House holiday rentals in Captiva

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.

4.96 out of 5 average rating, 45 reviews

Beachfront North Captiva | Rooftop Deck | Hot Tub

No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

4.92 out of 5 average rating, 13 reviews

Luxury BeachFront~Fishing Dock~Swim Spa~Shelling~

A Luxury BeachFront home for comfort & elegance, Paraíso features 2 ground-level bedrooms for easy access and 2 upstairs bedrooms in the main part of the house, the perfect blend of privacy and togetherness. Equipped kitchen with indoor and outdoor seating areas. Arrive by ferry & stay in pure island luxury. ✔ 1 King Bed~2 Full Beds~2 Bunk Beds~1 Queen Bed ✔ Heated beachfront swim spa ✔ Private fishing dock ✔ Outdoor BBQ kitchen & dining ✔ping pong, & indoor/outdoor games ✔ Washer/dryer, Wifi,

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, 11 reviews

Beachfront Oasis w/ Golf Cart and Paddle Boards!

💰No nickel & diming : AirBnb & cleaning fees included! 🤝 local concierge support for a stress-free stay! 🏖️ 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 spacious outdoor area encompasses a newly heated pool, surrounded by tropical landscaping. Lounge chairs are positioned near the pool, while dining tables and colorful umbrellas provide shade. A BBQ grill is accessible, with additional seating visible under the covered patio area.

4.93 out of 5 average rating, 151 reviews

606 SeaRenity Resort • Designer Home w/Heated Pool

Welcome to 606 SeaRenity! This completely remodeled home features a SOUTHERN EXPOSURE, HEATED POOL & is surrounded by lush tropical landscaping! Located in the heart of the Vanderbilt Beach area meaning world class, white sand beaches are easily accessible by walking, biking or driving. Near the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please. Supermarkets, Shopping, Dining & Nightlife including Mercato Shopping & Dining District, Naples best attractions just minutes away.

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, 142 reviews

Steps to Beach Captiva Includes CLUB & Golfcart

HOST PAYS AIRBNB FEE WINTER 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

5 out of 5 average rating, 23 reviews

A two-story beach cottage, featuring a light blue exterior with large windows reflecting hues of the sky at sunset. Surrounding vegetation includes palm trees and coastal grasses, while a natural wooden barrier enhances the outdoor space.

Home in North Captiva

Saltwater&Sunsets Await You | Beach & Club Pools

Sandy lanes lead you to our newly remodeled 2 bedroom 2 bath home on North Captiva which is ready for you to enjoy your island stay. The cottage home reflects the charm of the island while keeping comfort at the heart of your stay. Each bedroom has its own full bath with luxury shower heads. The living area has a sectional sofa with a large TV and 2 lounge chairs. Our newly designed kitchen is well equipped. Island Club access with pools included with your stay. Short stroll to beach.

4.99 out of 5 average rating, 173 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

We renovated a key west style home into a modern beachy oasis. You can kayak, bike and boat to the beach right from the house! This safe waterfront neighborhood has tons of friendly people out walking, running, biking, dog walking, etc. The house is 1/4 mile to the beach as the crow flys. Beach entrances are 2 miles away. We have 2 nice adult bicycles, kayaks and fishing rods for you to use. Located just off Wiggins Pass Road between 41 and the ocean. Stilt home. Don’t even need a car.

The exterior of the beach house is showcased, featuring a covered porch with wooden railings and an American flag. Tropical palm trees surround the property, and stairs lead to the elevated entrance, highlighting the inviting design and island charm.

4.9 out of 5 average rating, 42 reviews

2/2 SandDollars, CLUB, Boat Slip

“Sand Dollars”—a 2 bed, 2 bath beach house on North Captiva, a private island only accessible by boat. A quick 30 minute trip from Pine Island, North Captiva is a golf cart only island (that’s right, no cars!) that has the best beaches and shelling in the area. Sand Dollars is located one block in from the beach (200 steps). Sand Dollars has a Island Club membership with access to 2 swimming pools, paddle boards, kayaks. BYOB—bring your own boat and park at our boat slip (extra fee).

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, 122 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.

A collage of views showcases a sunset over the water, the interior of a cozy bedroom with a spacious bed, a pool area with lounge chairs, and a living space featuring large windows that reveal lush palm trees and a serene landscape.

4.95 out of 5 average rating, 94 reviews

Ocean View, Heated Pool, Pickleball +Walk to Beach

❤We have OVER EIGHTY 5★ Reviews...Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Heated Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

4.98 out of 5 average rating, 150 reviews

A serene pool area features a champagne-style hot tub connected to a shimmering pool, surrounded by a marble deck. A vibrant mural of a sea turtle decorates the wall, while lounge chairs are positioned nearby, inviting relaxation amidst lush tropical landscaping.

Home in Bonita Springs

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

Step into the luxurious 2BR 2BA oasis in the heart of Bonita Springs, FL. It promises a relaxing retreat just a few minutes from the pristine Bonita Beach, restaurants, shops, exciting attractions, and natural landmarks. The stylish design and a rich amenity list will leave you in awe. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Pool, Hot Tub, Swim-Up Bar, BBQ) ✔ Lounge Pool House ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

4.96 out of 5 average rating, 133 reviews

Home in Naples

Tropical paradise 5 minutes from the beach

Come on in and unwind in this peaceful and one-of-a-kind oasis just a short 5-minute drive from Wiggins Pass beach! Feeling adventurous? Hop on a bike and you'll be there in a little over 15 minutes. Located in North Naples, this charming house is fully stocked with everything you need to cook, discover, unwind, and rejuvenate, this space even boasts its own private backyard facing the preserve. The moment you pull into the driveway, you'll instantly feel those vacation vibes.

