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, 105 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, 171 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.

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.

5 out of 5 average rating, 29 reviews

2 bedroom, walk to beach-bikes-kayaks-grill-picnic

Welcome to your perfect beach escape on Manasota Key! This charming 2-bedroom cottage is just a 3-minute stroll from sandy shores and stunning Gulf sunsets. Enjoy all the comforts of home, including shared laundry and a cozy back patio. Nestled in a peaceful neighborhood, you'll have easy access to parks, kayaking, and waterfront dining. Kayaks, bikes, beach chairs, and a cooler are provided for your convenience. Relax, explore, and create unforgettable memories in this beautiful paradise!

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, 89 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, 66 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.

A two-story blue duplex is depicted, featuring large windows and a wooden balcony. A shared heated pool is surrounded by several lounge chairs, with umbrellas positioned nearby. Lush tropical landscaping provides a serene backdrop, and a fenced area creates a private outdoor space.

4.94 out of 5 average rating, 126 reviews

The Marlin: Heated Pool, 4 Houses to Beach

This apartment is a 2nd story unit with vaulted ceilings in the living room and an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is also a washer/dryer in the apartment private for your use. Beach chairs and umbrellas are supplied to you at no charge.

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, 152 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!

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.

4.87 out of 5 average rating, 288 reviews

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!

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.

4.87 out of 5 average rating, 182 reviews

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.

4.71 out of 5 average rating, 24 reviews

A wooden deck overlooks the beachfront, featuring lounge chairs and a small table. The scene is set against a vibrant sunset sky with hues of pink and purple, while the Gulf of Mexico is visible in the background, bordered by lush greenery.

Cottage in Nokomis

Private Beachfront Casey Key Cottage B

Experience Old Florida charm! This direct beachfront retreat offers stunning views of the aqua-blue Gulf of Mexico. Wake up to the sound of waves and enjoy year-round swimming in crystal-clear waters just steps from your door. The powdery sand invites pure relaxation. Inside, you'll find a spacious layout with two bedrooms, a full kitchen, living room, and washer/dryer. Unwind on the wraparound patio deck and soak in paradise. Book your beach escape today

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.

4.98 out of 5 average rating, 179 reviews

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.

Cottage in Nokomis

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 Manasota Key cottage rentals

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, 65 reviews

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

A bright studio space features a spacious king-size bed and a cozy sofa in soft blue tones. Natural light filters through window treatments, highlighting white walls and wooden beams that add warmth. A mirror and wall decor complement the relaxing atmosphere, while a TV is mounted nearby.

4.92 out of 5 average rating, 72 reviews

Cozy Cottage 1 block from Beach

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

5 out of 5 average rating, 3 reviews

Cozy Cottage Near Siesta Key Village!

Cottage in El Jobean

4.8 out of 5 average rating, 5 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.

4.75 out of 5 average rating, 12 reviews

Charming 2BD Bungalow Close to Crescent Beach!

4.94 out of 5 average rating, 82 reviews

Siesta Key Two Bedroom Cottage

4.99 out of 5 average rating, 84 reviews

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.

Cottage in Nokomis

Pink Pineapple Cottage

4.93 out of 5 average rating, 94 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

5 out of 5 average rating, 19 reviews

House with pool 1 block to village, 3blks to beach

The exterior of a charming beach house features a light blue façade with a coral-colored door. A small table with a palm tree design is positioned on a stone pathway leading to the entrance. Lush greenery and a decorative fountain enhance the welcoming outdoor space.

5 out of 5 average rating, 27 reviews

The Coastal Oasis. Only 8 minutes from the Beach!

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.

4.62 out of 5 average rating, 13 reviews

Chic Peaceful 3BD Cottage - Walk to Siesta!

A sunken living room is seen, featuring a gray sectional sofa and a blue sofa. A coffee table sits between them, complemented by a unique side table. A television is positioned on a stand opposite the sofas, with light streaming through the window-covered double doors.

4.91 out of 5 average rating, 194 reviews

Siesta Key Cozy Cottage across from the beach!

Private cottage rentals

The living area features a light-colored sofa adorned with decorative pillows. A glass coffee table is centered on a woven rug, surrounded by a pair of blue accent chairs. Natural light streams in through the sliding door, leading to an outdoor space.

5 out of 5 average rating, 16 reviews

Casa Amistad 1 - Third House From the Beach

A charming outdoor seating area is shown, featuring a circular table surrounded by turquoise chairs. Lush greenery and tropical plants enhance the space, with a screened-in area visible in the background. A reddish-orange awning provides shade over the seating.

5 out of 5 average rating, 23 reviews

Englewood Cottage with a view

A comfortable living space features a light grey sofa with two blue cushions and a yellow accent pillow. A round mirror hangs on the wall, reflecting natural light. The white coffee table displays a decorative bowl, with a woven rug beneath providing texture to the floor.

4.97 out of 5 average rating, 32 reviews

Oystercatcher 3min walk to sunset, bikes, kayaks

The exterior of the property showcases a two-story house surrounded by lush tropical landscaping. Palm trees and vibrant plants frame the entrance, while a covered balcony offers seating. The building features a light color palette and an American flag is visible, adding a welcoming touch.

4.52 out of 5 average rating, 31 reviews

"La Boca House" for a Tropical retreat.

4.96 out of 5 average rating, 92 reviews

Surf Shack- Walk to Village/Boat Dock Included

4.93 out of 5 average rating, 45 reviews

An open-concept living area is presented with blue walls and modern furnishings. A comfortable sofa with colorful throw pillows is centered, accompanied by a stylish coffee table. The kitchen features new appliances and a dining area with light-colored chairs, providing a welcoming space for meals.

Cottage in Punta Gorda

Coastal Blue Cottage Punta Gorda (No Cleaning Fee)

A charming yellow cottage is set against a clear blue sky, featuring a welcoming porch with wooden steps leading up to it. Surrounding palm trees contribute to the relaxed ambiance of the outdoor space.

4.88 out of 5 average rating, 334 reviews

Cottage on Siesta Key Beach