Vacation Rentals By Owner In Englewood, FL

Step into your own slice of island paradise - a peaceful 2-bedroom beach retreat just seconds from the soft sands of Manasota Key. Wake up to sea breezes, wander to the beach in moments, and unwind in a bright, welcoming home designed for slow mornings, sunny afternoons, and unforgettable Gulf Coast sunsets.brbrKey Featuresbr2 Comfortable Bedrooms – Perfect for couples, small families, or a relaxing solo getawaybrSteps to Beach Access – Enjoy a quiet, deeded path to the soft sands of Manasota KeybrBright, Coastal Interior – Fresh, inviting décor with a relaxed island feelbrFully Equipped Kitchen – Everything you need for home-cooked meals and extended staysbrPrivate Outdoor Patio – A peaceful spot for morning coffee, grilling, or evening cocktailsbrBeach Gear Included – Chairs, umbrellas, towels, and more (customize if you provide)brHigh-Speed Wi-Fi & Smart TV – Stay entertained and connected during your staybrAir Conditioning Throughout – Cool, comfortable living in all seasonsbrQuiet North Beach Road Location – Safe, walkable, and steps from the shorelinebrClose to Dining & Activities – Minutes to Englewood Beach, restaurants, and Stump Pass State ParkbrbrManasota Key is a tranquil barrier island known for its unspoiled beaches, turquoise water, sea turtles, and relaxed local culture. It’s far quieter than Siesta Key or Venice Beach, making it perfect for guests seeking peace and natural beauty.brbrNearby AttractionsbrEnglewood Beach – Restaurants, live music, tiki bars, and shopping (5 minutes away)brStump Pass Beach State Park – Hiking trails, wildlife viewing, kayaking (5–7 minutes)brBlind Pass Beach – Known for shelling and fossilized shark teeth (2–3 minutes)brVenice & downtown Englewood – Dining, boutiques, farmers markets (15–20 minutes)brbrDining & DrinksbrSandBar Tiki & GrillebrLock ’N Key RestaurantbrWhite Elephant PubbrMagnolias on the Bay (great for sunset dining)brbrActivitiesbrKayaking & paddleboardingbrBoat rentals & fishing chartersbrShark tooth hunting (a Manasota Key favorite!)brBiking the quiet, picturesque North Beach RoadbrDolphin and manatee spotting along the IntracoastalbrbrVibe of the AreabrQuiet, upscale, walkable, and laid-back. Many guests love that the island still feels like “classic Florida” — relaxed, friendly, and natural.brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you.brbrThe Bay and Key Collection offer a wide range of services including:br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you'll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested.br- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations.br- 'Preferred Vendors' meaning you can trust the company you use for rentals.brbrAll properties listed with The Bay and Key Collection benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.brbrRelax into coastal living at this charming 2-bedroom duplex just steps from the sand on peaceful Manasota Key. Located on North Beach Road - one of the most desirable and quiet stretches of the island - this bright, breezy getaway offers the perfect blend of comfort, privacy, and true “Old Florida” charm.brbrWake up to gentle Gulf breezes, stroll to the beach in seconds via your deeded access, and spend the day swimming, shelling, or unwinding under the palms. Back at home, enjoy a thoughtfully updated space with a fully equipped kitchen, comfortable living area, and a private outdoor spot ideal for morning coffee or evening cocktails.brbrWhether you're seeking a cozy beach escape, a family-friendly retreat, or a relaxing winter stay, this duplex puts you just where you want to be — close to the water, close to nature, and a short drive (or bike ride) to local dining, boutiques, and island adventures.brbrTake Exit 193 (Jacaranda Blvd.) and head west. Continue until you reach SR-776 and turn left (south). Follow SR-776 to Beach Road / Manasota Beach Road and turn right (west). Cross the bridge onto Manasota Key, then continue onto North Beach Road. Follow the road to 14 Island Breeze, located just steps from the beach.brbrPer County Rental Ordinance - This property must be rented for a minimum of 1 Night. If the travel dates you are looking for don't appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.brPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions.brAccidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at The Bay and Key Collection. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71.brGuests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.brGuests must cancel at least 30 days before check-in to receive a 50% refund for all nights.brIf a guest cancels less than 30 days before check-in, you'll be charged 100% for all nights.brWe strongly recommend that you purchase your own travel insurance for your protection.

Apartment

Island Breeze 14 - 2 Beds, Beach Access and Pool by The Bay & Key Collection

Englewood, Florida, United States

Bed

Bath

Sleeps

$139.73

This beautiful, updated 1 bedroom 1 bath cottage is located right in the heart of Englewood, Fl. on Lemon Bay. Fully equipped and turnkey for your convenience right down to the plates and silverware. This unit has a screened lanai with sitting area and cable and Wi-Fi are included. Property management off site however located very close by. Units are maintenance free for your added convenience as well. LOCATED right on Lemon Bay! Manasota Key, Boca Grande, Englewood Beach, Golf courses and historic Dearborn Street are within minutes of this location as well as wonderful local restaurants and shopping! This adorable unit rents out fast especially during the months of January through April! Book your unit today!

Emerald Palms Unit 3

Englewood, Florida, United States

Bed

Bath

Sleeps

$157.16

Beautiful 2 bedroom 2 full bath on corner lot in quiet neighborhood. Our home has a King master suite and two full beds in the 2nd bedroom, pullout couch in the formal living room and two air mattresses if needed. Home provides 55 inch 4K with streaming service and wireless internet throughout the house. Home has private screened pool with beautiful lanai boasting comfy seating and a small grill. Home is convenient to everything as Walmart is 2.8 miles away, Winn Dixie is 1 mile away and Englewood Beach/Manasota Key is about 6 miles away. We love going to the beach every evening when we are there!

