TOP 10 Vacation rentals with pools in Estero, Florida

Estero Island Beach Villas offers luxurious beachfront accommodations in Fort Myers Beach, Florida. Our villas provide a tranquil and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. Situated on the beautiful Estero Boulevard, our property boasts stunning views of the Gulf of Mexico and easy access to the pristine white sand beaches. As a lodging institution, we take pride in providing top-notch amenities and services to ensure our guests have a comfortable and memorable stay. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Estero Island Beach Villas has something for everyone.

Cornerstone Beach Resort Rentals is a premier lodging destination located at 5480 Estero Boulevard in Fort Myers Beach, Florida. Our resort offers luxurious accommodations with stunning views of the beach and Gulf of Mexico. Guests can choose from a variety of rental options, including spacious condos and beachfront villas. Our resort amenities include a heated pool, hot tub, fitness center, and direct beach access. Whether you're looking for a relaxing getaway or an action-packed vacation, Cornerstone Beach Resort Rentals has everything you need for a memorable stay in sunny Florida.

TriPower Vacation Rentals is a premier real estate and travel agency located at 2001 Estero Boulevard in Fort Myers Beach, Florida. Specializing in vacation rentals, TriPower offers a wide range of luxurious properties for visitors looking to experience the beauty of the Sunshine State. Whether you're seeking a beachfront condo, a cozy cottage, or a spacious villa, TriPower has the perfect accommodation for your stay. With exceptional customer service and a commitment to providing top-notch amenities, TriPower Vacation Rentals ensures that your vacation experience is nothing short of unforgettable. Book your dream vacation with TriPower today and make memories that will last a lifetime.

Gulf Breeze Condos offers luxurious vacation rentals in the heart of Fort Myers Beach, Florida. Our beautifully furnished condos are located right on the beach, providing stunning views of the Gulf of Mexico. Whether you're looking for a relaxing getaway or an action-packed vacation, Gulf Breeze Condos has something for everyone. Our real estate and travel agency experts are dedicated to helping you find the perfect rental for your needs. Come experience the beauty and tranquility of Fort Myers Beach at Gulf Breeze Condos.

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.

Distinctive Beach Rentals is a premier real estate and travel agency located at 2801-F Estero Boulevard in Fort Myers Beach, Florida. Specializing in luxury beachfront properties, our team of experts is dedicated to finding the perfect vacation rental for every guest. Whether you are looking for a cozy beach cottage or a spacious waterfront villa, we have a wide selection of distinctive properties to choose from. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Book your dream beach getaway with Distinctive Beach Rentals today.

Newlove Vacation Rental is a premier lodging establishment located at 5551 Estero Boulevard in the beautiful Fort Myers Beach, Florida. As a combined real estate and travel agency, we offer a wide range of vacation rental properties for visitors looking to enjoy a relaxing and luxurious stay in this tropical paradise. Our team is dedicated to providing top-notch customer service and ensuring that every guest has a memorable and enjoyable experience during their stay. Whether you're looking for a cozy beachfront condo or a spacious vacation home, Newlove Vacation Rental has the perfect accommodation for your needs. Book your stay with us today and let us help you create the perfect vacation getaway.

Kathy Nesbit Vacations, Inc. is a premier real estate and travel agency located at 7205 Estero Boulevard in Fort Myers Beach, Florida, United States. Specializing in vacation rentals, property management, and real estate sales, Kathy Nesbit Vacations offers a wide range of exquisite properties for visitors looking to experience the beauty of Southwest Florida. With a dedicated team of professionals, exceptional customer service, and a passion for creating unforgettable vacation experiences, Kathy Nesbit Vacations, Inc. is your go-to destination for all your vacation needs in Fort Myers Beach.

Nardi Realty is your top choice for residential sales and rentals in Southwest Florida, located at 3400 Tamiami Trail North in Naples. Our website offers a user-friendly platform to search for homes, condos, foreclosures, and vacant land, all updated every 15 minutes from the official Realtor's MLS database. Save searches, receive daily email alerts, and access market reports easily. Our Property Management Services are top-notch, handling everything from marketing to maintenance. Explore our current listings, including a luxurious condominium in the Grande Geneva high-rise or a stunning beachfront condo in Vanderbilt Shores. Experience resort lifestyle living in a spacious home with a loft and pool, or enjoy a 55 community in The Cascades of Estero. Contact Nardi Realty today to find your dream home in Southwest Florida!

