
Waterfront holiday rentals in Englewood
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Top-rated waterfront rentals in Englewood
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Entire Beachside Condo! Don’t worry Beach Happy!
BOOK HERE!!! STEPS TO WORLD FAMOUS Manasota Key BEACH, FREE PARKING. Private beach access. WALKING DISTANCE TO MANY RESTAURANTS. 2 Bedroom, 1 Bathroom, beach themed condo with HEATED POOL access across street. Complimentary grill and Gulf sunsets. Your morning coffee is on us! Beach chairs, towels, and sand toys supplied. Kitchen is updated with filtered water, ice, and utensils supplied. Master Bedroom has a queen sized bed, pull out drawers and fireplace. Boat dock slip available upon request.

Gulf Front Escape + Beach Access
"🦩 Exclusive Amenities Include: • Walk Out to the Beach – Steps from Your Door • Coastal & Surf Decks - Outdoor Seating • Historic Old Florida Charm • Beach Towels, Chairs & Umbrellas Provided • Community Pool with Picnic Tables & Chaise Lounges • Community Grills & Post-Beach Outdoor Showers • Free WiFi & TV • Coffee Maker & Kitchenette Smallwares Provided • Starter Packs of Essentials for Kitchen & Bath • Enhanced Cleaning Protocols • Combo Tub/Shower Bathroom • Desk/Chair in Unit

Escape to Casa Blu- private pool, minutes 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.

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!

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.

Coconut Grove House - 3 bdrm, tiki/bar and pool
Vacation paradise located in a great neighborhood. The house, completed in March 2022, has a small canal and outdoor swing in the backyard. Conveniently located to restaurants, golfing, beaches, parasailing, jet-skiing, boat tours, and baseball spring training stadiums. There is a 14' x 28' heated pool with an attached tropical tiki/bar featuring a table in the pool and TV in the bar area situated on a separate lot directly between 2 vacation rental properties (pool is shared between the 2).

Luxury Beach Resort Style Cottage
Escape to our 1-bed beachfront cottage, steps from a serene shoreline. Enjoy private beach access, an outdoor shower, and lush surroundings for a secluded paradise. Walk to local spots, indulge in watersports, and unwind in nightlife nearby. Clean and well-equipped, our cottage offers comfort with beach gear, and a private path to the beach. Experience a honeymoon-worthy stay with a spacious bathroom and seamless amenities. It's a worry-free escape. A getaway that goes beyond the ordinary.

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, full sofa bed, shower and community washer/dryer. Fish off the pier, reserve a dock or check out the private beach. Close to everything!!

Close to beaches waterfront pool home with dock
Sunsets and Tan lines = memories made here! you are gonna love this 3 bedroom, 2 bath waterfront pool home. Bring your 30 foot boat and have quick no bridge access straight up to Stumps pass & the Gulf of America . Englewood Beach and Boca Grande beaches just minutes away. Lounge the day away by the large pool , watch the sun slip away at the fire pit tables and walk to several restaurants if you don't want to cook. Rent both sides to sleep 13+

Bayfront~Kayaks~Nearby Private Beach Access
Comfortable guest cottage with direct waterfront views of Lemon Bay! Catch a glimpse of dolphin, manatee, osprey & a beautiful sunset from your patio or window. Located in Old Englewood, we are just south of historic Dearborn Street with it's quaint shops, art galleries, festivals, restaurants, bars & live music. Nearby watersport rentals & activities galore. Just a short drive to your free parking & private beach access on Manasota Key!

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.

Quaint Cottage w/access to Peace River canoe/kayak
This 2.2 cottage located on 10+ acres features waterfront view and ample parking. Tranquility and paradise intersect here. There are multiple buildings on site, so you may see other guests. There are kayaks and canoes on property. First come first serve. There is a boat ramp on property you are welcome to use for boats or kayaks. No smoking and No animals. We are a farm, so we cannot allow outside animals to the property.
Popular amenities for waterfront rentals in Englewood
Waterfront apartment rentals

Waterfront Condo w Scenic Views-Heated Pool

Marina front, pool, beach condo!

CLEAN*Great Location*Dockage Available*HEATED Pool

Punta Breeze - 2BR/2.5BA Waterfront Apt with Pool

BeachBay SeaHouse (1519)

Cozy 2BR Beachfront Escape Nearby to Turtle Beach

Seashell Waterfront Suite

Tranquil Hideaway, King Bed & Amazing Views
Waterfront house rentals

Suite Sun

Iguana Alley, Beach HEATed Saltwater Pool on Canal

Bayfront home in Englewood, FL

Sunset Retreat - Private Pool Near Gulf Beaches

Peaceful waterfront home

Island Pool Home, Beach, Dock, Bay, Boating & Fish

Intracoastal canal front 3 bd 3 ba w/ heated pool

Newly renovated home on canal with salt water pool
Waterfront apartment rentals

Sunset Beach

Bay Breeze @ManasotaKeyCondos

Spot manatees from your balcony

Gulf side condo be on the beach in minutes!

Private Beach, Fishing Dock & Heated Pool Paradise

Island Getaway Pool-Ferry-Grocery Delivery Incl.

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

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 | £153 | £181 | £189 | £150 | £135 | £135 | £135 | £135 | £129 | £135 | £139 | £149 |
| 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 holiday rentals
Explore 290 holiday rentals in Englewood

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

Verified guest reviews
Over 7,110 verified reviews to help you choose

Family-friendly holiday rentals
220 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
290 of Englewood holiday rentals include wifi access

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

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