Quiet Retreat with everything you need

Englewood, Florida, United States

Bed

Bath

Sleeps

$232.59

Welcome to your coastal sanctuary in Englewood, Florida, a completely refreshed, modern, and meticulously designed vacation retreat located just five minutes from the beach. This newly updated home offers an elevated level of comfort, cleanliness, and style—perfect for beach-goers, couples, families, snowbirds, and anyone seeking a serene escape on Florida’s Gulf Coast.brbrFrom the moment you arrive, you’ll notice the care and quality that went into every detail. Everything in the home is brand-new—from the furnishings and décor to the appliances, mattresses, linens, and lighting. Crisp, clean design blends seamlessly with warm coastal accents, creating an environment that feels both modern and inviting. With high ceilings that fill the space with natural light, freshly renovated bathrooms, and hotel-quality sleeping arrangements featuring a premium memory foam mattress setup, this home is crafted to impress even the most selective guests.brbrLIVING AREAbrbrStep into a bright, open living room designed for comfort and connection. The high ceilings add volume and airiness to the space, while thoughtfully selected furnishings—starting with the brand-new sofa, coastal artwork, and contemporary textures—create a clean and stylish environment. Whether relaxing after a day at the beach, streaming your favorite shows, or playing board games with your group, this living area is a relaxing hub that immediately feels like home.brbrLarge windows allow sunlight to pour in, enhancing the home’s modern feel. Everything from throw pillows to the accent lighting has been chosen with a clean, curated aesthetic in mind. You’ll also find easy access from the living room to the oversized lanai, seamlessly blending indoor and outdoor living.brbrKITCHENbrbrThe fully equipped kitchen is a standout feature—fresh, spotless, and outfitted with everything you need for cooking and entertaining. Brand-new cabinets, stone countertops, stylish fixtures, and modern appliances come together to form a space that is as functional as it is beautiful. Whether you’re brewing morning coffee, preparing a family dinner, or assembling snacks for the beach, you’ll appreciate the quality and freshness of every detail.brbrA full suite of kitchen tools is provided, including cookware, utensils, and dining essentials. A brand-new dining table sits nearby, perfect for meals, laptop work, or planning out your day of Englewood exploration.brbrBEDROOMSbrbrComfort was a top priority in designing the bedrooms. Both rooms feature all-new furnishings, including bedside tables, reading lamps, elegant décor touches, and exceptionally comfortable beds featuring a high-end sleep system with a premium gel memory foam mattress designed to support deep, restorative rest. Crisp linens, soft pillows, and coastal-inspired accents complete the experience.brbrAmple closet space allows you to unpack and settle in, while blackout window coverings ensure a peaceful night’s sleep. Whether you’re relaxing with a book or winding down after a day in the sun, these bedrooms are designed with tranquility in mind.brbrBATHROOMSbrbrNew, fresh, and spa-like, the bathrooms have been renovated with polished chrome fixtures, sparkling clean tilework, and bright lighting. You’ll find brand-new vanities, modern mirrors, and thoughtful details that elevate your daily routine. Plush towels, starter toiletries, and hotel-level cleanliness make every shower feel refreshing and luxurious.brbrTHE LARGE LANAI – YOUR PRIVATE OUTDOOR RETREATbrbrOne of the most exceptional features of this Englewood home is the oversized lanai—a spacious screened-in outdoor living area perfect for enjoying Florida’s warm breezes. This is truly an extension of the home, offering a peaceful, private place to relax any time of day.brbrSip morning coffee, unwind with a sunset drink, dine outdoors, or simply relax with a book while listening to the sounds of nature. The large lanai offers comfort and shade, and its generous size ensures plenty of room for your entire group to enjoy. It’s the ideal complement to day trips to the beach, giving you a quiet refuge to return to.brbrLOCATIONbrbrSituated in a quiet residential neighborhood, the home provides a perfect blend of peaceful privacy and convenient access to the area’s top attractions. In just five minutes, you can reach Englewood Beach, known for soft sand, gentle surf, and breathtaking sunsets. Restaurants, cafés, ice cream shops, live music venues, and waterfront dining options are also close by, making it easy to enjoy the best of coastal living without long drives.brbrOutdoor lovers will appreciate the proximity to nature trails, kayaking spots, boat rentals, and the many tranquil parks that define Englewood’s charm. Whether you’re here for beach days, fishing trips, golfing, or simply to unplug and recharge, everything is within effortless reach.brbrADDITIONAL FEATURESbrbrHigh-speed WiFi for streaming, remote work, and staying connectedbrbrBrand-new furniture throughout the entire homebrbrPrivate entrance for comfort and securitybrbrAir conditioning for cool comfort year-roundbrbrFresh linens, towels, and beddingbrbrbrDriveway parking for your conveniencebrbrSmart TV with streaming capabilitiesbrbrFully equipped kitchen with new cookware and appliancesbrbrPeaceful neighborhood ideal for relaxationbrbrPERFECT FORbrbrCouples seeking a relaxing coastal escapebrbrSnowbirds looking for a newly updated, spotless homebrbrSmall families visiting Englewood BeachbrbrGuests who appreciate modern, clean aesthetics with high-end comfortbrbrBusiness travelers seeking a peaceful stay with reliable WiFibrbrTHE EXPERIENCEbrbrThis Englewood retreat isn’t just a place to sleep—it’s a polished, calming environment designed for guests who value cleanliness, comfort, modern design, and thoughtful details. With everything brand-new and carefully curated, the home offers the kind of comfort usually found in boutique hotels, but with the privacy and spaciousness of a residential property.brbrWake up refreshed in your comfortable bedroom, make breakfast in the modern kitchen, spend the afternoon at the beach, then come home to unwind on the expansive lanai as the sun sets. Whether your stay is short or extended, every moment here feels relaxed, spotless, and serene.brbrFrom the high ceilings and fresh bathrooms to the high-end mattresses and new furnishings, this home is a standout in the Englewood area—ideal for discerning guests who want a beautiful, modern, newly updated space near the water.

