Cottage holiday rentals in Manasota Key

An open living area features tiled flooring and soft lighting, with comfortable seating arrangements including a sofa and armchairs. A dining area is visible, showcasing a wooden table with chairs. Decorative touches such as artwork and a side cabinet enhance the space's charm.

4.99 out of 5 average rating, 104 reviews

Quaint Cottage,150 steps away from Crescent Beach!

Nestled on the serene Crescent Street, this classic 1969 cottage, is just a short walk to the ground quartz sands of Siesta Key. The 500 sq foot private brick paver and stone backyard off the screened in lanai is fully fenced with custom built stainless outdoor kitchen, featuring a large grill, refrigerator, custom built stone bar with seating for 8 . Nearby is a blue glass gas fire pit with a seating area, over sized (9 ft. diameter) in ground "spool", loungers and a large circular daybed.

An aerial view captures the coastline of Manasota Key, showcasing the blue-green waters and sandy beach. The surrounding area features a mix of residential buildings and green spaces, with multiple boats visible in the water and a bridge connecting to nearby islands.

4.91 out of 5 average rating, 170 reviews

Unit #1 Free kayak/bikes/walk to beach/fullcottage

Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

An aerial view captures the beachfront cottage nestled among lush greenery, with an inviting shoreline stretching along the coast. Nearby structures include a mix of residential and commercial buildings, highlighting the proximity to local amenities and the tranquil beach environment.

4.9 out of 5 average rating, 86 reviews

Luxury Beach Resort Style Cottage

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

Cottage in Don Pedro Island

An aerial view captures a lush island landscape, featuring dense greenery enveloping multiple structures. Surrounding a tranquil waterway, several docks are visible, accommodating boats with the ocean visible in the distance. The scene portrays a serene environment, ideal for relaxation.

4.98 out of 5 average rating, 61 reviews

Happily Ever After

We are off the main path and it is a quiet place to reconnect with what matters. We encourage our guests to unwind on our spacious comfy screen porch with chairs, table, and a futon chair for naps. Also use our large private maze outdoor shower. Be prepared for loads of sun and fun. Unlike most rentals ours includes all paper products, spices, plastic ware, toiletries, coffee, tea, all linens, beach chairs, noodle, sun screen, bug spray and GOLF CART available for RENT during your stay.

An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.

4.79 out of 5 average rating, 151 reviews

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

4.87 out of 5 average rating, 285 reviews

An open living space features a fully equipped kitchen with wooden cabinetry, a dining table, and seating area. A flat-screen TV is mounted on the wall. Light-colored flooring enhances the spacious feel, while natural light brightens the room through multiple windows.

Cottage in Siesta Key

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ heated pool, kayaks, table tennis & Tiki Hut. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

Cottage in Don Pedro Island

4.98 out of 5 average rating, 63 reviews

Island Getaway•Beach House•Dock•Pet Friendly

Take it easy at this unique and tranquil getaway only accessible by boat. Little Gasparilla Island is a bridge-less barrier island off Florida’s West Coast in the Gulf of Mexico. Access is for residents and renters only, you will arrive by your private boat or jump aboard the water taxi for a 10 minute ride to our dock. No cars, shops, or restaurants on the island. The 7 mile beach is private and uncrowded. Get around LGI by renting a golf cart or explore by foot-you decide.

4.87 out of 5 average rating, 178 reviews

A cozy porch area features a hanging swing adorned with colorful cushions, complemented by a small dining table and chairs. The entrance is framed by green lattice work, creating a welcoming space. A sign with the text 'WELCOME' is mounted on the wall.

Cottage in Siesta Key

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, Keurig in the kitchen, stocked with everything but your clothes and toothbrush.

A living area is presented with a black sofa and a patterned armchair, complemented by light-colored wood flooring. Art featuring sailboats decorates the wall, while natural light fills the space through multiple windows. A dining area with a table and chairs is visible in the background.

5 out of 5 average rating, 36 reviews

1 Bed-Walk beach-bikes-kayaks-grill-out hot shower

3min. walk to beach. 3min. drive to restaurants! -3 kayaks and launch nextdoor -Bikes, beach gear, cooler, grill -Private back patio, outdoor shower, laundry -Roku TVs, full kitchen Welcome to your perfect beach escape on Manasota Key! This charming 1-bedroom cottage located in a peaceful neighborhood with easy access to parks, kayaking, and waterfront dining. Enjoy all the comforts of home, relax, explore, and make unforgettable memories in this beautiful paradise!

A charming cottage exterior is adorned with peach-colored walls and a welcoming blue front door. Lush green landscaping features palm trees and colorful flowering plants, complemented by a gravel driveway and a well-maintained lawn.

4.98 out of 5 average rating, 63 reviews

Magnolia Cottage

Enjoy the walking-distance restaurants, shops and bars from this cozy cottage in the heart of Olde Englewood. Catch fish or the sun dancing on the water at Lemon Bay just two blocks away. The neighborhood is great for morning and evening strolls. Four local beaches are just minutes away. Relax with a refreshing beverage on the back patio, fenced for your privacy. If you want to park the car and enjoy a quaint beach town without the hassle, we have you covered!

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.

5 out of 5 average rating, 33 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.

A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.

4.98 out of 5 average rating, 179 reviews

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

Popular amenities for cottage rentals in Manasota Key

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

An aerial view captures the expansive shoreline of Siesta Key Beach, highlighting the soft sand and gentle waves of the turquoise ocean. The landscape features a mix of residential buildings and lush greenery, with distant structures and beach amenities visible along the coast.

