Holiday houses in Englewood

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Quick stats about holiday rentals in Englewood

  • Total holiday rentals

    Explore 1,090 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at $68 NZD per night before taxes and fees

  • Verified guest reviews

    Over 27,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    820 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 390 rentals that welcome pets

  • Holiday rentals with a pool

    600 properties feature pools

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wi-Fi availability

    1,090 of Englewood holiday rentals include Wi-Fi 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!

Top-rated holiday rentals in Englewood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Englewood
5 out of 5 average rating, 20 reviews

Stylish 2BR Beach House |Gulf & Bay Access |Unit A

Welcome to Salt & Sand Suites –Unit A Newly renovated 2BR/1BA upstairs unit just two houses from Lemon Bay with deeded Gulf Access across Beach Rd. Bright and brand new coastal space with private balcony, sliding glass doors, and an open kitchen-living layout with bar top-seating. Sleeps 6 with 2 king beds + a sofa sleeper. Includes a beach wagon, beach chairs, towels and an umbrella. Shared laundry on-site. Relax and unwind in a bright coastal space after a day in the sun on Manasota Key.

Top Guest favourite
Home in Englewood East
4.98 out of 5 average rating, 103 reviews

Lake Marlin Villa 2

WELCOME to this affordable, charming and unique villa, all spotless and immaculate, cleaned with passion, love and hospitality, to honor you; The GUEST of HONOR. This 2-bed, 2-bath, 2-car garage and plenty of outdoors, offers you the comfort of feeling home, yet the adventure of your getaway vacation. Overlooking the blue waters of Lake Marlin, away from traffic and noise pollution, yet close to stores, golf clubs and main roads taking you within minutes to Manasota Key and Boca Grande Beaches.

Guest favourite
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
4.83 out of 5 average rating, 120 reviews

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!

Top Guest favourite
Home in Englewood
5 out of 5 average rating, 35 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
An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.
Home in Englewood
5 out of 5 average rating, 63 reviews

Lux Home on Gulf w/Private POOL & 50ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 50 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

Guest favourite
Home in Englewood
5 out of 5 average rating, 8 reviews

Canal-Front 3BR – Pool, Hot Tub & Boat Access

Experience Old Florida charm reimagined for modern coastal living at this fully renovated 1960 canal-front retreat in Englewood. With direct boating access to Lemon Bay and Stump Pass, private dock for up to a 30ft boat, heated pool, hot tub, outdoor bar lounge, and premium indoor-outdoor sound system, this 3BR waterfront escape blends heritage, luxury, and laid-back Gulf Coast living just minutes from beaches and waterfront dining.

Top Guest favourite
Apartment in Englewood
5 out of 5 average rating, 266 reviews

The Oz Parlor 2.9 mi beach

The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless. I have Netflix. I will also add additional streaming channels for longer term stays. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

Top Guest favourite
The welcoming entrance features a covered porch with three pink rocking chairs and nautical decor. A decorative compass hangs above a door painted in calming turquoise, while a garage door blends seamlessly into the clean, white exterior under a bright sky.
Home in Englewood
5 out of 5 average rating, 49 reviews

5 mins to Beach~ Beach Gear, Bikes, Firepit, Grill

Welcome to Pelican Hut! Escape to a serene and welcoming beach home with old Florida charm. Just 2.5 miles from Englewood Beach in Manasota Key, the sandy shores of the gulf are within a short drive or bike ride’s reach. Whether you love to swim, fish, go shelling, shark tooth hunting, or other water activities such as kayaking, paddle boarding, parasailing, there’s something for everyone in the family to enjoy.

Guest favourite
Home in Englewood
4.94 out of 5 average rating, 17 reviews

Private Bayside Retreat Near Manasota Key-Sleeps 6

Welcome to The Salty Sister Retreat, a charming coastal bungalow in Englewood, Florida, just minutes from Manasota Key, Lemon Bay, and beautiful Gulf Coast beaches. Relax in cozy coastal décor, unwind in two comfortable king bedrooms, and enjoy the perfect home base for beach days, boating, fishing, and Southwest Florida adventures. Boats and boat trailers are welcome, making it easy to bring your own adventure.

Guest favourite
Home in Englewood
4.89 out of 5 average rating, 28 reviews

Island Times Cottage - Steps from the Beach

Escape to this unique island retreat surrounded by palms and coastal tranquility. Just steps from private beach access and minutes to public beaches, island dining, and local shops. This elevated second-floor home (stairs only) features an open floor plan, two master-style queen bedrooms, two bathrooms, laundry room, and a fully equipped kitchen — perfect for a relaxing and unforgettable Florida island getaway.

Top Guest favourite
Home in Englewood East
4.88 out of 5 average rating, 82 reviews

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

Escape to your own private slice of Florida paradise at Turtles Oasis. Experience our private pool, mini golf putting green, four-in-a-row game, giant Jenga, propane BBQ grill, foosball and fully inspired chef's kitchen. Just minutes from Englewood Beach, Manasota Key, and Boca Grande, this family-friendly retreat is designed for making unforgettable memories.

Top Guest favourite
Cottage in Englewood
4.93 out of 5 average rating, 43 reviews

Lazy Days at Lemon Bay *Bay view from the couch*

🌴 Lazy Days at Lemon Bay – Peaceful Coastal Retreat 🌅 Unwind and recharge at this charming, newly remodeled beach bungalow in Englewood. Enjoy the simple pleasures of coastal living—sip your morning coffee just steps from the bay, relax by the pool right outside your door, or take a short 5–10 minute drive to Manasota Key Beach for a day of sun and sand.

Popular amenities for Englewood holiday rentals

When is the best time to visit Englewood?

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Avg. price$307 NZD$373 NZD$375 NZD$307 NZD$288 NZD$291 NZD$271 NZD$255 NZD$252 NZD$255 NZD$259 NZD$284 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

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.