Coastal Hideaway - 5 Min to the Beach and Big Lanai

Englewood, Florida, United States

Bed

Bath

4

Sleeps

$152.42

✨ Teeny Martini – Steps to Beach | Swim Spa | Kayaks | Designer Studio ✨brbrWelcome to your cozy beach escape on Manasota Key - a compact, thoughtfully designed studio just steps from the sand and local favorites.brbrbrbr- Sleeps 2 | Studio | 2 beds | 1 bathbrbr- Shared outdoor pool (heated year around)brbr- 1-min walk to beach & Lemon Baybrbr- Kitchenette, WiFi, TV & dedicated workspacebrbr- Beach access, beach essentials & kayakbrbr- Patio, BBQ grill, outdoor dining & parkingbrbrbrbrA short stroll down a quiet island street brings you to the soft sand of the Gulf, where mornings begin with salty air and the sound of gentle waves. After a day exploring Manasota Key, return to a cozy studio retreat and unwind beneath swaying palms or enjoy a peaceful evening by the water. The rhythm here is easy - beach walks, warm breezes, and time to simply relax.brbrbrbrThe spacebrbrSet within the Blue Starfish Cottages community, this 207 sq ft studio offers a thoughtfully arranged interior designed for comfort and simplicity. Inside, you’ll find a full-size bed and a sofa bed, along with a bistro dining area for casual meals or morning coffee. The kitchenette provides a convenient space for preparing light bites, complemented by a coffee maker for your daily routine. A TV and Wifi allow for easy entertainment and connection, while air conditioning, heating, and a ceiling fan keep the space comfortable year-round. The bathroom is equipped with bathroom essentials, and added touches like room-darkening shades and clothing storage help make your stay feel settled and restful.brbrbrbrOutdoor living and shared spacesbrbrStep outside and enjoy access to a range of shared outdoor amenities designed for laid-back coastal living. Lounge by the shared outdoor pool, open daily from 9:00 AM to 9:00 PM, or relax in one of the outdoor seating areas with patio or balcony access. There’s space for outdoor dining, a BBQ grill for casual meals, and sun loungers for unwinding between beach outings. Guests can also enjoy a ping pong table and kayak, along with beach essentials for days spent by the shore.brbrbrbrAmenities and conveniencesbrbrA dedicated workspace makes it easy to balance work and relaxation, while a washer and dryer are available for added convenience. The property also offers a private entrance, free driveway parking for one vehicle, and self check-in with a smart lock. Safety features include exterior security cameras on the property and essential home safety equipment.brbrbrbrLocationbrbrPositioned in a quiet residential area of Englewood, this studio places you within walking distance of the beach, Lemon Bay, and Stump Pass State Park. The surrounding neighborhood is known for its relaxed pace, with nearby access to local restaurants, nature areas, and coastal attractions. Whether you’re exploring the shoreline or enjoying the calm of the island setting, everything is within easy reach.brbrbrbrThis is a comfortable, compact stay best suited for guests who plan to spend their time outdoors, enjoying the natural beauty and easygoing atmosphere of Manasota Key.

Seaside Studio Cottage Retreat

Englewood, Florida, United States

Bath

Sleeps

$160.58

Small in size, huge in charm. Welcome to Bay Breeze Bungalow, a beautifully designed beach studio in the heart of Manasota Key—just a 1‑minute walk to our quiet, uncrowded Gulf beach and a 5‑minute walk to Stump Pass State Park. Perfect for guests who plan to spend their days at the beach, exploring the Key, and relaxing in our tropical Swim Spa.brbrbrbrPart of the intimate Blue Starfish Cottages community, Bay Breeze Bungalow offers a private, stylish interior plus full access to all shared resort‑style amenities.brbrbrbr The SpacebrbrThoughtfully designed by our interior designer, this cozy studio blends comfort, efficiency, and coastal charm.brbrbrbrInside you’ll enjoy:brbrbrbrKing‑size bed with plush new mattress & fresh linensbrbrbrbrFull-size sofa sleeperbrbrbrbrModern kitchenette with compact range, fridge, microwave, toaster, cookware & both Keurig + traditional coffee makersbrbrbrbrBistro dining setbrbrbrbrSmart TV (log in to your own streaming apps)brbrbrbrHigh‑speed WiFibrbrbrbrUpdated bathroom with new vanity & showerbrbrbrbrThis is a compact, ultra‑clean space ideal for beach lovers who want comfort, convenience, and a prime location.brbrbrbr Unbeatable LocationbrbrYou’ll be staying in one of the best spots on Manasota Key—a peaceful, walkable island street surrounded by nature and fun.brbrbrbrWalk in minutes to:brbrbrbrBeach – 1 minutebrbrbrbrLemon Bay – 1 minutebrbrbrbrStump Pass State Park – 5 minutesbrbrbrbrFree Beach Yoga – 8 minutesbrbrbrbrRestaurants with live music – 8–10 minutesbrbrbrbrParasailing, sunset cruises & watersports – nearbybrbrbrbrThis area is also famous as the Shark Tooth Capital—you can find prehistoric shark teeth right on our beach.brbrbrbr Resort‑Style Amenities (Shared)brbrAs a guest of Blue Starfish Cottages, you’ll enjoy free access to all outdoor amenities:brbrbrbrTropical Swim Spa with waterfall & massage jets (heated in winter)brbrbrbrOutdoor ping‑pongbrbrbrbrMultiple lounge & dining areas with tiki umbrellasbrbrbrbrCharcoal grillsbrbrbrbrFree laundry roombrbrbrbr2 kayaks (ages 21+; Lemon Bay only)brbrbrbrBeach gear (chairs, towels, sand toys)brbrbrbrPlenty of seating zones allow guests to spread out and enjoy the peaceful island vibe.brbrbrbr Guest AccessbrbrYou’ll have:brbrbrbrEntire private Bay Breeze studiobrbrbrbrAll shared Blue Starfish amenitiesbrbrbrbr1 dedicated parking spot brbrbrbrDoor code sent before arrivalbrbrbrbr Rest & RelaxationbrbrWhen it’s time to unwind, enjoy:brbrbrbrPlush new beddingbrbrbrbrDream sound machinebrbrbrbrQuiet, respectful communitybrbrbrbrPeaceful tropical landscapingbrbrbrbrThis is a low‑key, relaxing environment perfect for guests who want tranquility.brbrbrbr Squeaky Clean GuaranteebrbrOur housekeeping team is exceptional. All surfaces are thoroughly cleaned and sanitized before your arrival. Starter supplies (paper goods, coffee, tea, etc.) are provided.brbrbrbr Perfect for Beach LoversbrbrWhether you’re kayaking with dolphins, hunting for shark teeth, enjoying live music at local tiki bars, or simply relaxing under a palm tree, Bay Breeze Bungalow offers the perfect blend of comfort, charm, and island adventure.

