TOP 10 Vacation rentals with pools in Naples, Florida

Pyramids in Florida is a unique institution located at 7020 Constitution Loop in Fort Myers, Florida. This establishment offers lodging, real estate, and travel agency services in a serene and healing oasis setting. The institution promotes joy, health, and comfort for all guests, providing a blend of modern wellness, Austrian charm, and southern hospitality. Guests can choose from a variety of pyramid chalets, each offering a different level of comfort and amenities. The Classic pyramid is cozy and perfect for couples or friends, while the larger Comfort pyramid is ideal for families with children. All chalets are fully equipped for self-catering and overlook a therapeutic lake.

Naples Bay Resort & Marina is a luxurious escape located at 1500 5th Avenue South in Naples, Florida. With upscale amenities and stunning waterfront views, this resort offers a serene hideaway for guests. From private club access to spa treatments and fitness facilities, every need is catered to at Naples Bay Resort. The resort features 87 beautifully appointed rooms with water views, as well as vacation rental cottages for longer stays. With direct access to the Gulf of Mexico, guests can enjoy boat and slip rentals from the marina. The resort is also an ideal venue for weddings, executive retreats, and social events, with picturesque settings and top-notch facilities. Indulge in delicious cuisine at the on-site restaurants, relax by the pools, or explore the nearby attractions of downtown Naples and the beach. Naples Bay Resort offers a unique and unforgettable experience for guests seeking a luxurious Florida getaway.

Charter Club Resort of Naples Bay is a luxurious lodging destination located at 1000 10th Avenue South in Naples, Florida. Situated in the heart of Naples Bay, this resort offers stunning views of the water and easy access to the city's top attractions. Guests can enjoy spacious and elegantly appointed suites, featuring modern amenities and private balconies overlooking the bay. The resort also boasts a range of on-site facilities, including a waterfront pool, fitness center, and tennis courts. Whether you're looking for a relaxing retreat or a fun-filled vacation, Charter Club Resort of Naples Bay is the perfect choice for your next getaway.

Naples Vacation Rentals and Beach Rentals by Vacasa is a real estate and travel agency located at 2800 Davis Boulevard, Naples, Florida, United States. Offering a variety of vacation homes in the charming coastal city of Naples, Florida, this institution provides the perfect accommodations for a sun-drenched vacation. With luxurious amenities such as golf courses, outdoor pools, and proximity to the Gulf of Mexico, guests can enjoy a relaxing and fun-filled stay. Whether you're interested in shopping, fishing, or exploring nature preserves, Naples has something for everyone. With 61 pet-friendly homes and 232 rentals with internet access, Naples Vacation Rentals and Beach Rentals by Vacasa ensures that guests have everything they need for a comfortable stay. The professional housekeeping team takes care of cleaning and restocking amenities, so guests can simply relax and enjoy their vacation. From art galleries to boat tours to fresh seafood, Naples offers a wide range of activities for all ages.

Naples Motorcoach RV Resort is an exclusive Class-A Motorcoach resort located in the beautiful city of Naples, Florida. Situated at 13300 Tamiami Trail East, our resort offers top-of-the-line amenities and activities for guests to enjoy during their stay. From swimming in the pool and playing pickleball to attending social events, there is something for everyone at our resort. Craft your own personal oasis in our beautifully landscaped community featuring 184 Class A motorcoach sites and 32 boat storage sites. Our spacious lots range in size from 2,730 to 6,418 square feet, allowing you to customize your space with a casita, patio, fire pit, and more.

Naples Florida Vacation Homes, LLC is a premier lodging, real estate, and travel agency located at 2805 Horseshoe Drive South in Naples, Florida, United States. We offer a variety of luxurious vacation homes for rent in the beautiful Naples area, providing guests with the perfect getaway experience. Our dedicated team is committed to ensuring that every guest has a memorable and relaxing stay in our top-quality accommodations. Whether you are looking for a beachfront villa, a cozy condo, or a spacious family home, Naples Florida Vacation Homes, LLC has the perfect option for you. Book your dream vacation rental with us today and experience the best of Naples, Florida.

