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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

Waterfront Condo Walkable To Everything With Beach Access - Englewood, FL
9.6 24 reviews
Englewood, FL
01/01 – 04/30
$493/nighttotal: $58667 (119 )

Waterfront Condo Walkable To Everything With Beach Access

1 2
apartment , Manasota Key
This brand new 800 sq. ft. waterfront condo on Manasota Key in Englewood offers 1 bedroom and 1 bathroom, sleeping up to 4 guests, with direct access across the street to Englewood Beach and within walking distance to local restaurants and shops.
This condo features a balcony overlooking Lemon Bay with bay and beach access, a queen Murphy bed, modern interiors with quartz countertops and stainless steel appliances, and an in-unit washer and dryer.
Amazing View - On Golf Course - Near Beaches, Shopping & Restaurants - Englewood, FL
9.8 66 reviews
Englewood, FL
06/20 – 06/27
$181/nighttotal: $1267 (7 )

Amazing View - On Golf Course - Near Beaches, Shopping & Restaurants

2 2
apartment , Plantation
This Plantation apartment is conveniently located within a 6-mile radius of attractions like Elite Health Venice, the Venice Area Audubon Society, and Sarasota National Golf Course. It has received excellent user ratings, making it a popular choice for travelers.
This two-bedroom, two-bathroom apartment offers 1140 square feet of living space, comfortably accommodating up to four guests. The apartment features a full kitchen, a balcony, a washer and dryer, air conditioning, a swimming pool, a tennis court, and a spa, ensuring a relaxing and enjoyable stay.
Beachfront Condo With Pool, Private Balcony, And Washer And Dryer - Englewood, FL
9.6 7 reviews
Englewood, FL
06/20 – 07/20
$128/nighttotal: $3840 (30 )

Beachfront Condo With Pool, Private Balcony, And Washer And Dryer

1 2
apartment , Manasota Key
This beachfront condo in Englewood, FL, offers direct Gulf of Mexico access and is just a short walk to Englewood Beach's dining and entertainment.
This 710 sq ft, 1-bedroom, 1-bathroom apartment accommodates up to 2 guests and features a refreshed swimming pool, on-site parking, high-speed internet, and complimentary water sports equipment.
4 Br Englewood Home W/ Pool & Boat Dock --With Upstairs And Downstairs Kitchens - Englewood, FL
8.0 2 reviews
Englewood, FL
12/05 – 12/19
$226/nighttotal: $3164 (14 )

4 Br Englewood Home W/ Pool & Boat Dock --With Upstairs And Downstairs Kitchens

4 2
apartment , Englewood
This waterfront canal home in Englewood South offers a private boat dock on Ainger Creek and is a short drive from Englewood Beach and Caspersen Beach.
This 2800 sq ft residence accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring two full kitchens, a screened-in pool with a covered patio, and a self-contained lower-level living space.

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.

2-bedroom Pool House With Golf Cart In Englewood, Close To The Beaches! - Englewood, FL
10 9 reviews
Englewood, FL
01/01 – 04/30
$274/nighttotal: $32606 (119 )

2-bedroom Pool House With Golf Cart In Englewood, Close To The Beaches!

2 2
apartment , Grove City
This Englewood vacation home, near Englewood Beach and Caspersen Beach, offers easy access to Tails & Scales Charters and Snook Haven Park; note that this property is not located in Grove City.
This two-bedroom, one-bathroom house sleeps four guests and includes Wi-Fi, a washer, heating, air conditioning, and queen-sized beds in each bedroom.
Canalfront Home W/ Private Dock - 5 Mi To Beaches! - Englewood, FL
9.8 9 reviews
Englewood, FL
06/20 – 06/27
$343/nighttotal: $2401 (7 )

Canalfront Home W/ Private Dock - 5 Mi To Beaches!