Bay Breeze Bungalow Studio

Englewood, Florida, United States

Bath

3

Sleeps

$223.34

Welcome to Casa Sangria, an adorable, interior designer created beach bungalow in a prime Manasota Key location—just steps from a gorgeous, uncrowded Gulf beach and picturesque Lemon Bay. Enjoy deeded beach access, a tropical swim spa with waterfall and massage jets, free kayaks, and walkable access to Stump Pass State Park and island restaurants with live music. Relax, explore, and slip into true island time.brbrbrbrCasa Sangria is a cozy, open concept 2 bedroom beach cottage designed for comfort and relaxation.brbr• Primary Bedroom: King bed, plush new mattress, quality cotton linens, Smart TVbrbr• Second Bedroom: Comfortable full bed with new beddingbrbr• Living Room: Queen size sofa sleeper, Smart TV, high speed Wi Fibrbr• Kitchen: Fully equipped granite kitchen with range, refrigerator, microwave, dishwasher, toaster, blender, spice rack, cookware & dishesbrbr• Coffee Options: Keurig style and traditional coffee maker + tea kettlebrbr• Bathroom: Updated with porcelain tiled shower and new vanitybrbr• Pool heated seasonally (winter months)brbrResort Style Amenities (Free)brbrAs part of Blue Starfish Cottages, guests enjoy shared access to outstanding amenities:brbr• Deeded beach access (2 minute walk)brbr• Tropical Swim Spa with waterfall & massage jetsbrbr• Free Kayaks for exploring Lemon Bay (21+; life jackets required)brbr• Outdoor ping pongbrbr• Multiple tropical seating areasbrbr• Charcoal grills brbr• Free laundry roombrbr• Beach gear for each cottage (chairs, umbrella, towels, sand toys)brbrPlenty of space to spread out and enjoy a peaceful, low key beach atmosphere.brbrLocation – Walk EverywherebrbrLocation, location, location! Casa Sangria sits on a quiet island street at the desirable south end of Manasota Key:brbr• 1 minute walk to Lemon Baybrbr• 2 minutes to uncrowded Gulf beachbrbr• 5 minutes to Stump Pass State Park (area’s #1 attraction)brbr• Under 10 minutes to beach yoga & island restaurantsbrbrTake Stumpy’s Free Ride shuttle to nearby dining, live music, and nightlife—or enjoy stunning sunsets right on the beach. The area is also famous for prehistoric shark tooth hunting.brbrGuest AccessbrbrGuests have exclusive access to the entire Casa Sangria bungalow, plus shared access to all Blue Starfish Cottages’ common amenities.brbr• Parking: 1 designated spot per reservation brbrbrbrWhy Guests Love Casa Sangriabrbr• Prime Manasota Key location near beach, bay & nature preservebrbr• Stylish, spotless, and thoughtfully equippedbrbr• Tons of free amenities that save you moneybrbr• Quiet, uncrowded beach community with spectacular sunsets

Casa Sangria 2 BR Cottage

Englewood, Florida, United States

Bed

Bath

Sleeps

$233.41

Stylish 2BR Beach Bungalow Steps from the Sand – Manasota KeybrbrWelcome to your coastal bungalow retreat - just steps from the beach & Lemon Bay, perfect for a laid-back getaway by the water:brbrbrbr- Sleeps 5 | 2 bedrooms | 4 beds | 1 bathbrbr- Shared heated outdoor pool (9 AM - 9 PM) & kayakbrbr- Patio or balcony w/ outdoor dining & BBQ grillbrbr- Wifi, Smart TVs & dedicated workspacebrbr- Washer & dryer, kitchen & bathroom essentialsbrbr- Free parking & self check-inbrbrbrbrSoft coastal breezes drift through the bungalow as you settle into a relaxed rhythm just steps from the shoreline. Mornings begin with a short stroll to the sand or along Lemon Bay, while evenings invite you back to unwind in a peaceful residential setting. The gentle pace of Manasota Key surrounds you, with nearby nature, water views, and quiet streets shaping each day.brbrbrbrLiving spacebrbrThe open-concept living area offers a comfortable place to gather, with a sofa sleeper and Smart TV for laid-back evenings indoors. High-speed Wifi keeps you connected, and a dedicated workspace makes it easy to balance work and leisure during longer stays. Air conditioning, ceiling fans, and heating ensure comfort throughout the year.brbrbrbrSleeping arrangementsbrbrThis 2-bedroom bungalow accommodates up to 5 guests. The master bedroom features a king bed and Smart TV, while the guest bedroom includes a full and a twin bed. Extra pillows and blankets, room-darkening shades, and sound machines contribute to a restful night’s sleep.brbrbrbrKitchen and diningbrbrThe kitchen provides a full space for preparing meals, along with a dining table for shared gatherings. Whether you’re starting your day with coffee or enjoying a relaxed meal after time at the beach, the setup supports easy, at-home dining.brbrbrbrBathroom and essentialsbrbrThe renovated bathroom includes hot water and bathroom essentials, with fresh finishes that enhance daily routines. A washer and dryer are also available, along with essentials like bed linens, towels, and clothing storage for convenience during your stay.brbrbrbrOutdoor living and shared amenitiesbrbrStep outside to enjoy a patio or balcony with outdoor furniture and an outdoor dining area. A BBQ grill is available, and shared spaces within the Blue Starfish Cottages community include a heated outdoor pool with sun loungers, open daily from 9:00 AM to 9:00 PM. Guests can also enjoy a ping pong table and access to a kayak for exploring nearby waters.brbrbrbrLocation and accessbrbrSituated in a quiet Englewood neighborhood near Manasota Key, the home places you within easy reach of the Gulf and Lemon Bay - both just a short walk away. The surrounding area offers a relaxed, residential feel with nearby access to beaches, local restaurants, and outdoor activities. One free driveway parking space is provided, and the home is single level with no stairs.brbrbrbrAdditional detailsbrbrSelf check-in is available via smart lock for a smooth arrival. Exterior security cameras on the property and home safety features such as smoke alarm, carbon monoxide alarm, fire extinguisher, and first aid kit are in place for peace of mind. Long term stays are allowed, making it a comfortable option for extended visits.