Secret Places Vacation Homes is a prestigious lodging, real estate, and travel agency located at 4905 Chiquita Boulevard South in Cape Coral, Florida. Book directly through our locally based property manager to discover your very own "secret place". Our properties are carefully selected for superior style and comfort, offering outstanding views and prime waterside locations. Whether you choose a Cape Coral vacation home, Fort Myers vacation home, Bradenton vacation home, Naples vacation home, or Marco Island vacation home, you can be sure of a special experience with lasting memories. Our luxury homes are perfect for relaxing and enjoying the beauty of South Florida, from the warm Gulf of Mexico waters to the white sand beaches and lush Everglades. Experience the Venice of Florida in Cape Coral, explore the popular vacation destination of Fort Myers, or fall in love with the tropical paradise of Sanibel and Captiva Islands. With amenities like private pools, boat docks, and easy access to the Gulf of Mexico, our vacation rentals provide the ultimate getaway experience. Book your luxury vacation home in Florida with Secret Places Vacation Homes for an unforgettable holiday.

Royal Shell Vacations is a premier real estate and travel agency located at 15050 Captiva Drive in Captiva, Florida. With a wide range of vacation rental options available, from Captiva Island to Ocala, Royal Shell makes vacation planning a breeze. Since 1996, we have been the largest vacation rental company in Southwest Florida, offering unique amenities and services to make your stay stress-free and memorable. Our portfolio includes over 500 vacation rental homes and condos in Sanibel and Captiva Islands, with even more options in Cape Coral, Fort Myers, Ocala, and beyond. Whether you're looking for a nightly, weekly, monthly, or annual stay, our variety of styles and sizes ensure the perfect vacation rental for you.

The Knickerbocker of Naples is a luxurious lodging option located at 2225 23rd Street Southwest in Naples, Florida. This institution offers top-notch accommodations and exceptional service for travelers looking to experience the beauty of Naples. Whether you're looking for a relaxing getaway or a business trip, The Knickerbocker of Naples has everything you need to make your stay memorable. Additionally, they also provide real estate and travel agency services for those looking to explore the area further. Book your stay at The Knickerbocker of Naples for an unforgettable experience in sunny Florida.

Legacy Naples Apartments is a premier real estate agency located at 7557 Campania Way in the beautiful city of Naples, Florida. Our institution offers luxurious and modern apartments for rent, providing residents with a comfortable and upscale living experience. With a range of amenities such as a sparkling swimming pool, fitness center, and beautifully landscaped grounds, Legacy Naples Apartments is the perfect place to call home. Our dedicated team is committed to providing exceptional service and ensuring that our residents have everything they need to enjoy a high-quality lifestyle. Experience the best of Naples living at Legacy Naples Apartments.

Annual Rentals Inc is a premier real estate agency located in the heart of Naples, Florida. With a prime location at 780 5th Avenue South, our experienced team specializes in connecting clients with the perfect long-term rental properties in the area. Whether you are looking for a luxury condo, beachfront villa, or spacious family home, our dedicated agents are here to help you find your ideal rental. Trust Annual Rentals Inc to provide exceptional service and assist you in securing the perfect rental property for your needs in beautiful Naples, Florida.

Naples Apartment is a premier real estate and travel agency located at 2011 Gulf Shore Boulevard North in the beautiful city of Naples, Florida. Our agency specializes in helping clients find the perfect apartment for their vacation or long-term stay in this stunning coastal destination. With a wide range of properties available, we can cater to all preferences and budgets. Our dedicated team of professionals is committed to providing exceptional customer service and ensuring a seamless booking experience. Contact Naples Apartment today to start planning your dream getaway in Naples, Florida.

Sienna Vacation Rental in Lely Resort is a luxurious lodging option located at 7925 Mahogany Run Lane in Naples, Florida. This institution offers beautiful vacation rental properties within the prestigious Lely Resort community. Whether you're looking for a relaxing getaway or a fun-filled family vacation, Sienna Vacation Rental has the perfect property for you. As a real estate agency, they provide top-notch service to help you find the perfect vacation rental that meets your needs and preferences. Their knowledgeable staff can also assist with travel arrangements and provide recommendations for local attractions and activities. Experience the ultimate vacation in Naples, Florida with Sienna Vacation Rental in Lely Resort.

Naples Away is a premier real estate and travel agency located in the beautiful city of Naples, Florida. Our team of experienced professionals is dedicated to helping clients find their dream vacation rental or purchase their perfect home in this desirable destination. Whether you are looking for a beachfront condo, a luxury villa, or a cozy cottage, Naples Away has a wide range of properties to choose from. Let us help you make your Naples getaway a reality! Visit us at 16231 Marzana Court and start your journey to paradise today.

