Pet-friendly holiday 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.

4.85 out of 5 average rating, 117 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.)

Guest suite in Port Charlotte

4.97 out of 5 average rating, 143 reviews

Garage to a Tiny House Studio Near Shopping Center

Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

4.8 out of 5 average rating, 105 reviews

An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.

Bungalow in Englewood

LG Beach Bungalow on Gulf w/Bay Access & deck too!

Welcome to Golden Girl. Our 3 bedroom 2 bath home is totally renovated with all new furniture. A 2nd level observation deck, private hot tub, bunkroom sleeps 6, two bdrms with kings, queen sleeper sofa in LR, laundry, high speed WIFI, all new appliances, smart TV's, so much more! Lanai opens up to semi private beach and a quiet neighborhood of single family homes. There is Bay access too. Kayaks available for rent. There is a separate apartment above not included. The location cannot be beat!

4.9 out of 5 average rating, 168 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

Unit #1 Free kayak/bikes/walk to beach/fullcottage

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, 135 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!

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, 118 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.

An aerial view of the Aqua Oasis highlights a screened patio area with a gas grill and outdoor seating around a fire pit. A private pool, illuminated in soft green, adds a tranquil touch. Surrounding greenery enhances the outdoor space.

5 out of 5 average rating, 119 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!

5 out of 5 average rating, 46 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Welcome to Lost Loon Oceanfront Cottage, a beautifully renovated 2-bedroom, 2-bath retreat on the Gulf. Enjoy private beach access, outdoor dining, and the soothing sound of waves just steps away. Inside, find a fully equipped kitchen and beach essentials like chairs, boogie boards, and games. Perfect for families, friends, or solo travelers seeking coastal comfort and charm. One pet is welcome (other pets upon request). Please note: the property is not fenced.

4.95 out of 5 average rating, 106 reviews

A sandy pathway leads to the beach, framed by lush greenery and tall grasses. The gentle waves of the ocean are visible in the distance, with a clear blue sky overhead. Sunlight casts a warm glow on the pathway, inviting relaxation.

Apartment in Venice

Short walk to beach 4, King bed, Dog Friendly

Location Location Location! Experience island life from this 1 BR, 2nd floor condo walking distance to everything. A few steps to Venice beach, and a short walk or bike ride down the tree lined boulevard takes you to Historic Downtown Venice where you'll find, Restaurants, Cafes, and Boutiques. Pack your bathing suit, and flip flops, with all the comforts of home, and all beach gear provided, that's all you'll need here! Sofa bed also available.

Holiday home in Englewood

The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.

4.96 out of 5 average rating, 102 reviews

Mermaid House on Wilhelm A- Manasota Key, FL

The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

4.93 out of 5 average rating, 158 reviews

A view from the porch captures a vibrant sunset over the Gulf of Mexico, with silhouettes of palm trees and nearby buildings. The warm colors of the sky blend into the horizon, creating a serene backdrop that enhances the coastal atmosphere.

Apartment in Englewood

Gulf Side Condo Englewood Florida

This cozy condo has a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy Gulf breezes and sunsets from the porch or the beach.

4.96 out of 5 average rating, 204 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.

Popular amenities for Englewood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 131 reviews

Home in Venice

Spacious 2 Bedroom Home | Near Beach | Heated Pool

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, 153 reviews

Gulfstream Haven

An aerial view captures the coastal landscape, featuring turquoise waters intertwining with sandy shores and lush greenery. Distinct islands and winding waterways create a serene scene, with the nearby town visible in the background, showcasing the beauty of Englewood Beach.

5 out of 5 average rating, 78 reviews

Perfect location

5 out of 5 average rating, 21 reviews

New! Lemon Bay•Hot Tub•Sunsets•Pontoon Rentals!

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.

