests and features a microwave, dishwasher, air conditioning, and parking, with check-out at 11:00 AM.
Waterfront Pool And Scenic Views - Charming Florida Escape - Englewood, FL
No reviews

Waterfront Pool And Scenic Views - Charming Florida Escape

house, Englewood
This Englewood vacation home is located within walking distance of Dearborn Street shops and restaurants, and a 5-minute drive from Englewood Beach and Manasota Key beaches.
This 2-bedroom, 2-bathroom rental accommodates up to 4 guests and features a private pool, a fully equipped kitchen with stainless steel appliances, and complimentary bikes, beach chairs, and a cooler.
3b Near Englewood Beach! Pet Friendly Sunlit Home - Englewood, FL
No reviews

3b Near Englewood Beach! Pet Friendly Sunlit Home

house, Englewood
This 3-bedroom, 2-bathroom house is located in Englewood, offering proximity to Englewood Beach, Stump Pass State Park, Manasota Key, and Olde Englewood Village, all within minutes.
This family-friendly home accommodates up to 6 guests with a fully equipped kitchen, air conditioning, internet, parking for 4 vehicles, and a private backyard with outdoor seating and a firepit.
Modern Family-friendly Home Near Englewood Beach - Englewood, FL
10 7 reviews

Modern Family-friendly Home Near Englewood Beach

apartment, Englewood
This 3-bedroom, 2-bathroom Englewood South apartment is located just 7 minutes from Englewood Beach and is a short drive to Caspersen Beach, restaurants, bars, and shopping.
This family-friendly vacation home accommodates up to 8 guests and features a fully stocked kitchen with a coffee bar, an outdoor entertainment area with a firepit and Blackstone Griddle, a dedicated game room with a pool table, and a Level 2 EV charger.

Frequently Asked Questions about vacation rentals in Englewood, FL

  • Which walking or cycling routes are the best in Englewood, FL?

    The Englewood Beach Trail is a popular choice, offering a scenic 3-mile paved path along the beach. For a longer ride, try the Myakka River Trail, which stretches for 10 miles through beautiful natural scenery. You can also explore the historic downtown area on foot, which has a charming old-Florida feel.
  • What are the best Airbnb and vacation rentals in Englewood, FL?

    Casa Sangria Delights, Free Bikes - Kayaks - Sup's And More Spoil Yourself With Unmatched Amenities and No Storm Damage Dog Friendly are the most popular Airbnb and vacation rentals in Englewood, FL among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Englewood, FL?

    Englewood is a great place for outdoor enthusiasts. You can go fishing, boating, kayaking, or paddleboarding on the beautiful waters of Lemon Bay. There are also plenty of opportunities for hiking and biking in the nearby Myakka River State Park. For a more laid-back experience, you can relax on the beach and enjoy the sun and surf.
  • What are the most popular Airbnbs in Englewood, FL?

    Among the Airbnbs in Englewood, FL, Casa Sangria Delights, No Storm Damage Dog Friendly and Beach Front Property W/pool Sandy Toes #2 are the most popular ones.

  • What other towns or cities can be easily accessed from Englewood, FL?

    You can easily access other cities from Englewood, like Sarasota, which is about a 30-minute drive away. You can also visit the charming town of Punta Gorda, located about 15 miles north of Englewood. Both cities offer a variety of attractions, restaurants, and shops.
  • What are the best vacation rentals with a pool in Englewood, FL?

  • What amenities are commonly available in vacation rentals in Englewood, FL?

    Vacation rentals in Englewood typically offer a range of amenities, including private pools, hot tubs, and outdoor grilling areas. Many rentals also have fully equipped kitchens, laundry facilities, and comfortable living spaces. You can find rentals that are perfect for couples, families, or groups of friends.
  • What are the best rentals for families and kids in Englewood, FL?

  • What time of year is best to rent a vacation rental Englewood, FL?

