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Waterfront vacation rentals in Don Pedro Island

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Don Pedro Island

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.

Guesthouse in Englewood

4.91 out of 5 average rating, 274 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Top guest favorite

A contemporary two-story home is depicted overlooking a serene pond. A fountain creates gentle ripples on the water's surface, while palm trees and lush greenery frame the scene, contributing to an inviting outdoor setting.

Home in Placida

5 out of 5 average rating, 13 reviews

Sea La Vie

Escape to 3 acres of tropical bliss on exclusive Palm Island, where luxury meets seclusion. This beautifully updated 5-bedroom, 4-bathroom retreat offers breathtaking views of a serene pond and the Gulf of America. Heated pool & jacuzzi, 50-ft private boat dock, Home theater & game room, Kayaks, bikes, pool table, ping pong, and more, Fire pit, basketball court, volleyball, Steps from a private beach. Accessible only by private ferry, this is more than a getaway; it’s your slice of paradise.

The house is surrounded by lush greenery, featuring a large screened porch that offers shaded outdoor seating. A pool table is visible on the deck, which showcases a wooden railing and overlooks the landscape. A metal roof reflects the sunlight, enhancing the home's serene atmosphere.

Home in Placida

4.9 out of 5 average rating, 42 reviews

Coconut Paradise POOL! Little Gasparilla Island

Just Ask!! Beach pics since storms. All cCleaned up! House is 100% and Beautiful! Relax with the whole family at this peaceful place to stay on Little Gasparilla Island! Newer Pool Home! Fast STARLINK Internet!! Heated pool/Hot tub. Private beach access and dock access. Boat Access only. Take the private water taxi across the bay to a true island paradise. Or bring your own boat! Boats must be 24’ of less. Over 50 coconut palms. Pool table, kayaks, house fully stocked!

A spacious dining area is set with a colorful tablecloth and comfortably accommodates multiple guests. The large windows offer unobstructed views of the ocean, allowing natural light to fill the room and creating a bright, inviting space.

Home in Placida

4.95 out of 5 average rating, 42 reviews

CocoHut

CocoHut has a private beach on a secluded barrier island; accessible only by boat to owners+guests. 2 vacant lots to the south & vegetation to the north, mean there is absolutely no overlook from neighbors. It’s THE ultimate spa for your soul! Look out onto the sea shimmering in the sun; commune with the clouds crossing a canvas of blue; soak in sunsets & gaze at a galaxy full of stars, free from light pollution. Choose 1 or all, just know you'll relax & refresh your body & soul.

Top guest favorite

An aerial view captures a two-story home nestled along a quiet waterway with lush greenery surrounding it. Nearby, other residences and a private dock are visible. The scenic backdrop showcases calm waters merging with a blue sky, highlighting the tranquil atmosphere of the location.

Home in Englewood

5 out of 5 average rating, 33 reviews

Lux Home on Gulf w/Private POOL & 100ft Dock

Rest your feet & your soul as you getaway from it all! This luxurious little piece of paradise is tucked away on a quiet Gulf Coast waterway. 10min from Englewood Beach and 5 min from stores. Tie your boat up in the back yard to the private 100 ft dock. Spend your days fishing, catching sunsets or in the pool every evening! Easy access to Don Pedro Island, local sandbars, inlet and several restaurants, all at your fingertips! Pack your bags, kick back- paradise is waiting!

The beachfront cottage is surrounded by lush foliage, showcasing a two-story structure with a metal roof and large windows. Soft light spills from the interior, highlighting a welcoming atmosphere. A wooden walkway leads to the entrance, inviting guests to explore the natural surroundings.

Home in Placida

4.88 out of 5 average rating, 26 reviews

Island Beachfront Cottage. Secluded! Lux! Extras!

Welcome to the most secluded spot on Little Gasparilla Island! Our Beach Cottage property is on the beach with all-natural surroundings: a state park, a mangrove lagoon, and the Gulf of Mexico. It boasts front views of the water and gorgeous island sunsets year-round. You'll have boat space on our private dock and amenities including kayaks, paddle boards, an outdoor bayside dining area, coffee bar with complimentary coffee, private grilling area, fire pit, and much more!

