by 
Boutique-Style Gay Men’s Guesthouse – King Bed (Bdrm #2 of 7)
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Private room
-
1 guest
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1 bedroom
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1 bathroom
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9 beds
- Clothing optional accepted
- Happy to share local tips
- LGBTQ+ venues nearby
- Gym nearby or in the property
- Wi-Fi
- Breakfast included
- Dedicated workspace
- Pool
- Hot tub
- Gym
- Parking
Why misterb&b?
WeerePLUS Included: Every booking unlocks a free trial of our 1M+ member social hub for local gay tips and connections in your future destination.
Social Impact: Your stay supports local hosts and LGBTQ+ NGOs worldwide.
About the Place This text was written initially in English.
Welcome to Pineapple Harbor Guesthouse – A Boutique Retreat for Gay Men
Step into a world of elegance, coziness, and relaxation at our newly renovated boutique-style guesthouse—a safe, inclusive, and clothing-optional escape designed exclusively for gay men. Thoughtfully designed for comfort and connection, Pineapple Harbor offers an intimate atmosphere where you can unwind, socialize, and feel at home.
Your Experience
Start your morning with a complimentary continental breakfast, then soak up the Florida sun by our private, south-facing pool—perfect for tanning and swimming. Lounge in the hot tub, enjoy a quiet moment with a book, or engage in conversation with other guests in our comfortable outdoor lounge.
On Fridays, we host a social hour on the lanai, where you can mingle with fellow guests over drinks, share travel stories, and enjoy a welcoming atmosphere.
For those seeking a more discreet and intimate setting, we offer The Dark Room—a private space designed for exploration and connection in a respectful environment.
Luxury Amenities
At Pineapple Harbor Guesthouse, we focus on comfort and indulgence with:
✔ A comfortable bed you won’t want to get out of
✔ Plush towels for the pool area
✔ Complimentary snacks, coffee, and tea throughout your stay
✔ Shampoo, conditioner, and body wash provided in all rooms
✔ Smart TVs for your entertainment
✔ Extra pillows and blankets available upon request
✔ A beautifully designed outdoor lounge area for relaxation
Ideal Location
We are perfectly situated to offer both tranquility and easy access to top attractions:
📍 12 minutes from Walt Disney World
📍 26 minutes from Universal Studios and International Drive
📍 Close to restaurants, shopping, and nightlife—including LGBTQ+-friendly spots
Your Room
This listing is for one of our seven elegantly appointed rooms. Your private retreat includes:
🛏 A comfortable, high-quality bed for an unbeatable night's sleep
🚿 A private washroom stocked with premium toiletries
🖥 An in-room office desk available upon request
🚪 A walk-in closet and dresser for ample storage
📺 Cable TV and Smart TV for entertainment
Additional Information
🚗 Parking is limited—please inquire when booking to reserve a spot. A $20+ tax non-refundable parking fee applies per stay.
📹 For security, cameras are installed at the front entrance and pool area only—your privacy is our priority.
🚫 No pets allowed—we maintain a pristine and allergy-friendly environment.
At Pineapple Harbor Guesthouse, we leave no detail overlooked. From our high-end bedding to the thoughtfully designed social spaces, we provide an experience that feels both indulgent and welcoming.
We look forward to hosting you.
Welcome to Pineapple Harbor Guesthouse – A Boutique Retreat for Gay Men
Step into a world of elegance, coziness, and relaxation at our newly renovated boutique-style guesthouse—a safe, inclusive, and clothing-optional escape designed exclusively for gay men. Thoughtfully designed for comfort and connection, Pineapple Harbor offers an intimate atmosphere where you can unwind, socialize, and feel at home.
Your Experience
Start your morning with a complimentary continental breakfast, then soak up the Florida sun by our private, south-facing pool—perfect for tanning and swimming. Lounge in the hot tub, enjoy a quiet moment with a book, or engage in conversation with other guests in our comfortable outdoor lounge.
On Fridays, we host a social hour on the lanai, where you can mingle with fellow guests over drinks, share travel stories, and enjoy a welcoming atmosphere.
For those seeking a more discreet and intimate setting, we offer The Dark Room—a private space designed for exploration and connection in a respectful environment.
Luxury Amenities
At Pineapple Harbor Guesthouse, we focus on comfort and indulgence with:
✔ A comfortable bed you won’t want to get out of
✔ Plush towels for the pool area
✔ Complimentary snacks, coffee, and tea throughout your stay
✔ Shampoo, conditioner, and body wash provided in all rooms
✔ Smart TVs for your entertainment
✔ Extra pillows and blankets available upon request
✔ A beautifully designed outdoor lounge area for relaxation
Ideal Location
We are perfectly situated to offer both tranquility and easy access to top attractions:
📍 12 minutes from Walt Disney World
📍 26 minutes from Universal Studios and International Drive
📍 Close to restaurants, shopping, and nightlife—including LGBTQ+-friendly spots
Your Room
This listing is for one of our seven elegantly appointed rooms. Your private retreat includes:
🛏 A comfortable, high-quality bed for an unbeatable night's sleep
🚿 A private washroom stocked with premium toiletries
🖥 An in-room office desk available upon request
🚪 A walk-in closet and dresser for ample storage
📺 Cable TV and Smart TV for entertainment
Additional Information
🚗 Parking is limited—please inquire when booking to reserve a spot. A $20+ tax non-refundable parking fee applies per stay.