3 2
house , Englewood
This canalfront home in Englewood is just 5 miles from the beach and 1.1 miles from Indian Mound Park Beach, offering a peaceful waterfront setting with easy access to the area's attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This 3-bedroom home comfortably sleeps 6 guests and provides 2,000 square feet of living space. Amenities include a fully equipped kitchen, air conditioning, a private dock, a terrace, a garden, a spa, and free Wi-Fi, making it perfect for families or groups looking for a relaxing and enjoyable vacation.
Island Condo Minutes To Beaches - Mystic Sea - Englewood, FL
9.0 2 reviews
Englewood, FL
06/20 – 07/20
$99/nighttotal: $2970 (30 )

Island Condo Minutes To Beaches - Mystic Sea

2 2
apartment , Manasota Key
This two-bedroom, two-bathroom condo in Sandpiper Key, Englewood, Florida, offers easy access to Manasota Key and Englewood Beach, a short drive or walk away.
The second-floor unit features a spacious layout with an extended balcony and patio, sleeps four guests comfortably, includes a fully equipped kitchen with granite countertops and stainless-steel appliances, and boasts amenities such as a swimming pool, and on-site parking.
170 M² House ∙ 3 Bedrooms ∙ 6 Guests - Englewood, FL
Englewood, FL
01/04 – 02/04
$237/nighttotal: $7347 (31 )

170 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house , Englewood
Vacation house rental for up to 6 people. Your accommodation will be based in Englewood.
Facilities and services: a washing machine, a dish washer and event friendly rooms. Enjoy free parking with this accommodation in Englewood!

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.

Destinations nearby

Best Englewood, FL vacation rentals with parking

Heated Pool! Extended Stay 4 Mi To Manasota Beach - Englewood, FL
Englewood, FL
01/04 – 03/31
$372/nighttotal: $31992 (86 )

Heated Pool! Extended Stay 4 Mi To Manasota Beach

2 2
apartment , Englewood
This Englewood Isles apartment is located within 10 miles of Olde Englewood Village and Gulf Coast beaches like Englewood Beach and Venice Beach.
This single-story residence offers 1590 square feet of living space with 2 bedrooms and 2 bathrooms, accommodating up to 4 guests with in-unit laundry, a BBQ-ready lanai featuring a heated pool, and off-street parking for 2 vehicles.
Clean,great Location,dockage Available,heated Pool,3 Units, Huge Back Yard.apt A - Englewood, FL
10 8 reviews
Englewood, FL
01/01 – 04/30
$244/nighttotal: $29036 (119 )

Clean,great Location,dockage Available,heated Pool,3 Units, Huge Back Yard.apt A

2 2
apartment , Grove City
This Grove City apartment rental is a waterfront Englewood property, a quarter-mile from Lemon Bay, four miles from Englewood Beach, and a 20-minute drive from Boca Grande and Manasota Beaches.
This two-bedroom, one-bathroom unit sleeps eight, boasts a remodeled kitchen and bath, a private backyard with grill and patio furniture, RV/boat parking, and access to a heated swimming pool and kayaks for exploring Lemon Bay; Englewood Recreation Center with pickleball courts is one mile away.
Gulf Front Escape With Private Deck & Beach Access, Pet Friendly - Englewood, FL
9.6 5 reviews
Englewood, FL
12/26 – 12/27
$1228/nightfor 1 night

Gulf Front Escape With Private Deck & Beach Access, Pet Friendly

1 2
apartment , Englewood
This Gulf-front cottage in Manasota Beach, Englewood, offers direct access to the Gulf beach and is 8.9 miles from Englewood Village and 10.5 miles from Downtown Venice.
This 450-square-foot, pet-friendly accommodation features 1 bedroom, 1 bathroom, a full kitchen, and access to resort amenities including a heated pool, tennis courts, and kayaking.

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.

Gulf Front Escape On The Beach With Shared Viewing Deck & Pool - Cozy & Intimate - Englewood, FL
9.0 4 reviews
Englewood, FL
07/06 – 07/11
$294/nighttotal: $1470 (5 )

Gulf Front Escape On The Beach With Shared Viewing Deck & Pool - Cozy & Intimate

1 2
apartment , Englewood
This beachfront efficiency is located in Manasota Beach, Englewood, 8.9 miles from Englewood Village and 10.5 miles from Downtown Venice.
This 150 square feet unit accommodates up to 2 guests and features a kitchenette, air conditioning, a swimming pool, tennis courts, and direct access to a Gulf beach.
Relaxing Coastal Pool Home Minutes To The Beach! - Englewood, FL
10 4 reviews
Englewood, FL
10/11 – 10/23
$104/nighttotal: $1248 (12 )

Relaxing Coastal Pool Home Minutes To The Beach!

