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Sarasota Cottages

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1085 rentals in Sarasota.
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Walk to beach & St Armand's Circle !!!, vacation rental in Sarasota

Walk to beach & St Armand's Circle !!!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Home...close to everything! 3/2 Updated, vacation rental in Sarasota

Charming Home...close to everything! 3/2 Updated

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Location On Bay Side, Water View, Pool, vacation rental in Sarasota

Beautiful Location On Bay Side, Water View, Pool

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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☆ King in Master • 1st Floor • Heated Pool • ¼ mile walk to Siesta Key ☆, vacation rental in Sarasota

☆ King in Master • 1st Floor • Heated Pool • ¼ mile walk to Siesta Key ☆

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Guest Cottage, clean, convenient and remodeled., vacation rental in Sarasota

Guest Cottage, clean, convenient and remodeled.

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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A Hip, Chic, and inviting space in the center of it all! Downtown Sarasota., vacation rental in Sarasota

A Hip, Chic, and inviting space in the center of it all! Downtown Sarasota.

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Immaculate, close to everything Sarasota, vacation rental in Sarasota

Immaculate, close to everything Sarasota

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Light and Airy and Private, Great Location, vacation rental in Sarasota

Light and Airy and Private, Great Location

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A Wonderful Pool House on a lake full of wildlife., vacation rental in Sarasota

A Wonderful Pool House on a lake full of wildlife.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6, vacation rental in Sarasota

Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charles Ringling Loft: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown, vacation rental in Sarasota

Charles Ringling Loft: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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PLAYALIDO UNIT #4, LIDO BEACH, vacation rental in Sarasota

PLAYALIDO UNIT #4, LIDO BEACH

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Pet-friendly, lovely home with large inground pool, live oaks and fenced yard., vacation rental in Sarasota

Pet-friendly, lovely home with large inground pool, live oaks and fenced yard.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A Bayside Treasure - Exceptional Waterfront Views!!, vacation rental in Sarasota

A Bayside Treasure - Exceptional Waterfront Views!!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Living the Dream on Lido I, cute condo one block to the beach, vacation rental in Sarasota

Living the Dream on Lido I, cute condo one block to the beach

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Immaculate, Newly Remodeled Close to Siesta Beach, vacation rental in Sarasota

Immaculate, Newly Remodeled Close to Siesta Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Full Gulf Views Across from Siesta Key Beach, vacation rental in Sarasota

Full Gulf Views Across from Siesta Key Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded Home with Private, heated, saltwater pool   Pet Friendly, vacation rental in Sarasota

Secluded Home with Private, heated, saltwater pool Pet Friendly

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Waterfront Home Walking Distance from Lido Beach and St Armands Circle, vacation rental in Sarasota

Luxurious Waterfront Home Walking Distance from Lido Beach and St Armands Circle

2 bedrooms
2 bathrooms
Sleeps 8
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THANKSGIVING AVAILABLE� 3BED/3BATH, GREAT VIEWS!'WARRIOR' AIR PURIFIER! �, vacation rental in Sarasota

THANKSGIVING AVAILABLE� 3BED/3BATH, GREAT VIEWS!'WARRIOR' AIR PURIFIER! �

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW LISTING!!!  Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!, vacation rental in Sarasota

NEW LISTING!!! Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Living The Dream On Lido II, walk to beach and St  Armand’s circle., vacation rental in Sarasota

Living The Dream On Lido II, walk to beach and St Armand’s circle.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views, vacation rental in Sarasota

Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key, vacation rental in Sarasota

Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community, vacation rental in Sarasota

Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Just a three minute walk from the white sand of the world renowned Siesta Beach, vacation rental in Sarasota

Just a three minute walk from the white sand of the world renowned Siesta Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront/Beachfront Condo in Premier Complex - Y Building, vacation rental in Sarasota

Oceanfront/Beachfront Condo in Premier Complex - Y Building

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation, vacation rental in Sarasota

Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area, vacation rental in Sarasota

ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Townhouse with Garage - Across from Siesta Key Beach!, vacation rental in Sarasota

Townhouse with Garage - Across from Siesta Key Beach!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious beach house sleeping 13 with private heated pool and hot tub, vacation rental in Sarasota

Spacious beach house sleeping 13 with private heated pool and hot tub

4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE, vacation rental in Sarasota

VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Beach Condo on Crescent Beach - #1 Beach in USA, vacation rental in Sarasota

Luxury Beach Condo on Crescent Beach - #1 Beach in USA

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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RECENTLY RENOVATED! Only steps to the beach and premium everything!, vacation rental in Sarasota