    The best time to visit Englewood is during the fall and spring, when the weather is mild and the crowds are smaller. The summer months can be hot and humid, but they are also a great time to enjoy the beach and the water. If you're looking for a more budget-friendly option, you can visit during the shoulder seasons, which are the periods between the peak seasons.
  • What are the best rentals or Airbnbs with a jacuzzi in Englewood, FL?

  • What are the local dishes in Englewood, FL region?

    You can find a variety of fresh seafood dishes in Englewood, including grouper, snapper, and shrimp. There are also many restaurants that specialize in Southern comfort food, like fried chicken, mac and cheese, and collard greens. Be sure to try some of the local specialties, like the Englewood Clam Chowder and the Key Lime Pie.

Popular destinations

Best Englewood, FL vacation rentals with parking

Englewood 5 Bedroom Pool Home 3 Miles To Gulf Beaches! - Englewood, FL
9.8 6 reviews

Englewood 5 Bedroom Pool Home 3 Miles To Gulf Beaches!

apartment, Englewood
This Englewood South waterfront vacation home, located on East 5th Street, offers direct access to a canal with a private boat dock, three miles from Englewood Beach and Chadwick Park.
The 2,350-square-foot property boasts a spacious five-bedroom, 2.5-bathroom layout accommodating up to twelve guests, featuring a private pool, spa, and fully equipped kitchen with amenities including a dishwasher and microwave.
Newly Listed 1st Floor Ground Level Condominium, 2 Bed, 2 Bath  Unit 10-101. - Englewood, FL
10 11 reviews

Newly Listed 1st Floor Ground Level Condominium, 2 Bed, 2 Bath Unit 10-101.

apartment, Englewood
This two-bedroom, two-bathroom apartment is located in Englewood South, a short drive from Englewood Beach, Warm Mineral Springs, and Boca Grande. This rental has received excellent user ratings and is perfect for families or groups of up to eight people.
The apartment features a fully equipped kitchen, a dining area, a living room with a large TV and high-speed internet, and two bedrooms with comfortable beds and TVs. Guests can enjoy the on-site amenities like the swimming pool, tennis courts, shuffleboard, and charcoal grills, or take advantage of the provided beach chairs and umbrella for a day at the beach.
Venetian Vacation - Englewood, FL
9.9 153 reviews

Venetian Vacation

house, South Venice
This South Venice vacation rental is conveniently located just 7.7 miles from the Venice Theatre and 12 miles from Warm Mineral Springs, offering easy access to local attractions. The home has received excellent ratings for its location, cleanliness, and overall user experience.
This 2-bedroom, 1-bathroom house comfortably accommodates up to 6 guests. Enjoy a fully equipped kitchen, a private terrace with barbecue facilities, and a garden with views. Relax in the spa, cool off in the pool, and stay connected with free Wi-Fi.
H2o Blue - Englewood, FL
10 70 reviews

H2o Blue

apartment, Englewood
This ground floor apartment is located just a 5-minute walk from Olde Englewood Village and a 7-minute drive from Manasota Key, offering easy access to shops, restaurants, and the beach. The apartment consistently receives excellent ratings for location, cleanliness, and overall experience.
The 850-square-foot apartment comfortably accommodates up to 4 guests with two bedrooms and one bathroom. It features a well-equipped kitchen, laundry facilities, private entrance, and amenities like beach essentials and bicycles, making it ideal for a relaxing and enjoyable stay.

Browse Vacation Rentals with a Pool in Englewood, FL

Complement your time by the water with a dip in the pool at these Englewood, FL vacation rentals with on-site swimming facilities.

