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Villas in Sarasota

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1847 rentals in Sarasota.
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Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck , holiday rental in Sarasota
Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck , holiday rental in Sarasota
Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck , holiday rental in Sarasota

Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The MacGregor House is 1925 Old Florida elegance, holiday rental in Sarasota
The MacGregor House is 1925 Old Florida elegance, holiday rental in Sarasota
The MacGregor House is 1925 Old Florida elegance, holiday rental in Sarasota

The MacGregor House is 1925 Old Florida elegance

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
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Cute Efficiency Apartment - nice neighborhood, holiday rental in Sarasota
Cute Efficiency Apartment - nice neighborhood, holiday rental in Sarasota
Cute Efficiency Apartment - nice neighborhood, holiday rental in Sarasota

Cute Efficiency Apartment - nice neighborhood

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private, holiday rental in Sarasota
Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private, holiday rental in Sarasota
Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private, holiday rental in Sarasota

Walking distance from the Bay! Charming 2 Bedroom House, Fenced and Private

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Five star Downtown Sarasota tropical garden Cottage, holiday rental in Sarasota
Five star Downtown Sarasota tropical garden Cottage, holiday rental in Sarasota
Five star Downtown Sarasota tropical garden Cottage, holiday rental in Sarasota

Five star Downtown Sarasota tropical garden Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6, holiday rental in Sarasota
Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6, holiday rental in Sarasota
Gorgeous, Gut-Renovated Villa in Village Des Pins, Sarasota, 2BR 2 BD sleeps 4-6, holiday rental in Sarasota

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Wonderful Pool House on a lake full of wildlife., holiday rental in Sarasota
A Wonderful Pool House on a lake full of wildlife., holiday rental in Sarasota
A Wonderful Pool House on a lake full of wildlife., holiday rental in Sarasota

A Wonderful Pool House on a lake full of wildlife.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6, holiday rental in Sarasota
Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6, holiday rental in Sarasota
Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6, holiday rental in Sarasota

Sarasota's best kept secret! Beautiful Rennnovated Villa, 2Br 2 Bath, sleeps 4-6

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sarasota Waterfront Suite, holiday rental in Sarasota
Sarasota Waterfront Suite, holiday rental in Sarasota
Sarasota Waterfront Suite, holiday rental in Sarasota

Sarasota Waterfront Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Great Location and Best Price in Sarasota, holiday rental in Sarasota
Great Location and Best Price in Sarasota, holiday rental in Sarasota
Great Location and Best Price in Sarasota, holiday rental in Sarasota

Great Location and Best Price in Sarasota

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Living the Dream on Lido I, cute condo one block to the beach, holiday rental in Sarasota
Living the Dream on Lido I, cute condo one block to the beach, holiday rental in Sarasota
Living the Dream on Lido I, cute condo one block to the beach, holiday rental in Sarasota

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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A Bayside Treasure - Exceptional Waterfront Views!!, holiday rental in Sarasota
A Bayside Treasure - Exceptional Waterfront Views!!, holiday rental in Sarasota
A Bayside Treasure - Exceptional Waterfront Views!!, holiday rental in Sarasota

A Bayside Treasure - Exceptional Waterfront Views!!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW LISTING!!!  Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!, holiday rental in Sarasota
NEW LISTING!!!  Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!, holiday rental in Sarasota
NEW LISTING!!!  Beautiful Beach Cottage Minutes from Siesta Key - Welcome Home!, holiday rental in Sarasota

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Full Gulf Views Across from Siesta Key Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated, Centrally Located, Sarasota Rental House, Close To Amish Community

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area, holiday rental in Sarasota
ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area, holiday rental in Sarasota
ON BEACH! ALL Remodeled!! Nice pool. Free beach chairs,lots of activities area, holiday rental in Sarasota

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Front 3BR 2 BA Villa Near Siesta Key Village, holiday rental in Sarasota
Beach Front 3BR 2 BA Villa Near Siesta Key Village, holiday rental in Sarasota
Beach Front 3BR 2 BA Villa Near Siesta Key Village, holiday rental in Sarasota

Beach Front 3BR 2 BA Villa Near Siesta Key Village

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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THANKSGIVING AVAILABLE� 3BED/3BATH, GREAT VIEWS!'WARRIOR' AIR PURIFIER! �

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Immaculate, close to everything Sarasota, holiday rental in Sarasota
Immaculate, close to everything Sarasota, holiday rental in Sarasota
Immaculate, close to everything Sarasota, holiday rental in Sarasota

Immaculate, close to everything Sarasota

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views, holiday rental in Sarasota
Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views, holiday rental in Sarasota
Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views, holiday rental in Sarasota

Full Gulffront Luxury Condo on Crescent Beach - Breathtaking Panoramic Views

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Townhouse with Garage - Across from Siesta Key Beach!, holiday rental in Sarasota
Townhouse with Garage - Across from Siesta Key Beach!, holiday rental in Sarasota
Townhouse with Garage - Across from Siesta Key Beach!, holiday rental in Sarasota

Townhouse with Garage - Across from Siesta Key Beach!

