House holiday rentals in Isles of Capri

Coastal Getaway *Heated Pool *3 King Rooms

Tropical Oasis Downtown Naples 3 BD/2 BA full house w/ a HEATED pool, outdoor entertaining, BBQ grill, lanai seating/dining for 8, outdoor games, 2 living rooms w/ large TVs (main room has a 75" screen TV), master suite w/ ensuite bathroom & flatscreen TV, all 3 bedrooms have king beds. Close to downtown restaurants/shopping (9 min), beaches/Naples Pier (14 min). DOG POLICY: Only after owner's approval, a non-shedding small dog is allowed with $100 per dog non-refundable fee (2 dog maximum).

Family · Location · Access

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.

Location · Value · Outdoor spaces

Attention Naples Lovers! Entire Home w/Pool&HotTub

Enjoy the heart of Naples from a modern vacation home located in a quiet, safe neighborhood with a private hot tub, heated pool, and screened patio. Stay in and have a wine night in the stunning, open-space kitchen island or go out and enjoy the many fine dining and beautiful beach views that Naples has to offer - minutes away! The home is newly renovated with new appliances, new furniture, a new hot tub, and a heated pool to savor Florida right in your own fully fenced private backyard.

Family · Location · Pool

Family Retreat | Pool, Fire Pit, Mini Golf & Bikes

Welcome to Junonia House — your private tropical oasis. Designed for relaxing and memorable getaways, this luxury retreat combines comfort with resort-style outdoor living just minutes from Marco Island’s famous beaches, restaurants, and shopping. Spend your days lounging by the heated pool, enjoying friendly mini golf matches, or sharing unforgettable evenings around the fire pit under the stars. Every space was thoughtfully designed to create a calm, elevated vacation experience.

Location · Family · Outdoor spaces

Capri Charm Remodeled Oasis w/ Heated Pool-Kayaks

"Escape to our 4-bed, 3-bath retreat on Isles of Capri near Marco Island. Enjoy nearby dining, kayaking, and heated pool. Explore Marco Island's beaches with our complimentary kayaks. Book your island getaway now!" Additional Fees: Pets (upon approval), Pool heating, early check in/late checkout. Requirements: Signed Renters agreement & Refundable damage deposit Check in time may vary for last minute bookings (24 hour or less) No Large Groups/Parties quiet time after 9pm 3 cars max

Family · Value · Cleanliness

Island lifestyle family vacation home (Salt Pool)

A stylish, brand new island home perfect for vacationing with your own private heated pool. The West Hilo Home sleeps 8 and is within 3 blocks of local restaurants that feature dining on the water in sunny Isles of Capri. Enjoy laid back island life- including kayaking, boating, fishing and jet skiing just minutes away. Neighboring Marco Island is less than 10 minutes by car and famous for their powder white sand beaches. Or relax at home grilling by the pool while the sun sets.

Value · Family · Pool

Flamingo Paradise 4 min walk from Beach Access.

Time, and worries of the rest of the world, will melt away as you are captured by the serenity of this beautiful location. This 3 bedroom home accommodates up to 8 guest, all with its own private heated pool. This is the best option to create the story of a perfect vacation with family and friends. This house is newly renovated with a modern look steps away from the beautiful white sanded beach. Its fully equipped with gym, laundry, BBQ, and even with bikes for the whole family.

Family · Location · Bathroom

*NEW* OctoVista Villa (Unit A)

Welcome to your dream getaway in Isles of Capri, Naples, FL. Newly remodeled luxury home features cutting-edge appliances, a private boat dock, and a serene outdoor space with fire pit. Nestled on the water, this haven promises breathtaking sunset views and ultimate relaxation. Perfect for family vacations or romantic escapes, walking distance to local restaurants!! Book your stay today for an unforgettable Florida experience filled with sun, wildlife, and spectacular sunsets.

Family · Location · Access

Lux Comfortable Home Sun On The Lanai All Day

Welcome to your perfect island getaway! This stunning 4-bedroom, 3-bath custom home is impeccably maintained, spotlessly clean, and beautifully furnished for ultimate comfort. Enjoy spacious living areas, a well-stocked kitchen, and two king suites with en suite baths. Open the glass wall to lounge outdoors, dine al fresco, or soak up the sun on the cantilever canal dock. Relax by the heated pool under the lanai and take in serene waterfront views—your dream escape awaits!

Value · Location · Walkability

Heated Pool, Fun Outdoor Kitchen, Bike to Beach!

💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🏠Newly renovated & professionally designed 👙Amazing pool and outdoor kitchen (including grill, pizza oven, fridge)! 🏖️4 mins to beach 🌊Beach chairs, umbrellas, beach wagon & bikes 🐶Low pet fee; we love our 4-legged guests! ✅Fully stocked chef’s kitchen 🛌🏽Super comfortable beds for ultimate comfort and sleep 💻 High speed internet with dedicated workspace 😊24/7 local & professional host support!

Family · Location · Backyard

Heated Pool & Spa | Game Room | 5 Min Beach

Welcome to Sunset Serenity, a beautifully remodeled Marco Island retreat designed for unforgettable family vacations. Enjoy a heated pool, relaxing spa, game room, and spacious indoor and outdoor living areas. Located just 5 minutes from the beach, you'll be close to restaurants, parks, shopping, and scenic bike trails. Whether you're exploring the island, relaxing poolside, or unwinding under the stars, Sunset Serenity is the perfect place to create lasting memories.

Location · Family · Parks

Waterfront | Pool, Dock & Walk to Beach

Wake up to canal views, dolphins, and manatees from your private dock — then walk three blocks to Tigertail Beach. This 4-bedroom, 3-bath heated-pool home is built for multigenerational groups: a separate en-suite guest room works perfectly for grandparents or a second family, the kitchen is fully stocked for feeding a hungry crew, and kayaks, paddleboards, and bikes are included for every generation to get out on the water.

Family · Location · Hospitality