Pet-friendly holiday rentals in Englewood

5.0 out of 5 average rating, 102 reviews

A private heated pool area features clear water surrounded by comfortable seating and vibrant blue umbrellas. A large pink flamingo float is visible in the water, alongside other colorful poolside furnishings. Lush greenery is present in the background, enhancing the outdoor atmosphere.

Home in Port Charlotte

Xanadu|Fishing/ Pool/Dock|Kayaks|Bar/Gazebo/ Kids

Welcome to XANADU Luxury Villa 🌊 your canalfront paradise with a private BOAT DOCK ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀Dock Ideal to FISH 🎣| Deck🎴 ☀BAR🍷 ROOM Dancing Light 🪩 ☀DEDICATED WORKSPACE 💻 ☀GAME🎮 Room /Roblox/Arcades🕹️ ☀Smart TVs in every room📺 ☀HEATED Pool 🏊‍♀️ ☀Fast WIFI📶 ☀Ping Pong Area in Sand 🏓 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀ Outside dining table😋/Fireplace ☀BBQ🍖Ice Maker🧊 ☀Self check in 🔐 Smart Lock

PetsWalkabilityBack garden

4.89 out of 5 average rating, 207 reviews

Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.

Cottage in Englewood

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath

Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Outdoor spacesPetsLocation

5.0 out of 5 average rating, 9 reviews

Flat in Englewood

Stylish Coastal 1BR | Gulf & Bay Access |Sleeps 4

Salt & Sand Suites – Unit C Newly renovated 1BR/1BA ground-floor unit just steps from Lemon Bay and a short drive to the Gulf. This bright, coastal space features clean white tile flooring and a functional galley kitchen that opens into a spacious living area. Sleeps up to 4 with a queen bed and sofa sleeper. Beach-ready: chairs, towels, umbrella, and a wagon. Outdoor shower and shared laundry on-site. Fully equipped kitchen, entire unit is designed for a relaxed and comfortable stay. Enjoy!

WalkabilityDecorBathroom

4.83 out of 5 average rating, 120 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!

WalkabilityOutdoor spacesCondition

A modern single-story home is presented with a light-colored exterior and a dark roof. The entrance features a covered porch with large windows and a blue front door. Lush green grass frames the driveway, leading to a spacious garage.

4.89 out of 5 average rating, 201 reviews

Home w/ Pool, 10 mins to Manasota Key beaches

Relax in your own private coastal retreat just minutes from Manasota Key. Spend your days at the beach and come home to unwind in a heated pool designed for year-round enjoyment. Start your mornings with coffee by the pool, head to the beach with provided chairs and gear, and end the day with a sunset swim in a quiet, private neighborhood. This new home is perfect for families, couples, or groups looking for a clean, modern space close to everything—but tucked away enough to truly relax.

Outdoor spacesWalkabilityCheck-in

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, 146 reviews

Steps to Private beach, Prime Location! 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!

WalkabilityPetsLong stay

Lush palm trees frame a vibrant yellow birdhouse, situated near a serene canal. The calm water reflects the green landscape, with a glimpse of wooden docks visible in the background. A variety of native plants and textured bushes add to the natural setting.

4.91 out of 5 average rating, 155 reviews

"Lighthouse" 7 mins from Beach, direct gulf access

The waterfront house(2,176 sqft) in Englewood. Minutes of driving distance from beautiful beaches. The house has own 200 feet dock with a direct boat access to the gulf. It’s only a few minutes to Stump Pass and Gasparilla island. So many things to do! You can enjoy fishing, boating, kayaking, visit multiple local beaches and restaurants. It’s a unique opportunity to feel a charm of SW Florida and build new memories with family and friends. We also provide two kayaks to use for free.

Outdoor spacesWalkabilityCheck-in

4.94 out of 5 average rating, 217 reviews

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 including beach chairs, umbrella, coolers, noodles and boogie boards.

WalkabilityOutdoor spacesLayout

4.93 out of 5 average rating, 114 reviews

3 miles to beach, hottub & fenced yard

Welcome to your sunny get away. This quaint, dog friendly, hottub home is perfect to gather & entertain friends & family. Grill out & enjoy the large hottub & fenced in backyard. Located 3 short miles to Englewood beach & the gorgeous island of Boca Grande is only a 15 min drive. Bring your boat & launch at the numerous boat ramps as close as 1 mile away. The home is equipped with 4 beach chairs, beach wagon & an umbrella. It’s a fantastic location for dining & shopping as well.

WalkabilityOutdoor spacesFamily

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, 143 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.

PetsOutdoor spacesLaundry

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.

4.99 out of 5 average rating, 132 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!

PetsOutdoor spacesFamily

An aerial view captures a serene waterfront neighborhood featuring numerous houses, canals, and docks. Lush green areas and palm trees are interspersed among the homes. The blue waters extend into the horizon, with multiple buildings visible in the distance.

5.0 out of 5 average rating, 27 reviews

Waterfront home w/40 ft dock, POOL, private ramp

Welcome to our charming and cozy retreat, where bright & airy simplicity meets coastal serenity. New POOL AND HOT TUB! Catch a sunset on the large white patio chairs overlooking the water or lounge in the floor-to-ceiling-windows air conditioned sunroom! Bringing the BOAT? 🛥 Launch AT THE HOUSE w/our private boat ramp and 30' ft dock to tie up in backyard! Got BEACH? ⛱️ We are only 8 min from Englewood Beach & restaurants! Chairs+Umbrella+towels provided!

