Apartment
Siesta Oceanview Condo - Sapcious 2 Bedroom Condo on Siesta Key Beach, by Gulf Coast Holiday Homes
Photo gallery for Siesta Oceanview Condo - Sapcious 2 Bedroom Condo on Siesta Key Beach, by Gulf Coast Holiday Homes





2 bedrooms 2 bathrooms Sleeps 4
Popular amenities
Explore the area

Siesta Key, FL
- Siesta Key Beach4 min walk
- Crescent Beach17 min walk
- Point of Rocks
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)20 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Kitchen
Dining area
About this property
Siesta Oceanview Condo - Sapcious 2 Bedroom Condo on Siesta Key Beach, by Gulf Coast Holiday Homes
Welcome to your coastal escape at Peppertree Bay—an elegant, beachside condo just steps from the powdery white sands of Siesta Key Beach. This updated retreat offers breathtaking Gulf sunsets, resort-style amenities, and all the comforts of home in a prime, gated community. Whether you're here to relax by the water, explore the island, or unwind in luxury, this is your perfect beach getaway.
Key Features:
2 Comfortable Bedrooms – Sleeps up to 4, perfect for couples, small families, or a relaxing getaway
Private Beach Access – Just steps away from the powdery white sands of Siesta Key Beach
Resort-Style Amenities – Enjoy two pools, tennis courts, a fitness center, and clubhouse access
Screened-In Lanai – Perfect for morning coffee or evening cocktails with a coastal breeze
Fully Equipped Kitchen – Modern appliances, cookware, and dining essentials for home-cooked meals
Bright & Beachy Interior – Coastal-inspired decor, comfortable furnishings, and a relaxed island vibe
High-Speed WiFi & Smart TV – Stay connected and stream your favorite shows or movies
Washer & Dryer In-Unit – Ideal for longer stays or packing light
Designated Covered Parking – Convenient and secure space for your vehicle
Gated Community – Peace of mind with added privacy and security
Walkable Location – Close to local restaurants, shops, and island activities
Located on the Gulf side of Midnight Pass Road in the highly sought-after Peppertree Bay community, this condo places you right in the heart of Siesta Key’s most desirable beachside living. The neighborhood is tranquil, secure, and immaculately maintained—ideal for guests seeking both relaxation and convenience.
Private beach access means you’re just steps from the world-famous Siesta Key Beach, known for its powdery quartz sand and glowing sunsets. The Peppertree Bay community offers a perfect mix of peaceful retreat and access to vibrant island life.
You’re only a short drive or trolley ride from Siesta Key Village, where you’ll find boutique shopping, fresh seafood restaurants, casual cafes, live music, and local markets. Whether you're renting bikes, paddleboards, or just taking a sunset stroll, the area is perfect for laid-back coastal living.
This community is ideal for beach lovers, snowbirds, couples, and families looking to enjoy a safe, scenic, and walkable island escape—with easy access to both Sarasota mainland attractions and the natural beauty of the Gulf Coast.
If you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you.
Gulf Coast Holiday Homes offer a wide range of services including:
- An any day arrival policy and length of stay requirements starting at just 7-nights.
- We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve.
- Professional housekeeping pre-stay and during stay if requested.
- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations.
- 'Preferred Vendors' meaning you can trust the company you use for rentals.
All properties listed with Gulf Coast Holiday Homes benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.
Property Description:
Step inside this beautifully maintained 2-bedroom, 2-bath condo and experience the perfect blend of coastal charm and modern convenience. The open-concept layout welcomes you with a spacious living area, thoughtfully furnished for relaxation, featuring plush seating, a smart TV, and large sliding glass doors that lead to your private, covered balcony—offering peaceful views of the Gulf and warm ocean breezes.
The fully equipped kitchen includes everything you need to cook and dine in, with modern appliances, ample counter space, and a pass-through to the dining area, which comfortably seats four—ideal for meals with a view or a cozy night in.
The primary bedroom features a comfortable bed, generous closet space, and an en-suite bathroom, while the second bedroom is perfect for guests or children, offering flexibility and comfort. Both bedrooms are designed for restful nights, with fresh linens and a light, airy feel.