A serene outdoor seating area features two adirondack chairs in vibrant orange and blue, positioned beside a small green table. The tranquil lake reflects the soft light of a sunset, surrounded by lush tropical vegetation and a peaceful atmosphere.

Home in Englewood

4.88 out of 5 average rating, 41 reviews

Suite Sun

Welcome to your tropical oasis in Englewood, Florida! Step outside and prepare to be amazed by the stunning outdoor space. The inground pool beckons you to take a refreshing dip on warm Florida days. Imagine sipping your favorite beverage as the sky transforms into a canvas of vibrant colors each evening. For the fishing enthusiasts, a private dock awaits your arrival. Cast your line and enjoy the serenity of the lake, all from the comfort of your backyard.

Top guest favorite

A resort-style pool area is surrounded by palm trees, featuring a spacious pool and a hot tub. Lounge chairs are placed around the pool deck, with a covered seating area visible in the background. Clear blue skies enhance the inviting atmosphere.

Apartment in Cape Haze

5 out of 5 average rating, 6 reviews

Marina front, pool, beach condo!

Enjoy water side living at our stylish condo. Amenities galore offer activities and relaxation for all. Your vacation place comes with the onsite pool/hot tub and ferry pick up to take you to Palm Island. Enjoy lunch or dinner at the island restaurant and stay for the most amazing sunsets. Or view the sunset from the comfort of your condo! You’re just minutes away from boating, fishing, kayaking or shark tooth hunting at any of the nearby beaches.

A beachfront property is depicted, featuring a two-story structure with a spacious porch. Surrounding landscape includes sand and lush greenery, leading to the waves of the Gulf of Mexico. Sunbathers are seen in the distance, enjoying the beach atmosphere.

Condo in Englewood

4.88 out of 5 average rating, 198 reviews

Manasota Key

Direct Ocean Front Unit. Imagine having a glass of wine at sunset overlooking world class views of the Gulf of Mexico. Steps to the beach and unsurpassed views. Excellent restaurants and Tiki Bars within walking distance. This unit is a 1 bedroom 1 bath spacious unit that can comfortably sleep 4. It includes a King bed & Full size sleeper sofa. It also has a beautiful kitchen with granite countertops and tile floors throughout. No Pets.

A spacious outdoor pool area surrounded by tropical palm trees and lounge chairs. A heated spa is positioned next to the pool. The deck area is bright with ample sunlight, featuring a modern design with white railings and a vibrant blue roof.

Apartment in Englewood

4.5 out of 5 average rating, 6 reviews

Intracoastal Waterfront Luxury Condo

Luxury Condo in Cape Haze, Florida located on the Intracoastal Waterway with spectacular views from all 4 floors. Unit sleeps 8 guests with 3 bed/4 bath, 2400 sq ft, 1 car garage, in-unit elevator and shared pool. Contact Cape Haze Marina for boat slip availability. Pet friendly with approval and fee. Kayak available for guest use and access steps from the unit. Short drive to Englewood Beach (8 miles) and Boca Grande (10 miles).

A spacious screened porch features comfortable seating arrangements with a wooden table at the center. Inviting ocean views are visible through the mesh screens, alongside swaying palms. Decorative throw pillows enhance the cozy feel, and soft lighting is provided by string lights overhead.

Home in Placida

5 out of 5 average rating, 8 reviews

"Salt of the Sea" - beachfront and pet friendly!

Brand New to the Rental Market! Experience the ultimate escape at "Salt of the Sea," a charming 1 bedroom/ 1 bathroom beachfront cottage located on the serene Little Gasparilla Island, a unique bridge-less barrier island. Here, you'll find no stores, no restaurants, no bars, and no cars – just pure relaxation and a chance to unplug from the hustle and bustle of everyday life.

