Waterfront holiday rentals in Captiva

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

4.99 out of 5 average rating, 230 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.

4.95 out of 5 average rating, 132 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE FALL SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.

4.9 out of 5 average rating, 121 reviews

Blue Laguna - Vacation in paradise!

Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

Guest suite in Matlacha Isles-Matlacha Shores

A spacious pool area is viewed with a clear turquoise pool reflecting sunlight. Five lounge chairs are positioned around the pool, with a wooden dock extending towards the water. Lush greenery and potted plants add a natural touch to the surroundings.

4.85 out of 5 average rating, 364 reviews

Moon Shell Hideaway

Private entrance to your one bedroom plus den (with queen size sleeper/sofa) apartment attached to main house. Direct access to the Gulf of Mexico. Bedroom has a queen size bed and the den has a queen size sleeper/sofa. The den doubles as your kitchenette and sitting area with double sliding glass doors that open up to the shared pool and dock area. Gas grill and microwave for cooking (no stove). Boat to five restaurants. Visit the Matlacha Art Galleries. Fish off the dock. WELCOME!

The living area features a spacious light-colored sofa accompanied by a rustic coffee table. Large sliding glass doors allow natural light and views of palm trees outside. A flat-screen TV is positioned against a light-coloured cabinet, while a dining table for two is visible on the lanai.

4.93 out of 5 average rating, 106 reviews

South Seas Resort Beach Villa 🌴 On The Beach !

South Seas 2527 is located in the Beach Villas area of the South Seas Resort, the Gulf of Mexico and pool can be viewed from the private lanai. This second floor unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table for your enjoyment. Beach chairs, umbrella and beach towels are provided with this unit since resort amenities are not available when you rent through an owner.

A recently renovated open-concept kitchen and living area feature light wood flooring and modern finishes. A large kitchen island with a blue base provides seating and ample workspace. Natural light enters through the sliding glass doors, highlighting a comfortable seating arrangement adjacent to the kitchen.

4.88 out of 5 average rating, 25 reviews

Waterfront - Bayside Villas Captiva

LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! This condo was recently renovated in June of 2025. Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a beach wagon!

The living room features a spacious sectional sofa, providing ample seating. Large glass doors open to the outdoor area, enhancing natural light. A mounted TV displays beach scenery, while a modern fireplace adds a touch of warmth. The room's design promotes comfort and relaxation for guests.

4.97 out of 5 average rating, 118 reviews

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

A marina view is presented through a screened lanai, with several boats docked along the tranquil waters. Lush greenery and palm trees frame the scene, complemented by a pastel sky reflecting the warm hues of sunset.

4.91 out of 5 average rating, 56 reviews

Captiva Sweet Retreat at Bayside Villas

Captiva Paradise. Privately owned premier corner location one-bedroom, two bath Bayside Villa with beautiful lanai view of the marina and pool. Step outside for a Short walk to the fabulous beach and village of Captiva. Enjoy mesmerizing sunsets, beach walks and large pool. Open floor plan with spacious living, dining area, large waterfront lanai, kitchen with breakfast island and roomy bedroom with ensuite bathroom. See other things to note for resort access info.

4.98 out of 5 average rating, 54 reviews

A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.

Home in Sanibel

Coastal Chic Island Escape

Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

A bright, airy living area features large windows showcasing panoramic Gulf views. A spacious seating arrangement is positioned around a central coffee table, inviting relaxation. The coastal-inspired decor complements the natural light that floods the space, enhancing the serene atmosphere of the beachfront retreat.

5 out of 5 average rating, 7 reviews

Casa Blanca on the Gulf: Elegant Beachfront Oasis

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🏖️ Beachfront paradise, bordered by untouched nature on both sides— serene, and truly private 🚲 2 bikes + 🛶 2 paddleboards included for island adventures on land and sea 🛺 Golf cart provided for carefree island cruising 🛏️ Oversized primary suite: king bed, lounge areas, desk & full ensuite bath 🏡 Detached casita with private king suite—ideal for guests, couples, or quiet retreats!

