Home Vacation Home Rentals By Owner In Englewood, FL

Showing 140 Of 650 Vacation Rentals
Slider Thumb
Exceptional(9)

$290.14

/ Nightly
Private Vacation Home

Canalfront Home w/ Private Dock - 5 Mi to Beaches!

Englewood, Florida, United States

Experience the best of Englewood from this waterfront vacation rental, set in a quiet neighborhood with access to the Intracoastal Waterway from the backyard. Attend a car show in Old Englewood Village or try shelling on one of 4 beaches within 5 miles of your home base. Also nearby are numerous golf courses, parks and the famous Dearborn Street. Offering 3 bedrooms, 2.5 baths, a screened porch and a private boat dock, this property offers a quintessential escape in the Sunshine State!brbr-- THE PROPERTY --brbrWaterfront Patio | 2,000 Sq Ft | Near Dearborn StreetbrbrPerched on a canal off Lemon Bay, this charming family-style home is the perfect spot for sailors wanting to explore the Intracoastal Waterway and beach-goers looking to get their fill of coastal fun!brbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin BedsbrbrCANALFRONT: Private dock (fits up to a 20-ft boa), screened porch, patio, outdoor furniture, gas grillbrINDOOR LIVING: Open living area, flat-screen cable TV, dining table, bedrooms w/ en-suite bathroomsbrKITCHEN: Fully equipped, full-sized fridge, stove/oven, microwave, dishwasher, drip coffee maker, 4-person breakfast barbrGENERAL: Free WiFi, washer/dryer, linens/towels, ceiling fansbrPARKING: Garage (2 vehicles), driveway (2 vehicles)brbr-- THE LOCATION --brbrBEACHES & PARKS: Lemon Bay Park and Environmental Center (0.5 miles), Anger Fishing Pier Park (3.4 miles), Chadwick Park at Englewood Beach (4.5 miles), Stump Pass Beach State Park (5.5 miles), Manasota Key Beach (6.2 miles), Blind Pass Beach (7.6 miles)brON THE GREENS: Boca Royale Golf & Country Club (2.4 miles), Myakka Pines Golf Club (5.6 miles), Pinemoor Golf Course (5.9 miles)brSEASIDE DINING: Beach Road Wine Bar And Bistro (3.1 miles), Landy's Restaurant (3.2 miles), Farlows on the Water (4.4 miles), SandBar Tiki & Grille (4.4 miles), White Elephant Pub (4.5 miles), The Waverly Restaurant & Bar (4.6 miles)brDAY TRIPS: Siesta Key (26.7 miles), Sarasota (33.9 miles), Tampa (83.9 miles), Fort Myers Beach (89.0 miles), Lovers Key State Park (99.2 miles)brAIRPORTS: Sarasota-Bradenton International Airport (38.6 miles), Southwest Florida International Airport (70.5 miles), Tampa International Airport (87.7 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties or large gatheringsbr- Must be at least 30 years old to bookbr- Additional fees and taxes may apply br- Photo ID may be required upon check-in
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(3)

$261.69

/ Nightly
Private Vacation Home

Pet-Friendly Englewood Home - 4 Mi to Beach!