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

4.97 out of 5 average rating, 331 reviews

NEW 3/NTS JULY OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

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Popular amenities for Don Pedro Island waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Top guest favorite

An aerial view captures a waterfront community along the Myakka River. The image highlights the blue rooftop condos nestled among lush greenery, with a serene water expanse stretching into the horizon. The area is marked by a wooden pier extending into the river.

Apartment in Port Charlotte

4.9 out of 5 average rating, 10 reviews

Waterfront Condo w Scenic Views-Heated Pool

An enclosed swimming pool area features a spacious pool illuminated by soft lighting. Sun loungers are positioned around the pool, with a tranquil ambiance created by the twilight sky visible through the mesh. The landscaped yard offers a serene setting for relaxation.

Apartment in Englewood

4.94 out of 5 average rating, 16 reviews

CLEAN*Great Location*Dockage Available*HEATED Pool

A spacious pool area is enclosed with a screened enclosure, featuring a clear blue pool and lounging spaces. Outdoor seating is arranged near the water, while a dining set is positioned under the shade. Lush greenery can be seen beyond the pool area.

Apartment in Port Charlotte

4.78 out of 5 average rating, 64 reviews

Luxury Suite ~ Heated Pool ~ Private Entrance

A cozy bedroom is shown featuring a spacious bed covered in a blue quilt. Two wooden chairs are positioned by large windows allowing natural light. Soft lighting is provided by two lamps on either side of the bed, and a striped rug adds texture to the wooden floor.

Apartment in Matlacha

4.73 out of 5 average rating, 26 reviews

Studio#1-Back Bay Sunsets in Matlacha

A colorful waterfront property is visible, surrounded by palm trees and lush greenery. The dock extends into the calm water, providing access for boats. The vibrant exterior of the building contrasts with the serene bay, creating a tranquil setting ideal for relaxation.

Apartment in Matlacha

4.77 out of 5 average rating, 107 reviews

Reopened: Redfish Room in Matlacha

A bright and airy room features a spacious bed adorned with decorative pillows. A large window allows ample natural light and offers a view of the waterfront. Light-colored walls and furnishings create an inviting ambiance, enhancing the serene atmosphere of the space.

Apartment in Cape Coral

4.94 out of 5 average rating, 155 reviews

Suite with lake view.

A bright yellow bungalow is surrounded by tropical landscaping, featuring palms and flowering plants. A white picket fence lines the front, complementing the pebbled driveway. The structure includes multiple windows, allowing natural light to enhance the welcoming exterior.

Apartment in Englewood

4.83 out of 5 average rating, 123 reviews

BeachBay SeaHouse (1519)

A view of the backyard through sliding doors reveals a grassy area with several trees. Outdoor furniture is arranged on a gravel patio, featuring two chairs and a table. In the distance, additional seating can be seen, enhancing the outdoor space.

Apartment in North Port

4.86 out of 5 average rating, 21 reviews

SeaShell Suite

Waterfront house rentals

An open-plan kitchen and dining area are depicted, featuring sleek white cabinetry and modern appliances. A round glass dining table is surrounded by four white chairs. A leafy plant adds a touch of greenery, while unique light fixtures provide illumination.

Home in Rotonda West

4.93 out of 5 average rating, 15 reviews

Rotonda House Water View

A serene beachfront property is surrounded by lush greenery and sandy pathways leading directly to the beach. The architecture features a spacious layout with a tile roof, blending harmoniously with the natural landscape under a clear blue sky.

Home in Englewood

5 out of 5 average rating, 3 reviews

Luxury Beachfront Property

A private aquatic area features a heated saltwater pool surrounded by a screened patio, offering views of the Rotonda River. Two blue chairs and a sun lounger are positioned nearby, creating a relaxing outdoor space. The pool steps are visible, inviting leisurely swims.

Home in Rotonda West

4.94 out of 5 average rating, 125 reviews

Waterfront Villa Shellflower with private pool

The open-concept living area features comfortable seating arranged around a glass coffee table. A television is positioned on a media console, with natural light filtering through large glass doors that open to an outdoor space. Light-colored walls complement the airy atmosphere.

