Pet-friendly vacation rentals in Englewood

Two dogs are seen standing near a large window, gazing outside towards a grassy area. Natural light enters the space, highlighting the cozy seating arrangement nearby. The setting features a calm and inviting atmosphere, framed by the greenery outside.

4.87 out of 5 average rating, 111 reviews

50 Shades of Fray !

Beachy Chic without going over board. Modern Stainless Steel Appliances with White Quartz Crystal counter tops with a pass through to Family Room. Perfect Cozy spot in Paradise for Vacations and a perfect Get away! Two bedrooms and a pull out couch. Newly Renovated home. Bright with natural light, A Happy and Healthy Place! Karaoke, Dancing, Food Drinks, Thrifty and Classy Shops. Yoga, Beach and Boating. Pet friendly. (hurricane Ian destroyed our fenced in backyard. will update when repaired.)

4.87 out of 5 average rating, 159 reviews

A cozy interior space features a daybed with a patterned cover and a wooden loft ladder leading to the sleeping area. Natural light filters through the windows, illuminating the wood accents and the kitchenette area with appliances visible in the background.

Farm stay in Arcadia

A lil country, A lil beach time

* Enjoy the lovely setting of this romantic spot in nature, a full acre with a small pond! Only 45 minutes to most beaches. Beautiful country with small antique town and parks to explore. Private acre close to farm. Walk out the door and see farm animals and a lovely pond. 2 loft bedrooms with queen beds. Downstairs has a daybed. Kitchenette complete with fridge sink and cook stove. Outside bar area on one side and the other has a fire pit and hammock. So the WiFi iffy. . plenty of DVD’s!

4.9 out of 5 average rating, 156 reviews

An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.

Cottage in Englewood

Free kayak/bikes/walk to beach/full cottage #1

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.

4.98 out of 5 average rating, 131 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

The entryway features a welcoming message on the wall, accompanied by a decorative wreath and a small side table in a vibrant red hue. A patterned area rug lies beneath, adding a touch of comfort to the space, which is illuminated by natural light from the nearby door.

4.86 out of 5 average rating, 148 reviews

Gulfstream Haven

Welcome to Gulfstream Haven, a 1700 sf 3 bedroom 2 bath pool home conveniently located 8 minutes from Englewood beach with many shops and restaurants nearby. The home features a king size bed in the master bedroom, 2 singles in 1 bedroom and a king size in another. There is a double sleeper sofa in the family room for 2 extra guests. All bedrooms feature walk in closets. The large screened-in lanai has plenty of seating for all occupants, with direct access to the guest bathroom.

A spacious patio area is showcased, featuring a comfortable sectional sofa adorned with colorful pillows. A coffee table is positioned in front, while the heated pool and a wooden pergola are visible through large screened windows, enhancing the outdoor experience.

4.99 out of 5 average rating, 109 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

A circular gas fire pit is surrounded by four teal outdoor chairs on a gravel surface. Lush greenery and a privacy fence provide a serene backdrop, while a pool enclosure can be glimpsed in the distance under a clear blue sky.

5 out of 5 average rating, 116 reviews

*New Listing* ☀️TheAquaOasis🌴Pool-6 miles to beach

Welcome to the Aqua Oasis! This home was built in 2020 and located just 6 miles to multiple beaches in sunny Englewood, FL! The home consists of 3 bedrooms & 2 full baths, an option to heat the outdoor pool, relaxing outdoor chairs around a gas fire pit, fenced in back yard to let your pets roam, and a gas grill to whip up your favorite meals! If your family desires your own, private space and private pool, but you want close proximity to local beaches- THIS IS FOR YOU!

4.92 out of 5 average rating, 151 reviews

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

4.96 out of 5 average rating, 200 reviews

A bright and airy kitchen area is visible, featuring white cabinetry and a refrigerator. A large island with bar seating is positioned in the foreground. Light-colored tile flooring complements the soft yellow walls, and natural light streams through a window, illuminating the space.

Bungalow in Englewood

TROPICAL OASIS, MINUTES FROM THE BEACH!!

This charming 2 bedroom/2 bathroom, dog friendly home in Englewood is located 2 miles away from our beautiful Manasota Beach. Call this your home away from home, as you will find a flat screen TV, free wireless internet and a gas grill, washer/dryer, and a fully equipped kitchen. Bring your boat (boat ramp is located in the neighborhood), bathing suits, beach towels and sunscreen. We have the rest ready for you.

