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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

Oak Grove Escape On The Beach At Resort With Pool, Kayaks, Tennis, And More! - Englewood, FL
9.0 1 review
Englewood, FL
01/09 – 01/31
$283/nighttotal: $6226 (22 )

Oak Grove Escape On The Beach At Resort With Pool, Kayaks, Tennis, And More!

1 2
house , Englewood
This beachfront Manasota Beach vacation rental is located 11 miles from Venice Theatre and 15 miles from Warm Mineral Springs.
This air-conditioned 1-bedroom bungalow offers accommodation for up to 6 guests, featuring a private bathroom, terrace, access to resort amenities including a pool, spa, kayaks, and tennis courts, and on-site parking with free Wi-Fi.
30 Seconds To Beach Path! Outdoor Tiki Bar W/ Tv! Kayaks, Sup's, Bikes & More! - Englewood, FL
9.9 240 reviews
Englewood, FL
10/14 – 10/17
$1201/nighttotal: $3603 (3 )

30 Seconds To Beach Path! Outdoor Tiki Bar W/ Tv! Kayaks, Sup's, Bikes & More!

4 9
apartment , Manasota Key
This vacation rental is located on Manasota Key, just a short walk from Stump Pass Beach State Park and Englewood Beach, making it perfect for exploring the area's natural beauty. Guests have consistently rated this property as excellent, highlighting its prime location and comfortable accommodations.
This two-bedroom home features a fully equipped kitchen and a balcony for enjoying the fresh air. Enjoy the sunshine with a private outdoor pool, a rooftop terrace perfect for sunset views, a garden for relaxing, and BBQ facilities for delicious meals under the Florida sky.
1st Floor Pvt Beach Access, New! - Heron's Walk #2 - Englewood, FL
8.6 4 reviews
Englewood, FL
06/27 – 07/04
$189/nighttotal: $1323 (7 )

1st Floor Pvt Beach Access, New! - Heron's Walk #2

1 2
apartment , Manasota Key
This one-bedroom apartment is located in Englewood, Florida, just steps from Manasota Beach and a short walk to Lemon Bay, offering a peaceful and convenient location for your beach getaway. It has received excellent user ratings and offers a comfortable and relaxing stay.
The apartment features a spacious 830 square feet layout, accommodating up to four guests. It comes equipped with modern amenities, including a fully equipped kitchen, a screened lanai, and a private beach access, ensuring a convenient and enjoyable experience.
Gulf View Escape On The Beach At Resort With Pool, Kayaks, And More! - Englewood, FL
9.0 4 reviews
Englewood, FL
01/09 – 01/31
$291/nighttotal: $6402 (22 )

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.

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.

Englewood Escape: 3br Waterfront With Pool - Englewood, FL
10 4 reviews
Englewood, FL
10/14 – 10/17
$250/nighttotal: $750 (3 )

Englewood Escape: 3br Waterfront With Pool

3 9
apartment , Englewood
This 3-bedroom Englewood condo offers direct canal access with a private dock, situated in a quiet canal-front neighborhood just a short drive from Englewood's beaches and attractions.
This pet-friendly dwelling accommodates up to 12 guests and features a private screened-in pool, a game area with a pool table and ping pong, a fully equipped kitchen with an air fryer and ice maker, and an outdoor patio with a charcoal grill.
Pelican Paradise- Pets Welcome! - Englewood, FL
Englewood, FL
10/17 – 10/21
$206/nighttotal: $824 (4 )

Pelican Paradise- Pets Welcome!

1 4
apartment , Englewood
This Englewood East apartment is located near Oyster Creek Golf Club and Englewood Village Park, with Englewood Beach and Manasota Key a 10-15 minute drive away.
This 1440 sq ft single-level dwelling accommodates up to 6 guests and features a screened deck with a hot tub, a large yard, a chef's kitchen, and is pet-friendly.
Tropical Bayfront Escape W/ Heated Pool & Dock! - Englewood, FL
9.8 60 reviews
Englewood, FL
10/17 – 10/21
$353/nighttotal: $1412 (4 )

Tropical Bayfront Escape W/ Heated Pool & Dock!