Naples Play N Stay Vacation Rental Homes is a premier real estate agency located at 1265 Briarwood Court in Naples, Florida, United States. Our agency specializes in providing luxurious vacation rental homes for visitors looking to experience the beauty and excitement of Naples. Our properties are meticulously maintained and offer top-notch amenities to ensure a comfortable and memorable stay. Whether you're looking for a cozy beachfront bungalow or a spacious villa with a private pool, we have the perfect vacation rental for you. Contact us today to book your dream vacation in Naples!

Naples Beach Golf Rentals is a luxury real estate and travel agency located at 7905 Mahogany Run Lane in Naples, Florida, United States. Escape to paradise with our greenlinks villas near world-class golf courses and beaches. Our luxury rentals offer modern comfort in a beautiful setting, with premium appliances and resort perks such as a fitness center, tennis courts, and swimming pools. Experience Naples like never before with our exceptional vacation rentals, including beach toys and umbrellas. Our properties are located in an award-winning golf community, offering the perfect blend of luxury and leisure. Enjoy exclusive access to golf courses, heated pools, and more. Book your Naples getaway today and discover the allure of sunny beaches and golf vacations in one remarkable destination. We offer the best rates and guarantee the lowest possible price. Our excellent resort community and exceptional hosts ensure a perfect getaway with all the amenities you need for a relaxing stay. Enjoy stunning natural beauty, ultra-high-speed internet, and top-rated properties with super host status. Expect nothing but the best when you stay with us at Naples Beach Golf Rentals.

The Briarwood Rental Company LLC is a real estate and travel agency located at 598 Briarwood Boulevard in Naples, Florida, United States. Our luxury villas are situated in the private gated community of Briarwood, just a short drive to 5th Avenue, Naples beach, and pier. Nearby attractions include the Naples Botanical Gardens, Naples Zoo, golf courses, and more. In Briarwood, guests can enjoy a quiet and secure residential community with amenities such as heated pools, tennis courts, pickleball, basketball courts, beach volleyball courts, a soccer field, and a children's play area. Our villas are perfect for romantic getaways, family vacations, group trips, and golf weekends.

Naples Reserve is a premier institution located at 14885 Naples Reserve Circle in Naples, Florida, United States. As a general contractor, our community aims to provide an extraordinary experience for every member of your family. Our facilities include the Island Club, Fitness Center, and Outrigger Activities Center where you can enjoy state-of-the-art fitness equipment, bocce ball, beach volleyball, and more. Cool off in our resort-style pool, grab a bite at Latitudes Café, or relax at the Tiki Bar with a drink and new friends.

Marco Naples Vacation Rentals is a premier real estate and travel agency located in the heart of Naples, Florida. Our team of dedicated professionals is committed to providing top-notch vacation rental services to our clients. Whether you're looking for a luxurious beachfront property or a cozy condo in the city, we have a wide range of options to suit your needs. With our prime location and years of experience in the industry, we strive to make your vacation planning process as seamless and stress-free as possible. Contact us today to book your dream vacation rental in Naples!

VALIBERA Vacation Rental Property Management is a professional and technology-driven company based in Naples, Florida. Specializing in Airbnb Property Management, we offer expert services to help homeowners maximize their rental income and occupancy rates. Our team includes full-time Airbnb managers, guest experience specialists, interior designers, and online marketing experts dedicated to providing outstanding hospitality and service. We list your property on top booking sites with professional photos and custom descriptions to attract guests. With Valibera, you can start your Airbnb rental business with confidence, knowing that we will handle everything from property preparation to guest inquiries and cleanings. Our straightforward management fee includes extra services that set us apart from other property managers. Contact us today to learn more about how Valibera can help you succeed in the vacation rental market.

Naples Homes and Rentals Inc. is a premier real estate agency located at 963 Trail Terrace Drive in Naples, Florida. Our newly remodeled vacation rentals offer luxurious accommodations with stunning water views, elegant layouts, and high-end furnishings. From spacious 5-bedroom homes with private pools to pet-friendly beachside villas, we have a wide range of properties to suit every need. Whether you're looking for a relaxing getaway or a long-term rental, Naples Homes and Rentals Inc. has the perfect property for you. Contact us at (239) 784-7528 to book your dream vacation rental today.

Sun & Bliss Vacation Rentals is a premier real estate and travel agency located at 1 Bluebill Avenue in beautiful Naples, Florida. We specialize in providing luxurious vacation rentals for travelers looking to experience the ultimate relaxation and bliss in the Sunshine State. Our properties are carefully curated to offer the perfect blend of comfort, style, and convenience, ensuring a truly unforgettable vacation experience. Whether you're seeking a beachfront oasis or a cozy retreat nestled in nature, our team is dedicated to helping you find the perfect rental for your next getaway. Contact us today to start planning your dream vacation in sunny Naples!

