Englewood, FL Houses for Rent with Community Pool

Available April 10 thru December 31st, 2026. Fully Furnished Short to Medium Term Rental in Oyster Creek! Welcome to this beautifully maintained 2-bedroom, 2-bathroom villa with a dedicated office/den located in the sought-after Oyster Creek Golf & Country Club, a gated community offering privacy, tranquility, and upscale amenities. Step inside to discover an open-concept floor plan featuring

Alan Myhre SECURE DOOR PROPERTY MANAGEMENT

Luxury Custom Built 2025 Waterfront 5BR home Sleeps 12 comfortably with Heated Pool, Spa & Dock — Near Boca GrandeWelcome to your private coastal getaway. This spacious new custom built 5BR/3.5BA on deep-water canal home is perfect for families, boaters, and groups looking for sunshine, relaxation, and adventure. Steps from Cape Haze Marina and minutes to Boca Grande, you’ll enjoy

Bill Williams FLORIDA DREAMIN' REALTY GROUP INC

*** Short Term Rental Available *** Come see this stunning, 3 bedroom 2 bathroom home located Englewood, FL. This home sits on 5 acres of private, set back land with board fencing, three - 10x16 horse stalls and a newly built in-ground pool with a cage. Inside, you can find beautifully updated features throughout, including new appliances, furniture and plenty of comfortable space for relaxation

Nick Cuviello PALM REALTY PROPERTY MANAGEMENT

Not available for Jan Feb Mar 2027. Brand new villa, newly furnished, 2/2 plus dining/game room. Full amenity gated community with resort pool, fitness, playground, pickleball, Attached two car garage. Close to many pristine beaches, including Boca Grande, Englewood, Manasota Key, dining, shopping, downtown Englewood Farmers Market and events. This spacious Villa is one floor, no one above.

Debbie Anton REALTY ONE GROUP MVP

POOL HOME AVAILABLE MAR/APRIL 2026. Utilities included with a cap of $150 on electric + guest pays pool heat. Your Englewood "TURNKEY FURNISHED" Vacation Home awaits! This beautifully decorated and furnished updated pool home has 2 bedroom/2 bathrooms, a spacious formal living room, family room & dining room, updated appliances, king size bed in master and 2 twins in the guest room, covered lanai

Chrissie Cummings JENNETTE PROPERTIES INC

THIS IS A FURNISHED SEASONAL RENTAL~NOT AVAILABLE JANUARY 15, 2027 TO APRIL 15, 2027Located in Englewood, newer 3 bedroom, 2 bath, 2 car garage, heated pool home. Tile throughout this open floor plan. Split floor plan. High cathedral ceilings. Ceiling fans. Full size washer and dryer. Walk in master bath shower. Full size tub and shower in guest bath. French doors to the screened in pool

Dane Bradley CELEBRATION RENTAL GROUP

Welcome to refined Florida living in the heart of Old Englewood! Nestled within a private gated community, this executive-style single-family home offers the perfect blend of luxury, comfort, and convenience just minutes from Historic Dearborn Street, local dining, boutique shopping, and the area’s beautiful Gulf beaches. Situated on an oversized lot, this spacious 4-bedroom, 2.5-bath residence

Kathi Obendorfer RE/MAX PALM REALTY OF VENICE

Luxury 4-Bedroom, 3-Bathroom Seasonal Rental on Saltwater CanalEscape to paradise in this stunning 4-bedroom, 3-bathroom home, perfectly situated on a saltwater canal. This turnkey-furnished home is tastefully designed with brand-new furnishings and custom coastal decor to create a serene and stylish retreat.Key Features:Two master suites for ultimate privacy and

Danielle Jones TALL PINES REALTY

Welcome to The Hammocks at Cape Haze! This spacious 4-bedroom, 3.5-bath annual rental offers over 2,600 square feet of beautifully maintained living space in a gated community just minutes from Boca Grande, Englewood Beach, marinas, golf courses, shopping, and dining. This end-unit villa features soaring ceilings, an open floor plan filled with natural light, granite countertops, stainless steel

Stephinie Futch TARPON REAL ESTATE, INC.