Englewood, Florida, United States

Sunny beach days, boat tours, and ocean adventures on Florida’s Gulf Coast are all close by at this Englewood vacation rental. This 3-bedroom, 2-bathroom home features a sunroom for relaxing and soaking up some rays, a private yard for your furry friend, and beach access just 4 miles away! Grab the beach towels and head to Stump Pass Beach State Park, rent a boat at Chadwick Park and get out on the water, or visit Historic Downtown Venice and its unique boutiques and coastal restaurants.brbr-- THE PROPERTY --brbrSunroom | Beach Towels | Coastal Decor | 1,550 Sq FtbrbrBedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: 2 Twin BedsbrbrINDOOR LIVING: Smart TV, dining table, en-suite bathroombrOUTDOOR LIVING: Private yard, patio, dining areabrKITCHEN: Cooking basics, dishware/flatware, dishwasher, refrigerator, stove, microwavebrGENERAL: Free WiFi, central heating & A/C, window A/C in sunroom, ceiling fans, complimentary toiletries, linens/towels, washer/dryer, iron/board, hangers, hair dryer, trash bags/paper towelsbrFAQ: Pet fee (paid pre-trip), 1 exterior security camera (facing entry & driveway)brACCESSIBILITY: 1 step required to access, single-story homebrPARKING: Driveway (4 vehicles)brbr-- THE LOCATION --brbrSUN & SAND: Peninsula at Englewood Beach (4 miles), Stump Pass Beach State Park (5 miles), Don Pedro Island State Park (5 miles), Blind Pass Beach (7 miles), Caspersen Beach (17 miles), Venice Beach (17 miles)brCOASTAL LIVING: Lemon Bay Aquatic Preserve (0.8 miles), Englewood Boat Tours (0.8 miles), Allure Boat Rentals (4 miles), Chadwick Park Fishing Pier (4 miles), Venice Fishing Pier (16 miles)brLOCAL FUN: CoolToday Park (13 miles), Gasparilla Island State Park (14 miles), Warm Mineral Springs Park (14 miles), Shamrock Park & Nature Center (14 miles), Historic Downtown Venice, FL (16 miles)brAIRPORT: Punta Gorda Airport (30 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This single-story home requires 1 step to enterbr- NOTE: Your safety matters. This property features 1 exterior security camera facing out from the front entry. It does not look into any interior spaces. The camera provides a live feed when activated by motion but does not record
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(17)

$154.76

/ Nightly
Private Vacation Home

Coastal Oasis w/ Shared Pool, 2 Mi to Beach!

Englewood, Florida, United States

Immerse yourself in Sunshine State splendor and escape to this 2-bedroom, 1-bath vacation rental! Complete with all the fixings for a blissful retreat, this gem invites you to unwind and embrace Gulf Coast living. Hunt for sharks’ teeth at Blind Pass Park, watch the dolphins play in Lemon Bay, or take a 2-mile cruise to Englewood Beach using the home’s bikes! After days filled with sand and sun, fire up the gas grill and enjoy the evening breeze on the screened-in porch. Coastal paradise awaits!brbr-- THE PROPERTY --brbrBoat Trailer Parking Allowed On-Site | Bay View | Beach Gear | Washer/DryerbrbrAs an ideal destination for snowbirds or small families, this amenity-packed Englewood escape offers all the comforts of home, plus easy access to the area’s beaches, boat ramps, and golf courses!brbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Living Room: Sleeper Sofa | Additional Sleeping: Pack ‘n PlaybrbrOUTDOOR LIVING: Open access to lanai & outdoor pool (shared w/ duplex), private patio w/ gas grill & bicycles, 8' x 20' screened-in porch w/ 2 dining tablesbrINDOOR LIVING: Smart TV, 2 dining areas, coastal decor, natural lightbrKITCHEN: Well-equipped w/ cooking basics, Keurig coffee maker, dishware/flatware, blender, toaster, microwavebrGENERAL: Free WiFi, air conditioning, linens/towels, complimentary toiletries, long-term renters welcome, hair dryer, hangers, beach towels, 4 beach chairs, sand toys, trash bags/paper towelsbrFAQ: Stairs requiredbrPARKING: Garage (1 vehicle), driveway (2 vehicles)brbr-- THE LOCATION --brbrSUN & SAND: Englewood Beach (2.5 miles), Stump Pass Beach State Park (3.5 miles), Blind Pass Beach (5.5 miles), Manasota Key Beach (7.6 miles), Don Pedro Island State Park (8.3 miles), Venice Beach (13.3 miles), South Jetty Beach (14.3 miles), Nokomis Public Beach (15.4 miles)brTEE OFF: Myakka Pines Golf Club (5.1 miles), Lemon Bay Golf Club (6.4 miles), Pinemoor West Golf Club (7.1 miles), The Cove (7.9 miles), Venice East Golf Course (9.0 miles), The Pine Valley Golf Course (9.4 miles)brOPT OUTSIDE: Harbor at Lemon Bay (0.6 miles), Public Boat Ramp (0.9 miles), Indian Mound Park (1.0 miles), Lemon Bay Park and Environmental Center (2.4 miles), Chadwick Park Fishing Pier (2.6 miles), Lemon Bay Aquatic Preserve (3.7 miles), Ann & Chuck Denver Regional Park (4.3 miles), Myakka State Forest (10.9 miles), Jelks Preserve (12.7 miles), Humphris Park (14.3 miles)brLOCAL DELIGHTS: Englewood Farmer’s Market (0.8 miles), A Better Scoop Ice Cream Shop (0.9 miles), Landy’s Restaurant (1.2 miles), Snook’s Bayside Restaurant and Tiki Bar (1.6 miles), Farlows on the Water (2.4 miles)brNEARBY CITIES: Historic Downtown Venice, FL (12.4 miles), Port Charlotte (21.0 miles), Punta Gorda (25.4 miles), Siesta Key (26.5 miles), Sarasota (35.6 miles)brAIRPORTS: Sarasota-Bradenton International Airport (40.0 miles), Punta Gorda Airport (44.2 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires stairs and may be difficult for guests with limited mobility
Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(1)

