Vacation Rentals

State Street Condominium

Location: Sarasota, Florida

Property Type: Condo

from $154 /nt
1
1
2

Urban elegance meets simplicity & style in this residence from 2017. If you are looking for urban sophistication while enjoying the warm Florida Winter, then look no further. Located in the center of Sarasota, explore boutiques, restaurants, arts & culture, & open-air weekend markets. Located on the third floor, the fully furnished condominium features a modern aesthetic that you know from upscale hotels. With retro-inspired touches, straightforward silhouettes, organic shapes,…...

1 bedroom luxury apartment nestled in the heart of downtown Sarasota within walking distance to shops and restaurants.

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State Street Condominium

Urban elegance meets simplicity & style in this residence from 2017. If you are looking for urban sophistication while enjoying the warm Florida Winter, then look no further. Located in the center of Sarasota, explore boutiques, restaurants, arts & culture, & open-air weekend markets. Located on the third floor, the fully furnished condominium features a modern aesthetic that you know from upscale hotels. With retro-inspired touches, straightforward silhouettes, organic shapes,…

Bedrooms 1
Bathrooms 1
# of Guests 2
Pet Friendly? No

Condo at The Strand

Location: Sarasota, Florida

Property Type: Condo

from $206 /nt
2
1.5
4

Welcome to your tranquil oasis by the river! This luxurious two-bedroom, one-and-a-half-bathroom condo offers a serene escape from the bustling world, nestled within a vibrant, gated community that embodies resort-style living. The condo is situated on the second floor, which is accessible by elevator. As you step inside, you will find stylish furnishings that adorn every corner of this thoughtfully designed space. Natural light spills in through large windows, casting…...

Versatile waterfront luxury apartment in a new condo community. A large pool and lots of amenities are included. Close to downtown Sarasota and to the famous white sandy beaches of Floridas Gulf Coast.

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Condo at The Strand

Welcome to your tranquil oasis by the river! This luxurious two-bedroom, one-and-a-half-bathroom condo offers a serene escape from the bustling world, nestled within a vibrant, gated community that embodies resort-style living. The condo is situated on the second floor, which is accessible by elevator. As you step inside, you will find stylish furnishings that adorn every corner of this thoughtfully designed space. Natural light spills in through large windows, casting…

Bedrooms 2
Bathrooms 1.5
# of Guests 4
Pet Friendly? No

Lakeview Heritage

Location: Bradenton, Florida

Property Type: Condo

from $199 /nt
2
2
4

This beautiful 2 bedroom, 2 bathroom condo is a golfers' dream come true. The golf course is literally in your backyard! Enjoy your time on the private, screened lanai with the panoramic lake views - great for watching birds and other wildlife. This condo is located in a highly sought-after River Strand community that features gated access, tennis courts, pro-shops, and two state-of-the-art fitness centers. The community boasts numerous resort-style…...

Enjoy beautiful lake and golf course views with resort-style amenities at your fingertips

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Lakeview Heritage

This beautiful 2 bedroom, 2 bathroom condo is a golfers' dream come true. The golf course is literally in your backyard! Enjoy your time on the private, screened lanai with the panoramic lake views - great for watching birds and other wildlife. This condo is located in a highly sought-after River Strand community that features gated access, tennis courts, pro-shops, and two state-of-the-art fitness centers. The community boasts numerous resort-style…

Bedrooms 2
Bathrooms 2
# of Guests 4
Pet Friendly? No

Breezy Springs

Location: Sarasota, Florida

Property Type: Condo

from $159 /nt
2
2
4

This light, bright and airy 2-bedroom, 2-bathroom 1st-floor condo is located in the former Golf community of Sunrise Golf Club. With its split floor plan, guests can enjoy additional privacy even in the home as well as both bedrooms featuring en-suite bathrooms with plenty of storage. Enjoy all the benefits of South Sarasota while being tucked away in a quiet corner. Spend the warm Florida Winter in this lovely home.…...