4.84 out of 5 average rating, 43 reviews

Dreams Rentals 1

4.97 out of 5 average rating, 137 reviews

Home in Venice

Tropical Surf Bungalow

A spacious living area features a light-colored sofa and a comfortable armchair situated near large sliding glass doors. Natural light illuminates the room, which is decorated with a patterned area rug and wall art. A TV is mounted on the wall opposite the seating.

4.82 out of 5 average rating, 11 reviews

Beach town modern cottage 3Bed/2Bath house

5 out of 5 average rating, 5 reviews

House w/ Hot Tub & Game Room • 2 Miles to Beach

Pet-friendly home rentals with a pool

A private pool rests within a screened enclosure, surrounded by a paved patio. Colorful lounge chairs are positioned beside the clear blue water, with palm trees and an umbrella visible in the background, creating a serene outdoor space for relaxation.

4.97 out of 5 average rating, 29 reviews

A Perfect Escape Near the Beach (Pet friendly)

A spacious screened-in pool area is showcased, featuring a large heated pool with clear blue water. Comfortable lounge chairs and an umbrella are positioned nearby, and a well-maintained outdoor area surrounded by greenery is visible beyond the pool.

4.98 out of 5 average rating, 101 reviews

Iguana Alley, Beach HEATed Saltwater Pool on Canal

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, 8 reviews

Dolphin Inn near Englewood Beach

4.92 out of 5 average rating, 13 reviews

A single-story house with a red tiled roof is shown among lush greenery. Light blue shutters adorn the windows, and a small bench sits on a gravel pathway, with tall trees in the background providing shade.

Bungalow in Englewood

1mi to Beach. 1+ acre of jungle Pool & Pickleball

A private swimming pool is surrounded by several lounge chairs, providing a relaxing space under a clear blue sky. A patio area is visible in the background, featuring outdoor seating and lush greenery that enhances the peaceful atmosphere.

4.96 out of 5 average rating, 46 reviews

Your Coastal Getaway!

4.84 out of 5 average rating, 62 reviews

Heated Pool | Pet Friendly | Beach Gear | Big Yard

5 out of 5 average rating, 15 reviews

A modern house is depicted with a striking facade, featuring a sleek garage door and large windows. The entrance is highlighted by a smooth pathway leading to the front door, surrounded by well-maintained green lawns and landscaping that includes small palm trees.

Home in Long Meadow

luxury Brand new villa with pool

4.86 out of 5 average rating, 50 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

Private, pet-friendly home rentals

4.92 out of 5 average rating, 78 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.

Apartment in Englewood

Key Condo located on Manasota Key

4.9 out of 5 average rating, 30 reviews

A light-colored sofa is positioned against a softly painted green wall. Two decorative pillows add subtle color with a coastal motif. A small table is placed beside the sofa, with a remote control resting on its surface. A framed artwork of a heron adorns the wall above.

Flat in Englewood

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

A white wooden gate marked with a sign reading 'Waterfront Getaway Vacation Rental' provides access to the property. The gate opens to a gravel pathway leading to the house, surrounded by clear blue skies and a well-maintained outdoor area.

4.93 out of 5 average rating, 71 reviews

Waterfront Getaway, a Boating Paradise

5 out of 5 average rating, 36 reviews

The exterior of a modern home is depicted, showcasing a spacious driveway paved with light-colored stones. Lush greenery surrounds the entrance, while a two-car garage features a large wooden door with three horizontal windows. An overcast sky adds a dynamic backdrop to the scene.

Flat in Port Charlotte

Brand new modern apartment

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

5 out of 5 average rating, 4 reviews

Best Friend’s Sea Shell Hideaway

A hot tub is positioned outdoors, featuring bubbling water that invites relaxation. Surrounding greenery includes a palm tree, enhancing the tranquil environment. The hot tub's design is modern, with dark accents contrasting against the lighter exterior.

4.97 out of 5 average rating, 64 reviews

4 Min to Manasota Beach! 2 King Beds + Fenced Yard

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.