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Englewood, FL cottages
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48 Best cottages in Englewood, FL

Guest-Favorite Family Cottages in Englewood, FL

Family vacations in a cottage near the water in Englewood, FL thrive with extra space, and room for the whole family to relax.

Charming Waterside Cottage With River Views In Ramblers Rest - Englewood, FL
10 2 reviews

Charming Waterside Cottage With River Views In Ramblers Rest

cottage, North Port
This remodeled cottage is located in Ramblers Rest RV Resort in Venice, Florida, 4 minutes from Wellen Park and CoolToday Park, and approximately 12 miles from Venice Beach.
This pet-friendly, family-friendly accommodation sleeps 5 guests and features 2 bedrooms, 1 bathroom, air conditioning, Wi-Fi, a full kitchen, and access to resort amenities including a swimming pool, hot tub, tennis courts, and pickleball.
Cozy Beach Cottage - Englewood, FL
9.4 25 reviews

Cozy Beach Cottage

cottage, Englewood
This Englewood waterfront cottage offers easy access to Lemon Bay and is within 3 miles of Blind Pass Beach and Manasota Beach, and 6 miles from Englewood Beach and Stump Pass Beach State Park.
The two-bedroom, two-bathroom vacation home sleeps four, features a fully equipped kitchen with dishwasher, private patio, garden, and spa, plus free Wi-Fi and air conditioning.
Honeymoon, Anniversary, Kayak, Beach Retreat; Comes With Bay Dock, Kayaks & More - Englewood, FL
10 116 reviews

Honeymoon, Anniversary, Kayak, Beach Retreat; Comes With Bay Dock, Kayaks & More

cottage, Rotonda
This secluded beachfront cottage is located on Little Gasparilla Island, a car-free paradise accessible only by boat, just off the coast of Placida, Florida, about an hour and 15 minutes from Sarasota Airport. The cottage has earned excellent ratings for its unique island experience and charming Old Florida style.
The two-bedroom, three-bathroom cottage can comfortably accommodate up to four guests. The cottage features a fully equipped kitchen, screened porch, multiple sundecks, complimentary kayaks, and a "dune deck" for convenient beach gear storage.
Best Location On Manasota Key, Cottage Sleeps 3, Kayaks And Wi-fi - Englewood, FL
10 154 reviews

Best Location On Manasota Key, Cottage Sleeps 3, Kayaks And Wi-fi

cottage, South Venice
This Englewood beach house offers direct beach access, a short walk from Lemon Bay and Manasota Beach, and within six miles of Englewood Beach and Blind Pass Beach.
The 600-square-foot cottage features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, private patio, Wi-Fi, and access to a spa and tennis court.

Best Englewood, FL cottages with a garden

4 Mi To Englewood Beach: Boating & Fishing Escape - Englewood, FL
No reviews

4 Mi To Englewood Beach: Boating & Fishing Escape

cottage, Grove City
This Grove City cottage is located within 1.2 miles of Lemon Bay, Oyster Creek Regional Park, and Ann Dever Memorial Regional Park.
This smoke-free rental offers a swimming pool, barbecue grills, complimentary self-parking, and free WiFi, with a kitchen equipped with a microwave and dishwasher.
Manasota Beachy Cottage - Englewood, FL
9.4 142 reviews

Manasota Beachy Cottage

bungalow, Englewood
This charming South Venice cottage is just a short walk from Lemon Bay and Manasota Beach, offering easy access to the area's natural beauty and recreational activities. It's also conveniently located near Lemon Bay Park and Elite Health Venice, providing options for both relaxation and exploration. The cottage consistently receives excellent ratings for location, cleanliness, and overall user experience.
This cozy vacation home spans 1190 square feet and comfortably accommodates up to 10 guests in its four bedrooms and two bathrooms. Enjoy modern amenities such as a fully equipped kitchen, a jacuzzi, a private garden, and a barbecue grill for al fresco dining, making it a perfect choice for a relaxing beach getaway.
2br Beach Cottage-steps To Beach, Heated Pool - Englewood, FL
No reviews

2br Beach Cottage-steps To Beach, Heated Pool

cottage, Manasota Key
This Englewood cottage on Manasota Key offers deeded beach access a 1-2 minute walk away, with Lemon Bay just a 1-minute walk and Stump Pass State Park a 5-minute walk from your door.
This 2-bedroom, 2-bathroom rental accommodates up to 6 guests and includes resort-style amenities like a heated swim spa, complimentary kayaks for exploring Lemon Bay with frequent dolphin and manatee sightings, and included beach gear.
2 Bedroom, Walk To Beach-bikes-kayaks-grill-picnic-hot Outdoor Shower-beach Gear - Englewood, FL
9.6 4 reviews

2 Bedroom, Walk To Beach-bikes-kayaks-grill-picnic-hot Outdoor Shower-beach Gear

cottage, Manasota Key
This pet-friendly Englewood, Florida cottage, a short walk from Englewood Beach and Stump Pass Beach State Park, offers easy access to Manasota Key's attractions.
The 650-square-foot house features two bedrooms, one bathroom, and accommodates four guests, boasting a fully equipped kitchen, on-site kayaks and bicycles, and a private terrace.