This 2-bedroom, 2-bathroom condo on the 1st floor is located in the former Sunrise Golf Course Community. It is ideal for spending a relaxing Winter in Florida, exploring the Sun Coast, and unwinding!

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Breezy Springs

This light, bright and airy 2-bedroom, 2-bathroom 1st-floor condo is located in the former Golf community of Sunrise Golf Club. With its split floor plan, guests can enjoy additional privacy even in the home as well as both bedrooms featuring en-suite bathrooms with plenty of storage. Enjoy all the benefits of South Sarasota while being tucked away in a quiet corner. Spend the warm Florida Winter in this lovely home.…

Bedrooms 2
Bathrooms 2
# of Guests 4
Pet Friendly? No

Siesta Oceanview House

Location: Siesta Key, Florida

Property Type: Townhome

from $204 /nt
2
1.5
4

Enjoy Florida Gulf-front living on the famous island of Siesta Key with its pristine white beaches. This 2 bedroom, 1.5 bathroom town-home, can be your retreat. The bedrooms and main bathroom are located on the second floor, while the living room and kitchen area are on the ground floor. The half bathroom, with toilet and vanity, is on the 1st floor. The Master bedroom, as well as the Living room…...

Beautiful Siesta Key townhome. Have your daily front row seat to the sunset by just stepping out on your patio. Unobstructed waterfront views. Just 60 ft from the water. Located 1 mile from one of the whitest sandy beaches in North America.

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Siesta Oceanview House

Enjoy Florida Gulf-front living on the famous island of Siesta Key with its pristine white beaches. This 2 bedroom, 1.5 bathroom town-home, can be your retreat. The bedrooms and main bathroom are located on the second floor, while the living room and kitchen area are on the ground floor. The half bathroom, with toilet and vanity, is on the 1st floor. The Master bedroom, as well as the Living room…

Bedrooms 2
Bathrooms 1.5
# of Guests 4
Pet Friendly? No

Bay View Cottage

Location: Sarasota, Florida

Property Type: Cottage

from $209 /nt
2
2
4

This beautifully furnished 2 bed 2 bath cottage looks like it could have fallen out of a movie set. No detail overlooked! Spacious living room and formal dining room, guest bedroom with a king-size bed with en suite bath featuring a walk-in shower as well as a private patio, master bedroom suite complete with a king-sized bed and office space with additional access to the patio. The backyard is a…...

Enchanting Historic Cottage In a Lush Tropical Setting. Enjoy the hot tub in the private garden among prolific fruit trees. Eco friendly details with organic cotton sheets, vegan mattresses, and reclaimed wood furnishings.

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Bay View Cottage

This beautifully furnished 2 bed 2 bath cottage looks like it could have fallen out of a movie set. No detail overlooked! Spacious living room and formal dining room, guest bedroom with a king-size bed with en suite bath featuring a walk-in shower as well as a private patio, master bedroom suite complete with a king-sized bed and office space with additional access to the patio. The backyard is a…

Bedrooms 2
Bathrooms 2
# of Guests 4
Pet Friendly? No

Highline Condo

Location: Bradenton, Florida

Property Type: Condo

from $185 /nt
3
2
4

Welcome to your luxurious 2-bedroom, 2-bathroom condo nestled within the prestigious Country Club golf course community of River Strand. This sophisticated residence combines modern elegance with the tranquility of resort-style living. Located in the 3rd floor (accessible through stairs or elevator), a corner unit, there is lots of privacy and no neighbors above. As you enter the condo, you are greeted by a spacious and well-lit living area adorned with…...

Bright, clean, and spacious 3/2 condo overlooking the Manatee River. Newly remodeled bathrooms, new furniture, new appliances. Gated golf course community, with lots of amenities like restaurants, multiple heated pools, and a fitness center.