A short bike ride to Manasota Beach this 3 bed 2 bath pool home with one car garage located on a quiet street is ready for the 2025 season. Everything inside is updated, from the all bamboo floors to the granite counter tops. Enjoy the privacy of the screened and heated pool or spend the day at the beach, you decide what to do while enjoying Paradise. Sorry, no pets. Currently booked for

Tom Roberts PARADISE REALTY OF VENICE INC

**BOOKED JAN-APR, 2027** Short Term/Seasonal Rental. Beautifully appointed, updated, heated Salt Water POOL home. Spacious 3 Bedroom, 2 Bath, and 2 car garage, just over 2000 sq ft under air. Includes Living Room, Dining Room, and Family Room. Recently updated Kitchen including cabinets, counter tops, new appliances, and Breakfast Bar. Master In-Suite Bedroom and Bath, including King bedded, dual

Diana Legg COLDWELL BANKER SUNSTAR REALTY

The smell of salt in the air and the gentle sound of crashing waves will chart your course to this amazing beachfront destination. Through the private gates to a magical estate hugged by a lush and blooming landscape. You are just steps away from your own beach where dolphin, manatee and sea turtle sightings are common. Fire up the BBQ and enjoy dinner around your private pool. Property includes

Nicole Smith-Mayle REALTY BY DALE THOMAS

FURNISHED SEASONAL RENTAL AVAILABLE~3 MONTH MINIMUM~ December1, 2026 through April 30, 2027.This three-bedroom, three-bath single-family home at 881 Bayshore Dr., Englewood, FL, is a clean and comfortable option for your winter retreat. It features two master suites, a split floor plan, and an open living room-to-kitchen design, providing ample space for relaxation and entertaining. The home

Dane Bradley CELEBRATION RENTAL GROUP

SEASONAL FURNISHED HOME - Available in February. Seasonal rate $3800 per month, Dec-April, Off season rate $2500, May-Nov. Experience Florida living at its best in this fully furnished 3-bedroom, 2-bath villa located in the heart of Englewood! This spacious villa offers an open floor plan with modern decor, a well-equipped kitchen, and comfortable living spaces. Enjoy access to the community

Kendra Cox BARNES & PHILLIPS REAL ESTATE

The Coolest House on Manasota KeyWelcome to island living at its finest. This Key West style waterfront home sits directly on Lemon Bay with panoramic water views that'll stop you in your tracks. Three floors of laid-back luxury, all connected by a private elevator, for easy access to all levels. The kitchen alone is worth the trip. We're talking granite countertops, a massive island with

Austin Tracy LASBURY-TRACY REALTY INC.

Beautiful home with inground pool & jacuzzi. Location, Location! This community is ideal for enjoying the Florida sunshine in comfort and style. Welcome home in the heart of beautiful "Old Englewood" right off the gorgeous beaches of the SW Gulf Coast and just 10 minutes from Venice and a short bike ride to Dearborn Street! Unique and special features incl. sliding Hurricane shutters are on the

Dan Lanhaus DALTON WADE INC

Available for the 2027 Season as well as 2026 off season available with gorgeous waterviews and offering rear western exposure from the large screened lanai with beautiful sunsets! Brand new build detached single family home and newly furnished, 3/2/2 at the desirable Coco Bay Community amenity rich gated community with resort style heated pool, fitness, playground, pickleball and close to many

Michele Vena DOUGLAS ELLIMAN

This brand new luxury 3 bedroom, 3-bathroom and a 3 car garage house, is a single-family home that encompasses 2,150 sq. of open living space with high ceilings. The kitchen has upgraded granite countertops with large counter island, along with a corner pantry and plenty of cabinet space. The Master Bedroom includes his and hers oversized walk-in closet with build in shelves, separate sink

Oksana Glushko TAMM REAL ESTATE

Will consider both long and short term rentals. This stunning, nearly new 3 bed 2 bath home is nicely situated with pool and views of Lake Van. Upon entering the home, you are immediately greeted with gorgeous pool views, open concept floor plan and exceptional kitchen. The chef in your party will be delighted by the modern appliances, stylish backsplash, and beautiful quartz counter tops. Don't

Stephinie Futch TARPON REAL ESTATE, INC.

An outstanding home with 3 bedrooms (one set up as a den with a Murphy bed.). All new appliances. Spacious kitchen, formal dining room, large living room, patio and lanai. Newly furnished and equipped. Community has heated pool and Wi-fi available for your use. Just a short ride to Manasota Beach. Boca Royale golf course and restaurant just across the street. THREE MONTH MINIMUM.

Elsie Salazar BERKSHIRE HATHAWAY HOMESERVICE

Brand New Turnkey-Furnished Villa - LAKEFRONT! with an Oversized Lot. This villa has 3 bedrooms/2 baths/2 car garage AND a SPECTACULAR WATER VIEW in Coco Bay! "Sunrise Sands Villa" overlooks a large lake with abundant wildlife in this natural setting. This unique property has all new furniture, appliances, ceiling fans, and beautiful decor with tile floors throughout. Enjoy your morning cup of

Pamela Strom RE/MAX PALM

Wow! Calling all snow birds we now have Winter openings! From the moment you walk into the Breezy Oasis you are surrounded by modern day comforts and welcoming colors. The home hugs you and you immediately feel right at home. The owners are frequent visitors so it is well stocked. If you enjoy cooking, we have you covered. But we must say Englewood offers excellent culinary delights for the