Naples Trust Vacation Rentals is a premier real estate and travel agency located in the beautiful city of Naples, Florida. Situated at 6300 Trail Boulevard, our agency offers a wide range of vacation rental properties for visitors looking to experience the luxury and beauty of Naples. Whether you are looking for a beachfront villa, a cozy condo, or a spacious family home, our team of experts is dedicated to helping you find the perfect accommodation for your stay. With our local knowledge and personalized service, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream vacation in Naples!

Rovigo Vacation Rental - Kings Lake is a charming lodging institution located at 2218 Kings Lake Boulevard in Naples, Florida. Situated in the serene Kings Lake neighborhood, this vacation rental offers guests a peaceful and relaxing retreat in the heart of the Sunshine State. The property features comfortable accommodations, beautiful surroundings, and convenient access to nearby attractions such as beaches, shopping, and dining options. Whether you're looking for a weekend getaway or an extended stay, Rovigo Vacation Rental - Kings Lake is the perfect choice for your next vacation in Naples.

Royal Shell Vacations is a premier real estate and travel agency located in Cape Coral, Florida. With a wide range of vacation rentals available in popular Florida destinations such as Sanibel Island, Captiva Island, Naples, and Ocala, Royal Shell makes vacation planning a breeze. Whether you're looking for a beachfront condo, a cozy mountain retreat, or a luxury estate near horse farms, Royal Shell has the perfect vacation rental for you. With over 500 vacation rental homes and condos in Sanibel and Captiva Islands alone, Royal Shell is the largest vacation rental company in Southwest Florida. Their expert team is dedicated to providing guests and owners with unique amenities and services to ensure a stress-free vacation experience. From nightly stays to long-term rentals, Royal Shell offers a variety of rental options to suit your needs.

Sunset Daydream Vacation Rental is a premier real estate and travel agency located at 10475 Gulf Shore Drive in Naples, Florida. Our agency specializes in providing luxurious vacation rentals with stunning sunset views, perfect for those looking to escape and relax in paradise. With a wide selection of properties to choose from, we cater to all types of travelers seeking a dream vacation experience. From beachfront condos to spacious villas, our rentals offer top-notch amenities and personalized service to ensure a memorable stay. Let Sunset Daydream Vacation Rental help you create the perfect getaway in beautiful Naples, Florida.

Sunshine Daydream Vacation Rental is a premier real estate and travel agency located at 525 106th Avenue North in the beautiful city of Naples, Florida, United States. Our agency specializes in providing top-quality vacation rentals for those looking to experience the ultimate getaway in sunny Naples. Whether you're seeking a luxurious beachfront villa, a cozy cottage, or a spacious condo, we have the perfect accommodation to suit your needs. Our team of experienced agents is dedicated to ensuring that your vacation is unforgettable, from booking your rental to providing personalized recommendations for dining, activities, and attractions in the area. At Sunshine Daydream Vacation Rental, we strive to make your dream vacation a reality.

Sunrise Daydream Vacation Rental is a premier real estate and travel agency located at 768 101st Avenue North in beautiful Naples, Florida, United States. Our agency specializes in providing luxurious vacation rentals for those looking to escape to paradise. Whether you are seeking a beachfront villa, a cozy cottage, or a spacious condo, we have a wide selection of properties to suit your needs. Our team of experienced agents are dedicated to helping you find the perfect vacation rental for your next getaway. Experience the ultimate relaxation and comfort with Sunrise Daydream Vacation Rental.

Naples Vacations, LLC is a premier real estate and travel agency located in the beautiful city of Naples, Florida. Our dedicated team of professionals is committed to providing top-notch service and helping clients find their perfect vacation rental or dream home in this stunning coastal destination. Whether you are looking for a luxurious beachfront property or a cozy condo in the heart of Naples, we have a wide range of options to suit every taste and budget. Contact us today to start planning your unforgettable Naples vacation experience!

Luxury And The Beach Vacation Rental is a premier real estate and travel agency located in Naples, Florida. Situated at 557 94th Avenue North, this institution offers exquisite vacation rentals for those looking to experience the ultimate luxury beach getaway. With a wide selection of upscale properties, ranging from beachfront condos to lavish villas, guests can expect top-notch amenities and personalized service. Whether you're seeking a relaxing retreat or an action-packed adventure, Luxury And The Beach Vacation Rental has the perfect accommodation for your dream vacation in sunny Florida. Book your stay today and indulge in the ultimate beachfront experience.