Condo
Spectacular penthouse view over downtown Sarasota plus private beach access
Photo gallery for Spectacular penthouse view over downtown Sarasota plus private beach access





Popular amenities
- Heated pool
- Garage parking available
- Kitchen
- Washing machine
- Air-conditioning
- Barbecue grill
Explore the area

Siesta Key, FL
- Siesta Key BeachPlace, Siesta Key Beach6 min walk
- Siesta Key MarinaPlace, Siesta Key Marina17 min walk
- Crescent BeachPlace, Crescent Beach17 min walk
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)35 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 2
2 Single Beds
Day bed with trundle
1 Single Bed
Day bed with trundle
1 King Bed
2 bathrooms
Guest bathroom
Bathtub or shower
Master bathroom
Bathtub or shower · Shower only
Spaces
Porch or lanai
Kitchen
About this property
Spectacular penthouse view over downtown Sarasota plus private beach access
Welcome to paradise on Siesta Key! You will find this penthouse condo inviting and comfortable with everything you need for a memorable stay.
Centrally located in the heart of Siesta Key between The Village and Turtle Beach, you will enjoy a stunning penthouse view of downtown Sarasota over the Sarasota Bay.
The condo has been professionally renovated kitchen and living area with an open floor plan, custom solid wood cabinets and new appliances in the kitchen, ceramic flooring throughout, and custom window coverings. The kitchen offers all the amenities you would expect for an extended stay.
Four guests are comfortably accommodated in two bedrooms — one featuring a king size bed and the other two twin beds — with walk-in closets and full bathrooms. Both bedrooms overlook the lanai with fabulous bay views — you can watch the sunrise over the bay from your bed!
The enclosed lanai runs the full width of the condo and features a cozy daybed (with a pull-out trundle) for sleeping or reading, a bar-height dining table overlooking the Bay where you’ll enjoy your morning coffee or evening cocktail as you watch the yachts go by, and a comfortable desk and chair for remote working.
The living room offers comfortable seating for relaxing, watching TV, or visiting with friends. You will find new smart TVs in the living room and both bedrooms — cable and wifi are included.
The spacious laundry room features an extra large washer and dryer perfect for washing and drying beach towels (provided).
Garage parking is included with one reserved spot for your vehicle near the elevator which takes you directly to this sixth-floor penthouse unit. We provide towels, beach toys, a cooler, and swim noodles, along with a wagon to pull everything in. Peppertree provides 24-hour security.
ABOUT PEPPERTREE:
Peppertree Bay is a Gulf to Bay condominium complex on 16 tropical acres that provides access to both the powdery beaches of Crescent Beach and the Bay. The property is family-friendly and boasts an abundance of amenities including two heated pools, two clubhouses for entertaining, beach side and bay side picnic areas with gas grills, a fishing pier on the bay, a fitness room with sauna, and tennis and pickleball courts. Free wireless internet access is available in all the clubhouse and pool areas. The meticulously maintained tropical landscaping on the grounds include ponds, fountains, pools, walking paths, and respite from the hot Florida sun.
Private, deeded beach access is an easy 5-minute walk from the condo. Peppertree provides lounge chairs for all guests on the beach. Crescent Beach is a beach walker’s paradise — walk an easy mile south to Point of Rocks or head north for a 5-mile round trip walk along the beach to Big Pass on the northern point.
Incredible restaurants, bars, recreation, and the public beach are within walking distance or short a ride from a number of local free ride services — Siesta Key Trolly, Jonny’s Original Free Ride, Siesta Key Free Ride, Sun Ride Pedicabs, and others (just remember to tip your driver). The Trolly stop is right outside our building!
