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, 110 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.)

Four beach chairs with vibrant tropical patterns are positioned on sandy shore, facing the sparkling Gulf waters. The bright sunlight reflects off the water's surface, creating a serene coastal scene perfect for relaxation.

5 out of 5 average rating, 40 reviews

"Lost Loon" Oceanfront Cottage by Roxy Rentals

Located right on the Gulf, our renovated beach cottage is equipped with everything you need for a relaxing getaway. With private beach access and outdoor dining area, take in the views and enjoy with your family, friends or a solo trip to reset with a little R&R. This 2-bedroom, 2-bath bungalow has all the accoutrements for your a home-away-from-home, complete with beach chairs, boogie boards, beach games and of course, sun tan lotion. Come for some fun in the sun, your beachfront oasis awaits!

4.9 out of 5 average rating, 155 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!

A spacious hot tub sits on a wooden deck, surrounded by a well-maintained fenced backyard. Sunlight reflects off the water, and a patio umbrella provides shade over outdoor seating, creating an inviting area for relaxation and gatherings.

4.95 out of 5 average rating, 75 reviews

3 miles to beach, hottub & fenced yard for pup

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.

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, 108 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 spacious outdoor lanai features comfortable seating arrangements with tropical-themed cushions, alongside a dining area. A saltwater pool is visible through the screened enclosure, surrounded by lush greenery. A grill is positioned nearby, offering a perfect space for al fresco dining.

4.91 out of 5 average rating, 170 reviews

Sleeps 10! Coastal Home, Heated Pool, Near Beach!

Follow the sunshine & salty air & arrive at your meticulously maintained home away from home. Whether cooking for one or ten, the chef in the group is certain to appreciate this fully upgraded, open concept kitchen. Start the day brewing coffee in the Keurig & end the day sharing a bottle of chilled Pinot from your wine fridge. Open the sliders & the party extends outdoors. Inflate the raft & spend your days daydreaming afloat in the heated, salt water pool.

4.98 out of 5 average rating, 166 reviews

A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.

Cottage in Nokomis

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

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

Welcome to The Coral Cottage! Bike to the beach, relax in our secluded, heated, saltwater pool or walk into town for some amazing live entertainment. Perfectly situated just a few blocks away from Historic Englewood Village where quaint bistros, local coffee roasters and upscale dining abound. Rent a boat, play pickle ball ,go fishing , sample local flavors and art at the weekly farmers market! We look forward to hosting you!

4.91 out of 5 average rating, 122 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

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, 118 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.

Popular amenities for Englewood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

A heated pool sits within a screened enclosure, surrounded by lush greenery. The smooth, tiled patio offers ample space for relaxation. Reflections of trees and a colorful sky can be seen in the tranquil water, creating a serene outdoor atmosphere.

4.94 out of 5 average rating, 18 reviews

Venice Gardens getaway

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

4.93 out of 5 average rating, 14 reviews

Home in South Gulf Cove

Pet Friendly Canal Home w Pool

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.

5 out of 5 average rating, 21 reviews

Pool Oasis Getaway Near the Beach ~ Canal View

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, 146 reviews

Gulfstream Haven

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 heated pool and spa are set within a screened enclosure. Four lounge chairs are positioned along the poolside, with colorful inflatable floats resting on the water's surface. Lush greenery can be seen through the enclosure, enhancing the serene atmosphere.

5 out of 5 average rating, 16 reviews

Golf Course Luxury Villa w/ Heated Pool & Spa

A sleeping area is presented with a wooden bed featuring a decorative headboard and adorned with patterned pillows. A bedside table with a tropical design complements the decor. Natural light filters through a window, creating a calm and inviting atmosphere.

5 out of 5 average rating, 12 reviews

Spacious Vacation house with the Pool, spa & grill

Pet-friendly house rentals

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, 100 reviews

Iguana Alley, Beach HEATed Saltwater Pool on Canal

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

A screened-in outdoor space features a heated saltwater pool surrounded by lounge chairs. Dining area is visible with a large table set for gatherings. Sunlight reflects off the water, creating a bright atmosphere. A waterway can be seen in the background, enhancing the serene environment.

5 out of 5 average rating, 8 reviews

Tropical Oasis, pool, pelaton, golf, dog friendly

A screened-in outdoor area features a heated saltwater pool and a Jacuzzi, surrounded by natural greenery. Comfortable lounge chairs are positioned nearby, overlooking a peaceful pond with a fountain, creating a serene space for relaxation.

5 out of 5 average rating, 3 reviews

Pool/Jacuzzi Pet Friendly 0.8miles to Manasota Key

5 out of 5 average rating, 6 reviews

Newer 4bd/2ba Canal Pool House, Hot Tub & Game Rm!

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, 21 reviews

The Mangrove House

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.

4.91 out of 5 average rating, 57 reviews

Bring the Boat! Peaceful Yard by Beach & Lemon Bay

4.96 out of 5 average rating, 28 reviews

The exterior of the modern home features a well-maintained lawn and a symmetrical facade. Large windows are framed by sleek black accents, while soft landscaping with tropical plants adds a touch of greenery. The home is bathed in warm light during sunset.

Home in North Port

Hidden Gem w/Jacuzzi & Water Front

Private, pet-friendly home rentals

4.92 out of 5 average rating, 66 reviews

An enclosed pool area showcases a heated saltwater pool surrounded by a patio tiled in warm hues. Two woven chairs are positioned beside the pool, framed by views of tropical woods and soft natural light filtering through the mesh enclosure.

Home in Port Charlotte

HTD Salt Water Pool house 2 Weeks Special!

4.93 out of 5 average rating, 60 reviews

Bungalow in Rotonda West

Heated Pool, Cozy 2 Bed-2 Bath House

A comfortable living area showcases a large sectional sofa in neutral tones, accompanied by a wooden coffee table. A flat-screen TV is mounted on a light-colored media unit. Bright natural light filters in through the nearby door leading to the outdoor space.

4.93 out of 5 average rating, 54 reviews

My Venice Beach House

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

5 out of 5 average rating, 12 reviews

Coastal Retreat ~ Near Beaches, Parks & Shopping

A well-lit bedroom features a spacious bed with light grey bedding, complemented by decorative pillows. A bedside table with a lamp is positioned on one side, while a colorful piece of wall art adds interest. Natural light filters in through a window with sheer curtains.

4.91 out of 5 average rating, 53 reviews

My Favorite Florida Gateway! Full kitchen too.

4.97 out of 5 average rating, 29 reviews

A single-story house is presented, featuring an inviting façade with large arched windows. The exterior showcases a well-manicured lawn and a light-colored driveway, surrounded by decorative landscaping. A two-car garage is also visible on the right side.

Villa in Rotonda West

Luxury Retreat/Heated Pool/2Kings /n.Beach/Office

The exterior of a two-story home is depicted, featuring a light blue facade with a large archway entrance. Tall palm trees are positioned beside a neatly landscaped yard, while a driveway leads to the entrance. A pair of bicycles is visible, resting against the side of the house.