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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

Tamarind Gulf & Bay - 2br Near Sand & Sunset - Englewood, FL
10 1 review

Tamarind Gulf & Bay - 2br Near Sand & Sunset

apartment, Manasota Key
This beachfront Manasota Key condo, located in Englewood, Florida, offers easy access to Stump Pass State Park and nearby beaches.
This 1,160-square-foot, two-bedroom, two-bathroom unit sleeps four and features a fully equipped kitchen, screened balcony, and access to a community pool, clubhouse, and boat ramp.
Huoneisto ∙ 2 Makuuhuonetta ∙ 6 Vierasta - Englewood, FL
No reviews

Huoneisto ∙ 2 Makuuhuonetta ∙ 6 Vierasta

apartment, Manasota Key
This direct Gulf-front condo at Tamarind Gulf & Bay on Manasota Key offers beach-to-bay living, placing you a short walk from local restaurants and attractions on Manasota Key.
This 2-bedroom, 2.5-bathroom condominium accommodates up to 6 guests and features a private rooftop terrace, updated interiors, a heated community pool, and direct beach access.
Gulf View Escape On The Beach With Lounging Deck - Englewood, FL
No reviews

Gulf View Escape On The Beach With Lounging Deck

house, Englewood
This beachfront Manasota Beach house offers direct access to the Gulf and sea views, situated 11 miles from Venice Theatre and 15 miles from Warm Mineral Springs.
This 360 square foot vacation rental accommodates up to 6 guests with air conditioning, free Wi-Fi, an outdoor pool, a spa, and on-site parking, plus a children's playground.
Sunset Point Marina - Dolphin - Englewood, FL
No reviews

Sunset Point Marina - Dolphin

apartment, Manasota Key
This two-bedroom, one-bathroom waterfront condo on Manasota Key, Englewood, Florida, is located less than a mile from Englewood Beach and offers stunning bayfront views.
The 6-guest unit features a fully equipped kitchen with a fridge, microwave, and dishwasher; air conditioning; a terrace; parking; and is near Englewood Recreation Center and CoolToday Park.

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.

Heated Pool Villa Near Venice Beach Sleeps 6 - Englewood, FL
10 3 reviews

Heated Pool Villa Near Venice Beach Sleeps 6

house, South Venice
This house is located in South Venice, 1.6 miles from Caspersen Beach, with Fishermen's Village and the John and Mable Ringling Museum of Art approximately 27 miles away.
This air-conditioned villa accommodates up to 11 guests and features a heated swimming pool, a private terrace with garden views, complimentary WiFi, and private parking, ideal for families with its kid-friendly, fenced-in property.
Treetop Cottage - - Englewood, FL
10 1 review

Treetop Cottage -

house, South Venice
Treetop Cottage, located in Manasota, offers easy access to Venice Theatre (8.3 miles) and Warm Mineral Springs (13 miles).
This 1,070-square-foot South Venice house features two bedrooms, one bathroom, and sleeps seven, complete with a fully equipped kitchen, in-unit laundry, and free Wi-Fi.
5 Mins To Beach~ Beach Gear, Bikes, Firepit, Grill - Englewood, FL
10 49 reviews

5 Mins To Beach~ Beach Gear, Bikes, Firepit, Grill

apartment, Englewood
This Englewood apartment is located just 2.5 miles from Englewood Beach on Manasota Key, offering a peaceful and relaxing atmosphere close to the Gulf of Mexico. The apartment is perfect for families or groups of friends looking for a comfortable and convenient place to stay.
This 2-bedroom home can accommodate up to 6 guests and includes a fully equipped kitchen, 2 bathrooms, a washer and dryer, and a private garden. Enjoy the beach with provided chairs and umbrellas, and take advantage of the air conditioning, internet access, and climate control for a comfortable stay.
Newly Renovated Beach Retreat Just Steps From Englewood Beach - Beach Barracks - Roelens - Englewood, FL
No reviews

Newly Renovated Beach Retreat Just Steps From Englewood Beach - Beach Barracks - Roelens

apartment, Manasota Key
This newly renovated apartment is located in Englewood, just steps from Englewood Beach and within walking distance to local restaurants and shopping.
This 1160 sq ft residence sleeps six guests, featuring three bedrooms and three bathrooms, a modern coastal-themed interior, a fully equipped kitchen, a terrace/balcony, spa access, and complimentary Wi-Fi and parking.

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

Coastal Cottage 2 Miles To The Beach - Englewood, FL
10 7 reviews

Coastal Cottage 2 Miles To The Beach

apartment, Englewood
This Englewood, Florida vacation home is located two miles from Englewood Beach, a 15-minute drive from Boca Grande, and within one mile of several boat ramps, offering easy access to the YMCA and downtown Englewood.
The two-bedroom, one-bathroom house sleeps six guests comfortably with two queen beds and a sofa bed, and features a fenced backyard with a grill and fire pit, a game room, washer/dryer, WiFi, four beach chairs, and boat trailer parking.
Quiet Coastal Cottage | Walk To Dearborn St - Englewood, FL
10 2 reviews