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Highline Condo

Welcome to your luxurious 2-bedroom, 2-bathroom condo nestled within the prestigious Country Club golf course community of River Strand. This sophisticated residence combines modern elegance with the tranquility of resort-style living. Located in the 3rd floor (accessible through stairs or elevator), a corner unit, there is lots of privacy and no neighbors above. As you enter the condo, you are greeted by a spacious and well-lit living area adorned with…

Bedrooms 3
Bathrooms 2
# of Guests 4
Pet Friendly? No

Fairway Bay

Location: Longboat Key, Florida

Property Type: Condo

from $259 /nt
3
2
4

Coastal lifestyle in a luxurious setting that this recently remodeled 3-bedroom, 2-bathroom condo on the first floor. The master bedroom has a king bed and an ensuite bathroom, which is equipped with a soaking tub, a walk-in shower, and plenty of storage. Step out on the porch next to the master bedroom to enjoy the sun in the morning. The second and third bedroom share a bathroom, which has been…...

Luxury Vacation Rental condo, recently remodeled, with 3 bedrooms, 2 bathrooms, and spectacular water views. Located in a gated community with a private beach access, lots of amenities tennis/pickle ball court and 2 communal pools, and a gym.

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Fairway Bay

Coastal lifestyle in a luxurious setting that this recently remodeled 3-bedroom, 2-bathroom condo on the first floor. The master bedroom has a king bed and an ensuite bathroom, which is equipped with a soaking tub, a walk-in shower, and plenty of storage. Step out on the porch next to the master bedroom to enjoy the sun in the morning. The second and third bedroom share a bathroom, which has been…

Bedrooms 3
Bathrooms 2
# of Guests 4
Pet Friendly? No

Club Longboat Beach and Tennis

Location: Longboat Key, Florida

Property Type: Condo

from $203 /nt
3
2
6

Experience the coastal lifestyle this ground floor, end unit, 3 bedroom, 2 bathroom condo offers. It was completely remodeled in the fall of 2023, with all new floors, new appliances, bathrooms, and a new kitchen. Located in the beachfront resort-style Club Longboat Beach and Tennis Condominium, your vacation starts when you arrive and start enjoying the perks of maintenance-free living. 2 heated pools, one for adults only and one for…...

Newly remodeled Beachside Vacation Rental condo with 3 bedrooms, and 2 bathrooms just steps from the sandy beach. Enjoy the vibrant community with amenities like a pickleball-, tennis court, communal pools, and your private beach access.

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Club Longboat Beach and Tennis

Experience the coastal lifestyle this ground floor, end unit, 3 bedroom, 2 bathroom condo offers. It was completely remodeled in the fall of 2023, with all new floors, new appliances, bathrooms, and a new kitchen. Located in the beachfront resort-style Club Longboat Beach and Tennis Condominium, your vacation starts when you arrive and start enjoying the perks of maintenance-free living. 2 heated pools, one for adults only and one for…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? No

Magnolia Breeze

Location: Sarasota, Florida

Property Type: House

from $209 /nt
3
2
6

Welcome to this one-of-a-kind 3-bedroom, 2-bathroom home with an extra-large pool in the heart of Sarasota. This house was recently painted inside and out and newly furnished to the owner's exact taste, style, and detail. This is obvious as soon as you enter this unique home and are greeted by tasteful furniture and wall art from the owner's travels all over the world. The home terrazzo and tile floors throughout…...

Lovely remodeled 3 bedroom pool villa 2.5 Miles from Siesta Key with pool and tasteful furnishings. High-speed internet and 3 smart TVs.

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Magnolia Breeze

Welcome to this one-of-a-kind 3-bedroom, 2-bathroom home with an extra-large pool in the heart of Sarasota. This house was recently painted inside and out and newly furnished to the owner's exact taste, style, and detail. This is obvious as soon as you enter this unique home and are greeted by tasteful furniture and wall art from the owner's travels all over the world. The home terrazzo and tile floors throughout…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? No

Villa Coquina

Location: Bradenton, Florida

Property Type: Villa

from $192 /nt
3
2
6

This stylish 3-bedroom pool home will become a vacation home you will want to return to again and again. This home is fully equipped for a relaxing and fabulous family vacation. Tastefully furnished home features a private pool with spa overlooking a tranquil lake rich with Florida wildlife, an ideal spot for enjoying a relaxing evening meal and enjoying the gulf coast famous sunsets. This luxury and unique home is…...