ADDITIONAL INFORMATION:
The resort does not permit weekly or nightly rentals so we are only able to offer our condo on a monthly basis. This policy ensures a quality experience for our guests who appreciate an upscale experience and opportunities to mingle with full-time residents.
Sorry, pets of any variety or size are not allowed by the HOA.
Centrally located in the heart of Siesta Key between The Village and Turtle Beach, you will enjoy a stunning penthouse view of downtown Sarasota over the Sarasota Bay.
The condo has been professionally renovated kitchen and living area with an open floor plan, custom solid wood cabinets and new appliances in the kitchen, ceramic flooring throughout, and custom window coverings. The kitchen offers all the amenities you would expect for an extended stay.
Four guests are comfortably accommodated in two bedrooms — one featuring a king size bed and the other two twin beds — with walk-in closets and full bathrooms. Both bedrooms overlook the lanai with fabulous bay views — you can watch the sunrise over the bay from your bed!
The enclosed lanai runs the full width of the condo and features a cozy daybed (with a pull-out trundle) for sleeping or reading, a bar-height dining table overlooking the Bay where you’ll enjoy your morning coffee or evening cocktail as you watch the yachts go by, and a comfortable desk and chair for remote working.
The living room offers comfortable seating for relaxing, watching TV, or visiting with friends. You will find new smart TVs in the living room and both bedrooms — cable and wifi are included.
The spacious laundry room features an extra large washer and dryer perfect for washing and drying beach towels (provided).
Garage parking is included with one reserved spot for your vehicle near the elevator which takes you directly to this sixth-floor penthouse unit. We provide towels, beach toys, a cooler, and swim noodles, along with a wagon to pull everything in. Peppertree provides 24-hour security.
ABOUT PEPPERTREE:
Peppertree Bay is a Gulf to Bay condominium complex on 16 tropical acres that provides access to both the powdery beaches of Crescent Beach and the Bay. The property is family-friendly and boasts an abundance of amenities including two heated pools, two clubhouses for entertaining, beach side and bay side picnic areas with gas grills, a fishing pier on the bay, a fitness room with sauna, and tennis and pickleball courts. Free wireless internet access is available in all the clubhouse and pool areas. The meticulously maintained tropical landscaping on the grounds include ponds, fountains, pools, walking paths, and respite from the hot Florida sun.
Private, deeded beach access is an easy 5-minute walk from the condo. Peppertree provides lounge chairs for all guests on the beach. Crescent Beach is a beach walker’s paradise — walk an easy mile south to Point of Rocks or head north for a 5-mile round trip walk along the beach to Big Pass on the northern point.
Incredible restaurants, bars, recreation, and the public beach are within walking distance or short a ride from a number of local free ride services — Siesta Key Trolly, Jonny’s Original Free Ride, Siesta Key Free Ride, Sun Ride Pedicabs, and others (just remember to tip your driver). The Trolly stop is right outside our building!
ADDITIONAL INFORMATION:
The resort does not permit weekly or nightly rentals so we are only able to offer our condo on a monthly basis. This policy ensures a quality experience for our guests who appreciate an upscale experience and opportunities to mingle with full-time residents.
Sorry, pets of any variety or size are not allowed by the HOA.
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Harbor Towers Yacht & Club
Sarasota, Siesta Key
Harbor Towers Yacht & Club
Sarasota, Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer
9.4 out of 10, Exceptional, (23 reviews)
9.4/10
Exceptional
(23 reviews)

