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Pet Friendly Vacation Rentals in Englewood

(17 rentals)
New
Special Offer
Englewood Apartment
Sleeps 4, 1 bedroom, 1 bathroom
1 review

Distance to beach: 20 yards to Your own private beach 20 steps from your door

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

1 BR/1 BA Directly on the Gulf - Best Shark Tooth Hunting on The Gulf with plenty of gear provided - Awesome Fishing off the beach or dock (rod holders and bait buckets provided)- all beach chairs and umbrellas provided - free paddle boards and bicycles available for guest use - BBQ Grill right outside...

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Featured review

"Perfect paradise"

This is our 3rd year vacationing at Evan's property, and I'm not sure we will ever want to go anywhere else! The beautiful, peaceful, calm retreat his property provides is perfection! The sunsets are divine;...

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$357
avg per night
Englewood House
Sleeps 7, 3 bedrooms, 2.5 bathrooms

Distance to beach: 3 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A beautifully remodeled home with a spacious lanai, a swimming pool, and 25 feet of seawall for a boat—plus the convenience of being just a short walk from Dearborn Street and Indian Mound Park & Boat Ramp. It strikes the perfect balance between accessibility and privacy, making it feel like...

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$206
avg per night
Englewood House
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Escape to this peaceful Englewood retreat just minutes from the Gulf! This bright and cozy 1-bedroom home features two full-size beds, a comfortable living room, and a fully equipped kitchen for easy vacation living. Step outside to a spacious covered patio with a picnic table, cornhole, and a dartboard—perfect...

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$99
avg per night
New
Special Offer
Englewood House
Sleeps 10, 4 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 yards to 20 steps

Key Amenities

  • Air conditioning
  • Beachfront
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Miles of Private Gulf Beach-Luxury 4 BR-Pets Okay-Kayaks & SUPs-Best Shark TeethSuper Private Beach Access (1 min walk- 100 feet from front door with private dock for fishing or Kayaking out the back door) in one of the last remaining “Old Florida” regions of the Gulf Coast on North...

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Featured review

"Paradise"

What can I say about Evan's Manasota Key properties? I've seriously lost count of how many times we've stayed at both his rentals. There's a reason we keep going back. The first reason is Evan is an excellent...

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$545
avg per night
Englewood House
Sleeps 10, 0 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to this lovely spacious house in Englewood in the Grove City District. Fantastic for families, golfers, fishermen and, girls or boys weekend. This adorable property features 4 cozy bedrooms that sleep 2 in each- 3 rooms with king beds and 1 with a queen bed. Enjoy the convenience of 2 bathrooms,...

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$171
avg per night

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Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Relax in this bright coastal home with a private pool and fully fenced yard. ( We have a wifi pool alarm for child safety).This three bedroom retreat also offers a pullout couch, full kitchen and comfortable living space. Located in a quiet Englewood neighborhood minutes from Englewood Beach, Manasota...

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Featured review

"Amazing trip!"

My husband and I decided on a quick trip to the area and found this amazing house and Englewood Florida Home & Vacation rentals! Their customer service was amazing and everything was set up quickly! They...

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$100
avg per night
Englewood House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool

About this property

Luxury Penthouse Condo with Breathtaking Water Views – 8581 Amberjack Circle #301, Placida (Near Boca Grande) Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthouse condo at the Hammocks of Cape Haze, located in Placida, just minutes from the world-renowned...

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$100
avg per night
New
Englewood Apartment
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Waterfront-20 Steps to Private Beach - 2BR/2BA-Pets OK-Kayaks-SUPs-Best Sharkteeth-Listen to the Waves All Day and Night via Open Windows-Sleeps 8Newly renovated, upscale, light and bright suite (exclusive private 1st floor of a residential home with private entrance). Perfect for a family with children...

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$450
avg per night
Englewood Estate
Sleeps 8, 3 bedrooms, 2.5 bathrooms
24 reviews

Distance to beach: 1 miles to Manasota Key Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This stunning recently remodeled 2,400 square foot home is located in beautiful North Englewood, (2 blocks from Venice) Florida. With multiple beaches so close, it's only a quick drive to get to some world class beaches including Manasota Key Beach, Casey Key, Venice Beach and 30 minutes to Siesta...

