Category Archives: Rental Listings

Spacious 7th floor condo with stunning Gulf views and private beach plus bay access and heated pool. The large screened & glassed lanai spans the entire width of the unit and offers plenty of comfortable seating and dining space. The kitchen is well stocked, light & bright. The open-concept design of the unit allows for privacy with the bedrooms being separated by the living area. Both bedrooms have lanai access and beautiful Gulf views. Master bedroom w/ensuite bath has king bed, guest bedroom has 2 fulls, and both have large closets. Laundry room with free washers & coin-operated dryers are across the hall. TV’s are in the living room & both bedrooms, and free WiFi and cable are provided.

Fisherman’s Haven is a friendly community located directly on the Gulf of Mexico and nestled on the quieter southern end of Siesta Key just south of Turtle Beach. Direct beach front property with the Gulf on one side and the Bay on the other side. Enjoy long walks & beautiful sunsets from the private beach, take a dip in the heated pool, or fish from the bay waters at the rear of the property (on-site fish cleaning is station provided). A bbq grill is also provided on-site. Secure gated community close to restaurants, shopping and night time entertainment. Turtle’s Restaurant and Ophelia’s on the Bay are both very close & you can dine on the water. Hop on the free Siesta Key Breeze trolley at Turtle Beach and ride to Siesta Key Village, Crescent Beach, and other points of interest on the island.

  • Bedrooms: 2
  • Beds : King, 2 fulls – sleeps 6 size
  • Bathrooms : 2 – shower/tub combos in both
  • Other rooms : Large screened
    lanai
  • Laundry : Across the hall, free washers
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned

One Month Minimum

January: $5200 Monthly

Feb & March: $5300 Monthly

April: $4000 Monthly

May – November: $2500 Monthly

December: $3000 Monthly

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Beautiful 5th floor beachfront condo at Fisherman’s Haven with private beach and stunning water views from every room! Spacious open-concept 2 bedroom featuring a large updated gourmet kitchen with granite counters, large bedrooms and enclosed lanai spanning the entire width of the unit with plenty of seating and lounging space. Enjoy morning coffee or an evening sunset directly on the Gulf of Mexico by walking out onto lanai from your comfortable Florida style appointed living room. Master bedroom features a king bed, ensuite bathroom, lanai access, and beautiful Gulf views from 2 large windows. The guest bedroom offers 2 twin beds and gorgeous gulf views. Guest bathroom is located near the guest bedroom. Laundry room with free washers & coin-operated dryers are across the hall. Free WiFi and cable are provided.

Fisherman’s Haven is a friendly community located directly on the Gulf of Mexico and nestled on the quieter southern end of Siesta Key just south of Turtle Beach. Direct beach front property with the Gulf on one side and the Bay on the other side. Enjoy long walks & beautiful sunsets from the private beach, take a dip in the heated pool, or fish from the bay waters at the rear of the property (on-site fish cleaning is station provided). A bbq grill is also provided on-site. Secure gated community close to restaurants, shopping and night time entertainment. Turtle’s Restaurant and Ophelia’s on the Bay are both very close & you can dine on the water. Hop on the free Siesta Key Breeze trolley at Turtle Beach and ride to Siesta Key Village, Crescent Beach, and other points of interest on the island.

  • Bedrooms: 2
  • Beds : King, 2 twins – sleeps 4
  • Bathrooms : 2
  • Other rooms : Large enclosed lanai
  • Laundry : Across the hall
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned

One Month Minimum

January: $5400 Monthly

Feb & March: $5600 Monthly

April: $4500 Monthly

May – November: $2500 Monthly

December: $3000 Monthly

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Lovely 5th floor condo at the popular Peppertree Bay resort in the heart of Siesta Key. Enjoy sunsets over the Gulf of Mexico from the large enclosed lanai that spans the entire width of the unit and is accessible from the living room & both bedrooms. The resort is located directly on Crescent Beach. Take a short stroll through the beautifully manicured grounds to the white sand beach!

The condo has an open floorplan with plenty of comfortable seating in the living room, formal dining area, well stocked kitchen, and bedrooms located on opposite sides of the unit for added privacy. The master bedroom has a king bed, the guest bedroom has 2 twins, and a sleeper sofa is in the living room for overnight guests. A washer & dryer are provided in the unit so you can pack light. TV’s are in the living room & both bedrooms, and the unit has free cable & WiFi. Assigned parking is located in the parking garage, and the building has a secure elevator.

Peppertree Bay offers many amenities including a private beach area with chairs and loungers provided for your use, a picnic area with BBQ grills on the beach, 2 heated pools, tennis courts, a fishing pier, an exercise room, saunas, and clubhouse.

