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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

Gulf Front Escape On The Beach With Shared Sunset Deck & Pool - Englewood, FL
No reviews

Gulf Front Escape On The Beach With Shared Sunset Deck & Pool

house, Englewood
This Gulf-front house in Manasota Beach, Englewood, is 11 miles from Venice Theatre and 15 miles from Warm Mineral Springs.
This 200 square feet home accommodates 3 guests and features direct beachfront access, a shared sunset deck, an outdoor swimming pool, Wi-Fi, on-site parking, and access to a spa center.
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.
3 Minutes Away From The Beach Perfect Get Away - Englewood, FL
No reviews

3 Minutes Away From The Beach Perfect Get Away

house, Englewood
This Englewood vacation rental is located a 3-minute drive from the beach, 29 miles from Fishermen's Village, and 30 miles from the John and Mable Ringling Museum of Art.
This 19,380 sq ft house accommodates up to 11 guests with 1 bedroom, 2 bathrooms, a full kitchen, air conditioning, complimentary WiFi, and free private parking, offering direct terrace access for outdoor enjoyment.
Gulf Front Escape On The Beach With Shared Lounging Deck & Pool - Englewood, FL
9.0 2 reviews

Gulf Front Escape On The Beach With Shared Lounging Deck & Pool

apartment, Englewood
This beachfront studio efficiency offers direct Gulf access with private deck sunset views, located in Manasota Beach, Englewood, 8.9 miles from Englewood Village and 10.5 miles from Downtown Venice.
This 200 square feet unit accommodates two guests with a king-sized bed and kitchenette, featuring resort amenities like a heated pool, tennis courts, kayaking, and paddleboarding.

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.

North Port Escape W/ Pool ~ 12 Mi To Beach! - Englewood, FL
9.2 14 reviews

North Port Escape W/ Pool ~ 12 Mi To Beach!

house, North Port
This North Port home is conveniently located just 12 miles from the beach, 1.8 miles from Warm Mineral Springs, and 15 miles from Venice Theatre, offering easy access to popular attractions. Guests consistently rate this property highly, praising its excellent location, cleanliness, and overall experience.
The 2-bedroom, 2-bathroom home comfortably accommodates up to 6 guests in its 1070 square feet of living space. Enjoy a private pool, air conditioning, a fully equipped kitchen, cable TV, and free Wi-Fi for a relaxing and comfortable stay.
Pool Home Minutes From The Beach - Englewood, FL
9.9 51 reviews

Pool Home Minutes From The Beach

apartment, Englewood
This Englewood East vacation home is conveniently located just a short drive from the beach, golf course, and local parks, offering easy access to a variety of activities and attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience, ensuring a comfortable and enjoyable stay.
The 1750 square foot house features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. Guests can enjoy a private pool, a spa tub, a garden, a patio, and barbecue grills, providing ample opportunities for relaxation and outdoor entertaining.
84 M² House ∙ 2 Bedrooms ∙ 5 Guests - Englewood, FL
9.5 4 reviews

84 M² House ∙ 2 Bedrooms ∙ 5 Guests

house, Englewood
This newly renovated 2-bedroom, 2-bathroom Florida house is located a few blocks from Dearborn Street in Englewood, 7 miles from Manasota Key beach, and within walking distance of Lemon Bay and the local farmer's market.
This 900-square-foot vacation rental accommodates up to 5 guests and features a brand-new heated saltwater pool, a fully fenced backyard, air conditioning, and internet.
Private Gulf Beach And Heated Pool On Lemon Bay - Englewood, FL
9.8 32 reviews

Private Gulf Beach And Heated Pool On Lemon Bay

apartment, Manasota Key
This two-bedroom apartment is located in Englewood, a short walk from Englewood Beach and Lemon Bay, and within a few miles of Stump Pass Beach State Park and Blind Pass Beach. This rental has received excellent ratings for location, cleanliness, and overall experience.
The apartment features a well-equipped kitchen, two bathrooms, and a balcony, ideal for a family or group of up to four people. Enjoy the Florida sunshine with amenities such as an outdoor pool, spa tub, and barbecue grills.

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

Beach And Boat Lovers Haven, 5 Min Away From Manasota Key And Englewood Beach - Englewood, FL
No reviews

Beach And Boat Lovers Haven, 5 Min Away From Manasota Key And Englewood Beach

apartment, Englewood
This 3-bedroom house in Englewood Central is located across the bridge from Englewood Beach and directly across the street from a boat ramp.
This pet-friendly apartment offers a king bed, queen bed, and bunk beds for up to 7 guests, featuring a private fenced backyard, a grill, and a lanai.
Amazing Sunsets~kayaks~nearby Private Beach Access - Englewood, FL
10 35 reviews

Amazing Sunsets~kayaks~nearby Private Beach Access

apartment, Englewood
This 2-bedroom, 1-bathroom apartment in Englewood offers direct waterfront views of Lemon Bay from its Old Florida cottage setting, located south of historic Dearborn Street and a short drive to Manasota Key's private beach access. Guests can enjoy provided kayaks, water's edge seating, and an outdoor patio, with amenities including internet, a full kitchen, and air conditioning for up to 4 people.
Family-friendly Englewood Rental W/ Canal Views! - Englewood, FL
9.9 38 reviews