Home in Englewood

4.8 out of 5 average rating, 5 reviews

Bunk Up by the Beach – 3BR Just Steps to Beach

A private, screened backyard features a heated pool framed by a spacious patio area. Comfortable outdoor seating is arranged nearby, providing a relaxing atmosphere. Lush greenery and a freshwater canal can be seen in the background, enhancing the serene setting.

Home in Rotonda West

5 out of 5 average rating, 20 reviews

Pool Oasis Getaway Near the Beach ~ Canal View

A serene outdoor space features a heated pool surrounded by a screened enclosure. Lush greenery lines the edge of the saltwater canal, providing a tranquil backdrop under a clear blue sky.

Home in Port Charlotte

5 out of 5 average rating, 12 reviews

Waterfront Key West Style Home, Heated Pool

Top guest favorite

A screened-in pool area features a clear blue pool surrounded by a spacious deck. Lush greenery and trees are visible through the screens, and the sky is adorned with soft hues of orange and pink, signaling sunset.

Home in Rotonda West

4.95 out of 5 average rating, 64 reviews

Spacious Vacation Home

A private pool area is enclosed by a black screen enclosure, providing sunlight while offering a serene view. The pool has a curved shape, with a stone patio surrounding it. Comfortable lounge chairs are positioned nearby, inviting relaxation in a tranquil outdoor space.

Home in Englewood

4.97 out of 5 average rating, 35 reviews

Intracoastal canal front 3 bd 3 ba w/ heated pool

Waterfront condo rentals

Top guest favorite

A two-story building is shown, featuring a wraparound porch adorned with railings and chairs. Lush green foliage leads to a sandy path, inviting access to the beach. The sky is partly cloudy, enhancing the coastal ambiance of the location.

Condo in Englewood

4.96 out of 5 average rating, 119 reviews

Sunset Beach

A covered outdoor patio features a rectangular table surrounded by six black chairs. Palm trees and the tranquil waters of Lemon Bay are visible in the background, providing a scenic view. The spacious area is ideal for relaxation and dining.

Condo in Englewood

4.95 out of 5 average rating, 20 reviews

Bay Breeze @ManasotaKeyCondos

An aerial view captures the beachfront property surrounded by palm trees and lush greenery. The ocean is visible in the distance, framed by clear blue skies. A sandy path leads from the building to the beach, emphasizing the proximity to the water.

Condo in Englewood

4.79 out of 5 average rating, 131 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

Top guest favorite

A spacious living area is visible, featuring a comfortable armchair and a decorative wooden table. Large glass doors open to a private balcony with ocean views, where tropical plants are visible. Natural light floods the room, highlighting the textured wall art.

Condo in Englewood

5 out of 5 average rating, 7 reviews

Ocean Oasis on Manasota Key - Ocean View

A bright bedroom features a spacious bed with a yellow accent pillow and a knitted blanket draped over it. Two windows with blinds provide natural light, while wood beam ceilings add architectural interest. Nightstands flank the bed, and a small lamp offers additional lighting.

Condo in Englewood

5 out of 5 average rating, 7 reviews

Spot manatees from your balcony

Top guest favorite

A scenic view of the marina features several boats docked in calm waters, surrounded by a vibrant collection of buildings and lush greenery. The backdrop includes a clear blue sky meeting the ocean, illustrating a peaceful coastal environment.

Condo in Englewood

5 out of 5 average rating, 29 reviews

Bayfront 3 Bedroom Condo Walkable to Beach. Unit 1

Condo in Nokomis

4.77 out of 5 average rating, 31 reviews

Jetties Pointe Cottage #4 – 408

A cozy living area is highlighted by a comfortable gray sofa adorned with tropical-themed cushions. A large mirror adds depth to the space, while a flat-screen TV is placed on a wooden console. Soft lighting is provided by two standing lamps.

Condo in Cape Haze

5 out of 5 average rating, 19 reviews

Waterfront Condo in Placida. THE location and Pool

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