4.89 out of 5 average rating, 63 reviews

Siesta Key Cottages Crescent 1C Beach/Pool/Hot Tub

4.99 out of 5 average rating, 104 reviews

Quaint Cottage,150 steps away from Crescent Beach!

4.79 out of 5 average rating, 151 reviews

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

An aerial view captures the expansive shoreline of Siesta Key, revealing golden sandy beaches bordered by calm blue waters. The coastline features various buildings and lush greenery, highlighting the serene environment and proximity to local amenities along the beach.

4.86 out of 5 average rating, 44 reviews

Siesta Key Cottages Crescent 2B Beach/Pool/Hot Tub

An aerial view captures the extensive coastline of Siesta Key, revealing soft sandy beaches bordered by clear blue water. The image presents a mix of resort buildings, residential areas, and lush greenery, showcasing the serene environment and accessibility to coastal leisure.

4.79 out of 5 average rating, 29 reviews

Siesta Key Cottages Crescent 2A Beach/Pool/Hot Tub

An aerial view of Siesta Key showcases the pristine coastline and the expansive sandy beach. The turquoise waters meet the shoreline, bordered by lush palm trees and residential areas. The image highlights the tranquil atmosphere and accessibility to the beach, with the vibrant community nestled nearby.

4.87 out of 5 average rating, 47 reviews

Siesta Key Cottages Crescent 1A Beach/Pool/Hot Tub

Cottage in El Jobean

5 out of 5 average rating, 4 reviews

Cute Port Charlotte Home w/ Resort Amenities!

Pet-friendly cottage rentals

The front view of the bungalow features a welcoming entrance framed by tall palm trees. The light blue exterior contrasts with the lush greenery surrounding the property. A driveway leads to the entrance, inviting visitors to explore the charming cottage just steps away from the beach.

4.9 out of 5 average rating, 10 reviews

Charming 2BD Bungalow Close to Crescent Beach!

4.92 out of 5 average rating, 93 reviews

A quaint cottage is nestled among lush greenery, featuring a light-colored exterior and a sloped roof. Two chairs are positioned near the entrance, inviting outdoor relaxation. The setting emphasizes privacy with natural landscaping, creating a serene atmosphere close to the lush garden.

Cottage in Grove City

Private garden cottage

A cheerful cottage exterior is highlighted by its pink facade and surrounded by lush green grass. A screened patio extends from the house, while a small, circular heated pool is enclosed with a safety fence. Tall trees and clear blue skies create a serene setting.

4.99 out of 5 average rating, 84 reviews

Pink Pineapple Cottage

4.73 out of 5 average rating, 26 reviews

A single-story residence features large front windows and a covered porch, set against a clear blue sky. A concrete pathway leads to the entrance, bordered by greenery and tree shadows on the lawn.

Cottage in Grove City

*Cozy 2 bedroom just miles from The beach

A newly renovated cottage features a light exterior with pink window shutters. A small patio area is visible in front, complemented by neatly arranged landscaping. A grill is positioned adjacent to the entrance, with a bright blue sky overhead and ample green lawn surrounding the property.

Cottage in South Venice

4.68 out of 5 average rating, 157 reviews

Cozy Florida Cottage

A tranquil riverside view showcases the Myakka River, with calm waters reflecting the soft light of the evening sky. Lush greenery lines the bank, and a boat dock is visible across the water, framed by palm trees and distant homes.

Cottage in Gulf Cove

4.75 out of 5 average rating, 4 reviews

Tranquil Riverfront Cottage w/ Dock

A charming beachfront bungalow features a mint green exterior with a vibrant door, surrounded by well-maintained landscaping. The front yard is enclosed by a white picket fence, with tropical plants and decorative stones enhancing the inviting atmosphere.

4.58 out of 5 average rating, 12 reviews

Chic Peaceful 3BD Cottage - Walk to Siesta!

4.75 out of 5 average rating, 4 reviews

Moon Dreams Cottage, 1.7 miles to Nokomis Beach

Private cottage rentals

close to Englewood Beach: Cozy Duplex w/ Lanai!

A charming cottage exterior showcases light blue siding and a welcoming porch with white railings. Lush green grass surrounds the front yard, and potted plants line the pathway leading to the entrance. The gabled roof and vent add character to the home.

4.81 out of 5 average rating, 72 reviews

"Lime Cottage" Paradise Found

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.

4.89 out of 5 average rating, 188 reviews

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

Two dolphins are positioned beside each other as they leap from the ocean waves, creating splashes against the turquoise water. The scene captures the dynamic movement and playful nature of the dolphins, set against a vibrant sea backdrop.

4.85 out of 5 average rating, 142 reviews

Unit #3 Free Kayaks/bikes/beach/pet friendly

A bright living area is adorned with soft blue walls and features a comfortable light-colored sofa. A coffee table sits at the center, while a mounted TV displays scenic imagery. Natural light filters through the windows, enhancing the inviting atmosphere.

Cottage in Punta Gorda

4.75 out of 5 average rating, 61 reviews

Historic Themed Cottage Punta (No Cleaning Fee)

A private outdoor patio area is depicted, featuring a round table surrounded by four black chairs and a large umbrella providing shade. A charcoal grill is positioned to the side, and lush greenery and flowering plants enhance the tranquil setting.

4.87 out of 5 average rating, 216 reviews

Drift Inn B Heated Pool & Private Beach Access!

New place to stay

Seaside Studio Cottage Retreat

A comfortable living area features a black leather sofa and two blue armchairs surrounding a round coffee table. A starfish wall decoration is displayed above the sofa, while a wall-mounted TV is visible. A doorway leads to another room in the background.