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Featured review

"Great Experience!"

This home fit our needs perfectly. It was extremely clean and well organized. We loved the layout and functionality of the home. We enjoyed the pool area and spent quite a bit of time out back. Access to...

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$250
avg per night
Englewood House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

PRIME Location! 60 Steps to PRIVATE BEACH and dogs allowed at this rental! Family & pet friendly (pets require approval & $125 per pet fee). Just steps to our private beach, 1 mile to bars & restaurants w/ free shuttle to beaches, bars, restaurants! Amazing beds, comfy huge couch, flat screen...

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$423
avg per night
Englewood House
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your idyllic beach bungalow on Manasota Key! Nestled between the soft, sandy shores of the Gulf of Mexico and the serene waters of Lemon Bay, this charming vacation rental offers the perfect getaway!As you step inside past the screened porch, you re greeted by a bright and airy living space...

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$202
avg per night
Englewood Mobile home
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 5 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Clean ,comfortable and centrally located.. Two bedroom, 2 bath, sleeps six with large screened in Florida room. Pet friendly with a fenced in yard, washer and dryer, wifi, beach toys and chairs, 2 bicycles and a bbq grill. Two blocks from Ricaltinis bar and restaurant and 6 blocks to Stump Pass Lighthouse...

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Featured review

"Fantastic"

We have been coming to Englewood for 7 years . We stayed at this awesome home December 2024-february 2025. We have had a great stay and are signed up for next year. The owners are attentive and responsive....

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$83
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms
9 reviews

Distance to beach: 4 miles to Manasota Key Beach, 8570 Manasota KeyRd, Englewood

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

THURSDAY, April 30, 2026 ~ Sow seeds of kindness, wherever you go. Most miracles occur from someone’s kindness to another …… ALWAYS BE KIND Welcome to CasaClifton! Wide water View over Crystal Clear Pool! This relaxing retreat is positioned on deep water 'Forked Creek'...

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Featured review

"Casa Clifton"

We really enjoyed our stay for the month of January, 2026. Lovely waterfront home with a heated pool. Very clean and well stocked. Owners Linda and Bobby were very responsive to our requests. I would recommend...

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$150
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Pet friendly

About this property

strong>Tropical Beach Bungalow with Heated Pool, Spa & Steps to the Gulf! Relax in your own private slice of paradise! This charming 2-bedroom, 2-bath beach bungalow is perfectly located just a short stroll from the pristine, newly restored beaches of the Gulf of Mexico. Nestled in a lush tropical...

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$292
avg per night
Englewood House
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Woodstork Pond Cottage - 6 minutes to the beach One of the most loved homes on Airbnb, according to guests. This home is highly ranked based on ratings, reviews, and reliability. Self check-in Check yourself in with the smartlock. Unique and whimsical retreat, perfectly nestled by a tranquil pond that...

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Featured review

"WONDERFUL BEACH VACATION EVER!"

Our family of four had the absolute pleasure of staying at Woodstork Pond Cottage for two weeks in December 2025, and honestly, it was more than just a place to stay—it was a whole experience. From the...

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$200
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

WELCOME TO SERENITY! Your Exquisite Getaway on Lemon Bay Welcome to Serenity, a stunning retreat perfectly nestled on Lemon Bay, and just a 5 minute drive to the beautiful Manasota Key Beach. This beautifully designed home offers seamless indoor-outdoor living, with floor-to-ceiling windows providing...

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$651
avg per night
New
Englewood House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • WiFi

About this property

Rare 1-acre beachfront estate on Manasota Key. Main house (3BR) + separate guest house (3BR) sleeps 12. Private pool, putting green, ocean-facing sun room, balconies with chairs and beach views on both houses. Guest house with 2 car garage has stairs directly to the beach. Gated entry with privacy fencing....

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$627
avg per night
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