

Welcome to Castillo de Windsor, a luxurious Spanish-style villa nestled in San Diego’s Pacific Beach neighborhood. This bright and spacious home features 4 unique bedrooms, 4 bathrooms (3 ensuite), a fully equipped chef’s kitchen and outdoor kitchen, and open indoor-outdoor living perfect for relaxing or entertaining. Enjoy the sparkling pool, two hot tubs, cozy fireplaces, and backyard and a rooftop deck offering breathtaking 360° views of the San Diego ocean, bay, and city skyline.
Just minutes from the beach, dining, and Hillcrest’s lively LGBTQ+ district, this property combines tranquility, connection, and convenience. With eclectic art, curated design, and a welcoming vibe, Castillo de Windsor offers an unforgettable stay where every detail inspires comfort and community.
Note that Charlice and Donovan, your hosts, live in a separate detached unit on the property with their two friendly cats. You may encounter them occasionally in the outdoor spaces, however they do their best to give their guests their privacy during their stay.
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Just minutes from San Diego’s vibrant Hillcrest neighborhood, the heart of the local LGBTQ+ community, filled with welcoming restaurants, bars, and shops:
Urban MO’s Bar & Grill – Iconic gay bar and restaurant with great food, drag shows, and a lively patio.
Gossip Grill – Fun, female-forward LGBTQ+ bar with delicious bites and weekend brunch.
Hillcrest Brewing Company – The world’s first openly gay brewery serving craft beers and pizza.
insideOUT – Upscale LGBTQ-owned restaurant and lounge with a chic courtyard setting.
Crest Café – Long-time LGBTQ+ favorite for breakfast, brunch, and comfort food.
Rich’s San Diego – Popular nightclub with two dance floors, themed nights, and top DJs.
Flicks – Classic video bar and neighborhood hangout known for friendly vibes and karaoke.
#1 Fifth Avenue – Chill cocktail bar with outdoor patio and great happy hours.
Martinis San Diego – Elegant supper club with live entertainment and drag performances.
We’re so happy to welcome you to our home! Please treat this space with the same care and respect you’d give your own. Our goal is to ensure a peaceful, enjoyable stay for everyone. General Rules Check-in after 3 PM, check-out by 11 AM (flexible when possible). Only registered guests are allowed on the property unless pre-approved. Please keep noise to a respectful level, especially after 10 PM. No parties or unapproved events. Smoking is not allowed indoors. We are 420 friendly. Pets may be allowed with prior approval only and a $50/night fee. No illegal activities permitted at any time. Pool & Hot Tub Use at your own risk. Please rinse off before entering. No glass near the pool or hot tubs. Quiet hours apply in all outdoor spaces. Cleanliness & Care Please tidy up after yourself and leave dishes clean or in the dishwasher. Report any damages right away so we can address them quickly. Do not move large furniture or décor. Parking Plenty of free street parking is available. Inclusivity Castillo de Windsor is a safe, welcoming space for all guests. We celebrate diversity and ask that everyone treat each other with kindness and respect.
2 nights
Not required by the Host
647022
STR-06157L
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The hosts took the time to best showcase their accommodation. Their home is now ready for your stay and they look forward to welcoming you as their first misterb&b guest!