Vacation Rentals

Property Type: House

from $550 /nt
3
3
6

This beautifully decorated 3 bed/3 bath, is 2,320 Sq Ft with a private heated pool & Hot Tub. Enjoy your luxurious vacation on Lido Key! Rent a boat and keep it at the dock (good for up to 48 feet!), and take advantage of the deep water canal. As you enter the home, the view on the large and deep water canal will take your breath away. The cosy and…...

Amazing pool home on the canal with amazing view! 3 bed/3 bath, tastefully furnished & decorated, quiet area.

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Gorgeous 3/3 Home On Canal Lido Key w/ Heated Pool 5 min walk to Lido Beach!

This beautifully decorated 3 bed/3 bath, is 2,320 Sq Ft with a private heated pool & Hot Tub. Enjoy your luxurious vacation on Lido Key! Rent a boat and keep it at the dock (good for up to 48 feet!), and take advantage of the deep water canal. As you enter the home, the view on the large and deep water canal will take your breath away. The cosy and…

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

NEW! Charming 2/1 condo near Siesta Key

Location: Sarasota, Florida

Property Type: Condo

from $83 /nt
2
1
4

Welcome to your Sarasota getaway! This 2 bedrooms/1 bathroom condo, spanning 911 sq ft on the 2nd floor of the 'Garden Plaza' building, offers a light and bright ambiance with contemporary décor. Enjoy the convenience of a prime location West of the Trail, near Siesta Key and shopping centers. As you walk through the tiled hallway, you will be greeted by the bright and beautifully designed dining area, followed by…...

2BR/1BA fully equipped condo, nestled in a prime location near Siesta Key and shopping centers!

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NEW! Charming 2/1 condo near Siesta Key

Welcome to your Sarasota getaway! This 2 bedrooms/1 bathroom condo, spanning 911 sq ft on the 2nd floor of the 'Garden Plaza' building, offers a light and bright ambiance with contemporary décor. Enjoy the convenience of a prime location West of the Trail, near Siesta Key and shopping centers. As you walk through the tiled hallway, you will be greeted by the bright and beautifully designed dining area, followed by…

Bedrooms 2
Bathrooms 1
# of Guests 4
Pet Friendly? No
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Property Type: Condo

from $75 /nt
2
2
4

Immerse yourself in vacation living with this well maintained ground-floor 2-bedroom, 2-bathroom retreat in a quiet community. Relax in the comfortable living room with a TV (streaming and cable) or step outside to one of the two screened patios with a view of the inviting pool. The fully equipped kitchen is a culinary haven, featuring a stove, oven, microwave, dishwasher, kettle, and a drip-down coffee machine. Gather in the breakfast…...

2Bed/2Bath Retreat with Communal Pool at The Meadows Golf and Country Club.

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NEW! 2/2 Sunny Getaway Sheffield Greene on The Meadows

Immerse yourself in vacation living with this well maintained ground-floor 2-bedroom, 2-bathroom retreat in a quiet community. Relax in the comfortable living room with a TV (streaming and cable) or step outside to one of the two screened patios with a view of the inviting pool. The fully equipped kitchen is a culinary haven, featuring a stove, oven, microwave, dishwasher, kettle, and a drip-down coffee machine. Gather in the breakfast…

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

Property Type: House

from $600 /nt
4
3
10

Experience unparalleled luxury in this exceptional 4-bedroom, 3-bathroom vacation retreat spread over 3,134 sq ft, with a private dock, pool and spa with amazing canal views and lush landscaping on Siesta Key. As you enter through the ground floor foyer, you will find the staircase, garage entry and hallway leading to the tiki bar. The tiki bar features a fridge, sink, dishwasher, and a full bathroom with shower and the…...

Luxe 4BR/3BA retreat with a private canal dock, pool & spa and Tiki bar with amazing views and lush landscaping.

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Luxury Canalfront Retreat 4/3 Home Siesta Key, pool, boat dock

Experience unparalleled luxury in this exceptional 4-bedroom, 3-bathroom vacation retreat spread over 3,134 sq ft, with a private dock, pool and spa with amazing canal views and lush landscaping on Siesta Key. As you enter through the ground floor foyer, you will find the staircase, garage entry and hallway leading to the tiki bar. The tiki bar features a fridge, sink, dishwasher, and a full bathroom with shower and the…

Bedrooms 4
Bathrooms 3
# of Guests 10
Pet Friendly? No
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Property Type: House

from $133 /nt
3
2
6

This is a comfortable 1,747 sq ft house with 3 bedrooms & 2 bathrooms and a private heated pool overlooking the 15th golf course hole. ** This rental requires an HOA application and approval. No fee is required** The entrance door will lead you to the comfortable living room, equipped with couches and a smart TV. It hosts a dining area that seats 4 (2 chairs can be added), a…...

Charming home in the residential neighborhood of Fairway Lakes at Palm Aire, next to University Park, with a private heated pool and gorgeous views of 15th hole golf course!

