Vacation rentals in Manasota Key

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Top-rated vacation rentals in Manasota Key

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Guest favourite
Two individuals ride bicycles along a sandy beach at sunset, with vibrant hues of orange and purple in the sky. Gentle waves lap at the shore, and distant figures can be seen walking along the coastline, creating a serene beach atmosphere.
Cottage in Englewood
4.89 out of 5 average rating, 188 reviews

Unit #2 Free bikes/kayaks/walk to beach/2bed/2bath

Unit # 2 Beautiful 2 bedrooms 2 bath cottage, great space to relax with family and friends. With full kitchen/ garage/laundry/outdoor shower. WiFi/Free bikes, kayaks, beach toys. Great Lanai to spend wonderful afternoons. You will love to walk to the beach and enjoy the most breathtaking sunset pictures. cottage is fully furnished beach style for a wonderful vacation feeling. You have not only the beach and the bay to explore, but great restaurants/bars and more just walking distance. Enjoy!

Top guest favourite
Home in Englewood
5 out of 5 average rating, 21 reviews

New! Lemon Bay•Hot Tub•Sunsets•Pontoon Rentals!

Plan a winter warm-up on scenic Lemon Bay in Englewood, Florida! This waterfront retreat blends relaxation and adventure. Enjoy gorgeous sunset views while soaking in the hot tub, and watch dolphins play in the bay. Rent the pontoon and explore the water, offering easy access to beaches and fishing. Stump Pass is just across the bay! This 3000 sq. ft. newly remodeled home has plenty of space for your group to enjoy comfortably. Book now for a peaceful Gulf Coast getaway with unforgettable views.

Top guest favourite
A seaside townhome is visible, surrounded by palm trees and a sandy pathway. The ocean stretches in the background, with gentle waves lapping against the shore. A vibrant blue exterior complements the coastal setting, creating a harmonious blend with nature.
Townhouse in Englewood
4.99 out of 5 average rating, 150 reviews

Beautiful fall sunsets-50 steps to uncrowded beach

Imagine waking up to the gentle lull of waves right outside your bedroom window. This exquisite 2-king bedroom, 2-bathroom raised townhome is nestled among palm trees in close proximity to the beach where your children can build sandcastles and explore the wonders of the shoreline while listening to the symphony of waves and coastal breezes. The rhythmic melody of the ocean serves as a soothing backdrop, creating a peaceful ambiance that instantly melts away stress. Escape to a coastal paradise!

Guest favourite
An aerial view of Manasota Key showcases the expansive beach lined with soft sand and crushed shell. The vacation home is highlighted, surrounded by lush greenery and close proximity to the warm Gulf waters, with clear blue skies enhancing the tranquil environment.
Bungalow in Englewood
4.8 out of 5 average rating, 105 reviews

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!

Top guest favourite
Condo in Englewood
5 out of 5 average rating, 22 reviews

Family Beachside Retreat at The Salty Surfer

Escape to this beautiful beachside retreat, steps from the sand! Perfect 2-bedroom, 1-bath home offers a relaxing coastal vibe with modern comforts. Just a few steps from the beach for sunrise walks & ocean breezes. Gather around the fire pit or enjoy an afternoon hammock nap. Fully equipped kitchen and coffee lovers Breville Espresso Machine. Conveniently close to amazing restaurants. If you’re looking for a peaceful escape, this beach home has everything you need for an unforgettable stay.

Superhost
Home in Englewood
4.67 out of 5 average rating, 3 reviews

Lemon Bay Canal Home – Pool, Hot Tub & Boat Dock

Welcome to your private escape nestled on a secluded peninsula in Lemon Bay, just minutes from the Gulf of Mexico. This 2-bedroom, 3-bathroom pool home is a boater’s dream with direct canal access to open water—no bridges, no height restrictions. Just tie up at your private dock and you’re off to explore Lemon Bay, Stump Pass, and the Gulf in no time. Whether you’re into fishing, beachcombing, or simply relaxing poolside, this home offers the perfect blend of privacy, comfort, and location.

Top guest favourite
A vibrant blue exterior of the home is showcased, framed by tall palm trees under a partly cloudy sky. A spacious driveway is visible, providing ample parking space in front of the house, which features a welcoming façade with multiple windows.
Home in Englewood
4.98 out of 5 average rating, 135 reviews

PRIME Location! 60 Steps to PRIVATE BEACH Dogs OK!