4.97 out of 5 average rating, 119 reviews

The living area features a comfortable sofa adorned with decorative pillows and a woven chair. Natural light filters through a large window, enhancing the space. A wooden coffee table sits in the center, with a decorative bowl and greenery on display, while soft curtains frame the window.

Guesthouse in Englewood

Blue Bungalow-Quaint & Quiet-Perfect Getaway!

Looking for something extraordinary? This charming, full, one bedroom upscale bungalow is in Historic Old Englewood, overlooking an inlet of Lemon Bay. Quiet neighborhood is just 4 blocks from Dearborn Ave., with great entertainment, eclectic shopping and restaurants, live music, and more. 4 great beaches are a 5 minute drive from our front door-- and 15 minutes from Venice Island.

4.83 out of 5 average rating, 129 reviews

The exterior of a vibrant yellow bungalow is visible, surrounded by lush landscaping with palm trees and tropical plants. A screened-in porch extends from the front, and a white picket fence borders the property, providing an inviting entrance.

Apartment in Englewood

BeachBay SeaHouse - 1521

Best location/value on Manasota Key in Englewood, FL... 300 yards to pristine gulf beaches, 300 yards to boat ramp and dock on Lemon Bay if you have a boat or want to see dolphin or fish off the dock. 4/10s of a mile to several great restaurants and 1 mile to Stump Pass State Park and a few more miles to walk via the park to Stump Pass.

4.95 out of 5 average rating, 433 reviews

A decorative table is displayed with a patterned tablecloth, featuring a stylish lamp and a small statue. An art piece hangs on the wall, depicting a simple bag. Various decorative items, including a book and a small decorative object, are arranged on the table.

Apartment in Englewood

Oz Cottage hot tub, Pool, 2.9 m beach

The Oz Cottage room apartment is funky with all kinds off nooks and crannies! Walking distance to Lemon bay for beautiful sunsets. Great restaurants with outdoor dining and music on Dearborn St. Tennis courts, wonderful Library and a nice park are all within walking distance. 2.9 miles to Englewood Beach

Popular amenities for Englewood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 47 reviews

Home in Venice

Venice Retreat-Saltwater Pool+Hot Tub+Near Beach

4.91 out of 5 average rating, 124 reviews

Home in Venice

Spacious 2 Bedroom Home | Near Beach | Heated Pool

4.92 out of 5 average rating, 113 reviews

Home in Punta Gorda

Fun Luxury Stay: Mini Golf, Pool, Bowling

5 out of 5 average rating, 3 reviews

A modern single-story home is surrounded by well-maintained landscaping, featuring lush greenery and palm trees. The entrance is marked by double doors, with large windows providing ample natural light. Blue window awnings complement the exterior, creating a comfortable and inviting appearance.

Home in Port Charlotte

Luxury NW Port Charlotte Retreat, pool/spa, canal

A private, screened patio houses a heated saltwater pool with clear, inviting water. Surrounding greenery includes lush palms and a spacious lawn. A lounge chair and a blue pool float are visible, creating a relaxing environment for outdoor enjoyment.

5 out of 5 average rating, 17 reviews

Coral Cottage

A inviting backyard space features a heated swimming pool surrounded by tropical plants and comfortable lounge seating. A hot tub is positioned nearby, with decorative accents including painted tiles and charming garden sculptures. A clear blue sky and fluffy clouds provide a serene backdrop.

4.9 out of 5 average rating, 90 reviews

Englewood Cottage with Pool, Hot Tub, and Fire Pit

The exterior of a mid-century modern home is showcased, featuring a clean white facade and a welcoming porch. A manicured lawn with shrubs and palm trees surrounds the property. An American flag is displayed, adding a touch of character to the serene landscape.

5 out of 5 average rating, 22 reviews

The Mangrove House

4.84 out of 5 average rating, 45 reviews

An outdoor space illuminated by soft lighting features a private pool and a heated spa. Comfortable adirondack chairs surround a fire pit that adds warmth to the atmosphere, creating a cozy setting for evening relaxation.

Home in Rotonda West

A little slice of heaven 15 mins from beach

Pet-friendly house rentals

5 out of 5 average rating, 7 reviews

The exterior of a single-story cottage is presented, featuring a light blue facade, large front windows, and a welcoming entrance. A palm tree and manicured lawn enhance the curb appeal, while a concrete pathway leads to the entrance, framed by soft landscaping.

Home in Port Charlotte

Sunny Florida Home | Private Yard + Patio

The private solar-heated pool features a clear blue surface and is surrounded by a secure fence. Two lounge chairs are positioned along the edge, offering a relaxing spot to enjoy the outdoors. A beach ball floats gently on the water's surface.