Family-friendly Englewood Rental W/ Canal Views!

house, Englewood
This family-friendly rental is located in Englewood, just 24 miles from Fishermen's Village and 10 miles from Grande Tours Kayak Center. The property has received excellent ratings for cleanliness, location, and overall experience.
This two-bedroom home offers 1800 square feet of space and can comfortably accommodate up to six guests. The home features a fully equipped kitchen, a relaxing spa bath, air conditioning, and a private garden, perfect for enjoying the Florida sunshine.
Pool·game Room·beach Gear·shark Teeth Paradise - Englewood, FL
9.9 108 reviews

Pool·game Room·beach Gear·shark Teeth Paradise

house, Englewood
This Englewood villa offers convenient canal access for boating and is within walking distance or a short drive of Englewood, Blind Pass, and Stump Pass beaches.
The 2-bedroom, 2-bathroom vacation home sleeps eight guests and boasts a private heated pool (December–March), a game room with pool table and other games, a tiki bar, and a fully equipped gourmet kitchen.

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.

Waterfront Beauty In Overbrook Gardens - Englewood, FL
No reviews

Waterfront Beauty In Overbrook Gardens

house, Englewood
This waterfront vacation rental in Englewood's Overbrook Gardens district is approximately 8.7 miles from the Venice Theater and 13 miles from Warm Mineral Springs.
This 2080 sq ft house offers 3 bedrooms, 2 bathrooms, and can accommodate up to 10 guests with amenities including a swimming pool, full kitchen, air conditioning, and on-site parking.
Exotic Escape Home! W/ Heated Pool & Luxurious Spa - Englewood, FL
9.8 158 reviews

Exotic Escape Home! W/ Heated Pool & Luxurious Spa

house, North Port
This waterfront vacation rental is located in Port Charlotte, Florida, just a short drive from North Charlotte Regional Park, Treasure Lanes, Kidstar Park, Port Charlotte Town Center, and Sun Flea Market. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious house offers three bedrooms and two bathrooms, comfortably accommodating up to sixteen guests. Enjoy a variety of amenities and activities, including a private pool, fitness center, spa, and access to a nearby waterfront, perfect for relaxation and family fun.
Island Breeze 14 - 2 Beds, Beach Access And Pool By The Bay & Key Collection - Englewood, FL
10 5 reviews

Island Breeze 14 - 2 Beds, Beach Access And Pool By The Bay & Key Collection

apartment, Manasota Key
This 750 sq ft, 2-bedroom, 1-bathroom apartment in Englewood, Manasota Key, offers excellent user ratings and is a 7-minute drive to Englewood Beach and a 4-minute drive to Stump Pass Beach State Park, with 4 guest capacity.
This non-smoking condo features on-site parking, free Wi-Fi, air conditioning, a full kitchen with a microwave and oven, an in-unit washer/dryer, and a swimming pool, perfect for enjoying coastal activities.
Turquoise Tranquility, Modern, Waterfront, Heated Pool, Free Wifi - Englewood, FL
9.0 4 reviews

Turquoise Tranquility, Modern, Waterfront, Heated Pool, Free Wifi

apartment, Englewood
This Englewood South vacation rental, a short drive from Englewood Beach and Caspersen Beach, offers direct Gulf access via a private dock.
The three-bedroom, two-bathroom home features a fully equipped kitchen, electric heated pool, kayaks, BBQ grill, and accommodates up to six guests, providing easy access to Riverwood Golf Course and the Englewood Farmers' 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.

Island Condo Minutes To Beaches - Mystic Sea - Englewood, FL
9.0 2 reviews

Island Condo Minutes To Beaches - Mystic Sea

apartment, Manasota Key
Relax At Tamarind  2br End Unit By Beach & Bay - Englewood, FL
9.0 2 reviews

Relax At Tamarind 2br End Unit By Beach & Bay

apartment, Manasota Key
Close To Beaches! 3 Bedroom/2 Bath - Englewood, FL
9.8 11 reviews

Close To Beaches! 3 Bedroom/2 Bath

apartment, Englewood
Coastal Chic 2br  Modern Stay Near Manasota Key - Englewood, FL
No reviews

Coastal Chic 2br Modern Stay Near Manasota Key

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.

3 Bedroom 3 Bath Home Near Beach - Englewood, FL
10 6 reviews

3 Bedroom 3 Bath Home Near Beach

apartment, Englewood

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.

Great Nightly Price! Gorgeous Gulf View Villa B3622a - Englewood, FL
10 5 reviews

Great Nightly Price! Gorgeous Gulf View Villa B3622a

house, Grove City
Wellen Park Golf & Country Club Retreat - Englewood, FL
10 5 reviews

Wellen Park Golf & Country Club Retreat

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

Coastal Getaway | Wellen Park Golf & Country Club

apartment, North Port
Sea Pointe House - Newly Renovated Pool House - Englewood, FL
9.0 31 reviews

Sea Pointe House - Newly Renovated Pool House

apartment, Venice Gardens