Cape Coral Vacation Homes is a reputable real estate and travel agency located at 646 Estero Boulevard in Fort Myers Beach, Florida, United States. Specializing in providing luxurious vacation homes in the beautiful Cape Coral area, this agency offers a wide range of rental properties to suit every traveler's needs. From cozy beachfront cottages to spacious waterfront villas, Cape Coral Vacation Homes ensures a comfortable and unforgettable stay for all guests. With top-notch customer service and a commitment to excellence, this agency is the perfect choice for anyone looking to experience the best of Florida's Gulf Coast.

iTrip Vacations Bonita Springs & Fort Myers Beach is a real estate and travel agency located at 5900 Bonita Beach Road Southeast in Bonita Springs, Florida, United States. Specializing in property management and vacation rentals, our program focuses on maximizing owner revenue, competitive rental rates, and keeping bookings high to ensure both homeowners and guests are happy. With expert services in Fort Myers Beach, Bonita Springs, Miromar Lakes, and Estero, we handle requests with lightning speed to ensure a seamless vacation experience. Let us help you maximize your rental income and keep your guests satisfied.

Pointe South Condominium Vacation Rentals offers luxurious and comfortable accommodations in Fort Myers Beach, Florida. Located at 5000 Estero Boulevard, this institution provides a perfect getaway for those looking to enjoy the sun, sand, and surf of the Gulf Coast. With spacious condos equipped with modern amenities, guests can relax and unwind in style. Whether you're looking for a romantic retreat, a family vacation, or a group getaway, Pointe South Condominium Vacation Rentals has something for everyone. Enjoy stunning views, easy access to the beach, and a range of activities and attractions nearby. Make your next vacation unforgettable with a stay at Pointe South Condominium Vacation Rentals.

Holiday Water Sports in Fort Myers Beach, Florida offers thrilling water sports adventures for visitors to enjoy. With three convenient locations along Fort Myers Beach, including at 275 Estero Boulevard, there is a spot near you to experience jet skiing, dolphin tours, and more. Owned by locals Kevin and Sharon Faircloth since 1991, this family-owned business is dedicated to providing exceptional service and unforgettable experiences on the water. One of the highlights at Holiday Water Sports is the Dolphin Adventure Tour on WaveRunners, where guests can ride powerful Yamaha WaveRunners while encountering playful dolphins, shy manatees, and beautiful birds in their natural environment. Private and group tours are available for booking online, making it easy to plan your Florida water sports adventure.

Pink Shell Beach Resort & Marina is a full-service beachfront getaway located on Estero Island in Fort Myers, Florida. Surrounded by the Matanzas Pass and the Gulf of Mexico, our 12-acre resort has evolved from a single cottage built in 1950 to a premier destination for families and friends to create lasting memories. We offer special offers for guests, including discounts for military personnel and wedding packages. Our resort features extraordinary views, clean and safe beaches perfect for kids, and a friendly and professional staff. Guests can enjoy amenities such as a pool with warm water, luxury suites with fully stocked kitchens, and daily breakfast. The Pink Shell Resort is a great place for a family vacation, with easy access to nearby attractions and a family-friendly atmosphere. Book your stay with us and experience the best of the Gulf Coast of Florida at Pink Shell Beach Resort & Marina.

Edison Beach House, located at 830 Estero Boulevard in Fort Myers Beach, Florida, offers stunning ocean-front views and luxurious accommodations. The institution has recently undergone renovations to improve guest experiences, including the addition of a fully-functioning elevator for convenience. Each suite features in-suite kitchenettes with full-size appliances and in-suite stacked washers and dryers. Guests can enjoy the gorgeous ocean views from their private balconies and relax at the beach-front pool. The hotel is within walking distance to shopping boutiques and restaurants, making it easy to enjoy everything Fort Myers Beach has to offer.

Lovers Key Adventures is a convenient and charming institution located at 8720 Estero Boulevard, Fort Myers Beach, Florida. This establishment offers a variety of services including a gift shop, rentals, and beach amenities. In loving memory of Bowser Denmark, the institution provides a welcoming and friendly atmosphere for visitors to enjoy. The gift shop is open from 9 am to 5 pm, with rentals available from 9 am to 4:45 pm. Beach rentals, including chairs and umbrellas, are available from 9 am to 4:30 pm. Paddles, backrests, and life vests are included in the rental price. Additionally, there is a special 2-hour pricing offer valid from June 1st to October 31st.