This stylish 3-bedroom home has a private pool and hot tub! Enjoy Florida outdoor living at its best in the screened lanai with a pond view.

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Villa Coquina

This stylish 3-bedroom pool home will become a vacation home you will want to return to again and again. This home is fully equipped for a relaxing and fabulous family vacation. Tastefully furnished home features a private pool with spa overlooking a tranquil lake rich with Florida wildlife, an ideal spot for enjoying a relaxing evening meal and enjoying the gulf coast famous sunsets. This luxury and unique home is…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? No

Sandhill Creek

Location: Sarasota, Florida

Property Type: House

from $148 /nt
3
2
6

Spacious yet cozy pool home in the heart of Sarasota. When you walk in you will notice the artistic decoration, showing the owner's taste in arts and crafts. Your vacation home welcomes you with a colorful coastal design throughout. Gather in the main living room, get cozy on the comfortable couches and watch your favorite TV shows. There is enough seating space for every guest. The family room offers additional…...

Take a breath and relax in this bright three-bedroom, two-bath home. Enjoy the Florida sun and easy access to Downtown and one of the many beaches. This property could be the perfect home away from home to explore what Sarasota has to offer.

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Sandhill Creek

Spacious yet cozy pool home in the heart of Sarasota. When you walk in you will notice the artistic decoration, showing the owner's taste in arts and crafts. Your vacation home welcomes you with a colorful coastal design throughout. Gather in the main living room, get cozy on the comfortable couches and watch your favorite TV shows. There is enough seating space for every guest. The family room offers additional…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? Yes

Herons Retreat

Location: Sarasota, Florida

Property Type: House

from $208 /nt
3
2
6

Looking for the perfect vacation rental property? Look no further than this 3-bed 2-bath pool home in Sarasota, Florida! This is the perfect spot for a family vacation, as there is plenty of room for everyone to spread out and relax. The home is tastefully decorated and comes complete with all the amenities you need for a comfortable stay. The property features a spacious kitchen and living room, perfect for…...

Recently upgraded 3/2 Sarasota pool home. All new furniture, large outdoor pool, and in a great location. Sarasota and its beaches are at your fingertips.

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Herons Retreat

Looking for the perfect vacation rental property? Look no further than this 3-bed 2-bath pool home in Sarasota, Florida! This is the perfect spot for a family vacation, as there is plenty of room for everyone to spread out and relax. The home is tastefully decorated and comes complete with all the amenities you need for a comfortable stay. The property features a spacious kitchen and living room, perfect for…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? Yes

Yorktown Elegance

Location: Sarasota, Florida

Property Type: Villa

from $188 /nt
3
2
6

Welcome to this one-of-a-kind 3-bedroom and a 2-bathroom villa in Gulfgate Estates. The home was recently upgraded. This home has been beautifully furnished! The kitchen has been completely remodeled with all-new stainless steel appliances, gorgeous granite countertops, stunning backsplash, solid wood shaker cabinets, and a stylish farmhouse apron sink. The living area optimizes space and allows plenty of sunlight into the home. The front living area boasts a comfortable sitting…...

This lovely 3 bedroom and 2 bathroom villa is in the acclaimed Southgate community of Sarasota. In this tastefully newly furnished home, you will start to relax from the minute that you walk into the door.

