Condo holiday rentals in Englewood

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Top-rated condo rentals in Englewood

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Top Guest favourite
Condo in Englewood
4.99 out of 5 average rating, 75 reviews

On Manasota Key w direct access to our Beach! (A)

In the Heart of Manasota Key! This condo boasts a full kitchen, full bath with shower, Roomy sized living/dining w/TV, master bedroom with TV, central heat/ air, washer/dryer, heated pool, partial view of the bay, and across the street is our private access to Englewood Beach! Walking distance to fine restaurants (1 upscale next door) and all types of activities! Free of charge boat docks by reservation. (No trailers allowed) DISCOUNTED FOR WEEKLY NO PETS: NO SMOKING: NO VAPING. Max. 2 guests.

Guest favourite
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.
Condo in Englewood
4.93 out of 5 average rating, 152 reviews

Gulf Side Condo Englewood Florida

Monthly bookings will receive a 15% discount at this cozy 2 bed 2 bath condo. The 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.

Guest favourite
A sandy beach stretches along the shoreline, meeting calm turquoise waters. The sky features a few wispy clouds, contributing to a serene coastal atmosphere. Beige sand is visible in the foreground, while smooth waves lap gently against the shore.
Condo in Englewood
4.92 out of 5 average rating, 123 reviews

Walk to beach~Sleeps 6 (B1)

This updated 1,400 s/f vacation home with vaulted ceilings is a great place to relax after a day at the beach. (Your private access to the beach is directly across the street!) Large master suite and guest bedroom with large deck. Fully appointed kitchen/dining with adjoining screened lanai. Complete with all the comforts of home. Please see "other details to note" for a description of your private beach access to enjoy sunny days and superb sunsets over the Gulf of Mexico.

Superhost
An aerial view captures the charming rental property nestled among surrounding greenery and neighboring homes. The structure features a well-maintained roof and a welcoming front porch. Sunlight reflects on nearby water bodies, creating a serene coastal atmosphere.
Condo in Englewood
4.8 out of 5 average rating, 15 reviews

Island Condo Sun & Fun, Deeded Beach (Suite 4)

COMPLETELY UPDATED AFTER STORM. Welcome to salty air getaway on the beautiful Florida west coast. This charming one-bedroom, one-bath retreat offers the ideal blend of comfort and coastal charm. Located on Manasota Key you will enjoy your morning coffee on the private balcony with stunning ocean breeze as salt is in the air. you'll find a cozy living area, a fully equipped kitchen, and a serene bedroom with plush linens. Just a 5 min walk to the sandy shores. Book today!

Superhost
Condo in Englewood
5 out of 5 average rating, 4 reviews

Elevated Beach Vibes – Bikes, Beach, Views

Perched on the top floor of a charming duplex on the south end of Manasota Key, this newly remodeled 2-bedroom, 1-bath unit offers elevated Gulf views and unbeatable access to the beach—just steps from your front door. Wake up to the sight of palm trees swaying and enjoy your morning coffee while soaking in sea breezes from above. Located just a short walk from scenic Stump Pass State Park, you’re perfectly positioned to explore the best of the island!

Top Guest favourite
A round mirror with a thin gold frame reflects a cozy bedroom. The image captures a spacious bed adorned with soft linens and a decorative pillow. A plant in a light-colored vase sits on a dark surface, adding a touch of greenery to the setting.
Condo in Englewood
5 out of 5 average rating, 20 reviews

Beachside Retreat Perfect for 2 The Salty Surfer

Guest Favorite, fully remodeled and designed for guest comfort, Unit THREE is smaller but packs a punch! New full kitchen (no dishwasher), an oversized L shaped sofa, a luxurious king bed with cotton linens, and a true twin size chair sleeper for the mini you / travel companion. A large corner yard with a firepit, hammock for afternoon naps, and a bbq grill. All our units are supplied with beach gear as the sand is right outside each door!