Lover's Key Beach Club is a charming lodging option located at 6090 Estero Boulevard in Fort Myers Beach, Florida. Situated right on the picturesque shores of the Gulf of Mexico, this beachfront resort offers guests a relaxing and unforgettable stay. With its stunning views, pristine sandy beaches, and luxurious accommodations, Lover's Key Beach Club is the perfect destination for couples looking for a romantic getaway or families seeking a fun-filled vacation. Whether you're lounging by the pool, exploring the nearby attractions, or simply enjoying the sunsets over the water, this hidden gem is sure to make your stay in Florida truly special.

Windward Passage Resort, located at 418 Estero Boulevard in Fort Myers Beach, Florida, is a beautiful vacation ownership resort offering a perfect blend of sand, sun, water, and fun. Unfortunately, the resort is currently closed until further notice due to extensive damage from Hurricane Ian on September 28, 2022. The recovery process is expected to extend through 2023 and possibly longer. Despite the closure, Windward Passage Owners can access the OWNER’S PROTECTED SECTION OF THE WEBSITE for updates and photos as the resort moves through the recovery process. When the resort reopens, guests can look forward to relaxing in the hot tub, taking a dip in the heated pool, and enjoying a variety of amenities. Guests can also explore the charm of Ft. Myers Beach by taking a bike out or going for a stroll to Times Square.

Located at 6620 Estero Boulevard in Fort Myers Beach, Florida, GullWing Beach Resort offers homelike vacation rentals perfect for a beach getaway. With a contemporary tropical flair and luxurious island elements, our modern beachfront rentals are the perfect place to relax and unwind. Enjoy the tropical pool area, swim in the ocean, or take a stroll along the sandy shores in search of seashells. Conveniently located with a stop directly in front of the resort, guests can easily explore nearby shops, cafes, and bars. Watch spectacular sunsets from your private balcony, fully furnished and screened-in for your comfort. Whether you want to relax by the pool or venture out to discover the local attractions, GullWing Beach Resort has something for everyone.

Island Winds Condominiums is a stunning beachfront property located at 6610 Estero Boulevard in Fort Myers Beach, Florida. As a real estate agency and travel agency, we offer luxurious condominiums for sale or rent, perfect for those looking for a relaxing vacation or a permanent waterfront residence. Our prime location provides breathtaking views of the Gulf of Mexico and easy access to the beach. With top-notch amenities and a friendly staff, Island Winds Condominiums is the perfect destination for your next getaway or investment opportunity.

Carlos Point Condominium Associates is a premier residential community located at 8350 Estero Boulevard in Fort Myers Beach, Florida. Our association prides itself on providing a safe and welcoming environment for residents and guests alike. Our well-maintained grounds offer stunning views of the surrounding area and easy access to the beach. With a variety of amenities and services available, including a pool, fitness center, and 24-hour security, Carlos Point Condominium Associates is the perfect place to call home or enjoy a relaxing vacation. Come experience the beauty and tranquility of our community today.

Reef of Paradise Beach House is a luxury vacation rental agency located at 2611 Estero Boulevard in Fort Myers Beach, Florida, United States. With over 230 vacation rentals to choose from, guests can enjoy a wide range of amenities including private pools, game rooms, and direct beachfront access. The agency offers both short term and long term rates, with weekly, monthly, and long term options available. With a focus on quality over quantity, Reef of Paradise Beach House provides individual attention to each guest and strives to build family-like relationships with clients. Whether you're looking for a cozy cottage near Times Square or a spacious beachfront villa, Reef of Paradise Beach House has the perfect property for your next getaway. Book your stay today and experience the luxury and comfort of Fort Myers Beach!

ALOHA FLORIDA, LLC is a premier real estate and travel agency located at 19976 South Tamiami Trail in Estero, Florida. We specialize in hand-selected luxury houses that undergo regular checks to ensure excellence. Our expertise is unmatched, and we strive to make your dreams come true. Choose from a variety of additional services to enhance your recreation and relaxation package from the start. Our villas serve as the perfect starting point for exploring white sandy beaches, tropical nature, challenging golf courses, fine restaurants, and stylish boutiques.

Realty Group of Southwest Florida is a premier real estate agency located at 9480 Corkscrew Palms Circle in Estero, Florida. Specializing in property management, vacation rentals, and investments, our team is dedicated to providing top-notch service to our clients. Additionally, we offer a wide range of customizable search options and new listing alerts to help you find your dream home. Visit us at our office at 12701 Mastique Beach Boulevard Unit 502 in Fort Myers for the freshest data available on active listings. Contact us today for instant home value assessments and let us help you with all your real estate needs.