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Yorktown Elegance

Welcome to this one-of-a-kind 3-bedroom and a 2-bathroom villa in Gulfgate Estates. The home was recently upgraded. This home has been beautifully furnished! The kitchen has been completely remodeled with all-new stainless steel appliances, gorgeous granite countertops, stunning backsplash, solid wood shaker cabinets, and a stylish farmhouse apron sink. The living area optimizes space and allows plenty of sunlight into the home. The front living area boasts a comfortable sitting…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? No

Sunny Palms

Location: Sarasota, Florida

Property Type: House

from $299 /nt
3
2
6

Enjoy your holiday in this spacious 3 bedroom, 2 bathroom home in the desirable Arlington Park subdivision. The home is tastefully appointed with beachy Florida décor. The open Great Room features arched cut-outs to enhance the natural sunlight which gives the home an open and airy feel. Sit back, relax, and enjoy your stay in the comfortable living area with a plush couch and a large flat-screen TV. Feel like…...

Beautiful and spacious home in ideal neighborhood. Great location for relaxation, exploration of Sarasota and the surrounding areas, or a little bit of both! Close to downtown, shopping, museums, and so much more!

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Sunny Palms

Enjoy your holiday in this spacious 3 bedroom, 2 bathroom home in the desirable Arlington Park subdivision. The home is tastefully appointed with beachy Florida décor. The open Great Room features arched cut-outs to enhance the natural sunlight which gives the home an open and airy feel. Sit back, relax, and enjoy your stay in the comfortable living area with a plush couch and a large flat-screen TV. Feel like…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? No

Hamptons Preserve

Location: Sarasota, Florida

Property Type: House

from $199 /nt
3
2
6

Relax and unwind in this tranquil villa with calming Preserve views. This 3 bedroom, 2 bathroom villa is located in the prestigious neighborhood - The Hamptons at Palmer Ranch. The spacious master suite features a King bed with a large walk-in closet with enough room for your personal belongings. The spacious master bathroom is an additional space to relax with his and hers sinks, a garden tub for soaking, as…...

Find Tranquility and Preserve views in this 3 bedroom, 2 bathroom villa in The Hamptons in Palmer Ranch.

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Hamptons Preserve

Relax and unwind in this tranquil villa with calming Preserve views. This 3 bedroom, 2 bathroom villa is located in the prestigious neighborhood - The Hamptons at Palmer Ranch. The spacious master suite features a King bed with a large walk-in closet with enough room for your personal belongings. The spacious master bathroom is an additional space to relax with his and hers sinks, a garden tub for soaking, as…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? Yes

Papillon @the Gardens

Location: Sarasota, Florida

Property Type: House

from $279 /nt
3
2
4

Welcome to this exquisite three-bedroom, two-bathroom home nestled in the heart of Sarasota County. 2 bedrooms of the home are furnished with beds while the third bedroom is set up as an office. This idyllic retreat offers a perfect blend of upscale interiors and a lush tropical backyard, promising an unforgettable getaway for families, friends, or couples seeking to enjoy the mild Floridian winter. The master suite boasts a king-sized…...

This beautifully, stylish furnished, and decorated contemporary home has a pool and a large backyard with exotic vegetation and lots of privacy. It is close to the famous Sarasota Beaches, UTC Mall, Whole Foods, and Target.

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Papillon @the Gardens

Welcome to this exquisite three-bedroom, two-bathroom home nestled in the heart of Sarasota County. 2 bedrooms of the home are furnished with beds while the third bedroom is set up as an office. This idyllic retreat offers a perfect blend of upscale interiors and a lush tropical backyard, promising an unforgettable getaway for families, friends, or couples seeking to enjoy the mild Floridian winter. The master suite boasts a king-sized…

Bedrooms 3
Bathrooms 2
# of Guests 4
Pet Friendly? No

Sunshine Chalet

Location: Sarasota, Florida

Property Type: House

from $630 /nt
3
2.5
6

Welcome to your own private oasis! This beautifully renovated home boasts incredible views of the serene Bowlees Creek and is close to the Sara Bay Golf Course. With its large screened lanai and infinity pool overlooking the water, you'll never want to leave. As you step through the double front doors, you'll be greeted by soaring 16' cedar-clad ceilings, and a free-standing stone fireplace visible from both sides of the…...

This bright and beautiful 3 bedroom/2.5 bathroom home offers luxury and Florida outdoor living at its finest. Great open outdoor spaces to enjoy the waterfront views, and the infinity pool. Only 1 Mile from Sarasota Bay. Kayaks available!