$185.56

/ Nightly
Private Vacation Home

Oyster Creek - gated golfing community with water and preserve views, golf cart included

Englewood, Florida, United States

Welcome to Oyster Creek, a charming gated community. This 3-bedroom retreat nestled on Parkside Drive in Englewood, Florida. This delightful home offers the perfect ambiance for relaxation and adventure, accommodating up to 6 guests with a harmonious blend of comfort and convenience.brbrStep inside to discover a spacious living area with comfortable furnishings, perfect for gathering after a day of exploring. The home features a king-size master bedroom and two additional queen and double bedrooms, providing ample space for families or friends traveling together. With 2 well-appointed bathrooms, everyone can freshen up after enjoying the nearby attractions.brbrOyster Creek stands out with its private heated pool, ready for a refreshing dip. The outdoor area includes a tranquil lanai, perfect for morning coffees or evening cocktails under the stars.brbrIn the well-equipped kitchen, you'll find everything you need, from a refrigerator and oven to a coffee maker making cooking a delight. Enjoy meals at the dining table or gather around the fire pit outside for fun outdoor dining. Comfortable indoor sitting areas complete with a television and internet access for your entertainment needs.brbrFor added convenience, the property offers self-check-in, ensuring a smooth arrival process. The shared community amenities also include safety features that provide peace of mind during your stay.brbrMoreover, a golf cart is included for your convenience, allowing you to effortlessly explore Oyster Creek.brbrExperience the best of Florida living at Oyster Creek—book your stay today and create unforgettable memories!
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(17)

$150.1

/ Nightly
Private Vacation Home

Welcome to this cozy home near the beach

Englewood, Florida, United States

Welcome to Your Perfect Florida Getaway! brbrEscape to the Sunshine State and experience the ultimate vacation at our charming 3-bedroom, 2-bathroom single-family home in beautiful Englewood, Florida. Nestled just 7 minutes away from the stunning Englewood Beach, your dream vacation begins the moment you step through our doors!brbr ️ Beach Lovers' Paradise ️brEnglewood Beach, one of Florida's best-kept secrets, is just a stone's throw away from our doorstep. Spend your days building sandcastles, collecting seashells, or simply basking in the sun on the pristine shores of the Gulf of Mexico.brbr ️ Culinary Delights Aplenty ️brIndulge your taste buds in a culinary adventure like no other. Englewood is home to some of the most amazing restaurants, including the renowned Farlows on the Water. Savor fresh seafood, sip on tropical cocktails, and enjoy breathtaking waterfront views—all just minutes from your vacation haven!brbr Your Comfortable Retreat brOur inviting 3-bedroom, 2-bathroom home is designed with your comfort in mind. Whether you're seeking a romantic getaway, a family vacation, or a reunion with friends, our spacious living areas and fully equipped kitchen provide everything you need for an unforgettable stay. Relax in the cozy living room, cook up a feast, or enjoy a movie night in the comfort of your own private oasis.brbr Sunset Serenades brAs the day comes to a close, step out onto your private patio and witness Englewood's legendary sunsets. The warm hues will leave you in awe, creating the perfect backdrop for making lasting memories with loved ones.brbr More Than a Vacation, It's an Experience! brEnglewood, Florida, offers so much more than just sun and sand. Explore nearby nature preserves, go fishing, take a scenic boat tour, or tee off at one of the fantastic golf courses in the area. Your options for adventure are endless!brbrBook your stay with us today and discover why Englewood, Florida, is the ideal destination for your next escape. Unwind, recharge, and create cherished memories in a place where paradise awaits. Your perfect vacation starts here! ️ ✨
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(2)