Villa Margarita — Manasota Key Bungalow

Englewood, Florida, United States

Bath

Sleeps

Exceptional(3)

$194.13

Welcome to a relaxing get-away at a cozy 2-bed/2-bath modern vacation villa (half duplex). Situated and designed with a relaxing beach-themed ambiance, the villa is located in a tranquil and safe residential area - great place for a restful and comfortable retreat. There is space to sleep up to 4+ (convertible futon sofa bed available). The property is located in Englewood, a lovely gulf coastal city stretching right along the beach and easy access to multiple golf clubs, fishing and much more.brbr*Please note there are security cameras on property - front door has a doorbell camera

Villa

COASTAL! Tropical Oasis Home • Near Golf & Beaches

Englewood, Florida, United States

3

Bed

Bath

Sleeps

$483

In prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms, 2 bathrooms, & relaxing outdoor spaces. Walk only 1 minute to delightfully uncrowded beach! Swim Spa with waterfall & massage therapy jets in common area.brbrbrbrWelcome to Villa Mimosa, a charming 2‑bedroom, 2‑bath beach bungalow in one of the best locations on Manasota Key—just steps from our quiet, uncrowded Gulf beach and a short stroll to Lemon Bay, Stump Pass State Park, and local restaurants with live music.brbrbrbrStart your morning with Free Beach Yoga, sip a mimosa by the tropical Swim Spa, or launch our free kayaks into Lemon Bay where dolphins and manatees are often spotted. End your day with unforgettable sunsets and the sound of waves.brbrbrbr The SpacebrbrDesigned by our talented interior designer, Villa Mimosa is a cozy, open‑concept bungalow with stylish coastal décor and everything you need for a relaxing stay.brbrbrbrInside you’ll enjoy:brbrbrbr2 bedrooms + queen sleeper sofabrbrbrbrPlush new mattresses & high‑quality linensbrbrbrbrSmart TVs & free high‑speed WiFibrbrbrbrUpdated bathrooms with porcelain‑tiled showersbrbrbrbrWell‑equipped kitchen with stainless steel appliances, Keurig + traditional coffee maker, cookware, dishes & morebrbrbrbrDining area & comfortable family roombrbrbrbrSleeping arrangements:brbrbrbrBedroom 1: King bed + Smart TVbrbrbrbrBedroom 2: Full bed + Twin bedbrbrbrbrLiving Room: Queen sleeper sofabrbrbrbr Unbeatable LocationbrbrYou’ll be staying in a prime spot on the south end of Manasota Key, known for its peaceful beaches and natural beauty.brbrbrbr1–2 minute walk to our deeded beach accessbrbrbrbr1 minute to Lemon Baybrbrbrbr5 minutes to Stump Pass State ParkbrbrbrbrUnder 10 minutes walk or 3 min drive to restaurants, nightlife & Free Beach YogabrbrbrbrFree Stumpy’s Shuttle available to take you around the KeybrbrbrbrThis area is also famous as the Shark Tooth Capital—you can find prehistoric shark teeth right on our beach!brbrbrbr Resort‑Style Amenities (Shared)brbrAs part of the intimate Blue Starfish Cottages community, you’ll enjoy free access to all shared outdoor amenities:brbrbrbrTropical Swim Spa with waterfall & massage therapy jets (heated in winter)brbrbrbrOutdoor ping‑pongbrbrbrbrMultiple lounge & dining areas with tropical landscapingbrbrbrbrCharcoal grillsbrbrbrbrFree laundry roombrbrbrbr2 kayaks (ages 21+; Lemon Bay only)brbrbrbrBeach gear (chairs, umbrella, towels, sand toys)brbrbrbrPlenty of seating areas allow guests to spread out and enjoy the peaceful island vibe.brbrbrbr Extra PerksbrbrSqueaky‑clean accommodations—our housekeeping team is exceptionalbrbrbrbrQuiet, respectful vacationers only (perfect for relaxation)brbrbrbr1 dedicated parking spot directly in front of your unitbrbrbrbrStarter supplies provided (paper goods, coffee, soaps, etc.)brbrbrbr Perfect for RelaxationbrbrWhether you’re beachcombing for shark teeth, kayaking with dolphins, enjoying live music at local tiki bars, or simply unwinding under a palm tree, Villa Mimosa offers the perfect blend of comfort, charm, and island adventure.brbrbrbrWe’re proud to have many happy repeat guests—come see why!