Outdoor spacesLayoutSleep quality

Popular amenities for Englewood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 76 reviews

Heated Pool Oasis w/ Game Room & BBQ Grill

Outdoor spacesPetsQuiet

5.0 out of 5 average rating, 35 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 Rotonda

luxury Brand new villa with pool

Outdoor spacesBathroomCleanliness

4.95 out of 5 average rating, 93 reviews

3 Bedroom Home | Heated Pool | Close to Beaches

WalkabilityPetsPool

4.94 out of 5 average rating, 18 reviews

Manasota Key Beachfront Oasis w/ Private Jacuzzi

WalkabilityOutdoor spacesKitchen

4.89 out of 5 average rating, 27 reviews

Island Times Cottage - Steps from the Beach

Outdoor spacesWalkabilityFamily

4.88 out of 5 average rating, 81 reviews

10 mins to Beach, Heated Pool, Beach Gear & Games

Outdoor spacesWalkabilityAccess

5.0 out of 5 average rating, 13 reviews

Home in Rotonda

Water view Villa private Heated Pool golf beach

ComfortHospitalityPool

4.93 out of 5 average rating, 27 reviews

Gulf Access Canal Home Near Englewood Beach”

Outdoor spacesWalkabilityAmenities

Pet-friendly home rentals with a pool

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, 112 reviews

Iguana Alley, Beach HEATed Saltwater Pool on Canal

PetsWalkabilityHiking

4.96 out of 5 average rating, 26 reviews

Bungalow in Englewood

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

Outdoor spacesPetsFamily

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, 55 reviews

Your Coastal Getaway!

Outdoor spacesWalkabilityAmenities

5.0 out of 5 average rating, 29 reviews

An aerial view of the neighborhood reveals a spacious property surrounded by greenery and pathways. The home sits within a residential area, with water bodies visible nearby, providing a glimpse of the community surrounding the location.

Home in Grove City

2 - bedroom home with pool and private boat ramp

WalkabilityOutdoor spacesFamily

4.88 out of 5 average rating, 25 reviews

An inviting outdoor space features a spacious pool and attached spa, surrounded by a laid stone patio. A covered area is accessible, providing seating options. The two-story house has multiple balconies, with the blue sky and serene clouds creating a relaxed atmosphere.

Home in Grove City

Englewood 3 Bedroom Private Pool+Spa on Lemon Bay

Outdoor spacesWalkabilityTV

4.93 out of 5 average rating, 15 reviews

Gulf Front Escape + Beach Access, Pet Friendly

WalkabilityLocationComfort

4.94 out of 5 average rating, 16 reviews

Pebble House w/ Screened Pool, Horseshoes, & more

PetsGetting aroundKitchen

4.85 out of 5 average rating, 34 reviews

A private heated pool is featured within a screened lanai, with clear water reflecting soft sunlight. The pool area is surrounded by white fencing and green grass, creating a tranquil outdoor setting suitable for pets.

Villa in Rotonda

Steam Shower Heat Pool, Premium Oasis, bring pets

WalkabilityPetsAmenities

Private, pet-friendly home rentals

5.0 out of 5 average rating, 38 reviews

Cottage in Englewood

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

WalkabilityOutdoor spacesAmenities

5.0 out of 5 average rating, 16 reviews

A bright bedroom features a spacious bed with a yellow accent pillow and a knitted blanket draped over it. Two windows with blinds provide natural light, while wood beam ceilings add architectural interest. Nightstands flank the bed, and a small lamp offers additional lighting.

Apartment in Englewood

Spot manatees from your balcony

WalkabilityOutdoor spacesBeach

4.96 out of 5 average rating, 28 reviews

An aerial view of a spacious villa surrounded by lush greenery and a serene canal. The well-maintained lawn is accentuated by landscaped gardens with colorful flowers, while nearby homes are visible in the peaceful neighborhood.

Villa in Rotonda

Stunning Villa in Golfer's Paradise/Canal Views

Outdoor spacesAccuracyCleanliness

5.0 out of 5 average rating, 14 reviews

Home in South Gulf Cove

Light House

NearbyCheckoutCleanliness

A light-filled living area features a comfortable gray sofa and two patterned chairs. A small coffee table sits in the center, with decorative elements on shelves and a large wall clock above. A flat-screen TV is mounted on the wall, contributing to the inviting atmosphere.

4.94 out of 5 average rating, 79 reviews

Bring the Boat! Peaceful Yard by Beach & Lemon Bay

PetsWalkabilityParks

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.

4.91 out of 5 average rating, 22 reviews

Beach town modern cottage 3Bed/2Bath house

PetsWalkabilityBeach

4.95 out of 5 average rating, 44 reviews

An aerial view captures the beachfront condo, featuring a light-colored exterior with a dark roof. Surrounding greenery and palm trees create a natural border, while the ocean waves gently lap against the shore in the foreground, providing a serene coastal environment.

Apartment in Englewood

Beachfront Condo on Manasota Key

WalkabilityPetsSleep quality