Gull 3 | Oak Grove View Retreat At Manasota Beach Club - Englewood, FL
10 3 reviews

Gull 3 | Oak Grove View Retreat At Manasota Beach Club

apartment, Englewood
This Manasota Beach condo in Englewood offers direct walk-on access to the Gulf Beach and is located 8.9 miles from Englewood Village and 10.5 miles from Downtown Venice.
This 360 sq ft, 1-bedroom, 1-bathroom unit accommodates up to 4 guests and features a microwave, air conditioning, a private entrance, shared community grills, outdoor showers, a heated swimming pool, tennis courts, and a deck overlooking an Oak Grove.
170 M² House ∙ 3 Bedrooms ∙ 6 Guests - Englewood, FL
No reviews

170 M² House ∙ 3 Bedrooms ∙ 6 Guests

house, Englewood
House rental for up to 6 guests. This accommodation is located in Englewood.
Facilities and services include a kitchen, event friendly rooms and air conditioning. Enjoy a swimming pool in this house in Englewood!
Bayside 2br Condo At Tamarind - Private Sun Deck - Englewood, FL
No reviews

Bayside 2br Condo At Tamarind - Private Sun Deck

apartment, Manasota Key
This Englewood condo, situated on Manasota Key's bayside, offers easy access to Englewood Beach, Venice Beach, and Stump Pass State Park.
The 1100-square-foot, two-bedroom, one-bathroom unit features a modern kitchen, in-unit laundry, a sun deck with Gulf of Mexico views, and access to community amenities including a heated pool, boat ramp, and fish cleaning station; it comfortably sleeps four guests.
Lemon Bay Getaway: Beach Access & Pool Fun! - Englewood, FL
9.8 50 reviews

Lemon Bay Getaway: Beach Access & Pool Fun!

apartment, Englewood
This one-bedroom condo in Olde Englewood Village, Englewood, offers direct water access and is located 1 mile from Indian Mound Park, known for its pier fishing, and close to Caspersen Beach and Venice Beach.
This 600 square feet apartment accommodates up to 4 guests and features a screened porch, on-site swimming pool, a private Tiki beach, and is conveniently located near local shopping, coffee shops, and the seasonal Lemon Bay Farmer's Market.

Search Coastal Vacation Rentals near Englewood, FL

Discover relaxing coastal properties with these seaside vacation rentals in Englewood, FL, located near the shore for an ideal beach-town escape.

Private Beach Access! New! Heron's Walk #4 - Englewood, FL
8.6 21 reviews

Private Beach Access! New! Heron's Walk #4

apartment, Manasota Key
2 Mi To Englewood Beach! Home W/ Private Dock - Englewood, FL
No reviews

2 Mi To Englewood Beach! Home W/ Private Dock

house, Englewood
Beautiful Englewood Home - Englewood, FL
10 6 reviews

Beautiful Englewood Home

apartment, Englewood
2 Mi To Englewood Beach! Home W/ Private Dock - Englewood, FL
10 2 reviews

2 Mi To Englewood Beach! Home W/ Private Dock

apartment, Englewood

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

These high-end vacation rentals in Englewood, FL offer luxury living and unmatched quality near the shore.

A Family Friendly Fantastic Villa For Your Gulf Shore Vacation!  B3513b - Englewood, FL
9.8 46 reviews

A Family Friendly Fantastic Villa For Your Gulf Shore Vacation! B3513b

house, Grove City

Best Vacation Rentals with a Steam Room in Englewood, FL

Elevate your wellness routine with a vacation rental featuring a sauna in Englewood, FL , ideal for a restorative end to your day.

Gulf Coast Beach Retreat.  Pool & Sauna, Cold Plunge, Short Walk To Beach. - Englewood, FL
10 14 reviews

Gulf Coast Beach Retreat. Pool & Sauna, Cold Plunge, Short Walk To Beach.

apartment, Manasota Key
Coastal Getaway | Wellen Park Golf & Country Club - Englewood, FL
No reviews

Coastal Getaway | Wellen Park Golf & Country Club

apartment, North Port
1mi To Beach. 1+ Acre Of Jungle Pool & Pickleball - Englewood, FL
9.9 26 reviews

1mi To Beach. 1+ Acre Of Jungle Pool & Pickleball

bungalow, Englewood
Luxe Golf Coach Home Near Venice Beach Fl - Englewood, FL
No reviews

Luxe Golf Coach Home Near Venice Beach Fl

apartment, North Port
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