2BR Beach Cottage-Steps to Beach, Heated Pool

Englewood, Florida, United States

Bed

Bath

Sleeps

$228.0

Villa Mojito: Stylish 2BR Beach Bungalow Steps from the Sand – Manasota KeybrbrbrbrWelcome to Villa Mojito – your dream coastal retreat in the heart of Manasota Key! This charming 2-bedroom, 1-bath bungalow was professionally designed for comfort and relaxation. Just a 1-minute stroll takes you to our uncrowded, pristine beach, while the breathtaking Stump Pass State Beach Park is only a 5-minute walk away. brbrHighlights: brbr*Stylish open-concept living area with comfortable sofa sleeper and Smart TV brbr*Two inviting bedrooms: Master with king bed and Smart TV, guest room with full and twin beds brbr*Fully equipped kitchen: 4-burner range, refrigerator, microwave, dishwasher, toaster, Keurig & drip coffee makers, utensils, cookware, spice rack, and new dining set.brbr*Renovated bathroom with porcelain tiled shower and fresh vanity brbr*All new plush mattresses, quality linens, and relaxing sound machines for restful sleep.brbr* High-speed WiFi and Smart TVs (log in with your favorite streaming service)brbr*Resort Amenities (Shared with Blue Starfish Cottages Community): brbr-Tropical Swim Spa with massage therapy jets and a waterfall feature brbr-Free kayaks to explore scenic Lemon Bay—spot dolphins, manatees, and shorebirds.brbr-Outdoor ping-pong and lush lounge seating areasbrbr-Charcoal grills and picnic tables under oversized tiki umbrellas brbr-Free laundry room access brbr-All essential beach gear: folding chairs, umbrella, sand toys, towelsbrbrbrbrGuest Access & Neighborhood: Enjoy exclusive use of the entire Villa Mojito, with access to all Blue Starfish Cottages amenities One reserved parking spot. Quiet, friendly street – a 2-minute walk to the Gulf, 1 minute to Lemon Bay Walk to Free Beach Yoga, restaurants, and nightlife, or take Stumpy's Free Shuttle to top local spots with live music and firepits. brbrExtra Perks: Starter supplies: toilet paper, paper towels, coffee, and tea.brbrImmaculately cleaned and sanitized for your well-being. Book Villa Mojito for a Relaxing, Fun-Filled Escape on Manasota Key! Whether you're searching for shark teeth, soaking in the swim spa, kayaking Lemon Bay, or simply savoring a sunset cocktail—your perfect beach getaway starts here.

Villa Mojito 2BR Bungalow

Englewood, Florida, United States

Bath

Sleeps

Exceptional(47)

$186.92

Stay together in this newly built, cozy studio condo just minutes from the beach, bars & restaurants. Sit back, relax and enjoy the sunrise on the bay or sunset on the beach! This cozy studio can accommodate up to 2 guests. This unit has wifi, cable, kitchenette, bath, living room with queen murphy bed and a sofa bed. Fully stocked with towels, linens & kitchenware, and coffee machine. Enjoy our private heated pool and BBQ grills to prepare your steaks or local seafood. All the amenities needed for you to spend more time together … for less.brIdeal location in the heart of Manasota Key. The beach is just steps away, while the bay side has boat docks available on a first come, first served basis. We'll supply the beach towels, pool noodles, beach chairs and even the cooler for your refreshments! And don't forget to check out our private pier! brFree wifi, cable, and shuttle carts available for rides to local bars & restaurants. Book now for best availability!

Apartment

Cozy Studio: Steps to private Beach, Dock & Pool. Short walk to Restaurants.

Englewood, Florida, United States

Bath

Sleeps

Exceptional(2)

$204.14

Private freestanding cottage in friendly 39-unit Admiralty Villas condo stretching from the Gulf to beautiful Lemon Bay. Heated pool. Private docks (free for renters – bring your boat, or rent one!) also direct beach access 400 steps from unit.brLarge living room and dining room, 2 bedrooms (1 king, 1 queen-size beds), 2 baths, and private deck. Fully-furnished, including linens and kitchenware. NO SMOKERS! Close to bay and pool. Just across the street from the Gulf beach. 1 hour from Sarasota Punta Gorda Airports, 90 minutes from Tampa and Fort Myers Airports, 20 minutes from Boca Grande. Beach restaurants and shopping nearby. Jet ski, kayak, parasail, deep sea fishing, and sunset cruise rentals on island.

Beautiful Admiralty Villas Cottage

Englewood, Florida, United States

Bed

Bath

4

Sleeps

$295.2

Escape to your own slice of paradise on Manasota Key. This bright and stylish 2-bed, 2-bath coastal home features a private heated pool, lush tropical landscaping, and exclusive beach access just steps away. Enjoy morning coffee with sea breezes, spend afternoons by the pool, and finish the day watching sunsets on the sand. Perfect for couples, families, or anyone seeking a peaceful Gulf-side retreat.brbrKey Featuresbr2 Comfortable Bedrooms – Ideal for couples, small families, or a peaceful coastal getawaybr2 Full Bathrooms – Convenient layout for families or groups traveling togetherbrPrivate Heated Pool – Your own tropical oasis for sunbathing, swimming, and relaxing any time of daybrSteps to Deeded Beach Access – Enjoy a quiet path to the soft sands and turquoise waters of Manasota KeybrBright, Coastal Interior – Fresh, airy décor with an inviting island vibe throughoutbrFully Equipped Kitchen – Stocked with cookware, appliances, and essentials for easy home-cooked mealsbrOutdoor Patio & Lounge Area – Perfect for morning coffee, grilling, or sunset cocktails by the poolbrWasher & Dryer – Convenient for longer stays and beach daysbrBeach Gear Included – Chairs, umbrellas, towels, and more (customize depending on what you provide)brHigh-Speed Wi-Fi & Smart TVs – Stay connected and stream your favorite showsbrAir Conditioning Throughout – Cool, comfortable living during every seasonbrQuiet Manasota Key Road Location – Peaceful, walkable, and steps from both beach and baybrClose to Dining & Activities – Just minutes to Englewood Beach, local restaurants, shops, and Stump Pass State ParkbrbrManasota Key is a tranquil barrier island known for its unspoiled beaches, turquoise water, sea turtles, and relaxed local culture. It’s far quieter than Siesta Key or Venice Beach, making it perfect for guests seeking peace and natural beauty.brbrNearby AttractionsbrEnglewood Beach – Restaurants, live music, tiki bars, and shopping (5 minutes away)brStump Pass Beach State Park – Hiking trails, wildlife viewing, kayaking (5–7 minutes)brBlind Pass Beach – Known for shelling and fossilized shark teeth (2–3 minutes)brVenice & downtown Englewood – Dining, boutiques, farmers markets (15–20 minutes)brbrDining & DrinksbrSandBar Tiki & GrillebrLock ’N Key RestaurantbrWhite Elephant PubbrMagnolias on the Bay (great for sunset dining)brbrActivitiesbrKayaking & paddleboardingbrBoat rentals & fishing chartersbrShark tooth hunting (a Manasota Key favorite!)brBiking the quiet, picturesque North Beach RoadbrDolphin and manatee spotting along the IntracoastalbrbrVibe of the AreabrQuiet, upscale, walkable, and laid-back. Many guests love that the island still feels like “classic Florida” — relaxed, friendly, and natural.brbrIf you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you.brbrThe Bay & Key Collection offer a wide range of services including:br- An any day arrival policy and length of stay requirements starting at just 7-nights.br- We have a professional property manager and maintenance systems meaning you'll experience the service you deserve.br- Professional housekeeping pre-stay and during stay if requested.br- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations.br- 'Preferred Vendors' meaning you can trust the company you use for rentals.brbrWelcome to your private coastal retreat on beautiful Manasota Key. This charming 2-bedroom, 2-bath home blends comfort, style, and effortless beach living. Step inside to find a bright, open floor plan filled with natural light, coastal décor, and relaxed island charm. The living area offers plenty of space to unwind, whether you’re enjoying a quiet morning or gathering after a day in the sun.brbrThe fully equipped kitchen makes cooking at home easy, with modern appliances, cookware, and everything you’ll need for meals together—whether it’s breakfast before the beach or dinner by the pool.brbrBoth bedrooms are thoughtfully furnished with comfortable beds, fresh linens, and ample storage, creating peaceful spaces to recharge. With two full bathrooms, getting ready for a night out or rinsing off after the beach is simple and convenient.brbrStep outside to your own private pool area, surrounded by tropical landscaping for total privacy. Lounge in the sun, enjoy a swim, or relax under the shade with a cold drink. The outdoor patio offers the perfect setting for morning coffee, grilling, or unwinding at sunset.brbrJust across the road, you’ll find your deeded beach access, giving you quick and easy entry to one of the quietest, most pristine stretches of Manasota Key Beach. Spend your days swimming, searching for shark teeth, or watching dolphins glide by.brbrWith fast Wi-Fi, smart TVs, laundry, beach gear, and a peaceful island location close to restaurants and parks, this home has everything you need for a stress-free, memorable Gulf Coast getaway.brbrFrom I-75, take Exit 193 (Jacaranda Blvd) and head southwest toward Venice. Continue on Jacaranda Blvd for several miles until it ends at FL-776/South Tamiami Trail. Turn right onto FL-776 and drive for about 6 miles. Turn left onto Manasota Beach Road and follow it over the bridge onto Manasota Key. At the end of Manasota Beach Road, turn right onto Manasota Key Road and continue south for approximately 2.5 miles. Your destination will be on the right-hand side.brbrIf the travel dates you are looking for don't appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.brbrPrior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions.brbrAccidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at The Bay & Key Collection. On this property, for stays greater than 29 nights, an additional $90 will be due as the current rates are for 29 nights or less. For additional blocks of 30 nights past 59 nights you, will be charged $71.

