Holiday rentals in Englewood

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Top-rated holiday rentals in Englewood

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Guest favourite
A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.
Guest house in Englewood
4.91 out of 5 average rating, 297 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Top guest favourite
An aerial view showcases a raised townhome surrounded by palm trees, with the beach and ocean visible in the background. The home's light blue exterior complements the coastal setting, while a spacious deck on the lower level offers an inviting space for relaxation.
Townhouse in Englewood
4.96 out of 5 average rating, 148 reviews

Amazing Sunsets just 50 steps to uncrowded beach

Escape to your dream coastal retreat! This exquisite 2- king bedroom, 2-bathroom home is a paradise, located just steps from the beach. Nestled among swaying palm trees, this haven offers a serene oasis where the calming sounds of the water create a tranquil atmosphere for you and your loved ones. Live among palm trees, with the ocean as your neighbor and the sand as your playground. Natural light floods the modern interior through the large windows creating a warm and inviting atmosphere.

Guest favourite
The exterior of a spacious home features a light-colored facade framed by lush, mature palm trees. A manicured lawn extends in front, and large windows offer a glimpse of the inviting interior. The roof exhibits a gentle slope, contributing to the overall elegance of the residence.
Home in Englewood
4.83 out of 5 average rating, 226 reviews

Manasota Beach Home w/Pool. Steps To The Beach

Custom built large home only 2 blocks to Manasota Beach. Most guests walk and a beach wagon is provided. Located in a quiet neighborhood with easy access to downtown Venice and Englewood. Very large and private lot with beautiful mature palms! The home has tray and soaring vaulted ceilings. The whole home opens up onto the pool area with sliders in every room. The bedrooms are configured in a split style with the very large master suite being totally private. Rare beach home for rent left!

Top guest favourite
Home in Englewood
5 out of 5 average rating, 18 reviews

Waterfront| Pool & Spa | Near Beach| No Extra Fees

Welcome to Casa-A-Mar, your private slice of coastal paradise at our newly updated waterfront retreat. Step outside and launch straight into the water with direct Gulf access or into Lemon Bay—perfect for exploring the canals on one of our kayaks. Prefer to stay in? Spend your time in the heated pool, then ease into the hot tub as the sun sets. As evening falls, transform the backyard into your own open-air theater with our outdoor projector, perfect for movie nights under the stars 🌟

Top guest favourite
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.
Home in Englewood
4.98 out of 5 average rating, 138 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!

Top guest favourite
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
4.96 out of 5 average rating, 210 reviews

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.

Top guest favourite
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.
Home in Englewood
5 out of 5 average rating, 18 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!

Guest favourite
An open-concept kitchen features a large granite island with seating, surrounded by white cabinetry and modern appliances. Natural light floods the space, highlighting the stylish chandelier above. The dining area is visible in the background, along with inviting seating arrangements in the family room.
Villa in Englewood
4.98 out of 5 average rating, 131 reviews

Stunning Bay Waterfront!

Spectacular Lemon Bay views! Upstairs at Blue Island Inn, waterfront “Bella Vista” with Bay & Pool views! 2 bedrooms; kitchen & family room. Enjoy “Lemon Bay-front beach” in backyard. Low-key quiet vacationers. 1 car parking spot. No visitor parking. Free 2 kayaks. Login to your favorite streaming services with Smart TVs. Beautiful Blind Pass Beach, Englewood Beach, 5 restaurants & Tiki Bars are just 1.5 mile away or hop on Stumpy's Free Shuttle (tip based)

Guest favourite
An aerial view captures the beachfront location of the property, showing lush greenery surrounding the home with the Gulf of Mexico in the background. The sandy beach stretches along the coastline, and a clear blue sky adds to the serene coastal environment.
Home in Englewood
5 out of 5 average rating, 14 reviews

Luxury Beachfront Property

RARE BEACHFRONT PROPERTY: This is private island living at its finest. This house boasts a beautiful open floor plan with each room having a view of the beach and Gulf of Mexico. The property is gated and has a secure backyard. Walk just steps onto the powdered beach sand and Gulf of Mexico. Property is a 30-day minimum. Minimum night rent is 7 nights. If rented for less than 30 days, we will block off the rest of the calendar days in that 30-day period.

Top guest favourite
A sparkling swimming pool features clean, blue water surrounded by a spacious pool deck. The area is enclosed by a white fence, providing a safe environment. Sun loungers are positioned nearby, offering a place to relax under the clear sky.
Apartment in Englewood
4.9 out of 5 average rating, 220 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

Top guest favourite
Home in Englewood
4.99 out of 5 average rating, 120 reviews

Paradise on the Bay

Waterfront pool home just a short drive to Boca Grande with all the amenities that you would expect. Enjoy spectacular sunsets over Lemon Bay. With more than 250 ft of seawall for deepwater dockage, this home can accomodate even the largest boats. Fantastic fishing from your front yard! Three bedrooms and two baths make this the perfect vacation destination for family and friends. 3 Kayaks and a canoe are available for your enjoyment.