1 3
apartment , Englewood
This 3-bedroom, 2-bathroom condo in Englewood is located in a quiet neighborhood, a short drive from Englewood Beach, Manasota Key, and local dining options.
This residence accommodates up to eight guests and features a private swimming pool, a fully fenced yard, air conditioning, internet, and a fully equipped kitchen.
Amazing Gulf Beaches, Dearborn Street Min Away. Heated Pool W/ Palm Trees, Lanai - Englewood, FL
9.0 15 reviews
Englewood, FL
01/04 – 02/04
$252/nighttotal: $7812 (31 )

Amazing Gulf Beaches, Dearborn Street Min Away. Heated Pool W/ Palm Trees, Lanai

3 2
apartment , Englewood
Sunset Palms is a centrally located vacation home in Englewood, just 2.5 miles from the Gulf of Mexico, within biking distance of the beach and charming downtown. It has excellent user ratings and can accommodate up to 6 guests in 3 bedrooms and 2 bathrooms.
The fully furnished apartment features a fully stocked kitchen, dining area for 6, and living room with flat-screen TV and free Wi-Fi. It also has a fully fenced backyard with a giant covered screened lanai, comfortable couch area, dining area, and heated pool with colored lights for night swimming. Well-behaved pets are considered upon approval with a non-refundable pet fee.
Gulf View Escape On The Beach At Resort With Pool, Kayaks, And More! - Englewood, FL
9.0 4 reviews
Englewood, FL
01/04 – 02/04
$297/nighttotal: $9207 (31 )

Gulf View Escape On The Beach At Resort With Pool, Kayaks, And More!

1 2
apartment , Englewood
This Manasota Beach condo in Englewood offers direct walk-on access to the Gulf beach, with Englewood Village 8.9 miles away and Downtown Venice 10.5 miles away.
This 360 square foot, 1-bedroom, 1-bathroom unit sleeps up to 4 guests and features a kitchenette, semi-private deck with Gulf views, air conditioning, WiFi, and access to community amenities including a heated pool, tennis courts, and various water activities.

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.

Located On The Key! Beach Access!  Dog Friendly! - Englewood, FL
9.8 112 reviews
Englewood, FL
01/04 – 03/31
$254/nighttotal: $21844 (86 )

Located On The Key! Beach Access! Dog Friendly!

1 2
apartment , Manasota Key
Steps To Water! Dock, Sunsets, And Hot Tub! Englewood, Fl. The Best Kept Secret! - Englewood, FL
9.9 155 reviews
Englewood, FL
08/22 – 08/29
$186/nighttotal: $1302 (7 )

Steps To Water! Dock, Sunsets, And Hot Tub! Englewood, Fl. The Best Kept Secret!

2 2
apartment , Englewood
Close To Beach! 3 Bedroom 2 Bath - Englewood, FL
8.0 1 review
Englewood, FL
07/17 – 07/20
$237/nighttotal: $711 (3 )

Close To Beach! 3 Bedroom 2 Bath

3 3
house , Englewood
Close To Beaches! 3 Bedroom/2 Bath - Englewood, FL
9.8 11 reviews
Englewood, FL
07/16 – 07/19
$244/nighttotal: $732 (3 )

Close To Beaches! 3 Bedroom/2 Bath

3 3
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.

Tropical Oasis, Minutes From The Beach!! - Englewood, FL
9.8 30 reviews
Englewood, FL
12/05 – 12/19
$133/nighttotal: $1862 (14 )

Tropical Oasis, Minutes From The Beach!!

2 2
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.

Luxe Golf Coach Home Near Venice Beach Fl - Englewood, FL
Englewood, FL
01/04 – 02/04
$460/nighttotal: $14260 (31 )

Luxe Golf Coach Home Near Venice Beach Fl

3 2
apartment , North Port
Temporary Closed Because Hurricane Milton Severe Damage - Englewood, FL
9.0 40 reviews
Englewood, FL
06/20 – 07/20
$452/nighttotal: $13560 (30 )

Temporary Closed Because Hurricane Milton Severe Damage

2 2
cottage , Rotonda
Sea Pointe House - Newly Renovated Pool House - Englewood, FL
9.0 29 reviews
Englewood, FL
08/22 – 08/29
$248/nighttotal: $1736 (7 )

Sea Pointe House - Newly Renovated Pool House

3 2
apartment , Venice Gardens
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