The Pool House - 2 Beds/Private Pool, Beach Access by The Bay & Key Collection

Englewood, Florida, United States

Bed

Bath

Sleeps

$236.32

Summary:brbr❤️This listing to save for later!brbrbrbrWelcome to Pineapple in Paradise a tropical getaway where old Florida charm meets modern luxury. This newly remodeled home features a remodeled living space, a sparkling pool, and a fenced backyard with a bar. Perfect for families, couples, or friends to relax, unwind, and make unforgettable memories under the palms.brbrbrbr Send us a message to book your vacation.brbrbrbrThe Space:brbr Prime Location: brbr.5 Miles to Dearborn Streetbrbr10 Miles to Wellen Parkbrbr11 Miles to Historic Downtown VenicebrbrbrbrBeach Proximitybrbr ⛱️ brbr4 Miles to Englewood Beachbrbr6 Miles to Manasota Key Beachbrbr7 Miles to Blind Pass Beachbrbr13 Miles to Boca Grande Causeway (GIBA Bridge Pass included in your stay, $6/value per day)brbrbrbr Fido Friendly (please read further for pet fees)brbrbrbr Kid Friendly:brbrPack N PlaybrbrHigh ChairbrbrbrbrOutdoor Oasis:brbr Private Refreshing Pool (Heated in the Winter)brbr Outdoor Bar brbr Outdoor Fridge to store extra food & drinks brbr♨️ Barbecue grill brbr Pergola with seatingbrbr Fully Fenced YardbrbrbrbrOutdoor Amenitiesbrbr ‍♀️ Paddle-boardbrbr Single Person Kayakbrbr Beach Chairs (5)brbr Coolerbrbr Beach Buggybrbr Beach Toysbrbr ‍♂️ Bikes (2)brbr Adirondack/Sun Loungers Chairs by the poolbrbr Pool Toysbrbr ️Cornhole (Official Size)brbrbrbrEntertainment:brbr High-speed Wi-Fi brbr 75 Flat screen Smart TVbrbr Streaming services (included in your stay!) brbr Netflix, Hulu Live, Disney Plus and HBO Maxbrbr Playstation 5brbr Board gamesbrbr Booksbrbr ️ Workspace area/Bluetooth printerbrbrbrbr ️ Fully Equipped kitchenbrbr New stainless steel appliancesbrbr☕ Coffee Pot & Keurig Machinebrbr Blenderbrbr Air Fryer brbr ToasterbrbrbrbrLuxurious Bedrooms: brbr ️ Brand new Mattresses and Pillowsbrbr Premium bedding brbr Clothing storagebrbrbrbrModern Bathroom: brbr Premium toiletriesbrbr Shampoo, Conditioner, Body Washbrbr ‍ Hair Dryer & Curling Ironbrbr Plush Bath towelsbrbrBeach & Pool Towelsbrbrbrbr ️Boat/Trailer Parking allowedbrbrbrbr Laundry: Full size washer & dryer with supplies (Shared with Upstairs Tenant)brbrbrbrGuest Access:brbrGuests have full access to the entire downstairs of the home, including the private pool and all outdoor/backyard amenities. brbrbrbr(There is a tenant in the upstairs apartment that does use the far right side of the driveway. Up stairs tenant DOES NOT have access to any of the outdoor/backyard amenities - pool, kayak, paddle board, bar, etc., those will all be for your use.)brbrbrbrBoat/Trailer parking is available on-site for your convenience.brbrbrbrThe outdoor laundry IS shared between both apartments.brbrbrbrOther Things to Note:brbrPet Fees- $25 Pet Dog/Per Night (No Size Limit)brbr(Capped @ $250/per dog for up to 30 days!)brbrbrbrThe fee will be requested through Airbnb after booking.