1 4
house , Englewood
This Englewood vacation home is conveniently located near popular attractions like Fishermen's Village and Grande Tours Kayak Center, offering easy access to both natural and cultural experiences. The property boasts consistently excellent ratings for its cleanliness, location, and overall user experience.
This 4-bedroom rental comfortably accommodates up to 12 guests in its 1400 square feet of living space. Enjoy a relaxing stay with amenities like a private balcony, heated pool, fully equipped kitchen, laundry facilities, free Wi-Fi, cable TV, and comfortable bedding.
Kokomo - Englewood, FL
9.9 24 reviews
Englewood, FL
12/05 – 12/19
$83/nighttotal: $1162 (14 )

Kokomo

1 2
apartment , Englewood
This 2-bedroom, 1-bathroom condo in Englewood offers a prime location near Lemon Bay and the Gulf, providing easy access to beaches, parks, markets, shopping, restaurants, and boat launches, with Boca Grande only a short drive or boat ride away. This rental accommodates up to 4 guests and features internet, air conditioning, a kitchen, and parking, including space for boat trailers and RVs, all within a fully fenced yard ideal for families and outdoor activities.

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

Oak Grove Escape On The Beach At Resort With Pool, Kayaks, Tennis, And More! - Englewood, FL
8.0 2 reviews
Englewood, FL
12/26 – 12/27
$1252/nightfor 1 night

Oak Grove Escape On The Beach At Resort With Pool, Kayaks, Tennis, And More!

1 2
apartment , Englewood
This Manasota Beach Club apartment in Englewood offers direct walk-on access to Gulf Beach, situated approximately 8.9 miles from Englewood Village and 10.5 miles from Downtown Venice.
This 360 square foot, one-bedroom, one-bathroom unit accommodates up to four guests and features a semi-private deck, a heated swimming pool, tennis courts, and on-site recreational activities like kayaking and paddleboarding.
Spacious Duplex With Two Kitchens, W/d, And Wifi Throughout - Englewood, FL
Englewood, FL
10/14 – 10/17
$956/nighttotal: $2868 (3 )

Spacious Duplex With Two Kitchens, W/d, And Wifi Throughout

4 9
apartment , Manasota Key
This expansive duplex, "It's A Shore Thing," is located on Manasota Key in Englewood, offering proximity to Englewood Beach and Venice Beach, with nearby access to theme parks and sporting venues.
This 2650 square foot unit combines two sides of a duplex, featuring four bedrooms, four bathrooms, and a guest capacity of 12, with amenities including a full kitchen in each unit, air conditioning, a terrace/balcony, and parking, plus an enclosed backyard and garages stocked with beach toys.
Charming Ground Floor, 2bd-2bh Condo, 2 Miles To Beaches, Private W/d - Englewood, FL
Englewood, FL
06/28 – 07/05
$187/nighttotal: $1309 (7 )

Charming Ground Floor, 2bd-2bh Condo, 2 Miles To Beaches, Private W/d

2 4
apartment , Englewood
This Englewood condo rental is conveniently located near Englewood South Inlet and Cedar Point Environmental Park, a short 10-minute walk away, and less than a mile from Lemon Bay and Oyster Creek Regional Park.
This 1,130-square-foot apartment features two bedrooms, two bathrooms, and accommodates up to four guests, offering a private patio, free WiFi, a swimming pool, tennis court, and on-site amenities including laundry facilities and an arcade.
Beautiful Pool Home With Golf Cart By The Beach - Englewood, FL
10 44 reviews
Englewood, FL
08/01 – 08/02
$326/nightfor 1 night

Beautiful Pool Home With Golf Cart By The Beach

1 3
apartment , Grove City
This remodeled Grove City home, located in the Englewood district of Florida, offers convenient access to Englewood Beach (distance unspecified) and local amenities.
The two-bedroom, one-bathroom house features a welcoming porch, sunroom, attached garage, and spacious backyard with shed; it sleeps five and includes a fully equipped kitchen with fridge, freezer, and microwave, plus air conditioning, internet, and pet-friendly accommodations.

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.