A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.

4.95 out of 5 average rating, 43 reviews

Beachfront Island Retreat | 360 Views & Privacy!

Stella Maris is a beachfront family retreat on North Captiva with private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Enjoy cathedral ceilings, a gourmet kitchen, formal dining with sunset views, and spacious living. All three bedrooms feature private en-suite baths. Relax in the hot tub, lounge outdoors, and explore the island with a private golf cart included during your stay.

4.97 out of 5 average rating, 35 reviews

Apartment in Sanibel

Pickleball, beachfront, Amazing GULF VIEWS!

Hurricane Update: When Hurricane Ian hit on September 28, 2022 it devastated the island. Many complexes are still recovering. There is a likelihood that you will hear construction noises throughout your stay from our complex or neighboring complexes depending on the dates of your stay. We appreciate you being part of the healing process. There are plenty of local restaurants and shops to experience during your stay! #SanibelStrong

Popular amenities for waterfront rentals in Captiva

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

A modern living area features a spacious light-colored sofa adorned with neutral pillows, positioned next to a circular accent chair. A large television is mounted on the wall opposite, while a dining area is visible in the background. Natural light fills the room, highlighting a beige area rug.

5 out of 5 average rating, 7 reviews

Beachfront Bliss!

The living area features a spacious sectional sofa arranged around a wooden coffee table. A large wall clock is mounted above the seating, adding character. Natural light enhances the cozy ambiance, while a woven area rug complements the warm tones of the wooden furniture.

4.97 out of 5 average rating, 35 reviews

Your Home at the Beach!

4.79 out of 5 average rating, 119 reviews

A serene waterway lined with palm trees accompanies buildings on either side. A glimpse of the local community's charm is visible, featuring docked boats and lush greenery. The clear blue sky enhances the relaxed atmosphere of this coastal setting.

Flat in Hamlet

Pet-Friendly Waterfront Motel Botel

A serene outdoor space is presented, featuring a sparkling private pool surrounded by lush palm trees. Comfortable lounge chairs are positioned along the pool deck, offering a view of the expansive canal. The clear blue sky and tranquil waters create a peaceful ambiance.

4.96 out of 5 average rating, 23 reviews

Waterside Dream Picture Perfect Private Pool

4.83 out of 5 average rating, 138 reviews

Lovers Key Beach Club Suite - Private Beach

4.93 out of 5 average rating, 97 reviews

Two vibrant blue Adirondack chairs are positioned on a covered porch, inviting relaxation. A welcome sign is displayed nearby, and a potted plant adds a touch of greenery. A decorative rug with a palm leaf design creates a cozy atmosphere on the outdoor space.

Flat in Saint James City

Island Castaway--Free Kayaks

4.81 out of 5 average rating, 227 reviews

A welcoming entrance features a red door framed by green foliage and colorful flowering plants. A 'WELCOME' sign is positioned beside the steps leading to the door, inviting guests into the space.

Flat in North Fort Myers

Garden Villa

4.93 out of 5 average rating, 161 reviews

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.

Flat in Cape Coral

Suite with lake view.

Waterfront house rentals

A spacious heated pool invites relaxation, bordered by lounge chairs and a vibrant red umbrella offering shade. The clear water reflects the surrounding greenery, while expansive water views showcase the peaceful canal, enhancing the tranquil outdoor setting.

4.99 out of 5 average rating, 134 reviews

Luxury Waterfront Villa• Heated Pool• Dock• Kayaks

4.8 out of 5 average rating, 44 reviews

A charming beachfront home is presented, featuring a raised deck with seating and palm trees surrounding the area. A pathway leads from the sandy beach to the entrance, highlighting the welcoming outdoor space. The structure displays a peaked roof and large windows, inviting natural light.