Tropical House w/ Heated Pool & Outdoor Bar

Englewood, Florida, United States

Bed

Bath

Sleeps

$269.62

Welcome to your idyllic beach bungalow on Manasota Key! Nestled between the soft, sandy shores of the Gulf of Mexico and the serene waters of Lemon Bay, this charming vacation rental offers the perfect getaway!brbrAs you step inside past the screened porch, you re greeted by a bright and airy living space adorned with coastal decor, large windows that fill the room with natural light, and comfortable furnishings that invite relaxation. The floorplan seamlessly connects the living area to a fully equipped kitchen. Two bedrooms comfortably sleep 4 people, with a pull-out couch in the living room for extra guests. Step outside onto the private deck, where you can enjoy morning coffee while soaking up some rays. The lush, tropical landscaping offers a sense of seclusion, and a short path leads you directly to the beach, where you can sink your toes into the warm sand.brbrWith private deeded beach and bay access, you have the best of both worlds and no need to go to the public beaches. Walk across the street to you private path and beach access. Spend your days sunbathing, shell collecting, or taking a leisurely swim in the Gulf. For the more adventurous, grab a kayak or paddleboard and explore the calm waters of Lemon Bay, where you might spot dolphins and manatees.brbrIn the evenings, unwind with a barbecue or a cool drink, watching the sunset paint the sky in vibrant hues. With its perfect blend of relaxation and adventure, this beach bungalow is your ideal home away from home on Manasota Key!brbrThis is a pet-friendly home (for a $100 cleaning fee), with no weight restrictions or additional pet fees, and a fenced yard for letting your dog s run safely outside. Convenient off-street parking, an outdoor shower, full sized washer dryer, beach gear, and a free shuttle service to local restaurants and shops are a few more amenities that make this property a perfect beach getaway!

Private beach, bay access to only 5 homes, dog friendly, fenced yard, steps to the water on either side

Englewood, Florida, United States

Bed

Bath

Sleeps

$208.0

Advertising videobrhttps://www.youtube.com/watch v=_oxu8fMVu7kbrCreek Cottage is a new pool home set in private Englewood’s greenbrheartland, only 10 minutes to the beach.brOur home offers authentic Florida charm boasting a fully furnished 3 bed/2 bath, den and a solar heated salt water pool (extra heating is optional at a weekly cost) Capture a picturesque view of exotic Florida from your back porch or wander the back access path to the untouched Oyster Creek waterway. The south facing porch/pool area is a haven for sun-worshippers.brThe kitchen is fully loaded with modern stainless steel appliances, having an openbrplan with the living and dining area. The den or chill area provides a welcome retreatbrto work, read, game or just relax in cottage ambience.brSecurity cameras are placed at the front for your safety but allows 100% privacy.brShopping is a mere 5 minutes away with access to large supermarkets, plazas,brrestaurants & bars.brOur home exudes harmony, serenity and warmth where you can frolic, relax and getbraway from it all. Welcome to our Creek Cottage!

Quaint New Private Cottage with Salt Water Pool in Heartland Englewood FL

Englewood, Florida, United States

3

Bed

Bath

6

Sleeps

$206.36

Welcome to Harbor View Condominiums – Your Lazy Days Bayfront Escape for Winter Retreats or Summer Getaways!brbrThis spacious Bay front condo offers an open-concept layout that seamlessly connects the kitchen, dining, and living areas—creating an inviting space where family and friends can relax, gather, and make lasting memories. Fresh updates and beach-inspired décor set the tone for a truly tranquil stay. Discover the perfect blend of comfort and coastal charm in this beautifully updated condo. brbrStart your mornings on the private balcony with your favorite drink in hand, keeping an eye out for manatees, playful dolphins, or even early-morning fishing activity. Spend your afternoons lounging by the outdoor pool or enjoying the community grilling area—where great food and even better company come together.brbrThe fully equipped kitchen features modern appliances and plenty of space for the family chef. Gather around the island for laughter, conversation, and shared meals. The open living area ensures everyone stays connected, and the sofa sleeper provides additional space for guests.brThe primary suite is your personal retreat, complete with a king-sized bed and a spa-like ensuite bathroom. with a walk-in closet, and a private TV add to the comfort and luxury. Unwind in the soaking tub or refresh in the walk-through shower with multiple jets and plenty of space with the Dual vanities,brbrGuests will feel right at home in the second bedroom, which offers a queen-sized bed, easy access to the main bathroom, and its own TV for added convenience.brbrStep outside and embrace the laid-back lifestyle of Manasota Key. Leave the car in the garage and take a short stroll to nearby restaurants, enjoy breathtaking sunsets on the beach each evening, and explore the area's fantastic dining options. Whether you're here to relax, explore, or reconnect, this coastal getaway is the perfect place to make unforgettable memories.

Condo

Lazy Days at the Harbour

Englewood, Florida, United States

Bed

Bath

Sleeps

$338.18

La Boca Beach House offers a relaxing atmosphere in a quiet and friendly neighborhood perfect for family getaways. Located on Florida's West Coast on Manasota Key, known for white sand beaches and beautiful sunsets. Enjoy the view of Lemon Bay Aquatic Preserve from the balcony or relax in the warm blue waters at one of our nearby beaches. brStump Pass Beach State Park and Manasota Key Beach are only a short walk away. Also a short walk away are many of the island's restaurants and tiki bars, perfect for a nice night out. The kitchen offers everything you need to prepare your meals, it's just a short drive to one of the nearby grocery stores where you can pick up all your ingredients.brLa Boca provides the perfect blend of serenity and beach-life fun, so let the healing smell of the salt air and the soothing sounds of the ocean set the backdrop for a wonderful stay you won't soon forget!

La Boca Beach House

Englewood, Florida, United States

Bed