PARADISE ! 2 bedroom 2 bathroom with incredible views
Siesta Key
PARADISE ! 2 bedroom 2 bathroom with incredible views
Siesta Key
- Pool
- Hot tub
- Kitchen
- Free Wi-Fi
9.8 out of 10, Exceptional, (169 reviews)
9.8/10
Exceptional
(169 reviews)

1255-403 - Premium - Panoramic Paradise with Gulf and City Views
Siesta Key
1255-403 - Premium - Panoramic Paradise with Gulf and City Views
Siesta Key
- Pool
- Washing machine
- Dryer
- Gym

Updated 2BR/2Bath, 0.3 Mile Walk to Siesta Beach.
Siesta Key
Updated 2BR/2Bath, 0.3 Mile Walk to Siesta Beach.
Siesta Key
- Pool
- Kitchen
- Free Wi-Fi
- Air-conditioning

Siesta Key Paradise - Close to Beach & Village
Sarasota
Siesta Key Paradise - Close to Beach & Village
Sarasota
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (9 reviews)
10/10
Exceptional
(9 reviews)

Siesta Key ... On the water
Siesta Key, Sarasota
Siesta Key ... On the water
Siesta Key, Sarasota
- Pool
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (41 reviews)
9.8/10
Exceptional
(41 reviews)

cozy condo
Siesta Key
cozy condo
Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (32 reviews)
10/10
Exceptional
(32 reviews)

Beachfront Siesta Key Condo w/ Enclosed Patio
Siesta Key
Beachfront Siesta Key Condo w/ Enclosed Patio
Siesta Key
- Kitchen
- Air-conditioning
- Laundry room
- Outdoor space
8.4 out of 10, Very good, (22 reviews)
8.4/10
Very good
(22 reviews)

Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!
Siesta Key
Jamaica Royale #11- Everything NEW, 3 Heated Pools, Right on the Beach!
Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer
8.4 out of 10, Very good, (9 reviews)
8.4/10
Very good
(9 reviews)

Charming 2-bedroom condo walking distance to Siesta Key’s beach!
Siesta Key
Charming 2-bedroom condo walking distance to Siesta Key’s beach!
Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer

Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Siesta Key
Palm Bay Club Bayside Well-Priced Condo on Siesta Key 2 bed and 2 bath unit
Siesta Key
- Pool
- Hot tub
- Kitchen
- Washing machine
9.2 out of 10, Wonderful, (154 reviews)
9.2/10
Wonderful
(154 reviews)

Siesta Key Beach IDEAL LOCATION BEACH, VILLAGE, HEATED POOL
Siesta Key
Siesta Key Beach IDEAL LOCATION BEACH, VILLAGE, HEATED POOL
Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (8 reviews)
10/10
Exceptional
(8 reviews)

6030 EPW - Standard Plus - Cozy Bay Side Garden Paradise
Siesta Key
6030 EPW - Standard Plus - Cozy Bay Side Garden Paradise
Siesta Key
- Pool
- Washing machine
- Dryer
- Gym

Siesta Key Bay Front Beauty
Siesta Key
Siesta Key Bay Front Beauty
Siesta Key
- Pool
- Hot tub
- Kitchen
- Washing machine
9.6 out of 10, Exceptional, (126 reviews)
9.6/10
Exceptional
(126 reviews)

Condo with Beach Views and Private Beach Access! - Peppertree Penthouse #803
Siesta Key
Condo with Beach Views and Private Beach Access! - Peppertree Penthouse #803
Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Spacious 1st-Floor Siesta Key Condo by #1 Beach
Siesta Key
Spacious 1st-Floor Siesta Key Condo by #1 Beach
Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (7 reviews)
10/10
Exceptional
(7 reviews)

Siesta Key Direct Bay view 2-bedroom condo
Siesta Key
Siesta Key Direct Bay view 2-bedroom condo
Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer

1255-306 - Standard - Stroll to Warm Bay Breezes
Siesta Key
1255-306 - Standard - Stroll to Warm Bay Breezes
Siesta Key
- Pool
- Washing machine
- Dryer
- Gym

6061 EPW - Standard - Steps from the Intracoastal Waterway
Sarasota
6061 EPW - Standard - Steps from the Intracoastal Waterway
Sarasota
- Pool
- Kitchen
- Washing machine
- Dryer

Gulf-Side Beautiful Condo 56 with Pool Overlooking the Gulf!
Sarasota
Gulf-Side Beautiful Condo 56 with Pool Overlooking the Gulf!
Sarasota
- Pool
- Kitchen
- Washing machine
- Dryer
9.4 out of 10, Exceptional, (161 reviews)
9.4/10
Exceptional
(161 reviews)