$662.67

/ Nightly
Private Vacation Home

Bayfront sunrises, private dock, private pool & spa

Englewood, Florida, United States

Welcome to The Cozy Beach Home on Manasota Key Island — a rare Gulf-front gem with captivating sunrise views over Lemon Bay. This updated 2-bedroom, 2-bath coastal retreat, plus a bonus room with two twin beds, is designed to help you unwind, recharge, and fully embrace the Florida beach lifestyle.brbrNestled in a private, serene setting with endless water views, this home blends island-inspired charm with modern comfort. Inside, the open-concept living, dining, and kitchen areas feature breezy coastal décor and expansive windows that frame the sparkling Bay, keeping you connected to nature from every corner of the home.brbrOutdoors is where this property truly shines. The lower level offers a covered entertainment space complete with a beach bar, grill station, and plenty of room to relax. Enjoy the private pool (pool/spa heat available at an additional cost), unwind in the spa hot tub under the stars, sip drinks at the elevated deck bar, or gather around the firepit. Step right out to the brand-new private dock, perfect for morning coffee, sunset views, fishing, or simply watching dolphins and manatees cruise by. This is vacation mode—every day.brbrPrivate beach access is located just across the street. Please note that the stairs providing access are temporary and do not have railings and are used at your own risk. (See additional photos) This beach is perfect for walks, shelling, and shark-tooth hunting. brbrFor swimming and sunsets, Manasota Key Beach is just minutes away and easily reached by golf cart or e-bike (rentals available locally). Adventure lovers will appreciate the variety of nearby activities, including jet ski rentals, kayak rentals, sunset tours, and dolphin cruises. Parasailing is also available nearby, along with deep-sea fishing and world-class tarpon fishing during the season.brbrGolfers can tee it up at one of the many courses in the area. For thrill-seekers, skydiving is just an hour away with the Skydive SW Florida Club.brbrWhen it’s time to dine out, a short drive brings you to some of the area’s best local favorites, including The Sandbar, Lock ’n Key, Farlow’s on the Water, & Prime Serious Steakhouse. Whether you’re craving fresh seafood, waterfront views, or casual island vibes, you’ll find it nearby!
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$472.18

/ Nightly
Private Vacation Home

Escape to a Secluded 3-Bedroom Ranch Home with Pool, Billiards & Nearby Beaches

Englewood, Florida, United States

Welcome to Your Private Retreat in North Englewood!brbrNestled on a secluded 5-acre parcel, this exclusive, 2,500-square-foot ranch-style home offers both privacy and the charm of Old Florida Ranching. Enjoy the serene surroundings while staying just a short drive or bike ride from public beach access, local restaurants, and tiki bars. The nearby cities of Sarasota and Venice provide upscale dining and shopping experiences, ensuring you're close to all the luxury you need.brbrDesigned for comfort, this home features a rustic atmosphere complemented by a range of modern amenities, including a refreshing pool, a fine billiard table, and Green Egg grilling—perfect for those relaxed evenings. Plus, the home is equipped with an automatic central generator backup system for added peace of mind.brbrThe spacious, open floor plan offers privacy for dual couple stays, with 3 bedrooms and 3 bathrooms. The master bedroom includes a private bath with a large walk-in shower, a spacious closet, and a vanity/dressing area. At the opposite end of the house, you'll find two additional bedrooms that share a designated bathroom and shower area.brbrThe kitchen boasts modern, upgraded appliances, including an island cooktop. Just a short walk away, you'll find an enclosed patio with Green Egg grilling, ideal for enjoying meals outside.brbrConvenient pool access from the third bedroom eliminates the need to go through the kitchen or living area, making it easy to enjoy a dip whenever you like.
Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(6)

$403.6

/ Nightly
Private Vacation Home

Private Oasis on the Gulf: Direct Beachfront Home!