Home in Don Pedro Island

3/2 LGI Gulf Front w/Dock

4.97 out of 5 average rating, 31 reviews

Dog Friendly | Pool, Kayaks, Dock, & Gulf Access

5 out of 5 average rating, 22 reviews

A view of the serene canal bordered by lush greenery and a well-maintained dock. Several townhomes are visible along the waterway, with boats moored nearby, creating an inviting atmosphere for boating enthusiasts.

Home in Sanibel

Sanibel Island Paradise! No hurricane damage 2024

4.99 out of 5 average rating, 164 reviews

A spacious stilt home features large windows that provide ample natural light. An outdoor deck with seating overlooks the canal, surrounded by palm trees. A boat dock is visible alongside smooth stone pathways leading to the house, creating a tranquil waterside setting.

Home in Naples

Waterfront ocean access canal, Kayaks, Bikes Beach

5 out of 5 average rating, 28 reviews

A serene waterfront view features private docks with blue canopies, providing shade for two green lounge chairs. A small white boat is visible, securely positioned at the dock. Lush palm trees and a clear blue sky enhance the relaxing outdoor atmosphere.

Home in Saint James City

Tranquility, pool, ocean access, boat lift

A spacious outdoor area is featured, showcasing a heated saltwater pool and hot tub bordered by lounge chairs. A lanai with a screen enclosure provides views of the canal, while vibrant pink umbrellas and bar seating add a touch of color to the serene setting.

5 out of 5 average rating, 72 reviews

90Degree SaltWater Pool NEW Luxury Spa Gulf Access

A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.

4.97 out of 5 average rating, 124 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

Waterfront apartment rentals

4.95 out of 5 average rating, 61 reviews

A screened-in lanai features comfortable patio furniture, including two chairs and a round table, arranged on a decorative rug. The expansive glass doors frame a view of the marina, with docks lined by boats and a clear blue sky in the background.

Apartment in Punta Gorda

One bedroom condo - overlooking harbor!

5 out of 5 average rating, 16 reviews

A spacious lanai offers outdoor seating with a dining table and lounge chairs. Large screen doors provide unobstructed views of the landscaped grounds, featuring palm trees and a serene pond. The beachfront is visible in the distance, enhancing the welcoming atmosphere.

Apartment in Sanibel

Sundial P204- Dreamy Beachfront Condo on Sanibel

4.96 out of 5 average rating, 28 reviews

A private lanai is visible, featuring a small table with two chairs positioned for ocean views. The scene includes lush greenery, multiple palm trees, and the Gulf of America beyond. The nearby resort buildings add to the tranquil ambiance of the outdoor space.

Apartment in Sanibel

Serene Ocean View Escape at Sundial Resort

4.93 out of 5 average rating, 27 reviews

A spacious terrace features comfortable seating, including a sectional sofa and a coffee table, with vibrant cushions. A large umbrella provides shade, while beautiful landscaping and distant buildings create a serene backdrop under a bright blue sky.

Apartment in Cape Coral

Grand Outdoor Patio-Luxury Master, Water Views

A bright living area showcases a large flat-screen TV mounted above a white cabinet. Two striped armchairs and a dark sofa provide comfortable seating. Expansive sliding glass doors lead to a balcony with views of palm trees and the ocean, enhancing the airy ambiance.

5 out of 5 average rating, 13 reviews

South Sea Serenity II Coastal Luxury Beach Condo

Apartment in Don Pedro Island

An aerial view captures the Tropical Island Getaway, showcasing structures with teal roofs nestled among lush greenery. A pool is visible on the left, while the coastline stretches in the background, revealing sandy shores and the serene blue Gulf waters.

4.96 out of 5 average rating, 54 reviews

Tropical Island Beach Condo Ferry & Parking Incl.

Apartment in Bonita Springs

An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.

4.99 out of 5 average rating, 141 reviews

Casa Bonita - Relax @ The Beach (Newly Remodeled)