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Sunshine Chalet

Welcome to your own private oasis! This beautifully renovated home boasts incredible views of the serene Bowlees Creek and is close to the Sara Bay Golf Course. With its large screened lanai and infinity pool overlooking the water, you'll never want to leave. As you step through the double front doors, you'll be greeted by soaring 16' cedar-clad ceilings, and a free-standing stone fireplace visible from both sides of the…

Bedrooms 3
Bathrooms 2.5
# of Guests 6
Pet Friendly? No

Riverside Court

Location: Bradenton, Florida

Property Type: House

from $194 /nt
3
2.5
6

Welcome to this enchanting slice of Florida history! Nestled in the heart of a quaint riverside community, this beautifully preserved wooden house offers a timeless escape for your vacation. Located just a leisurely stroll away from the picturesque Manatee River, this property promises a serene retreat with its spacious backyard and inviting pool. The home has beautifully maintained wooden floors on the lower level and new carpets on the upper…...

This 3 bedroom, 2.5 bathroom pool home with a bonus room is a great retreat for your vacation. The vintage home boasts new, stylish interior furniture and lots of character. Enjoy river views from the pool deck. Option to store a boat!

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Riverside Court

Welcome to this enchanting slice of Florida history! Nestled in the heart of a quaint riverside community, this beautifully preserved wooden house offers a timeless escape for your vacation. Located just a leisurely stroll away from the picturesque Manatee River, this property promises a serene retreat with its spacious backyard and inviting pool. The home has beautifully maintained wooden floors on the lower level and new carpets on the upper…

Bedrooms 3
Bathrooms 2.5
# of Guests 6
Pet Friendly? No

Island Breeze

Location: Siesta Key, Florida

Property Type: House

from $319 /nt
3
3
6

Welcome to your dream vacation home on Siesta Key, Florida! This stunning three-bedroom, three-bathroom pool home offers luxurious living. It is designed to immerse you in the laid-back charm of the Florida lifestyle while ensuring a memorable and relaxing stay. It is in the heart of Siesta Key, within walking distance to the beach and the Siesta Village with its restaurants and entertainment options. As you step inside, you'll be…...

Walking distance to Siesta Key Beach! 3 bedroom, 3 bathroom pool home with a spa. Florida Beach and Island lifestyle await you. Spacious vacation home with canal access out the back.

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Island Breeze

Welcome to your dream vacation home on Siesta Key, Florida! This stunning three-bedroom, three-bathroom pool home offers luxurious living. It is designed to immerse you in the laid-back charm of the Florida lifestyle while ensuring a memorable and relaxing stay. It is in the heart of Siesta Key, within walking distance to the beach and the Siesta Village with its restaurants and entertainment options. As you step inside, you'll be…

Bedrooms 3
Bathrooms 3
# of Guests 6
Pet Friendly? No

Villa Madeira

Location: Bradenton, Florida

Property Type: House

from $194 /nt
4
2
8

This great 4 bedroom and 2 bathroom home will be your great retreat for your vacation. Enjoy the stunning views from the pool deck or watch the wildlife while you sit in the pool and enjoy a refreshing drink. The home boasts great views over the lake. Watch the sunrise over the lake and observe the birds, as they play and hunt for fish. The owner has just remodeled large…...

This 4 bedrooms and 2 bathroom home can be your great retreat for your vacation. Brand new, stylish interior furniture. Enjoy stunning lake views from the pool deck while enjoying a refreshing drink.

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Villa Madeira

This great 4 bedroom and 2 bathroom home will be your great retreat for your vacation. Enjoy the stunning views from the pool deck or watch the wildlife while you sit in the pool and enjoy a refreshing drink. The home boasts great views over the lake. Watch the sunrise over the lake and observe the birds, as they play and hunt for fish. The owner has just remodeled large…

Bedrooms 4
Bathrooms 2
# of Guests 8
Pet Friendly? No