Guest favourite
A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.
Condo in Englewood
4.9 out of 5 average rating, 205 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
The studio unit features a light-filled layout with a cozy seating area highlighted by a blue sofa. A kitchenette is equipped with essential appliances, while a spacious bed is placed against a textured accent wall. A dining table complements the open space.
Condo in Englewood
4.97 out of 5 average rating, 100 reviews

Studio, pool, private beach, boat dock shark teeth

Enjoy it all -Pool, private dock & private beach access-located near restaurants. Covered parking or hop on a shuttle to explore Manasota Key! Light, bright condo is complete with everything you will need to relax. Kitchenette has all the must haves-air fryer, portable stove, coffee maker, kettle & community grill. Enjoy a queen bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach.

Guest favourite
A covered outdoor patio features a rectangular table surrounded by six black chairs. Palm trees and the tranquil waters of Lemon Bay are visible in the background, providing a scenic view. The spacious area is ideal for relaxation and dining.
Condo in Englewood
4.95 out of 5 average rating, 21 reviews

Bay Breeze @ManasotaKeyCondos

We are welcoming guests post Hurricane Milton! Please note that the El Galeon East dock is in process of being rebuilt. Timing is July 2025. COMPLETELY RENOVATED IN 2024! 1st floor, open floor plan, end unit. This unit overlooks beautiful Lemon Bay and the end unit position lends to a unique panoramic view. Less than two minute walk to the Gulf Beach and just steps away from our heated swimming pool and the island's best restaurants.

Top Guest favourite
A scenic view of the marina features several boats docked in calm waters, surrounded by a vibrant collection of buildings and lush greenery. The backdrop includes a clear blue sky meeting the ocean, illustrating a peaceful coastal environment.
Condo in Englewood
5 out of 5 average rating, 31 reviews

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

Walk to everything the key has to offer. This 3 bedroom 2 bath bay-front condo is 1500 sq. ft. and features an open layout with large balcony expanding the entire condo. Full size washer/dryer. The Master and guest bedroom have a king bed, the 3rd bedroom has two sets of twin over full bunk beds. Outdoor kitchen area with a grill, tiki bar and fire pit. Have a boat? Reserve your slip using the DockWa App.

Top Guest favourite
A spacious sleeping area features a large bed dressed in white linens. Two round mirrors adorn the wall above the headboard, which is complemented by playful wallpaper. A colorful cushion adds a touch of warmth, and a sliding door offers access to additional storage.
Condo in Englewood
4.95 out of 5 average rating, 22 reviews

Sunshine Swimmers Casita, 206

Soak up the Florida sunshine on Englewood beach which is mere steps away from your front door. This Spanish-style casita is located on Manasota Key and is yours to unwind and relax in and is within minutes of additional beaches, Historic Dearborn Street and multiple restaurants within walking distance. The unit offers boat dock access (if reserved), a heated pool and the ocean within steps of the unit!

Top Guest favourite
A spacious living area is visible, featuring a comfortable armchair and a decorative wooden table. Large glass doors open to a private balcony with ocean views, where tropical plants are visible. Natural light floods the room, highlighting the textured wall art.
Condo in Englewood
5 out of 5 average rating, 9 reviews

Ocean Oasis on Manasota Key - Ocean View

Welcome to our ocean view property, perfect for a relaxing getaway! Enjoy stunning views, walk to restaurants, and indulge in activities like jet skis, kayaking, beach yoga, fishing charters, parasailing, sunset boat trips, and local golf courses. After fun filled day, hang out by the pool with your favorite poolside cocktail! Book now for a serene escape filled with adventure and breathtaking beauty.

Popular amenities for Englewood condo rentals

When is the best time to visit Englewood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$319 NZD$337 NZD$431 NZD$310 NZD$284 NZD$282 NZD$271 NZD$271 NZD$262 NZD$259 NZD$266 NZD$273 NZD
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Quick stats about condo rentals in Englewood

  • Total holiday rentals

    Explore 210 holiday rentals in Englewood

  • Nightly prices starting at

    Englewood holiday rentals start at $106 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    210 of Englewood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Englewood rentals

  • 4.8 Average rating

    Englewood stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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