Luxury Prime Island Location-Enjoy the best location on the island with our family & pet-friendly home (pets require approval & $200/pet fee). Just steps from our private beach & 1 mile from bars and restaurants, with a free shuttle service to beaches, dining, & nightlife. Relax in comfort w/ soft beds, a spacious couch, and flat-screen smart TVs in every room & fast WiFi. We offer bikes and beach equipment. 1 mile from Manasota Key public beach. Book now for the ultimate island retreat!

Guest favourite
A sandy beach stretches along the shoreline, meeting calm turquoise waters. The sky features a few wispy clouds, contributing to a serene coastal atmosphere. Beige sand is visible in the foreground, while smooth waves lap gently against the shore.
Condo in Englewood
4.92 out of 5 average rating, 127 reviews

Walk to beach~Sleeps 6 (B1)

This updated 1,400 s/f vacation home with vaulted ceilings is a great place to relax after a day at the beach. (Your private access to the beach is directly across the street!) Large master suite and guest bedroom with large deck. Fully appointed kitchen/dining with adjoining screened lanai. Complete with all the comforts of home. Please see "other details to note" for a description of your private beach access to enjoy sunny days and superb sunsets over the Gulf of Mexico.

Guest favourite
A two-story duplex is framed by lush palm trees and landscaping. The property features a welcoming front porch with white railings and ample outdoor seating. A gravel driveway leads to two designated parking spaces in front, enhancing accessibility to the entrance.
Home in Englewood
4.87 out of 5 average rating, 63 reviews

Turtle Nest Retreat - Manasota Key (upper unit)

All photos seen may be slightly different along with amenities offered due to Hurricane Helene and Milton. So please ask what is currently available. This bright private unit is located on Manasota Key across the street from the Gulf. The private front and back decks have large sliding glass doors, and you can hear the waves crash from anywhere in the house. Old Englewood is a short drive away. There are great restaurants and live music and entertainment nightly.

Guest favourite
Home in Englewood
4.93 out of 5 average rating, 162 reviews

Island Home & Casita, Pool, Golf Cart, Beach

Complimentary golf cart INCLUDED. With a short stroll to warm sand and crystal waters of Englewood Beach. With all the the modern comforts in place all you have to do is relax on your short stay or extended visit. Updated 2/2 main house and 1/1 Casita with a private entrance. Walk right out the front door to the new expansive pool patio featuring a saltwater heated pool, outdoor kitchen and plenty of furniture for spending time soaking in the warm Florida sun!

Top guest favourite
Villa in Englewood
5 out of 5 average rating, 13 reviews

Englewood Beach Villa - 3 min Walk to the Beach!

Welcome to the Beach! Relax and unwind in your own private home! Our villa is located across the street from Englewood Beach, making it about a 3-minute walk to the Gulf sands. Nothing is overlooked for your comfort. It has two beds—a king and a queen—for a good night's sleep on comfortable recently purchased mattresses. Two full bathrooms. Swim in a heated pool, then walk to one of six restaurants for your next meal. Perfect for a fun Florida getaway!

Guest favourite
A sandy beach stretches along the calm waters, showcasing gentle waves under a partly cloudy sky. Lush greenery lines the shoreline, and a wooden staircase leads to the beach, providing access to the serene outdoor environment.
Cottage in Englewood
5 out of 5 average rating, 34 reviews

Private Beach-Luxury 4BR+SUPs&Kayaks-Pets-BBQ

Charming 4 Bed Cottage (sleeps 9), Private Beach to Gulf Across Street, with Large Screened Porch, Super Shark Tooth Hunting, Free use of 2 Kayaks and SUPs, Restaurants, Live Music, Golf, and Tennis . Uber Eats & Grocery delivery, 50 Minutes from Sarasota Airport (75 minutes from Fort Myers airport). Lush tropical rainforest in the "Old Florida" region on the Gulf surrounds this cute cottage. *Please note small extra $50 pp nightly fee for guests 7-9.

Popular amenities for Manasota Key vacation rentals

When is the best time to visit Manasota Key?

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Frequently Asked Questions

  • What are the best places to stay in Manasota Key?

    Manasota Key has a mix of beachfront rentals, cozy cottages, and quiet homes near the water. Many visitors enjoy staying close to the Gulf for easy beach access and sunset views.

  • What are the best things to do in Manasota Key with kids?

    Kids can enjoy building sandcastles, searching for sea treasures on the beaches, and spotting dolphins or manatees by the shore. Visiting local parks for playground time or nature walks is also frequently suggested.