Tropical House W/ Heated Pool & Outdoor Bar - Englewood, FL
10 5 reviews
Englewood, FL
12/05 – 12/19
$231/nighttotal: $3234 (14 )

Tropical House W/ Heated Pool & Outdoor Bar

2 2
apartment , Englewood
This family-friendly vacation rental in Englewood is conveniently located just an 8-minute walk from Lemon Bay and a 13-minute walk from Englewood Beach, offering easy access to the area's natural beauty. Guests consistently rate this property as excellent, praising its comfortable amenities and prime location.
This two-bedroom, one-bathroom home comfortably accommodates up to four guests. Enjoy modern amenities, including a fully equipped kitchen, laundry facilities, air conditioning, Wi-Fi, a swimming pool, and a terrace. Take advantage of the on-site parking, explore the surrounding area on foot, and enjoy the many activities available, such as kayaking and biking.
The Turtle Nest Pool Home - Englewood, FL
10 46 reviews
Englewood, FL
07/17 – 07/20
$176/nighttotal: $528 (3 )

The Turtle Nest Pool Home

1 3
apartment , Englewood
This Englewood vacation home, near Englewood Beach and Manasota Key, is a six-minute drive from the Gulf of Mexico and a short bike ride from Historic Dearborn Street's shops and restaurants.
This two-bedroom, one-bathroom house sleeps four, boasts a private pool, full kitchen with dishwasher, and offers access to numerous water sports rentals and activities including boat rentals, wave runners, kayaks, parasailing, and fishing charters.
Waterfront Mermaid's Retreat Splashes Charm! - Englewood, FL
Englewood, FL
07/10 – 07/12
$208/nighttotal: $416 (2 )

Waterfront Mermaid's Retreat Splashes Charm!

1 2
house , Manasota Key
House. Your accommodation will be located in Manasota Key.
Services and facilities include air conditioning, free parking and a swimming pool. This house also has a terrace!
Charming Ground Floor Condo On Manasota Key - Englewood, FL
9.3 80 reviews
Englewood, FL
08/01 – 08/02
$323/nightfor 1 night

Charming Ground Floor Condo On Manasota Key

1 3
apartment , Manasota Key
This first-floor Manasota Key condo offers direct Lemon Bay access with free boat docking and is steps from the beach.
The one-bedroom, one-bathroom unit sleeps three, featuring a king-sized bed, sofa sleeper, screened lanai, private patio, full kitchen, and access to a community pool, gas grills, and boat trailer parking.

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.

The Manor House On Lemon Bay Is Available April 6th. Spacious Home. Heated Pool! - Englewood, FL
9.9 35 reviews
Englewood, FL
07/17 – 07/20
$253/nighttotal: $759 (3 )

The Manor House On Lemon Bay Is Available April 6th. Spacious Home. Heated Pool!

2 3
apartment , Englewood
Manasota Palms Beach Condo Retreat - Englewood, FL
9.9 42 reviews
Englewood, FL
07/16 – 07/19
$170/nighttotal: $510 (3 )

Manasota Palms Beach Condo Retreat

1 3
apartment , Englewood
Gulf Front Escape + Beach Access - Englewood, FL
9.6 5 reviews
Englewood, FL
09/02 – 09/11
$210/nighttotal: $1890 (9 )

Gulf Front Escape + Beach Access

1 2
apartment , Englewood
Cozy Cottage  - Minutes From Beaches And Historic Dearborn St! - Englewood, FL
10 20 reviews
Englewood, FL
09/02 – 09/11
$143/nighttotal: $1287 (9 )

Cozy Cottage - Minutes From Beaches And Historic Dearborn St!

1 2
cottage , 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.

Spacious Manasota Beach 4 Bedroom Pool Home! - Englewood, FL
9.4 8 reviews
Englewood, FL
10/14 – 10/17
$427/nighttotal: $1281 (3 )

Spacious Manasota Beach 4 Bedroom Pool Home!

4 9
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 4 reviews
Englewood, FL
09/19 – 09/26
$354/nighttotal: $2478 (7 )

Great Nightly Price! Gorgeous Gulf View Villa B3622a

2 2
house , Grove City
Pool Haven By The Private Beach, Dog Friendly - Englewood, FL
Englewood, FL
08/01 – 08/02
$377/nightfor 1 night

Pool Haven By The Private Beach, Dog Friendly

2 3
apartment , Manasota Key
Gulf Coast Beach Retreat.  Pool & Sauna, Cold Plunge, Short Walk To Beach. - Englewood, FL
10 13 reviews
Englewood, FL
01/09 – 01/31
$1206/nighttotal: $26532 (22 )

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

3 2
apartment , Manasota Key
1mi To Beach. 1+ Acre Of Jungle Pool & Pickleball - Englewood, FL
9.9 21 reviews
Englewood, FL
09/19 – 09/26
$172/nighttotal: $1204 (7 )

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

1 2
bungalow , Englewood
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