Condo#401 Overlooks Siesta Key Beach Entrance
Sarasota
Condo#401 Overlooks Siesta Key Beach Entrance
Sarasota
- Pool
- Kitchen
- Washing machine
- Dryer
9.8 out of 10, Exceptional, (18 reviews)
9.8/10
Exceptional
(18 reviews)

Longboat Key Club!! Direct Beachfront!!
Longboat Key
Longboat Key Club!! Direct Beachfront!!
Longboat Key
- Ocean view
- Pool
- Hot tub
- Kitchen
9.0 out of 10, Wonderful, (8 reviews)
9.0/10
Wonderful
(8 reviews)

5 minutes to private Siesta Key Beach + 2 heated pools and pickleball courts
Siesta Key
5 minutes to private Siesta Key Beach + 2 heated pools and pickleball courts
Siesta Key
- Pool
- Hot tub
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (16 reviews)
10/10
Exceptional
(16 reviews)

Siesta Key short walk to white sands of the gulf, steps to Dining & Live Music
South Village
Siesta Key short walk to white sands of the gulf, steps to Dining & Live Music
South Village
- Pool
- Kitchen
- Free Wi-Fi
- Air-conditioning

Siesta Beach Condo Rental with direct beach and pool access
Siesta Key
Siesta Beach Condo Rental with direct beach and pool access
Siesta Key
- Kitchen
- Free Wi-Fi
- Air-conditioning
- Laundry room
9.6 out of 10, Exceptional, (24 reviews)
9.6/10
Exceptional
(24 reviews)

Resort Style Condo | Pretty Pond Views | Walk to Siesta Key Beach | Pool | Tennis!
Siesta Key
Resort Style Condo | Pretty Pond Views | Walk to Siesta Key Beach | Pool | Tennis!
Siesta Key
- Pool
- Kitchen
- Washing machine
- Dryer
9.0 out of 10, Wonderful, (2 reviews)
9.0/10
Wonderful
(2 reviews)

1200-402 - Premium - Experience Serenity Steps from the Water
St. Petersburg
1200-402 - Premium - Experience Serenity Steps from the Water
St. Petersburg
- Pool
- Kitchen
- Washing machine
- Dryer

Siesta Key 2 Bed 2 Bath Gem Steps to the Sand and Surf
Siesta Key
Siesta Key 2 Bed 2 Bath Gem Steps to the Sand and Surf
Siesta Key
- Ocean view
- Pool
- Kitchen
- Free Wi-Fi
8.8 out of 10, Excellent, (3 reviews)
8.8/10
Excellent
(3 reviews)

Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
Siesta Key
Siesta Key, beach front condo on America's #1 Beach! 2 BR, 2 Bath, Sleeps 6
Siesta Key
- Ocean view
- Pool
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (146 reviews)
10/10
Exceptional
(146 reviews)

Beachfront with a million dollar 180 Degree View of the Gulf
South Village
Beachfront with a million dollar 180 Degree View of the Gulf
South Village
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (110 reviews)
10/10
Exceptional
(110 reviews)
About the area
Siesta Key
Located in Siesta Key, this condo is on the waterfront. 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. Looking to enjoy an event or a game while in town? See what's happening at Ed Smith Stadium or Longboat Key Public Tennis Center. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours and rock climbing.

Siesta Key, FL
What's nearby
- Siesta Key Beach - 6 min walk - 0.6 km
- St. Boniface Episcopal Church Labyrinth - 15 min walk - 1.3 km
- Siesta Key Beach Playground - 17 min walk - 1.4 km
- Siesta Key Marina - 17 min walk - 1.5 km
- Crescent Beach - 17 min walk - 1.5 km
Getting around
- Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 30 min drive
Restaurants
- Siesta Beach Pavilion - 19 min walk
- McDonald's - 3 min drive
- Siesta Key Snack Bar - 19 min walk
- Captain Curt's Crab & Oyster Bar - 16 min walk
- Daiquiri Deck South Siesta Key - 16 min walk
Tell us how we can improve our siteShare feedback