Popular amenities for house rentals in Captiva

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 11 reviews

Aerial view of a spacious waterfront home surrounded by lush greenery. The property features a heated pool with a spa and a tiki hut, offering an outdoor kitchen area. The home's modern architecture and large windows provide ample natural light, while the nearby dock ensures easy access to the water.

Home in Saint James City

Casa Baybreeze - Luxury on Water

5 out of 5 average rating, 21 reviews

Blue Haven - Heated Salt Pool/Spa, Walk to Beach!

An outdoor space features a spacious pool surrounded by elegant tropical landscaping. A covered patio houses a comfortable seating area and an outdoor dining setup. The wooden ceiling enhances the ambiance as soft lighting highlights the vibrant colors of the sky during twilight.

5 out of 5 average rating, 24 reviews

LUXURY: Custom 4BR Home w/ Pool & Spa

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, 132 reviews

Boater’s Paradise-Stunning Sunsets! Games Room!

5 out of 5 average rating, 6 reviews

Relax & Play! Putting Green + Heated Pool + Spa

5 out of 5 average rating, 16 reviews

NamaStay - Luxury 4BR w Private Heated Pool

An open living area features a spacious arrangement of light-colored furniture, including a large leather sectional and armchairs. A modern fireplace and flat-screen TV are positioned on a textured feature wall. Natural light floods the space through expansive glass doors that overlook the pool area.

4.98 out of 5 average rating, 48 reviews

Villa Sunset Serenade II

The exterior of the retreat features a welcoming porch adorned with a green bench. Lush tropical foliage and palm trees surround the property, enhancing the coastal charm. A gravel pathway leads to the entrance, offering a warm approach to relaxation.

4.96 out of 5 average rating, 23 reviews

Mangoes (Left Side)

Weekly house rentals

Superhost

Home in Bonita Springs

4.91 out of 5 average rating, 11 reviews

Newly Updated 1st Floor Kit W&D 3 Miles to Beach

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.

5 out of 5 average rating, 23 reviews

Sanibel Island Paradise!

Superhost

5 out of 5 average rating, 3 reviews

Island Retreat Steps from the Beach! 2 BR / 2 BA

5 out of 5 average rating, 34 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

5 out of 5 average rating, 31 reviews

An open-concept living space is highlighted, featuring a large white sectional sofa and a natural wood dining table. Light-colored cabinetry and modern appliances are visible in the kitchen area, while warm tones of the flooring and decor create a welcoming atmosphere. Ceiling fans and natural light enhance the ambiance.

Home in Bonita Springs

Luxury Modern Coastal Home w/ Pool & Game Room

A modern villa is presented with a sleek facade, featuring a combination of white walls and dark garage doors. Lush green grass and a variety of plants frame the entrance, while a stone pathway leads to the front door under a clear blue sky.

4.96 out of 5 average rating, 26 reviews

Modern New-Build Luxury Villa!

4.97 out of 5 average rating, 39 reviews

Home in Fort Myers

Modern 2BR Near Sanibel & FM Beach • Sleeps 6

A heated pool is framed by a screened enclosure, reflecting the soft blue of the water. Oversized loungers are positioned around the pool area, while the evening sky displays a gradient of pink and purple hues, creating a serene and inviting atmosphere.

4.98 out of 5 average rating, 64 reviews

Heated Pool Gulf access Canal Centrally Located

Private house rentals

5 out of 5 average rating, 5 reviews

serenity

A scenic view features a palm tree leaning over a sandy beach. Lush grass and spiky plants border the foreground, while calm turquoise waters stretch into the distance under a clear blue sky. The image captures the essence of coastal tranquility.

4.89 out of 5 average rating, 9 reviews

Beautiful Florida stilt house steps to the beach

A cottage with blue exterior and orange-framed double doors is surrounded by lush greenery. A porch area with two chairs invites relaxation, while a screened lanai is visible to the side. The quiet, gravel-covered area enhances the connection to nature.

4.83 out of 5 average rating, 40 reviews

Baywatch Cabana

An open living space is showcased, featuring a light-colored sectional sofa and a coffee table. A modern kitchen with sleek cabinets and stainless steel appliances is visible in the background. Large windows allow natural light to illuminate the area and overlook greenery.

4.83 out of 5 average rating, 12 reviews

Large 4Br/3Bh Beach House, Bikes, Chairs & More

The exterior of the home displays a modern design with a light color palette. A set of wooden stairs leads to the entrance, surrounded by lush palm trees and verdant foliage, providing a tropical ambiance. Clear blue skies create a bright backdrop.

5 out of 5 average rating, 11 reviews

Gumbo Limbo North Captiva

A coastal cottage exterior is shown, featuring light blue siding and a screened-in lanai. Lush tropical plants surround the entrance, and gravel pathways offer an inviting touch. The landscape is enhanced by a clear sky, adding to the overall charm of the property.

4.67 out of 5 average rating, 33 reviews

coastal chic cottage "Heron" minutes to the beach!

5 out of 5 average rating, 4 reviews

Seabreeze Sanctuary

A group of four individuals stands on a rooftop deck, gazing at a vibrant sunset over the Gulf of Mexico. The scene captures the tranquility of the beachfront, with soft sand and palm trees framing the view, enhancing the connection to nature.