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NEW! Lovely 3bd/2ba Home Fairway Lakes UTC w/ Pool on Golf Course

This is a comfortable 1,747 sq ft house with 3 bedrooms & 2 bathrooms and a private heated pool overlooking the 15th golf course hole. ** This rental requires an HOA application and approval. No fee is required** The entrance door will lead you to the comfortable living room, equipped with couches and a smart TV. It hosts a dining area that seats 4 (2 chairs can be added), a…

Bedrooms 3
Bathrooms 2
# of Guests 6
Pet Friendly? No
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Property Type: House

from $650 /nt
4
3.5
15

This 6000 sq ft family-friendly waterfront home with panoramic views of Sarasota Bay is located off North Tamiami Trail and is a quick drive to Downtown Sarasota. It has a spacious floor plan with 4 bedrooms, 3.5 bathrooms, a guest room, office space and a family room. It is equipped with an extensive gourmet kitchen, a separate wet-bar, a private pool (not heated) and spa, a grill, and two private…...

Very spacious 4bed/3.5bath bayfront property with stunning views! Private pool, spa and boat dock on Sarasota Bay near IMG Academy--perfect for family vacation!

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NEW! Breathtaking Ocean Front Luxury Home/ Private pool & Boat Dock

This 6000 sq ft family-friendly waterfront home with panoramic views of Sarasota Bay is located off North Tamiami Trail and is a quick drive to Downtown Sarasota. It has a spacious floor plan with 4 bedrooms, 3.5 bathrooms, a guest room, office space and a family room. It is equipped with an extensive gourmet kitchen, a separate wet-bar, a private pool (not heated) and spa, a grill, and two private…

Bedrooms 4
Bathrooms 3.5
# of Guests 15
Pet Friendly? No

Property Type: House

from $500 /nt
4
3
8

Enjoy your stay in this beautiful 4 bedroom, 3 bathroom newly built home across 2,292 sq ft on Siesta Key in the gated community “La Linda Siesta Key Estates”. **While the community is still in the process of construction, the home is already fully livable** As you enter through the main door, you will be welcomed by a luminous open floor plan and a direct view through the screened porch…...

Newly built 4/3 home with private heated pool and pond view in gated community

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NEW! Luxury 4/3 Home on Siesta Key w. Pool & Water View!

Enjoy your stay in this beautiful 4 bedroom, 3 bathroom newly built home across 2,292 sq ft on Siesta Key in the gated community “La Linda Siesta Key Estates”. **While the community is still in the process of construction, the home is already fully livable** As you enter through the main door, you will be welcomed by a luminous open floor plan and a direct view through the screened porch…

Bedrooms 4
Bathrooms 3
# of Guests 8
Pet Friendly? No

Property Type: Condo

from $835 /nt
2
3
4

Enjoy your island retreat in this luxurious & impeccably designed 3 bedroom, 3 bathroom condo that is located on the 10th floor of Siesta Towers, north of Siesta Key Village. It is spread across 2,000 sq ft and has beautiful panoramic views of the Gulf of Mexico’s crystal-blue waters. Upon entering you have an open-floorplan gourmet quartz kitchen, featuring Thermador appliances, high end cabinetry, large windows with retractable motorized shades,…...

10th Floor Impeccable Siesta Key Condo with Stunning Ocean View!

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NEW! Gorgeous condo with stunning ocean view on Siesta Key!

Enjoy your island retreat in this luxurious & impeccably designed 3 bedroom, 3 bathroom condo that is located on the 10th floor of Siesta Towers, north of Siesta Key Village. It is spread across 2,000 sq ft and has beautiful panoramic views of the Gulf of Mexico’s crystal-blue waters. Upon entering you have an open-floorplan gourmet quartz kitchen, featuring Thermador appliances, high end cabinetry, large windows with retractable motorized shades,…

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

Property Type: Condo

from $150 /nt
2
2
4

Enjoy your Sarasota stay in this newly furnished corner unit on the 4th floor of The Strand. It offers 1359 sq. ft. + 149 sq. ft. of terrace, with a relaxing pool view! It has 2 spacious bedrooms, 2 modern bathrooms, a fully equipped kitchen, and a spacious living room with 2 sliding doors to the inviting terrace. As you enter this charming condo, the hallway on the right-hand side…...

Welcome to the Strand, luxury waterfront living with an outdoor communal pool, fitness center, and a short drive from downtown Sarasota!

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Stylish 2/2 Condo Pool View w/ 2 terraces 4th Floor

Enjoy your Sarasota stay in this newly furnished corner unit on the 4th floor of The Strand. It offers 1359 sq. ft. + 149 sq. ft. of terrace, with a relaxing pool view! It has 2 spacious bedrooms, 2 modern bathrooms, a fully equipped kitchen, and a spacious living room with 2 sliding doors to the inviting terrace. As you enter this charming condo, the hallway on the right-hand side…

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

Property Type: House

from $630 /nt
6
3
12

Welcome to this beautiful and modern waterfront luxury home, located next to IMG academy. Enjoy the astounding view and the many amenities this home has to offer (no direct beach access). This elegant home has over 4,000 sqft of living space and was recently impeccably refurnished, featuring an entertainment room, and a heated pool. It has a luminous and spacious floorplan and can accommodate up to 12 people with its…...

6bed/3bath Renovated waterfront luxury property, next to IMG academy with beautiful bay view.

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Incredible Waterfront Home Near IMG - Magical Full Bay View

Welcome to this beautiful and modern waterfront luxury home, located next to IMG academy. Enjoy the astounding view and the many amenities this home has to offer (no direct beach access). This elegant home has over 4,000 sqft of living space and was recently impeccably refurnished, featuring an entertainment room, and a heated pool. It has a luminous and spacious floorplan and can accommodate up to 12 people with its…

Bedrooms 6
Bathrooms 3
# of Guests 12
Pet Friendly? No