5 out of 5 average rating, 14 reviews

Pet Friendly Pool Home with Large Private Yard

A sunlit outdoor area is marked by white gravel and features palm trees swaying in the breeze. The private dock is visible in the background, extending over the water, with a clear blue sky complementing the serene waterfront setting.

4.95 out of 5 average rating, 19 reviews

Bayfront home in Englewood, FL

An aerial view captures a spacious home surrounded by a well-maintained lawn, with palm trees and a pool enclosure visible. Nearby homes and a body of water are seen, illustrating the tranquil neighborhood. The area features clear skies and a sense of openness.

4.95 out of 5 average rating, 77 reviews

Englewood shores Escape

A sun-heated swimming pool is surrounded by a spacious patio, featuring a shaded pergola. Lush greenery and a wooden fence enhance the private backyard atmosphere, while clear blue skies are visible above, creating a peaceful outdoor setting for relaxation.

5 out of 5 average rating, 6 reviews

Dolphin Inn near Englewood Beach

A wooden deck provides an unobstructed view of the sandy beach and the Gulf of Mexico. Lush greenery frames the area, with palm trees and coastal plants visible. The clear blue sky stretches above, creating a serene coastal atmosphere.

5 out of 5 average rating, 4 reviews

Beachfront Treehouse & Picturesque Sunsets

A spacious living area features a large, light green sectional sofa surrounded by accent chairs. A floor lamp provides soft illumination, while decorative plants add a touch of nature. Soft, colorful rugs enhance the inviting ambience, complemented by natural light filtering through a partially covered window.

5 out of 5 average rating, 11 reviews

Newly Renovated, 2/2, Large Patio, Dock, Boat Lift

A vibrant sunset is captured beyond the horizon, casting a warm glow over the beach. A silhouette of a palm tree stands in the foreground, while people are seen walking along the sand. The scene is framed by a wooden walkway leading to the shore.

4.92 out of 5 average rating, 24 reviews

Lil Nauti South is a perfect place to unwind.

Private, pet-friendly home rentals

4.92 out of 5 average rating, 74 reviews

Large windows invite natural light into the space, offering a view of palm trees and the exterior of nearby buildings. A small white table is positioned near the window, enhancing the open and airy feel of the room.

Condo in Englewood

Key Condo located on Manasota Key

The bungalow exterior features textured stone walls and a gabled roof, framed by lush greenery. A well-maintained yard displays tidy landscaping with a pathway leading to the front entrance, enhancing the home’s inviting appearance.

4.8 out of 5 average rating, 15 reviews

Cozy, bungalow by the sea, with cathedral beams.

5 out of 5 average rating, 21 reviews

A private, screened backyard features a heated pool framed by a spacious patio area. Comfortable outdoor seating is arranged nearby, providing a relaxing atmosphere. Lush greenery and a freshwater canal can be seen in the background, enhancing the serene setting.

Home in Rotonda West

Pool Oasis Getaway Near the Beach ~ Canal View

Vacation home in Englewood

A screened lanai area features comfortable seating arrangements, including two wicker chairs and a matching coffee table. The private pool is visible through the mesh enclosure, surrounded by lush greenery, creating a serene setting for relaxation.

4.95 out of 5 average rating, 38 reviews

Private Retreat

Guesthouse in Gardens of Gulf Cove

A well-lit guest room features a spacious bed with a patterned quilt and neatly arranged towels on top. A small table and chairs are positioned in a corner, and wall decor adds subtle character to the space.

4.79 out of 5 average rating, 67 reviews

Private Affordable Suite

An open living space features a modern kitchen with white cabinetry and a breakfast bar. A sleek coffee table is positioned on light wooden flooring, and a decorative Christmas tree adorned with blue and green ornaments stands nearby, creating a festive touch.

4.83 out of 5 average rating, 41 reviews

Dreams Rentals 1

4.81 out of 5 average rating, 72 reviews

A charming pink exterior defines the villa, accompanied by a patio area featuring several lounge chairs. The landscaped front yard is framed by a gravel pathway, offering a neat appearance. A few palm trees and sunny skies enhance the inviting ambiance of the property.

Villa in Englewood

3's Company-'Villa Jack' **1 block to the Gulf

An open living space is shown with a ceiling fan and recessed lighting. A comfortable armchair is positioned beside a stylish entertainment unit with a flat-screen TV mounted above. Decorative plants add a touch of greenery, while light-colored walls contribute to the bright atmosphere.