Vacation Rentals

Property Type: House

from $550 /nt
3
3
6

Experience the charm of this elegant 3-bed, 3-bath home, just a short walk from the serene Lido Beach. Featuring a private heated pool, hot tub, and boat dock, this beautifully decorated retreat is perfect for both relaxation and adventure. Enjoy breathtaking water views, a fully equipped kitchen, and cozy living spaces. Just minutes from the vibrant St Armands Circle and downtown Sarasota. We have taken great care to ensure that…...

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!

Experience the charm of this elegant 3-bed, 3-bath home, just a short walk from the serene Lido Beach. Featuring a private heated pool, hot tub, and boat dock, this beautifully decorated retreat is perfect for both relaxation and adventure. Enjoy breathtaking water views, a fully equipped kitchen, and cozy living spaces. Just minutes from the vibrant St Armands Circle and downtown Sarasota. We have taken great care to ensure that…

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

Property Type: House

from $200 /nt
3
2.5
6

This 2,316 sq ft elegantly designed home features 3 bedrooms, 2.5 baths, and comes fully furnished. It offers high ceilings, skylights, and an open floor plan that creates a bright and welcoming atmosphere. The large deck is perfect for relaxing and barbecuing while enjoying the view and the office space is great for remote work. Located in the prestigious Landings gated community, you have access to amenities like a gym,…...

**Private getaway with incredible intercoastal water views and lush greenery in the the sought-after Landings community.**

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NEW! 3/2.5 Intercoastal waterfront home in The Landings gated community

This 2,316 sq ft elegantly designed home features 3 bedrooms, 2.5 baths, and comes fully furnished. It offers high ceilings, skylights, and an open floor plan that creates a bright and welcoming atmosphere. The large deck is perfect for relaxing and barbecuing while enjoying the view and the office space is great for remote work. Located in the prestigious Landings gated community, you have access to amenities like a gym,…

Bedrooms 3
Bathrooms 2.5
# 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 retreat! 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. The condo boasts an open-plan design, featuring a fully equipped kitchen, a comfortable living room with a smart TV, and a…...

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 retreat! 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. The condo boasts an open-plan design, featuring a fully equipped kitchen, a comfortable living room with a smart TV, and a…

Bedrooms 2
Bathrooms 1
# of Guests 4
Pet Friendly? No

Property Type: House

from $600 /nt
4
3
10

Experience this exceptional 4-bedroom, 3-bathroom vacation retreat spread over 3,134 sq ft, with a tiki bar, private dock, pool and spa with amazing canal views and lush landscaping on Siesta Key. We have taken great care to ensure that you have everything you need to feel at home during your stay. ★Living Areas: As you enter through the ground floor foyer, you will find the staircase, garage entry and hallway…...

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 this exceptional 4-bedroom, 3-bathroom vacation retreat spread over 3,134 sq ft, with a tiki bar, private dock, pool and spa with amazing canal views and lush landscaping on Siesta Key. We have taken great care to ensure that you have everything you need to feel at home during your stay. ★Living Areas: As you enter through the ground floor foyer, you will find the staircase, garage entry and hallway…

Bedrooms 4
Bathrooms 3
# of Guests 10
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
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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 $800 /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

Homey 1bed/1bath condo The Meadows Pool View

Location: Sarasota, Florida

Property Type: Condo

from $55 /nt
1
1
2

This lovely condo is fully furnished and well equipped, it is 428 sq. ft. and will be perfect to enjoy your stay in Sarasota! It features 1 bedroom, 1 bathroom, a terrace, a kitchen and a cozy living room with a pool view. Enter the condo directly into the luminous living room with large sliding windows that open to the paved patio. It features a brown couch and an arm…...

Located in the Meadows with an outdoor communal pool and amenities, perfectly located close to downtown. Nice view on the pool!

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Homey 1bed/1bath condo The Meadows Pool View

This lovely condo is fully furnished and well equipped, it is 428 sq. ft. and will be perfect to enjoy your stay in Sarasota! It features 1 bedroom, 1 bathroom, a terrace, a kitchen and a cozy living room with a pool view. Enter the condo directly into the luminous living room with large sliding windows that open to the paved patio. It features a brown couch and an arm…

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

Cozy 1/1 condo The Meadows Peaceful Pond View

Location: Sarasota, Florida

Property Type: Condo

from $65 /nt
1
1
2

This is a cozy fully furnished condo of 553 sq. ft. that is equipped with colorful taste. It will be perfect to enjoy your stay in Sarasota! Just renovated, it offers 1 bedroom, 1 bathroom, a patio, a fully equipped kitchen and a comfortable living room with a beautiful view of the surrounding vegetation, the pond, and the putting green. Enter the condo (ground floor unit, like a townhome) and…...

Do you enjoy being near downtown, golf and/or wildlife? Then the Meadows are perfect for you! This condo features a beautiful view on the pond and putting green, plus a heated communal pool :)

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Cozy 1/1 condo The Meadows Peaceful Pond View

This is a cozy fully furnished condo of 553 sq. ft. that is equipped with colorful taste. It will be perfect to enjoy your stay in Sarasota! Just renovated, it offers 1 bedroom, 1 bathroom, a patio, a fully equipped kitchen and a comfortable living room with a beautiful view of the surrounding vegetation, the pond, and the putting green. Enter the condo (ground floor unit, like a townhome) and…

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

Property Type: Condo

from $160 /nt
2
2
4

Enjoy your Sarasota stay in this newly furnished corner unit on the 5th & top 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 luminous living room with large sliding doors to the inviting terrace. As you enter this lovely condo, the hallway on the…...