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Top Cottages with Jacuzzi in Englewood, FL

Elevate your trip with a cottage featuring a private hot tub in Englewood, FL, ideal for a relaxing soak at the end of the day.

Relax At The Bamboo Cottage - Walk To Dearborn St, Minutes To Local Beaches! - Englewood, FL
9.8 20 reviews

Relax At The Bamboo Cottage - Walk To Dearborn St, Minutes To Local Beaches!

cottage, Englewood
This charming cottage in Englewood is just a short walk from the beautiful Lemon Bay and the Englewood Recreation Center, offering easy access to both nature and recreation. It's also within a mile of Indian Mound Park and the Lemon Bay Playhouse, making it a convenient base for exploring the area. This cottage has received very good ratings from previous guests.
The cottage offers 1300 square feet of space, comfortably accommodating up to six guests in its two bedrooms and two bathrooms. Enjoy a private fenced yard, a spa tub, a fully equipped kitchen, free Wi-Fi, and a terrace for relaxing evenings.
Beautiful, Pet Friendly Home On Canal. Great For Fishing, Kayaks &  Snowbirds - Englewood, FL
10 1 review

Beautiful, Pet Friendly Home On Canal. Great For Fishing, Kayaks & Snowbirds

cottage, North Port
This North Port vacation home is conveniently located 2.8 miles from Warm Mineral Springs Pool and within 6 miles of Heron Creek Golf Course and the North Port Performing Arts Center.
This two-bedroom, two-bathroom rental sleeps four guests and boasts a fully equipped kitchen, Jacuzzi, free WiFi, and a private garden with barbecue grills, offering easy access to local attractions and on-site amenities.

Choose the Right Dog-Friendly Cottages in Englewood, FL

Traveling with a pet to Englewood, FL is simple at these cottages, featuring dog-friendly facilities.

Stunning 2-bedroom Cottage In Serene Englewood With Unbelievable Sunsets - Englewood, FL
No reviews

Stunning 2-bedroom Cottage In Serene Englewood With Unbelievable Sunsets

cottage, Englewood
This Englewood cottage is located in the Old Village district, a 5-minute walk from Lemon Bay and a 7-minute drive from Stump Pass Beach State Park, with convenient access to Englewood Beach and Manasota Beach.
This 2-bedroom, 2-bathroom vacation rental accommodates up to 6 guests and includes air conditioning, a washer and dryer, and linens, making it ideal for a comfortable stay near local attractions.
Tranquil 1-acre 1-bed 1ba Pool Cottage Attached To Main Rental Home Near Beaches - Englewood, FL
No reviews

Tranquil 1-acre 1-bed 1ba Pool Cottage Attached To Main Rental Home Near Beaches

cottage, Englewood
This private cottage in Englewood East sits on a 1-acre property, offering seclusion just 10 miles from the Gulf beaches, Englewood Beach, and Caspersen Beach.
This guest house accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a full kitchen, living room, atrium pool, and a separate game room/bar, and is conveniently located 10 miles from Charlotte Sports Park and CoolToday Park.
Pet-friendly Englewood Home - 4 Mi To Beach! - Englewood, FL
No reviews

Pet-friendly Englewood Home - 4 Mi To Beach!

cottage, Grove City
This Grove City cottage is located within 1.24 miles of Memorial Ann Dever Regional Park, Oyster Creek Regional Park, and Lemon Bay, with Cedar Point Environmental Park and Oyster Creek Golf Club also within 1.86 miles.
This pet-friendly rental offers a fully equipped kitchen with a microwave and dishwasher, air conditioning, a garden, and complimentary Wi-Fi in common areas, plus free self-parking.
Little Gasparilla Island A 2-bedroom Cottage Wth Wifi And Ac On A Private Island - Englewood, FL
9.6 5 reviews

Little Gasparilla Island A 2-bedroom Cottage Wth Wifi And Ac On A Private Island

cottage, Rotonda
This Rotonda Island cottage rental, located on Little Gasparilla Island in Placida, Florida, offers easy access to Englewood Beach and the Boca Grande Lighthouse Museum.
The two-bedroom, two-bathroom house sleeps four guests comfortably and includes Wi-Fi, air conditioning, a washer/dryer, and is pet-friendly, making it ideal for a relaxing island getaway.
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