RECENTLY RENOVATED! Only steps to the beach and premium everything!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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At the Beach - Where Tomorrow is Just Another Day in Paradise, vacation rental in Sarasota

At the Beach - Where Tomorrow is Just Another Day in Paradise

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's, vacation rental in Sarasota

Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!, vacation rental in Sarasota

Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH  ON BEACH, vacation rental in Sarasota

THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH ON BEACH

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Less than 2 Blocks to the Beach Heated Pool, vacation rental in Sarasota

Less than 2 Blocks to the Beach Heated Pool

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Vacation delight! Cozy condo just steps from the beach and St. Armands circle., vacation rental in Sarasota

Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Our home away from home., vacation rental in Sarasota

Our home away from home.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool/BBQ/walk to town, vacation rental in Sarasota

Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool/BBQ/walk to town

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Mid century And Mod Tennis court views, vacation rental in Sarasota

Mid century And Mod Tennis court views

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL, vacation rental in Sarasota

5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful corner unit at a wonderful resort on America’s #1 beach, vacation rental in Sarasota

Beautiful corner unit at a wonderful resort on America’s #1 beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Siesta Key - Beach Front  Condo at Siesta Dunes, vacation rental in Sarasota

Siesta Key - Beach Front Condo at Siesta Dunes

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Siesta Key 2 BR Condo at Siesta Beach, vacation rental in Sarasota

Siesta Key 2 BR Condo at Siesta Beach

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast, vacation rental in Sarasota

Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!, vacation rental in Sarasota

Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Affordable 2ba/1ba Waterfront Cottage in Sarasota close to downtown and beaches, vacation rental in Sarasota

Affordable 2ba/1ba Waterfront Cottage in Sarasota close to downtown and beaches

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sarasota Vacation Rentals
Encompassing some of the state’s most impressive cultural attractions, world-class beaches and a slew of eco-tourism activities, Sarasota and its surrounding islands, is the perfect destination to unwind in style. If you want to luxuriate in style, you should consider a vacation rental. From roomy, beachside homes to sophisticated high-rise condos, quaint cottages and classy villas and town homes, the selection in the Sarasota area is appealing to a range of tastes and desires. Amenities like fully equipped kitchens and spacious indoor and outdoor dining areas make vacation rentals perfect for families seeking to prepare their own meals and save money.
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Sarasota Vacation Rentals
Encompassing some of the state’s most impressive cultural attractions, world-class beaches and a slew of eco-tourism activities, Sarasota and its surrounding islands, is the perfect destination to unwind in style. If you want to luxuriate in style, you should consider a vacation rental. From roomy, beachside homes to sophisticated high-rise condos, quaint cottages and classy villas and town homes, the selection in the Sarasota area is appealing to a range of tastes and desires. Amenities like fully equipped kitchens and spacious indoor and outdoor dining areas make vacation rentals perfect for families seeking to prepare their own meals and save money.
Sarasota attractions and activities
You’ll have access to one of the world’s great beaches. Siesta Key Beach, which was included in Dr. Beaches’ Top 10 “Best Beaches in America” in 2007 & 2008, is a don’t miss experience. While beach activities like parasailing, snorkeling and sailing are popular pastimes, away from the sands, cultural attractions are big draws in Sarasota. A great family outing is the John and Mable Ringling Estate, a Venetian-inspired mansion along Sarasota Bay featuring an art museum, circus museum, a Circus Ring of Fame and the Flying Trapeze and The Flying Fantasy Circus. When it’s time to shop and dine, head to St. Armands Circle on Lido Key, a classy area with a European charm featuring bistros with outdoor dining and a plethora of boutiques, art galleries, specialty shops and restaurants. Popular outdoor activities in the Sarasota area include kayaking at Myakka River State Park, playing golf at top-notch layouts like the Arnold Palmer designed Legacy Golf Club at Lakewood Ranch and the Scottish links-style Tatum Ridge Golf Links and hiking the newly opened Legacy Trail, which stretches more than 12 miles from Sarasota to Venice.
Family vacation rentals in Sarasota
From beachfront bungalows to golf course villas and everything in between, the Sarasota area has vacation rentals in a variety of settings. Sarasota is a great destination for kids. It boasts attractions like the Mote Aquarium, Marie Selby Botanical Gardens and Sarasota Jungle Gardens. After a long day of sunbathing, shopping, playing golf or visiting attractions, you can return to a vacation rental that gives your family room to spread out instead of a cramped, mundane hotel room.
Saving money on Sarasota vacation rentals
We have a long list of money saving vacation rental options. Regardless of your price range and budget, we have special deals and discounts on all types of properties in different settings in the Sarasota area.