Gulf Pointe Properties is a reputable real estate agency located at 9480 Corkscrew Palms Circle in Estero, Florida, United States. Our dedicated team is committed to helping you navigate the process of buying, selling, or renting real estate in Southwest Florida. With unwavering dedication and a commitment to excellence, we have become one of the most trusted and respected real estate companies in the area. Our experienced team, led by professionals like Brad Dohack, is here to guide you through every step of the real estate process. Whether you are looking to purchase your first home, sell a property, or find the perfect rental, Gulf Pointe Properties is here to help. Our satisfied clients have praised our team for their expertise, professionalism, and dedication to finding the perfect property to meet their needs. Contact Gulf Pointe Properties today and let us help you find your dream home in Southwest Florida.

mayr company realty by Vacasa is a real estate agency located at 4761 West Bay Boulevard, Estero, Florida, United States. Specializing in Naples vacation rentals, this agency offers a wide range of homes with amenities such as golf courses, glamorous outdoor pools, and proximity to the Gulf of Mexico. With options for pet-friendly homes and internet access, guests can enjoy a comfortable stay in Naples. Professional housekeepers ensure that each home is clean and stocked with amenities for a hassle-free experience. Naples is a charming coastal city in southwest Florida known for its sprawling estates, sandy beaches, and vibrant culture. With activities such as art galleries, boat tours, and fresh seafood, there is something for everyone to enjoy. Whether you are looking to relax on the beach or explore the nearby Everglades National Park, Naples is the perfect destination for a warm-weather adventure. Book a stay at Naples condo rentals and experience the beauty and relaxation of Florida's Gulf Coast.

Creciente Condominium Association Inc, located at 7150 Estero Boulevard in Fort Myers Beach, Florida, offers a luxurious beachfront living experience. The complex consists of three buildings set on beautifully landscaped grounds with amenities such as tennis courts, a swimming pool, shuffleboard, library, BBQ grills, clubhouse, fitness center, secured lobby, elevator, and assigned parking. Residents can enjoy the natural beauty of the Gulf Coast with easy access to the beach and stunning views of the Gulf of Mexico. Located near Santini Plaza, shops, and restaurants, Creciente offers the perfect island lifestyle with convenience and luxury. Please note that the phone number provided does not receive text or SMS messages.

Welcome to Blueway RV Park, your ultimate getaway nestled in the heart of Southwest Florida at 19370 South Tamiami Trail, Fort Myers, Florida. Our revitalized park offers a unique blend of nature, comfort, and fun, making it the perfect destination for campers, travelers, and adventurers alike. At Blueway RV Park, we have transformed our amenities to enhance your experience. Enjoy one of our 103 upgraded RV sites, complete with pavers, crushed shell, and beautiful landscaping. Dive into our recreational area, offering pickleball and shuffleboard courts, putt-putt golf, cornhole, tiki huts, benches, and a newly enhanced poolside amenity package. For your furry friends, we have a new dog park equipped with an obstacle course and a pet cleaning station.

Welcome to the Spa and Fitness Center at The Westin Cape Coral, a serene oasis nestled within the vibrant resort community of The Westin Cape Coral Resort at Marina Village. Located at 5902 Silver King Boulevard, Cape Coral, Florida, our spa offers a luxurious escape designed to rejuvenate your body and soul. Esterra Spa & Salon Indulge in pure relaxation at the Esterra Spa & Salon, where breathtaking views of the Tarpon Point Marina and the Caloosahatchee River set the stage for a revitalizing experience. Our full-service spa features five treatment rooms, including a couples' room and a Vichy shower room. Enjoy a wide range of services, from tension-relieving massages and invigorating body scrubs to professional hair and nail care. Begin your journey with a personal greeting and a complimentary glass of champagne, wine, or fruit-infused water.

Welcome to Tracey Gore Realtor, your premier real estate agency located at 2100 Estero Boulevard, Fort Myers Beach, Florida. As the leading expert in beachfront properties, Tracey Gore offers unparalleled knowledge and insight into the local real estate market. With 100 feet of stunning beachfront frontage adorned with mature palm trees, Tracey Gore Realtor is your gateway to coastal elegance and luxury living. Whether you're searching for a custom showcase residence on San Carlos Island or a unique Gulf-side parcel, Tracey Gore Realtor presents a rare opportunity to own prime real estate in one of Florida's most sought-after locations. Our portfolio features a diverse range of properties, including newly built homes with breathtaking Gulf views, canal-front pool homes with direct Gulf access, and exquisite waterfront penthouses with private garages.