Nicole Smith-Mayle REALTY BY DALE THOMAS

Welcome to Palm Whisper Cottage, professionally managed by Gulf Coast Vacation Rentals. this lakefront, single-level 4-bedroom, 3-bathroom retreat located in the desirable Island Lakes at Coco Bay community in beautiful Englewood, Florida. Perfectly positioned near pristine Gulf beaches, charming local shops, and endless outdoor activities, this home offers the ideal blend of comfort,

Andy Moore GULF COAST REALTY & MANAGEMENT

Less than .5-mile stroll to the warm sand and blue waters of Englewood Beach via your private entrance, this Manasota Key home provides the perfect backdrop for your escape to paradise. Let the healing smell of the salt air and the soothing sounds of the ocean lead you to your next home away from home. With all modern comforts in place all you have to do is relax on your staycation or extended

Nicole Smith-Mayle REALTY BY DALE THOMAS

Journey to your perfect getaway at 1575 Loralin Drive, Englewood, FL 34223, where comfort meets elegance in this 3-bedroom, 2-bathroom haven. Spanning over 1322 square feet, this fully furnished gem invites you to unwind and savor every moment. Embrace the stunning granite countertops that elevate the heart of the home, making meal preparation a delightful experience. Step outside to your private

Tiffany Monday Richmond KELLER WILLIAMS ISLAND LIFE REAL ESTATE

This stunning home provides the perfect backdrop for your next vacation to beautiful Englewood, FL. Follow the sunshine & salty air & arrive at a destination that is meticulously maintained both inside & out. Modern facade & front sitting area welcome you to your home away from home. Natural light flows through the glass plated door & enhances this well appointed floor plan. An entertainer's

Nicole Smith-Mayle REALTY BY DALE THOMAS

Take a look at this fantastic property! With its charming and spacious layout, convenient location near Englewood Beach, and thoughtful design, this home seems perfect for relaxation and enjoyment.The 3-bedroom, 2-bathroom layout with a Pool and split floor plan offers privacy and comfort for residents or guests. The well-appointed kitchen with ample counter space and storage is excellent for

Kendra Cox BARNES & PHILLIPS REAL ESTATE

VACATION HOME MINUTES FROM Manasota Key Beach and Blind Pass Beach and nested in the beautiful Oak Forest gated community is this spectacular 3-bedroom 2 full bath villa vacation home that will make your next sunny getaway a dream vacation! Fully furnished split bedroom floor plan includes everything you’ll need so pack your suite case and book today. Home floor offers living/dining combo to keep

Sheri Ricketts LIFESTYLES REALTY GROUP, LLC

THIS IS A FURNISHED SEASONAL RENTAL~NOT AVAILABLE JANUARRY 1, 2027 TO MARCH 31, 2027~This is a fully furnished seasonal, 3 bedroom, 2 bath heated pool home located in North Englewood in the great community of Dale Lakes Estate. Just minutes to Manasota Key beach. Take a drive to the beach and enjoy the Florida Sunshine or take a dip in the heated pool. This home is fully furnished to

Dane Bradley CELEBRATION RENTAL GROUP

Welcome to The Crab Apple. This waterfront home is the perfect escape from life's hustle and bustle. Relax and enjoy this home's beautiful landscaping and tropical pool. The home offers 2 bedrooms and 2 baths. The home is fully equipped and ready for guests. French doors leading to the lanai add a charming touch. The street is very quiet with minimal traffic. There is a 250-acre regional park a

Stephinie Futch TARPON REAL ESTATE, INC.

Turnkey Furnished Private Pool Home in Boating Community – Englewood Isles Retreat! 2BR | 2BA | Screened Pool | 2-Car Garage | Sleeps up to 6 people. Welcome to your perfect Florida escape in the sought-after boating community of Englewood Isles. This beautifully maintained 2-bedroom, 2-bathroom pool home is designed for comfort, relaxation, and convenience—ideal for a seasonal getaway, snowbird

Tanya Agle LPT REALTY, LLC

Listing reflects peak season rate. Escape to Good Vibrations, a dog-friendly canal-front home in Englewood, designed for a serene and stylish escape. Swim in your private, heated saltwater pool or relax on the spacious screened lanai, perfect for sun-kissed afternoons and starlit gatherings. With direct access to the tranquil canal, you can launch kayaks or paddleboards right from your backyard

Beth Dilley ASCENDIA REAL ESTATE

Experience resort-style living in the highly sought-after Boca Royale Golf & Country Club, a gated golf community in Englewood offering beautifully maintained grounds, winding tree-lined streets, community pools, and a guard-gated entrance for added welcome, privacy and security. Located just 3 miles from Manasota Key Beach, this stunning Endless Summer III single-family home combines modern

Anna Williams SHOWTIME REALTY