
Waterfront vacation rentals in Englewood
Find and book unique waterfront accommodations on Airbnb
Top-rated waterfront accommodations in Englewood
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

Unwind at Casa Blu: Sun, fun, pool, close to Beach
Your next retreat to Florida paradise should be Casa Blu with it's private pool and serene backyard. It's just minutes to area beaches, restaurants and parks. Let the stresses of daily life melt away as you float in the salt water pool, sipping margaritas, listening to Jimmy Buffett singing "It's Five O' Clock Somewhere" The single-floor layout, comfy bedrooms with private baths await. Fast WiFi, Smart TVs, and fully equipped kitchen. Everything's covered, from beach gear to a pack 'n play.

Modern Waterfront Bliss
Bring the whole family to this exceptional canalfront gateway with lots of room for fun. Brand new, spacious retreat nestled along the peaceful canal. This modern home is designed for both comfort and style, offering cozy interiors and expansive living spaces perfect for relaxation. Whether you're enjoying the serene water views from the patio, cooking in the fully equipped kitchen, or unwinding in the beautifully appointed bedrooms, every corner of this house invites you to feel right at home.

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.

Peaceful Port Charlotte 2Bd/2Ba on water
Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

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.

Peaceful Waterfront Orchard 1
bring the whole family including your pets to this peaceful orchard and garden oasis. the action packed backyard of this duplex proudly boasts over 40 fruit trees of various varieties including banana, orange, lemon, fig, mango, papaya... and many more! choose to fish from the dock in the backyard canal, go exploring with the kayaks or paddleboards, play in the sandbox, try out the slackline, or even say hi to the chickens in the coop (maybe even grab a few fresh eggs for breakfast).

A Home on the golf course W/Hot tub near Downtown
Modern style with new floor!Located in Burnt Store Isles, a privileged canal&golf community. Close to downtown, restaurants, Fisherman ‘s village, beach parks, groceries-Publix ,accesses to highways 41 &75. Sitting on the 18th green of Twin Isles Contry Club. 2BRS&2BAS&a queen size Italian dove sleeper provide a rejuvenating retreat for 6 people; complete with a hot tub, enclosed lanai/patio and fully equipped modern Kitchen! Walk to TICC club house, 2 sets of golf clubs provided.

Waterside Oasis / 2 BR / Pool /Breathtaking Views
Welcome to your serene retreat on a beautiful canal in Rotonda West! This lovely three-bedroom home features two bedrooms available for rent—one with a queen-size bed and the other with twin beds, as the master bedroom is reserved for the owner's use. Enjoy a stunning pool and spacious outdoor area perfect for entertaining. The bright, open living space is ideal for family gatherings. Experience relaxation and fun by the water—book your stay today and create unforgettable memories!

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.

Ultimate Luxury:Spa/Pool/Outdoor Kitchen/Firepits
Escape to this stunning 3-bedroom, 2.5-bathroom home in a tranquil neighborhood. With an open floor plan, cozy fireplaces screened lanai with pool and hot tub, and an outdoor shower and BBQ kitchen area, it's the perfect retreat. We offer complimentary pool heating to 78°F and jacuzzi heating to 90°F so you can enjoy year-round comfort. If you'd like warmer settings, we can accommodate for an additional charge of $22

Waterfront Villa Shellflower with private pool
Villa Shellflower is located in Rotonda West on a large and quiet property. Right next to the property is the Rontonda River, a wide freshwater canal. The 1564-square-foot house has been furnished with great attention to detail. The large saltwater pool, the southwest-facing sun deck, as well as the cozy dining area provide the perfect holiday feeling. The next dream beach is only 20 minutes away by car.

*DEC SALE! Sarasota #1 Luxury Villa w/PRIV BEACH!
BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!
Popular amenities for Englewood waterfront rentals
Waterfront apartment rentals

Marina front, pool, beach condo!

CLEAN*Great Location*Dockage Available*HEATED Pool

Luxury Suite ~ Heated Pool ~ Private Entrance

Cozy Condo in Siesta key with boat dock

Garden Villa

BeachBay SeaHouse (1519)

2BR Beachfront Condo Steps To Turtle Beach | Pool

Seashell Waterfront Suite
Waterfront house rentals

Luxury Beachfront Property

New house w/pool close to beach & mineral springs

Iguana Alley, Beach HEATed Saltwater Pool on Canal

Waterfront Key West Style Home, Heated Pool

Dolphin Cottage

Manasota Key to Relaxation

Pool Villa Santorini on the Lake

The Mangrove House
Waterfront condo rentals

One bedroom condo - overlooking harbor!

Location! Gulf Condo @ S. Jetty

Gulf View! 2/1 with Heated Pool, Kayaks and SUP

Spot manatees from your balcony

Studio, pool, private beach, boat dock shark teeth

Private Beach, Fishing Dock & Heated Pool Paradise

Tropical Island Beach Condo Ferry & Parking Incl.

Sunshine Swimmers Casita, 206
When is the best time to visit Englewood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $288 CAD | $341 CAD | $356 CAD | $282 CAD | $254 CAD | $254 CAD | $254 CAD | $254 CAD | $243 CAD | $281 CAD | $248 CAD | $254 CAD |
| Avg. temp | 16 °C | 18 °C | 20 °C | 22 °C | 25 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 20 °C | 18 °C |
Quick stats about waterfront rentals in Englewood

Total vacation rentals
Explore 260 vacation rentals in Englewood

Nightly prices starting at
Englewood vacation rentals start at $85 CAD per night before taxes and fees

Verified guest reviews
Over 6,730 verified reviews to help you choose

Family-friendly vacation rentals
200 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wifi availability
260 of Englewood vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Englewood rentals

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