Quiet Coastal Cottage | Walk To Dearborn St

apartment, Englewood
This apartment is located on a quiet dead-end street in Englewood, a short walk from Dearborn Street's shops and dining, and a short drive to Englewood Beach and Manasota Key.
This one-bedroom, one-bathroom rental accommodates up to four guests and features a private fenced backyard, a fully equipped kitchen, in-unit laundry, covered carport parking, and a boho coastal interior.
2br Coastal Retreat Near Beach & Boat Launch - Englewood, FL
No reviews

2br Coastal Retreat Near Beach & Boat Launch

apartment, Englewood
This vacation rental is located in Englewood's Center district, a 5-minute walk from Lemon Bay and a 7-minute drive from Englewood Beach.
This 900 sq ft apartment accommodates up to 6 guests with 2 bedrooms and 1 bathroom, offering Wi-Fi, air conditioning, a full kitchen, a terrace, and on-site parking, with opportunities for scuba diving, motor boating, and fishing nearby.
Beautiful Condo With First Class Amenities On Charlotte Harbor, Orlando Condo 4851 - Englewood, FL
9.1 24 reviews

Beautiful Condo With First Class Amenities On Charlotte Harbor, Orlando Condo 4851

apartment, Grove City
This Grove City house is located just half a mile from Lemon Bay and within three miles of both Ann Dever Memorial Regional Park and Oyster Creek Regional Park, offering easy access to beaches, parks, and golf. It has received excellent user ratings, indicating a positive experience for previous guests.
This 2-bedroom, 1-bathroom rental comfortably sleeps 4 guests in its 900 square feet of space. The home features a range of amenities, including a swimming pool, spa, and a balcony, and offers modern conveniences like a dishwasher, microwave, and free Wi-Fi.

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.

Check Dreams Retreat: Heated Saltwater Pool/hot Tub & Putt Putt Golf - Englewood, FL
9.2 11 reviews

Check Dreams Retreat: Heated Saltwater Pool/hot Tub & Putt Putt Golf

apartment, Grove City
This Rotonda West vacation home is located near the beach, three miles from Oyster Creek Golf Club and Ann Dever Memorial Regional Park, and six miles from Don Pedro Island Beach.
This three-bedroom, two-bathroom house sleeps ten guests and boasts a private pool, hot tub, barbecue grills, free Wi-Fi, a patio, and a fully equipped kitchen; nearby attractions include Lemon Bay and Englewood South Inlet.
Tranquil & Spacious Heated Pool, Hot Tub, Parking - Englewood, FL
10 8 reviews

Tranquil & Spacious Heated Pool, Hot Tub, Parking

apartment, Englewood
This oceanfront condo in the Englewood South district offers direct sea views and is located within easy walking distance of Englewood Beach and Caspersen Beach, with Englewood Recreation Area and CoolToday Park also nearby.
This 1190 square foot apartment features 2 bedrooms and 2 bathrooms, accommodating up to 6 guests with amenities including a heated swimming pool, hot tub, on-site parking, and a terrace, all within a 10:00 AM check-out.
99 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - Englewood, FL
10 3 reviews

99 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

apartment, Manasota Key
This second-floor condo in Sandpiper Key, Englewood, Florida, is located within a short distance of Englewood Beach and Manasota Key, and is conveniently situated 0.5 miles from Stump Pass Beach State Park.
This 1070 square foot condo accommodates up to 4 guests with 2 bedrooms and 2 bathrooms, featuring a screened-in balcony, a full kitchen with stainless-steel appliances, and access to a swimming pool, spa, and fitness center.
Bay Breeze Bungalow  Studio - Englewood, FL
10 1 review

Bay Breeze Bungalow Studio

studio, Manasota Key
This Manasota Key studio offers a prime location, just a 1-minute walk to the Gulf beach and Lemon Bay, and a 5-minute walk to Stump Pass State Park.
This accommodation sleeps up to 3 guests and features a king-size bed, a full-size sofa sleeper, a kitchenette with a fridge and microwave, air conditioning, WiFi, and access to shared amenities including a swim spa, kayaks, beach gear, and a laundry room.

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.

2 Mi To Manasota Key Beach: Home W/ Yard - Englewood, FL
No reviews

2 Mi To Manasota Key Beach: Home W/ Yard

apartment, Englewood
Cottage On Lemon Bay, Beach Access, Kayaks - Englewood, FL
9.4 24 reviews

Cottage On Lemon Bay, Beach Access, Kayaks

apartment, Manasota Key
Hot Tub & Trailer/boat Parking For Up To 25 Ft. With Overnight Docking Allowed. - Englewood, FL
9.8 18 reviews

Hot Tub & Trailer/boat Parking For Up To 25 Ft. With Overnight Docking Allowed.

apartment, Englewood
3 Br Home On A Canal In Paradise! (Englewood, Fl) - Englewood, FL
8.4 5 reviews

3 Br Home On A Canal In Paradise! (Englewood, Fl)

apartment, Grove City

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.

Magnolia Cottage - Englewood, FL
10 66 reviews

Magnolia Cottage

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
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
Daze Inn Between: Lagoon Pool Mins To Beaches - Englewood, FL
No reviews

Daze Inn Between: Lagoon Pool Mins To Beaches

apartment, South Venice
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
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