Englewood, Florida, United States

Experience a truly special getaway with private, direct beach frontage on the Gulf of Mexico! This charming home offers an exquisite blend of contemporary design and warm, inviting character, creating the perfect backdrop for your family's next beach adventure!brbrThe home's architectural beauty is immediately apparent. You'll find warm wood tones and intricate craftsmanship showcased in the exposed vaulted ceilings. Welcoming terra-cotta tile covers the main floor, with durable ceramic tile throughout the rest of the home. A stunning cedar spiral staircase serves as a grand centerpiece, connecting the living spaces with unique style.brbrThis is the perfect place to build lasting and forever family memories. The layout provides plenty of space for everyone to spread out while still feeling connected.brbrProperty Features:brArchitectural Charm: A beautiful mix of contemporary style with warm, natural elements.brbrStunning Master Suite: The second-level master suite features its own private screened balcony overlooking the Gulf of Mexico—perfect for quiet mornings.brbrFlexible Sleeping Arrangements: A second bedroom is also located on the upper level, while the main level provides a third guest bedroom and a full bathroom.brbrSpacious Outdoor Living: An expansive deck offers abundant outdoor space for your entire family to gather. Share favorite moments from the day's adventures or simply relax and unwind as the sun sets over the western horizon.brbrDirect Beach Access: Your backyard is the sand and surf of the Gulf. Enjoy unparalleled convenience for beach activities.brbrThis rare rental home offers an ideal setting for connection and relaxation. It’s spacious enough for everyone to find their own corner, yet cozy enough to bring you all together.brbrBook your stay and start creating those forever memories!brbr*Please take a look at all of our beachfront properties available for rent below: brbrManasota Key 6 Direct Private Beachfront Condo UnitsbrVrbobr2404816brVrbobr2434823brVrbobr2434826brVrbobr2434830brVrbobr2434831brVrbobr2434832brbrManasota Key 5 Direct Private Beachfront Condo Units and 1 Single Family HomebrVrbobr2434844brVrbobr2434848brVrbobr2434850brVrbobr2434851brVrbobr2434852brVrbobr2435849brbrManasota Key Private Beachfront Single Family HomesbrVrbobr2434838brVrbobr2628248brVrbobr2628544brVrbobr2628321brbrManasota Key Private Beachfront CondosbrVrbobr2434835brVrbobr2434833brbrCasey Key Private Beachfront CottagesbrVrbobr2948793brVrbobr2948863brbrSiesta Key Beachfront Single Family HomebrVrbobr2434839brbrIndian Rocks BeachbrVrbobr2785311brbrClearwater BeachbrVrbobr1127221brVrbobr135915
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(2)

$533.11

/ Nightly
Private Vacation Home

4 Mi to Englewood Beach: Boating & Fishing Escape

Englewood, Florida, United States

Heated Pool | 2,800 Sq Ft | 1 Mi to Cedar Point ParkbrbrLive in style along the canals that feed into Lemon Bay at this Englewood vacation rental! This sleek 3-bedroom, 2-bathroom home offers ample living space and an outdoor area designed for relaxing and entertaining. When you're not lounging poolside, spend sunny days world-class tarpon fishing in The Gem of the Gulf, unwinding on soft sandy beaches, or snorkeling among the vibrant tropical fish at Stump Pass Beach State Park!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 queen bedbr- Bedroom 3: 2 twin bedsbrbrOUTDOOR LIVINGbr- Patio, private yard, outdoor furniturebr- Heated saltwater pool w/ connected spa (pool serviced on Mondays)br- Grill, shared boat dock & slip (owner's boat on-site), water viewsbrbrINDOOR LIVINGbr- Smart TVs, board games, booksbr- Bathtub, walk-in shower, shower/tub combobr- Walk-in closetbrbrKITCHENbr- All major appliances, including dishwasherbr- Drip coffee maker, blender, toaster, ice makerbr- Cooking basics, spices, trash bags/paper towels, dishware & flatwarebr- Breakfast barbrbrGENERALbr- Free WiFibr- Central heating & A/Cbr- Washer/dryer, linens/towelsbr- Complimentary toiletries, hair dryerbrbrFAQbr- Owner's boat on-site (not for guest use, owner may be present)brbrACCESSIBILITYbr- Single-story homebr- Step-free entrybrbrPARKINGbr- Garage (1 vehicle)br- Driveway (2 vehicles)brbr-- THE LOCATION --brbr- 1 mile to Ainger Creek Park: public boat rampbr- 5 miles to Stump Pass Beach State Parkbr- 5 miles to Dearborn Street: dining & shoppingbr- 11 miles to Manasota Key Beachbr- 14 miles to Boca Grandebr- 69 miles to Southwest Florida International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATION:br- This single-story home features step-free entrybr- Guests are welcome to use the shared boat dock; however, the owner stores his boat on-site and may be present during your stay. He will use the side gate to enter the yard to access his boat
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Englewood