Whether you're enjoying a quiet morning coffee on the balcony or entertaining after a day at the beach, this condo offers the ideal space to unwind and feel right at home on Siesta Key.
External:
Peppertree Bay offers a relaxed, resort-style living experience just steps from the pristine sands of Siesta Key Beach. Guests enjoy access to two sparkling swimming pools set amid lush tropical landscaping, perfect for leisurely swims or lounging under the Florida sun. Stay active with the well-maintained tennis courts and a fitness center featuring modern equipment. The inviting clubhouse provides a comfortable space to gather, relax, or socialize. With secure gated entry, covered parking, and private beach access, Peppertree Bay ensures both convenience and peace of mind, making it an ideal spot to unwind and enjoy the best of island life.
Property can be accessed via keys collected on the day of arrival.
Directions:
From I-75, take Exit 210 for Stickney Point Road and head west toward Siesta Key. Follow Stickney Point Road as it curves and becomes Midnight Pass Road, leading you directly onto the island. Continue along Midnight Pass Road until you reach Peppertree Drive on your right. Turn onto Peppertree Drive, and you’ll find the gated entrance to Peppertree Bay just ahead. Unit 502 is conveniently located within this secure community, offering easy access to Siesta Key’s famous beaches and vibrant island life.
Parking is available on site for a maximum of 2 cars.
Per HOA Regulations - This property must be rented for a minimum of 30 nights. If the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.
Prior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions.
Accidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Gulfcoast Holiday Homes.
Guests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.
Guests must cancel at least 30 days before check-in to receive a 50% refund for all nights.
If a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights.
We strongly recommend that you purchase your own travel insurance for your protection.
Key Features:
2 Comfortable Bedrooms – Sleeps up to 4, perfect for couples, small families, or a relaxing getaway
Private Beach Access – Just steps away from the powdery white sands of Siesta Key Beach
Resort-Style Amenities – Enjoy two pools, tennis courts, a fitness center, and clubhouse access
Screened-In Lanai – Perfect for morning coffee or evening cocktails with a coastal breeze
Fully Equipped Kitchen – Modern appliances, cookware, and dining essentials for home-cooked meals
Bright & Beachy Interior – Coastal-inspired decor, comfortable furnishings, and a relaxed island vibe
High-Speed WiFi & Smart TV – Stay connected and stream your favorite shows or movies
Washer & Dryer In-Unit – Ideal for longer stays or packing light
Designated Covered Parking – Convenient and secure space for your vehicle
Gated Community – Peace of mind with added privacy and security
Walkable Location – Close to local restaurants, shops, and island activities
Located on the Gulf side of Midnight Pass Road in the highly sought-after Peppertree Bay community, this condo places you right in the heart of Siesta Key’s most desirable beachside living. The neighborhood is tranquil, secure, and immaculately maintained—ideal for guests seeking both relaxation and convenience.
Private beach access means you’re just steps from the world-famous Siesta Key Beach, known for its powdery quartz sand and glowing sunsets. The Peppertree Bay community offers a perfect mix of peaceful retreat and access to vibrant island life.
You’re only a short drive or trolley ride from Siesta Key Village, where you’ll find boutique shopping, fresh seafood restaurants, casual cafes, live music, and local markets. Whether you're renting bikes, paddleboards, or just taking a sunset stroll, the area is perfect for laid-back coastal living.
This community is ideal for beach lovers, snowbirds, couples, and families looking to enjoy a safe, scenic, and walkable island escape—with easy access to both Sarasota mainland attractions and the natural beauty of the Gulf Coast.
If you still have any questions concerning our homes, rates, availability calendar, amenities, policies, or otherwise, please contact our team and we will be happy to assist you.
Gulf Coast Holiday Homes offer a wide range of services including:
- An any day arrival policy and length of stay requirements starting at just 7-nights.
- We have a professional property manager and maintenance systems meaning you’ll experience the service you deserve.
- Professional housekeeping pre-stay and during stay if requested.
- 'Guide Books' allowing you to be able to add experiences to your itinerary and see some of our recommendations.
- 'Preferred Vendors' meaning you can trust the company you use for rentals.