Siesta Key Village with many shopping, dining, and night time entertainment options is just 2 miles from the resort. Hop on the free Siesta Key Breeze Trolley in front of the complex and explore the entire island including the Siesta Key Beach Pavillion, Siesta Key Village and Turtle Beach.

  • Bedrooms: 2
  • Beds : King, 2 twins, sleeper sofa – sleeps 6
  • Bathrooms : 2
  • Other rooms : Large enclosed lanai
  • Laundry : Washer/Dryer in unit
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned in parking garage

One Month Minimum

January: $4900 Monthly

Feb & March: $5100 Monthly

April: $4500 Monthly

May – November: $3600 Monthly

December: $4400 Monthly

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Absolutely gorgeous Siesta Key gulf front condo at Fisherman’s Haven with private beach and spectacular views from every room! Located on the 7th floor, this is a very spacious 2 bedroom with large updated gourmet kitchen with granite counters, large bedrooms with incredible views & roomy lanai spanning the entire width of the unit. Beautifully furnished in Tommy Bahama style with comfortable leather furniture in the living room, which leads out to the screened & glassed lanai. Master bedroom features a king bed, ensuite bathroom with shower, and lanai access. Guest bedroom has 2 full size beds and is near the guest bathroom with jetted tub and shower. TV’s are in the living room & both bedrooms & free WiFi and cable are provided. Laundry room is just across the hall with free washing machines and coin operated dryers.

Fisherman’s Haven is a friendly community located directly on the Gulf of Mexico and nestled on the quieter southern end of Siesta Key just south of Turtle Beach. Direct beach front property with the Gulf on one side and the Bay on the other side. Enjoy long walks & beautiful sunsets from the private beach, take a dip in the heated pool, or fish from the bay waters at the rear of the property (on-site fish cleaning is station provided). A bbq grill is also provided on-site. Secure gated community close to restaurants, shopping and night time entertainment. Turtle’s Restaurant and Ophelia’s on the Bay are both very close & you can dine on the water. Hop on the free Siesta Key Breeze trolley at Turtle Beach and ride to Siesta Key Village, Crescent Beach, and other points of interest on the island.

  • Bedrooms: 2
  • Beds : King, 2 Full size
  • Bathrooms : 2
  • Other rooms : Large screened, glassed in lanai
  • Laundry : Across the hall
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned

One Month Minimum

January: $5400 Monthly

Feb & March: $5600 Monthly

April: $4500 Monthly

May – November: $2500 Monthly

December: $3000 Monthly

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Comfortable ground floor condo with screened lanai located in the popular Bay Oaks resort on Siesta Key. Heated pool and covered parking are just steps from the unit. Living room has comfortable leather furnishings and opens up to the screened lanai. 2 bedroom 2 bath with ensuite bath & walk in closet in master bedroom. Guest bedroom is near the guest bath and also has a large closet. Well stocked kitchen with dishwasher. Full size washer & dryer in the unit. Fully air conditioned, plus ceiling fans in every room. Free WiFi is provided in the unit as well as at the clubhouse. Enjoy the large heated pool just yards from your door, and take a short stroll through the beautifully landscaped grounds to the waterfront bayside fishing dock and BBQ grill/picnic area where dolphins can be seen passing by. Also offered at the resort are tennis courts, sauna, showers, recreation room with pool table and a lounge where various social gatherings are scheduled. Walk 4 blocks to Beach Access #12, or hop on the free Siesta Key Breeze Trolley right in front of the resort and ride to the public beach pavilion (concession stand, restrooms), Siesta Key Village and Turtle Beach.

  • Bedrooms: 2
  • Beds : 2 Queens
  • Bathrooms : 2
  • Other rooms : Screened lanai
  • Laundry : Full size washer & dryer in unit
  • Furnished : yes
  • Pets : no
  • Smoking : No
  • Pool : on-site, heated
  • Minimum rental period : 1- week
  • Parking : assigned, covered

January: $850 Weekly | $3400 Monthly

February & March: $1000 Weekly | $3900 Monthly

Spring Break: $1000 Weekly

April 15 – June 30: $700 Weekly | $2500 Monthly

July 4th Holiday: $800 Weekly

July 8 – August 5: $700 Weekly

August 6 – December 22: $675 Weekly | $2300 Monthly

Christmas Holiday: $850 Weekly

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Beautifully appointed 5th floor condo at Fisherman’s Haven with private beach and stunning water views from every room! Spacious, open-concept 2 bedroom featuring a large updated gourmet kitchen with granite counters, large bedrooms and screened/glassed lanai spanning the entire width of the unit. Upper end furnishings throughout with comfortable leather seating in the living room, which leads out to the relaxing lanai. King beds in both bedrooms, with an ensuite bathroom and lanai access from the master. Ensuite master bathroom has a large shower. Guest bathroom is located near the guest bedroom and has a shower/tub combo. Washer/dryer are provided in the unit. TV’s are in the living room & both bedrooms & free WiFi and cable are provided.