  • What are some of the best things to do in Manasota Key?

    Beach activities, kayaking through nearby mangroves, and visiting local parks are frequently suggested in Manasota Key. Guests often appreciate sunset strolls along the shore and exploring seafood spots.

  • How is the weather in Manasota Key?

    Manasota Key has a warm, subtropical climate with winter temperatures around 51–74°F (10–24°C) and hotter, humid summers reaching 90°F (32°C) or higher. Expect more rainfall during summer, with occasional afternoon showers.

  • When is the best time to visit Manasota Key?

    Late winter through spring is frequently suggested for visiting Manasota Key, as the weather stays mild with lower humidity and fewer rainy days. Summer brings warmer temperatures and increased rainfall, especially in the afternoons.

  • What are the best places to visit in Manasota Key?

    Popular spots in Manasota Key include sandy public beaches, local parks with walking trails, and coastal cafes. Travelers often explore nearby nature preserves for a look at the area’s wildlife.

  • What are some hiking trails in Manasota Key?

    Manasota Key has nature trails through coastal parks and preserves, featuring boardwalks, shaded paths, and views of native plants or shorebirds. These trails are generally gentle, making them approachable for most visitors.

  • What are some family activities we can do in Manasota Key?

    Families often enjoy exploring local beaches, searching for seashells and shark teeth, and paddling in calm coastal waters. Parks around Manasota Key have picnic areas, nature trails, and playgrounds for relaxed days outdoors.

  • What are some of the best day trip ideas from Manasota Key?

    Day trips often include exploring nature preserves, nearby coastal towns with boutiques and art galleries, or visiting public gardens in the region. For those interested in history, local museums provide perspective on the area’s heritage.

  • Are there any pet friendly accommodations available in Manasota Key?

    Manasota Key has a selection of pet-friendly accommodations, including some rentals with fenced yards or beach access. Check for specific pet policies before booking to ensure a comfortable stay for everyone.

  • What are some local tips for visiting Manasota Key?

    Bring a small scoop or sieve for searching the sand, as shark teeth are often found on local beaches. Early mornings and weekdays are typically quieter for exploring parks or shoreline trails.

  • What is Manasota Key known for?

    Manasota Key is known for its relaxed Gulf beaches, opportunities to find fossilized shark teeth, and laid-back atmosphere. Outdoor activities like kayaking, shelling, and wildlife watching are local favorites.

  • What are the best hidden gems to explore in Manasota Key?

    Exploring quieter stretches of the shoreline, winding nature trails, and small, locally owned cafes often reveal Manasota Key’s lesser-known charms. Local parks and mangrove areas can be peaceful spots for birdwatching or picnics.

  • What are the best foods to try in Manasota Key?

    Fresh Gulf seafood like grouper sandwiches, shrimp, and stone crab are frequently suggested in Manasota Key. Locally made key lime pie and citrus-inspired dishes often round out a meal.

  • What should I bring for a trip to Manasota Key?

    Pack sun protection, comfortable beachwear, and water shoes for shoreline exploring. Reusable water bottles, hats, and lightweight rain jackets can be helpful, especially during warmer, wetter months.

  • What is the nightlife in Manasota Key like?

    Nightlife on Manasota Key is relaxed, with local bars, casual live music, and outdoor patios popular among visitors. Evenings often focus on sunset views and socializing in a laid-back atmosphere.

  • What are the most popular events or festivals in Manasota Key?

    Community festivals centered on seafood, local art, and seasonal markets are often held in and around Manasota Key. Spring and early autumn tend to feature outdoor gatherings and music events.

  • Are there family friendly vacation rentals in Manasota Key?

    Many vacation rentals in Manasota Key are designed for families, with multiple bedrooms, full kitchens, and often easy access to beaches and parks. Look for homes with amenities like outdoor space or game rooms.

Quick stats about vacation rentals in Manasota Key

  • Total vacation rentals

    Explore 510 vacation rentals in Manasota Key

  • Nightly prices starting at

    Manasota Key vacation rentals start at $14 CAD per night before taxes and fees

  • Verified guest reviews

    Over 12,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    390 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 130 rentals that welcome pets

  • Vacation rentals with a pool

    280 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wifi availability

    500 of Manasota Key vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Free parking on premises across Manasota Key rentals

  • 4.9 Average rating

    Manasota Key stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore

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