Superhost
A spacious single-story home is presented, featuring a light-colored exterior and a gabled roof. The landscaped front yard includes decorative stones and palm trees, with large windows reflecting the evening sky. A paved driveway leads to the attached garage.
Home in Englewood
4.92 out of 5 average rating, 53 reviews

Luxury Beach Retreat w/ Heated Pool

Welcome to our luxurious home, just 5 minutes from Manasota Key! Enjoy two master suites, a bunk room, and a gourmet kitchen with granite countertops. Relax in the screened lanai with a heated pool, outdoor dining, and lounge chairs. Additional features include high-speed internet, smart TVs, and an attached garage with entertainment options. Perfect for families or groups, this home is your ideal coastal retreat for relaxation and fun!

Popular amenities for Englewood holiday rentals

When is the best time to visit Englewood?

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Avg. price£134£163£164£134£120£116£118£112£110£112£113£124
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Frequently Asked Questions

  • What are the best places to stay in Englewood?

    Many travelers choose accommodations near Manasota Key for easy beach access, or in areas around Lemon Bay for scenic water views. Residential neighborhoods and the historic downtown also have stays that connect you to local shops and community events.

  • What are the best things to do in Englewood with kids?

    Families often explore Englewood Beach, playgrounds around Lemon Bay Park, and hands-on experiences at nature centers. Shelling, wildlife spotting, and family-friendly kayaking are frequently suggested outdoor activities.

  • What are some of the best things to do in Englewood?

    Explore the sands of Englewood Beach, hike or birdwatch at Lemon Bay Park, and visit the area's relaxed downtown for art galleries and local shops. Many travelers enjoy guided boat tours and access to quiet waterways.

  • How is the weather in Englewood?

    Englewood has warm, humid summers typically around 90°F (32°C) and mild winters near 72°F (22°C). Summer brings frequent rain, while autumn and spring tend to be drier with comfortable temperatures.

  • When is the best time to visit Englewood?

    Late fall through early spring is often recommended for visiting Englewood, thanks to milder temperatures and lower humidity. These months usually bring drier weather and pleasant conditions for outdoor activities.

  • What are the best places to visit in Englewood?

    Englewood Beach and Manasota Key are frequently suggested for shoreline activities, while Lemon Bay Park is known for accessible nature trails and wildlife viewing. The historic downtown district features local art, music, and coastal cuisine.

  • What are some hiking trails in Englewood?

    Lemon Bay Park has paved and natural trails along the waterfront for hikers and birders alike. Oyster Creek Regional Park also features shaded paths surrounded by native plants and wildlife.

  • What are some family activities we can do in Englewood?

    Families in Englewood often enjoy picnics and sandcastle building at local beaches, paddling in Lemon Bay, or learning about marine life at nearby nature centers. Seasonal mini-golf, fishing piers, and farmers markets are also popular for all ages.

  • What are some of the best day trip ideas from Englewood?

    Explore nearby barrier islands for distinct beaches, take a guided eco-tour in local mangrove estuaries, or visit regional art galleries and museums in neighboring cities. State parks around Englewood are often recommended for hiking and birdwatching.

  • Are there any pet friendly accommodations available in Englewood?

    Many stays in Englewood welcome pets, especially in areas around Manasota Key and in neighborhoods near Lemon Bay. Some parks and walking paths in town create a pleasant environment for outings with your dog.

  • What are some local tips for visiting Englewood?

    Bring sun protection, as Englewood's sun is strong year-round, and consider footwear for shell-covered beaches. Early mornings are often quieter at popular spots, and local farmers markets showcase fresh regional produce.

  • What is Englewood known for?

    Englewood is known for its welcoming beaches, a laid-back coastal atmosphere, and a focus on nature with preserved parks and bays. The area has a tradition of local arts, seafood, and small-town festivals.

  • What are the best hidden gems to explore in Englewood?

    Explore small art galleries tucked in the historic district, quiet shoreline spots along Manasota Key, or mangrove tunnels near Lemon Bay. Local boat tours sometimes reach out-of-the-way sandbars and wildlife viewing areas.

  • What are the best foods to try in Englewood?

    Seafood is frequently suggested, with grouper sandwiches, local shrimp, and stone crab when in season. Many visitors also try Southern-inspired dishes, fresh citrus, and homemade key lime pie at family-run eateries.

  • What should I bring for a trip to Englewood?

    Pack lightweight clothing, sunblock, and a hat for protection against strong sun, along with sandals or water shoes suited for sandy and shell-lined beaches. Bug spray and a reusable water bottle are useful for outdoor excursions.

  • What is the nightlife in Englewood like?

    Nightlife in Englewood is relaxed, with live music venues, laid-back tiki bars, and local pubs near the beach and historic downtown. Seasonal events sometimes include open-air concerts and community gatherings.

  • What are the most popular events or festivals in Englewood?

    Englewood hosts seasonal seafood festivals, arts and crafts fairs, and community music events, especially on holiday weekends and during cooler months. Farmers markets and art walks are also frequently suggested for visitors.

  • Are there family friendly vacation rentals in Englewood?

    Many vacation rentals in Englewood are family friendly, especially those near beaches or in residential areas around Lemon Bay. Properties often feature easy access to outdoor activities, kitchens, and common areas suitable for groups.

Quick stats about holiday rentals in Englewood

  • Total holiday rentals

    Explore 1,070 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 25,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    820 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 380 rentals that welcome pets

  • Holiday rentals with a pool

    560 properties feature pools

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wifi availability

    1,070 of Englewood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Free parking on premises across Englewood rentals

  • 4.9 Average rating

    Englewood stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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