Fisherman’s Haven is a friendly community located directly on the Gulf of Mexico and nestled on the quieter southern end of Siesta Key just south of Turtle Beach. Direct beach front property with the Gulf on one side and the Bay on the other side. Enjoy long walks & beautiful sunsets from the private beach, take a dip in the heated pool, or fish from the bay waters at the rear of the property (on-site fish cleaning is station provided). A bbq grill is also provided on-site. Secure gated community close to restaurants, shopping and night time entertainment. Turtle’s Restaurant and Ophelia’s on the Bay are both very close & you can dine on the water. Hop on the free Siesta Key Breeze trolley at Turtle Beach and ride to Siesta Key Village, Crescent Beach, and other points of interest on the island.

  • Bedrooms: 2
  • Beds : 2 Kings
  • Bathrooms : 2
  • Other rooms : Large screened/glassed lanai
  • Laundry : In unit
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned

One Month Minimum

January: $5400 Monthly

Feb & March: $5600 Monthly

April: $4500 Monthly

May – November: $2500 Monthly

December: $3000 Monthly

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Beautifully decorated 4th floor condo at Fisherman’s Haven with private beach and stunning water views from every room! Spacious open-concept 2 bedroom featuring a large updated gourmet kitchen with granite counters, large bedrooms and screened lanai spanning the entire width of the unit. Upper end furnishings throughout with comfortable leather seating in the living room, which leads out to the relaxing lanai. Master bedroom features a king bed, ensuite bathroom, lanai access, and beautiful Gulf views from 2 large windows. The guest bedroom overlooks the Waterway Inlet and offers 2 full size beds. Guest bathroom is located near the guest bedroom. Laundry room with free washers & coin-operated dryers are across the hall. TV’s are in the living room & both bedrooms & free WiFi and cable are provided.

Fisherman’s Haven is a friendly community located directly on the Gulf of Mexico and nestled on the quieter southern end of Siesta Key just south of Turtle Beach. Direct beach front property with the Gulf on one side and the Bay on the other side. Enjoy long walks & beautiful sunsets from the private beach, take a dip in the heated pool, or fish from the bay waters at the rear of the property (on-site fish cleaning is station provided). A bbq grill is also provided on-site. Secure gated community close to restaurants, shopping and night time entertainment. Turtle’s Restaurant and Ophelia’s on the Bay are both very close & you can dine on the water. Hop on the free Siesta Key Breeze trolley at Turtle Beach and ride to Siesta Key Village, Crescent Beach, and other points of interest on the island.

  • Bedrooms: 2
  • Beds : King, 2 Full size
  • Bathrooms : 2
  • Other rooms : Large screened/glassed lanai
  • Laundry : Across the hall
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned

One Month Minimum

January: $5400 Monthly

Feb & March: $5600 Monthly

April: $4500 Monthly

May – November: $2500 Monthly

December: $3000 Monthly

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Beautiful 5th floor condo at Fisherman’s Haven with private beach and stunning panoramic Gulf views from the wall of windows spanning the entire width of the unit. Spacious 2 bedroom open concept floor plan featuring a large updated gourmet kitchen with granite counters, large bedrooms with gulf views, and office area. Master bedroom features a king bed, large ensuite bathroom with walk in shower, walk in closet, and beautiful Gulf views. The guest bedroom offers 2 twin beds and also has beautiful gulf views. Guest bathroom located near the guest bedroom has a shower/tub combo. A great feature of this condo is the office area tucked in beside the guest bedroom. This area has 2 desks and shutters that can be closed if you want to keep it private, or open if you wish to see the gulf view. Laundry room with free washers & coin-operated dryers are across the hall. TV’s are in the living room & both bedrooms & free WiFi and cable are provided.

Fisherman’s Haven is a friendly community located directly on the Gulf of Mexico and nestled on the quieter southern end of Siesta Key just south of Turtle Beach. Direct beach front property with the Gulf on one side and the Bay on the other side. Enjoy long walks & beautiful sunsets from the private beach, take a dip in the heated pool, or fish from the bay waters at the rear of the property (on-site fish cleaning is station provided). A bbq grill is also provided on-site. Secure gated community close to restaurants, shopping and night time entertainment. Turtle’s Restaurant and Ophelia’s on the Bay are both very close & you can dine on the water. Hop on the free Siesta Key Breeze trolley at Turtle Beach and ride to Siesta Key Village, Crescent Beach, and other points of interest on the island.