📹 For security, cameras are installed at the front entrance and pool area only—your privacy is our priority.
🚫 No pets allowed—we maintain a pristine and allergy-friendly environment.
At Pineapple Harbor Guesthouse, we leave no detail overlooked. From our high-end bedding to the thoughtfully designed social spaces, we provide an experience that feels both indulgent and welcoming.
We look forward to hosting you.
Amenities
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Clothing optional accepted
-
Happy to share local tips
-
LGBTQ+ venues nearby
-
Gym nearby or in the property
-
Wi-Fi
-
Breakfast included
-
Dedicated workspace
-
Pool
-
Hot tub
- LGBTQ+ Kinky Amenities -
Location details and gay map for Orlando
The place is located in Orlando, FL, United States
Exact location disclosed after booking only.
Click below to check the neighborhood and nearby gay places.
Nearby Attractions This text was written initially in English.
We are 3 miles from Walt Disney World, and close to other major Tourist attractions. Gay establishments are approx. 30 min away by Uber/Lyft: Bars - Hanks Bar, Barcodes Orlando, and Savoy Orlando.
Saunas - Club Orlando
We are 3 miles from Walt Disney World, and close to other major Tourist attractions. Gay establishments are approx. 30 min away by Uber/Lyft: Bars - Hanks Bar, Barcodes Orlando, and Savoy Orlando.
Saunas - Club Orlando
Reviews come from verified guests, are sorted chronologically and not subjected to prior monitoring.
More info
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About the Host
Darren and gaetan
5
(32 reviews)
Member since:
August 2023
Response rate:
90%
/
Response time:
< 1h
Darren and gaetan has 20 interests.
To discover them and see if you have common interests Log in
Property Rules This text was written initially in English.
- Quiet time from 10 PM to 7 AM
- No smoking or vaping allowed on site
- Absolutely no drugs allowed
- No unregistered guests
- Quiet time from 10 PM to 7 AM
- No smoking or vaping allowed on site
- Absolutely no drugs allowed
- No unregistered guests
Check-in:
from
3pm
to
11pm
Checkout:
to
11am
Licence / registration number:
DWE5926671
Conditions
Extra per guest:
$20 per night after 1 guest(s)
Minimum stay (nights):
1 night
Cleaning fees:
$20 USD
Cancellation Policy
Terms of Services & Privacy Policy apply to this transaction.
Mister for Good: In a world where our rights are increasingly under threat, standing together is more vital than ever.
Every booking helps us fund LGBTQ+ NGOs wherever equality is at risk.
Together, let’s protect and empower our community.
Booking confirmed!
Get up to $110 for every friend you refer
They can also enjoy $10 off their first booking.
Travel partner selected by misterb&b
Because we foster the largest community of global gay travelers, we want to ensure all are welcome anywhere we go. Full apartments are in high demand around the world. To help ensure you can travel and feel welcome anywhere, in addition to our gay and gay-friendly hosts, we’ve selected agencies to offer apartments in cities across the world.
Because gay is in our DNA we ask each agency to affirm their welcoming attitude and acceptance of our community by agreeing to the charter below:
Agency Charter
- Checking this box certifies that the management and staff of your agency welcome all people regardless of their sexual orientation or gender identity or expression
- Further, you agree to challenge homophobic and transphobic behavior and ensure a positive and welcoming environment for our guests
- Through a courteous attitude, excluding judgment, your agency will work to ensure a peaceful stay for its LGBTQ+ clientele (information, safety, quality of service and discretion)
Stay like a gay local and feel welcome anywhere you go - misterb&b
Common Questions
How can I message Darren and gaetan about Boutique-Style Gay Men’s Guesthouse – King Bed (Bdrm #2 of 7) in Orlando?
You can reach out to Darren and gaetan directly via the 'Contact Host' button. Whether you have questions about one of his amenities like Near raunchy gay venue (sauna, etc.) Dedicated workspace or specific house rules in Orlando, our secure messaging system keeps your data safe.
How can I find the exact location of Darren and gaetan's listing in Orlando?
To protect our hosts' privacy, the exact address is only shared once your booking with Darren and gaetan is confirmed. However, to help you plan your trip, Boutique-Style Gay Men’s Guesthouse – King Bed (Bdrm #2 of 7) is located near Emerald Island Boulevard, putting you in a great spot to explore the best of Orlando.
Darren and gaetan's other accommodations
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Private room •
Orlando
Clothing optional accepted • Happy to share local tips • LGBTQ+ venues nearby
Private room •
Orlando
Clothing optional accepted • Happy to share local tips • LGBTQ+ venues nearby
Travel partner selected by misterb&b
Because we foster the largest community of global gay travelers, we want to ensure all are welcome anywhere we go. Full apartments are in high demand around the world. To help ensure you can travel and feel welcome anywhere, in addition to our gay and gay-friendly hosts, we’ve selected agencies to offer apartments in cities across the world.
Because gay is in our DNA we ask each agency to affirm their welcoming attitude and acceptance of our community by agreeing to the charter below:
Agency Charter
- Checking this box certifies that the management and staff of your agency welcome all people regardless of their sexual orientation or gender identity or expression
- Further, you agree to challenge homophobic and transphobic behavior and ensure a positive and welcoming environment for our guests
- Through a courteous attitude, excluding judgment, your agency will work to ensure a peaceful stay for its LGBTQ+ clientele (information, safety, quality of service and discretion)
Stay like a gay local and feel welcome anywhere you go - misterb&b