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

Book Now

Deluxe 2/2 Condo Pool View w/ 2 terraces Top Floor

Enjoy your Sarasota stay in this newly furnished corner unit on the 5th & top 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 luminous living room with large sliding doors to the inviting terrace. As you enter this lovely condo, the hallway on the…

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

Property Type: Condo

from $65 /nt
1
1
2

This is a charming condo of 553 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your stay in Sarasota. Just renovated, it offers 1 bedroom, 1 bathroom, a patio, equipped kitchen and cozy living room with a beautiful view on the pond and putting green. Enter the condo (ground floor unit, like a townhome) and you will have a nice view through the…...

Do you enjoy being near downtown, golf and/or wildlife? Then the Meadows are perfect for you! This condo features a beautiful view on the pond and putting green, plus a heated communal pool :)

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Restful 1/1 condo Pond & Golf Views The Meadows

This is a charming condo of 553 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your stay in Sarasota. Just renovated, it offers 1 bedroom, 1 bathroom, a patio, equipped kitchen and cozy living room with a beautiful view on the pond and putting green. Enter the condo (ground floor unit, like a townhome) and you will have a nice view through the…

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

Property Type: Condo

from $55 /nt
1
1
2

This is a refined and luminous condo of 428 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your stay in Sarasota. Just renovated, it offers 1 bedroom, 1 bathroom, a terrace, equipped open-plan kitchen and charming living room. Enter the condo directly in the very luminous living room with large sliding windows that open to the paved patio. It features a large beige…...

Located in the Meadows with an outdoor heated communal pool, perfectly located close to downtown. Wild life, golf courses and trails!

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Elegant 1/1 condo The Meadows Pool and Golf Courses!

This is a refined and luminous condo of 428 sq. ft. fully furnished and equipped with great taste. It will be perfect to enjoy your stay in Sarasota. Just renovated, it offers 1 bedroom, 1 bathroom, a terrace, equipped open-plan kitchen and charming living room. Enter the condo directly in the very luminous living room with large sliding windows that open to the paved patio. It features a large beige…

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

Property Type: Condo

from $145 /nt
1
1.5
4

This top floor condo of 896 sq. ft. is fully furnished with a charming decoration and high end furniture. It will be perfect to enjoy your stay in Sarasota with a water view! It features 1 bedroom, 1.5 bathroom, kitchen, and lovely living room with large sliding doors to the vast terrace. On the 5th floor of the brand new luxury residence (with an elevator). Enter this elegant condo and…...

Welcome to the Strand, luxury waterfront living with an outdoor communal pool, fitness center, and a short drive from downtown Sarasota! This condo is on the 5th and last floor.

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Luxury Penthouse 1/1.5 at The Strand Water View!

This top floor condo of 896 sq. ft. is fully furnished with a charming decoration and high end furniture. It will be perfect to enjoy your stay in Sarasota with a water view! It features 1 bedroom, 1.5 bathroom, kitchen, and lovely living room with large sliding doors to the vast terrace. On the 5th floor of the brand new luxury residence (with an elevator). Enter this elegant condo and…

Bedrooms 1
Bathrooms 1.5
# of Guests 4
Pet Friendly? Yes

Charming 1/1.5 The Strand Water View!

Location: Sarasota, Florida

Property Type: Condo

from $125 /nt
1
1.5
4

This fully furnished third-floor waterfront condo is centrally located on the West side of “The Strand” and spreads over 896 sq ft, with a generous 120 sq ft patio overlooking the serene Whitaker Bayou. This gated community offers a heated communal pool, a gym, 2x barbeques, a dog run and a kayak launch. We have taken great care to ensure that you have everything you need to feel at home…...

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

Book Now

Charming 1/1.5 The Strand Water View!

This fully furnished third-floor waterfront condo is centrally located on the West side of “The Strand” and spreads over 896 sq ft, with a generous 120 sq ft patio overlooking the serene Whitaker Bayou. This gated community offers a heated communal pool, a gym, 2x barbeques, a dog run and a kayak launch. We have taken great care to ensure that you have everything you need to feel at home…

Bedrooms 1
Bathrooms 1.5
# of Guests 4
Pet Friendly? No

Property Type: Condo

from $125 /nt
1
1.5
4

This fully furnished third-floor waterfront condo is centrally located on the West side of “The Strand” and spreads over 896 sq ft, with a generous 120 sq ft patio overlooking the serene Whitaker Bayou. This gated community offers a heated communal pool, a gym, 2x barbeques, a dog run and a kayak launch. We have taken great care to ensure that you have everything you need to feel at home…...

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

Book Now

Ocean Style 1/1.5 Condo The Strand Water View!

This fully furnished third-floor waterfront condo is centrally located on the West side of “The Strand” and spreads over 896 sq ft, with a generous 120 sq ft patio overlooking the serene Whitaker Bayou. This gated community offers a heated communal pool, a gym, 2x barbeques, a dog run and a kayak launch. We have taken great care to ensure that you have everything you need to feel at home…

Bedrooms 1
Bathrooms 1.5
# of Guests 4
Pet Friendly? Yes