  • Bedrooms: 2
  • Beds : King, 2 twins
  • Bathrooms : 2
  • Other rooms : Office w/2 desks
  • Laundry : Across the hall
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned

One Month Minimum

January: $5400 Monthly

Feb & March: $5600 Monthly

April: $4500 Monthly

May – November: $2400 Monthly

December: $3000 Monthly

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Fabulous 6th floor waterfront condo with private beach located in the gulf-front complex of Fisherman’s Haven. Enjoy gorgeous bay views from the large screened lanai that spans the entire width of the unit. Beautifully decorated, spacious 2 bedroom featuring an updated gourmet kitchen with granite counters & stainless appliances and large bedrooms. Nicely furnished throughout with comfortable seating in the living room, which leads out to the relaxing lanai. Master bedroom features a king bed, ensuite bathroom with shower, lanai access, and beautiful gulf & bay views from 2 large windows. The guest bedroom has gorgeous beach views and offers 2 twin beds. Guest bathroom is located near the guest bedroom and has a shower/tub combo. Laundry room with free washers & coin-operated dryers are across the hall. TV’s are in the living room & master bedroom, and free WiFi and cable are provided.

Fisherman’s Haven is a friendly community located directly on the Gulf of Mexico and nestled on the quieter southern end of Siesta Key just south of Turtle Beach. Direct beach front property with the Gulf on one side and the Bay on the other side. Enjoy long walks & beautiful sunsets from the private beach, take a dip in the heated pool, or fish from the bay waters at the rear of the property (on-site fish cleaning is station provided). A bbq grill is also provided on-site. Secure gated community close to restaurants, shopping and night time entertainment. Turtle’s Restaurant and Ophelia’s on the Bay are both very close & you can dine on the water. Hop on the free Siesta Key Breeze trolley at Turtle Beach and ride to Siesta Key Village, Crescent Beach, and other points of interest on the island.

  • Bedrooms: 2
  • Beds : King, 2 twins
  • Bathrooms : 2
  • Other rooms : Large screened lanai
  • Laundry : Across the hall
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned

One Month Minimum

January: $5300 Monthly

Feb & March: $5500 Monthly

April: $4500 Monthly

May – November: $2400 Monthly

December: $3000 Monthly

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Available

Booked

Spacious waterfront condo at Fisherman’s Haven overlooking Turtle Beach Inlet with private beach & bay access. Relax on the large enclosed lanai while watching boats, kayaks & paddle boarders float by on the bay. Decorated in true Florida style with comfortable rattan furniture in the living room. The kitchen is well stocked, light & bright. The lanai spans the entire width of the unit and is accessible from the living room & from both bedrooms. Open-concept floor plan with bedrooms separated by living area for privacy. Master bedroom w/ensuite bathroom has a king bed, large walk-in closet and water views. Guest bedroom with 2 full beds also offers bay views. Ensuite master bath has large shower, and guest bathroom has shower/tub combo. Laundry room with free washers & coin-operated dryers are across the hall. TV’s are in the living room & master bedroom, and free WiFi and cable are provided.

Fisherman’s Haven is a friendly community located directly on the Gulf of Mexico and nestled on the quieter southern end of Siesta Key just south of Turtle Beach. Direct beach front property with the Gulf on one side and the Bay on the other side. Enjoy long walks & beautiful sunsets from the private beach, take a dip in the heated pool, or fish from the bay waters at the rear of the property (on-site fish cleaning is station provided). A bbq grill is also provided on-site. Secure gated community close to restaurants, shopping and night time entertainment. Turtle’s Restaurant and Ophelia’s on the Bay are both very close & you can dine on the water. Hop on the free Siesta Key Breeze trolley at Turtle Beach and ride to Siesta Key Village, Crescent Beach, and other points of interest on the island.

  • Bedrooms: 2
  • Beds : King, 2 Full size
  • Bathrooms : 2
  • Other rooms : Large screened
    lanai
  • Laundry : Across the hall, free washers
  • Furnished : yes
  • Pets : No
  • Smoking : No
  • Pool : On-site, heated
  • Minimum rental period : 1 Month
  • Parking : Free, assigned

One Month Minimum

January: $5200 Monthly

Feb & March: $5300 Monthly

April: $4000 Monthly

May – November: $2400 Monthly

December: $3000 Monthly

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Available

Booked