All properties listed with Gulf Coast Holiday Homes benefit from an interactive 'Guide Book' which will be sent ahead of arrival and will include the house manual, check in instructions, preferred vendors and unique information about the home.
Property Description:
Step inside this beautifully maintained 2-bedroom, 2-bath condo and experience the perfect blend of coastal charm and modern convenience. The open-concept layout welcomes you with a spacious living area, thoughtfully furnished for relaxation, featuring plush seating, a smart TV, and large sliding glass doors that lead to your private, covered balcony—offering peaceful views of the Gulf and warm ocean breezes.
The fully equipped kitchen includes everything you need to cook and dine in, with modern appliances, ample counter space, and a pass-through to the dining area, which comfortably seats four—ideal for meals with a view or a cozy night in.
The primary bedroom features a comfortable bed, generous closet space, and an en-suite bathroom, while the second bedroom is perfect for guests or children, offering flexibility and comfort. Both bedrooms are designed for restful nights, with fresh linens and a light, airy feel.
Whether you're enjoying a quiet morning coffee on the balcony or entertaining after a day at the beach, this condo offers the ideal space to unwind and feel right at home on Siesta Key.
External:
Peppertree Bay offers a relaxed, resort-style living experience just steps from the pristine sands of Siesta Key Beach. Guests enjoy access to two sparkling swimming pools set amid lush tropical landscaping, perfect for leisurely swims or lounging under the Florida sun. Stay active with the well-maintained tennis courts and a fitness center featuring modern equipment. The inviting clubhouse provides a comfortable space to gather, relax, or socialize. With secure gated entry, covered parking, and private beach access, Peppertree Bay ensures both convenience and peace of mind, making it an ideal spot to unwind and enjoy the best of island life.
Property can be accessed via keys collected on the day of arrival.
Directions:
From I-75, take Exit 210 for Stickney Point Road and head west toward Siesta Key. Follow Stickney Point Road as it curves and becomes Midnight Pass Road, leading you directly onto the island. Continue along Midnight Pass Road until you reach Peppertree Drive on your right. Turn onto Peppertree Drive, and you’ll find the gated entrance to Peppertree Bay just ahead. Unit 502 is conveniently located within this secure community, offering easy access to Siesta Key’s famous beaches and vibrant island life.
Parking is available on site for a maximum of 2 cars.
Per HOA Regulations - This property must be rented for a minimum of 30 nights. If the travel dates you are looking for don’t appear to be available, please contact our reservations team directly and we will see if we can accommodate your request at your property of choice, or another comparable home in our portfolio.
Prior to your stay, we require you to complete a pre-arrival form and sign & agree to our rental conditions.
Accidental Damage Insurance: Accidental Damage Insurance is included within all guest stays at Gulfcoast Holiday Homes.
Guests must cancel at least 60 days before check-in to receive a full refund for all nights, minus a 10% processing fee.
Guests must cancel at least 30 days before check-in to receive a 50% refund for all nights.
If a guest cancels less than 30 days before check-in, you’ll be charged 100% for all nights.
We strongly recommend that you purchase your own travel insurance for your protection.
Property manager
Gulfcoast Holiday Homes
Premier Host
Languages
English, German, Spanish
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Siesta Key
Located in Siesta Key, this apartment is on the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Coconuts Family Entertainment Center and Marie Selby Botanical Gardens are also worth visiting.

Siesta Key, FL
What's nearby
- Siesta Key Beach - 4 min walk - 0.4 km
- Siesta Key Marina - 17 min walk - 1.5 km
- Crescent Beach - 17 min walk - 1.5 km
- Turtle Beach - 6 min drive - 5.2 km
- Lido Beach - 21 min drive - 18.1 km
Getting around
Restaurants
- McDonald's - 3 min drive
- Siesta Key Beach Pavilion - 20 min walk
- Captain Curt's Crab & Oyster Bar - 16 min walk
- Hooters - 4 min drive
- Phillippi Creek Oyster Bar - 5 min drive
Frequently asked questions
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About the host
Hosted by Gulfcoast Holiday Homes

Languages:
English, German, Spanish
Premier Host
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