TOP 30 Vacation rentals with pool in Annapolis, Maryland

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Navy Getaways Annapolis Suites, RV Park, Campground, and Cottages is a new institution set to open in 2022 at 2 Truxtun Road in Annapolis, Maryland, United States. This facility will offer a range of accommodations including suites, RV sites, and cottages for visitors looking to enjoy a peaceful and scenic getaway. The campground and park will provide a tranquil setting for guests to relax and unwind, with various outdoor activities and amenities available. Stay tuned for the grand opening of Navy Getaways Annapolis in 2022!

Annapolis Accommodations is a premier real estate and travel agency located at 320 6th Street in the historic city of Annapolis, Maryland. We specialize in providing top-notch accommodations for visitors looking to experience all that this charming waterfront city has to offer. Whether you're looking for a cozy bed and breakfast, a luxurious waterfront rental, or a convenient downtown apartment, our team of experienced agents is here to help you find the perfect place to stay during your visit. Let us make your trip to Annapolis unforgettable with our personalized service and attention to detail. Contact us today to book your dream accommodations!

The Waterfront Oasis of Annapolis is a luxurious lodging facility located at 233 Mountain Laurel Lane in the picturesque city of Annapolis, Maryland. Situated right on the waterfront, this oasis offers stunning views of the water and a peaceful atmosphere perfect for relaxation and rejuvenation. Guests can enjoy spacious and elegantly appointed rooms, top-notch amenities, and personalized service that will make their stay unforgettable. Whether you're looking for a romantic getaway, a family vacation, or a peaceful retreat, the Waterfront Oasis of Annapolis is the perfect destination for your next escape.

Crowne Plaza Annapolis, an IHG Hotel, is a luxurious lodging option located at 173 Jennifer Road in Annapolis, Maryland, United States. This upscale hotel offers modern amenities, elegant accommodations, and exceptional service for both business and leisure travelers. Guests can enjoy well-appointed rooms, a fitness center, on-site dining options, and convenient access to local attractions and businesses. Whether you're visiting Annapolis for work or pleasure, Crowne Plaza Annapolis provides a comfortable and convenient stay in the heart of this historic city.

Sonesta ES Suites Annapolis is a charming lodging institution located at 170 Admiral Cochrane Drive in Annapolis, Maryland, United States. This comfortable and welcoming hotel offers spacious suites with modern amenities, perfect for both short and extended stays. Guests can enjoy complimentary breakfast, free Wi-Fi, a fitness center, and a seasonal outdoor pool. The convenient location allows easy access to Annapolis attractions such as the United States Naval Academy and Historic Downtown. Whether traveling for business or leisure, Sonesta ES Suites Annapolis provides a relaxing and enjoyable stay for all guests.

Courtyard by Marriott Annapolis is a comfortable and modern lodging option located at 2559 Riva Road in Annapolis, Maryland, United States. This hotel offers spacious rooms, a fitness center, a swimming pool, and a convenient location near popular attractions such as the United States Naval Academy and historic downtown Annapolis. Guests can enjoy a relaxing stay with excellent amenities and friendly service at Courtyard by Marriott Annapolis.

Watermark Tours, Charters, Cruises is a premier tourist attraction and travel agency located at 1 Dock Street in the charming city of Annapolis, Maryland, United States. Offering a variety of tours, private charters, and scenic cruises, visitors can explore the historic waterfront and iconic sites of Annapolis from the water. With knowledgeable guides, luxurious vessels, and unforgettable experiences, Watermark Tours, Charters, Cruises is the perfect destination for those seeking to discover the beauty and history of this picturesque city. Whether you're looking for a relaxing cruise, a private charter for a special occasion, or a guided tour of Annapolis, this institution has something for every traveler.

Stone Point Apartments is a premier real estate agency located at 116 Stone Point Drive in Annapolis, Maryland. Our apartments offer luxurious living spaces with modern amenities and breathtaking views. Our professional team is dedicated to providing top-notch customer service and ensuring a comfortable living experience for our residents. Come experience the ultimate in upscale apartment living at Stone Point Apartments.

Student Travel Services, located at 2431 Solomons Island Road in Annapolis, Maryland, is a premier travel agency specializing in Spring Break travel packages for students. Whether you're looking to party poolside with top DJ's, participate in crazy contests, snorkel in crystal clear waters, or just relax on the beach, STS has you covered. With all-inclusive packages, you can jump to the front of the line and party like a rock star at the hottest clubs. Safety is a top priority at STS Travel, as they carefully select locations and hotels that cater to young adults. Their staff is always on-location to assist you throughout your Spring Break experience. Follow their tips for a safer and more enjoyable trip. Don't miss out on the ultimate Spring Break experience with Student Travel Services.

Hilton Garden Inn Kent Island is a charming lodging institution located at 3206 Main Street in Grasonville, Maryland, United States. Situated on the picturesque Kent Island, this hotel offers comfortable accommodations and modern amenities for both leisure and business travelers. Guests can enjoy spacious rooms, on-site dining options, a fitness center, and a beautiful outdoor pool. The hotel's convenient location provides easy access to nearby attractions such as the Chesapeake Bay Bridge and historic downtown Annapolis. Whether you are visiting for a relaxing getaway or a productive business trip, Hilton Garden Inn Kent Island is the perfect choice for your stay.

Quiet Waters Visitor Center is a peaceful and welcoming travel agency located in Annapolis, Maryland, United States. Our center provides visitors with information and resources to enhance their travel experiences in the area. From local attractions and activities to dining recommendations and transportation options, our knowledgeable staff is dedicated to helping visitors make the most of their time in Annapolis. Whether you're a seasoned traveler or new to the area, Quiet Waters Visitor Center is here to assist you in planning a memorable and enjoyable trip.

Hillsmere Shores PRIVATE Beach is a secluded and exclusive beach located at 119 Great Lake Drive in Annapolis, Maryland. This private beach offers a peaceful retreat for members to enjoy the sun, sand, and water in a serene environment. With pristine white sand and crystal clear waters, visitors can relax and unwind in this beautiful natural setting. The beach is surrounded by lush greenery and offers stunning views of the surrounding area. Members can also enjoy amenities such as beach chairs, umbrellas, and a snack bar for a truly luxurious beach experience. Escape the crowds and enjoy a day of relaxation at Hillsmere Shores PRIVATE Beach.