Condo/Apartment
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, holiday rental in Sarasota
Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool/BBQ/walk to town, holiday rental in Sarasota
Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool/BBQ/walk to town, holiday rental in Sarasota

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Secluded Home with Private, heated, saltwater pool   Pet Friendly, holiday rental in Sarasota
Secluded Home with Private, heated, saltwater pool   Pet Friendly, holiday rental in Sarasota
Secluded Home with Private, heated, saltwater pool   Pet Friendly, holiday rental in Sarasota

Secluded Home with Private, heated, saltwater pool Pet Friendly

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Immaculate, Newly Remodeled Close to Siesta Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Beach Condo on Crescent Beach - #1 Beach in USA, holiday rental in Sarasota
Luxury Beach Condo on Crescent Beach - #1 Beach in USA, holiday rental in Sarasota
Luxury Beach Condo on Crescent Beach - #1 Beach in USA, holiday rental in Sarasota

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Just a three minute walk from the white sand of the world renowned Siesta Beach, holiday rental in Sarasota
Just a three minute walk from the white sand of the world renowned Siesta Beach, holiday rental in Sarasota
Just a three minute walk from the white sand of the world renowned Siesta Beach, holiday rental in Sarasota

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vacation delight! Cozy condo just steps from the beach and St. Armands circle.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH  ON BEACH, holiday rental in Sarasota
THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH  ON BEACH, holiday rental in Sarasota
THANKSGIVING AVAIL�/CHRISTMAS AVAIL�DISCOUNT! NEW RENO 2BED/2BTH  ON BEACH, holiday rental in Sarasota

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key, holiday rental in Sarasota
Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key, holiday rental in Sarasota
Large Private Home On Water With Pool/Spa On #1Beach In Us! - Siesta Key, holiday rental in Sarasota

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

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!, holiday rental in Sarasota
Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!, holiday rental in Sarasota
Midcentury Modern 3 BR - Pool in Sarasota, Close to Beaches!, holiday rental in Sarasota

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!, holiday rental in Sarasota
ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!, holiday rental in Sarasota
ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!, holiday rental in Sarasota

ONE MILE from beautiful Siesta Key, #1 beach in the USA!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's, holiday rental in Sarasota
Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's, holiday rental in Sarasota
Lido/Sarasota, St.Armand's HEATED POOL home w/grill, walk to Beach &St. Armand's, holiday rental in Sarasota

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL, holiday rental in Sarasota
5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL, holiday rental in Sarasota
5 ⭐️, WATERFRONT HOME, SIESTA KEY, BOAT LIFT, DOCK, HEATED POOL, HOT TUB, GRILL, holiday rental in Sarasota

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spotless, Close to everything Beaches are Open (Read Our Reviews), holiday rental in Sarasota
Spotless, Close to everything Beaches are Open (Read Our Reviews), holiday rental in Sarasota
Spotless, Close to everything Beaches are Open (Read Our Reviews), holiday rental in Sarasota

Spotless, Close to everything Beaches are Open (Read Our Reviews)

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation, holiday rental in Sarasota
Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation, holiday rental in Sarasota
Palm Bay Club #168 (Recently updated) Private beach perfect for a Stay-cation, holiday rental in Sarasota

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious beach house sleeping 13 with private heated pool and hot tub, holiday rental in Sarasota
Spacious beach house sleeping 13 with private heated pool and hot tub, holiday rental in Sarasota
Spacious beach house sleeping 13 with private heated pool and hot tub, holiday rental in Sarasota

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Beautiful White Sand Siesta Key, holiday rental in Sarasota
Beautiful White Sand Siesta Key, holiday rental in Sarasota
Beautiful White Sand Siesta Key, holiday rental in Sarasota

Beautiful White Sand Siesta Key

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Oceanfront/Beachfront Condo in Premier Complex - Y Building, holiday rental in Sarasota
Oceanfront/Beachfront Condo in Premier Complex - Y Building, holiday rental in Sarasota
Oceanfront/Beachfront Condo in Premier Complex - Y Building, holiday rental in Sarasota

Oceanfront/Beachfront Condo in Premier Complex - Y Building

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic.....1 Block To Sarasota Bay, 1 Mile To Downtown, 2 Miles To Lido Beach!, holiday rental in Sarasota
Romantic.....1 Block To Sarasota Bay, 1 Mile To Downtown, 2 Miles To Lido Beach!, holiday rental in Sarasota
Romantic.....1 Block To Sarasota Bay, 1 Mile To Downtown, 2 Miles To Lido Beach!, holiday rental in Sarasota

Romantic.....1 Block To Sarasota Bay, 1 Mile To Downtown, 2 Miles To Lido Beach!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Private Garden Cottage hide away in the heart of Sarasota

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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BRAND NEW HOME! Private Heated Pool-Walking Distance to St. Armand's!, holiday rental in Sarasota
BRAND NEW HOME! Private Heated Pool-Walking Distance to St. Armand's!, holiday rental in Sarasota
BRAND NEW HOME! Private Heated Pool-Walking Distance to St. Armand's!, holiday rental in Sarasota

BRAND NEW HOME! Private Heated Pool-Walking Distance to St. Armand's!

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!, holiday rental in Sarasota
Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!, holiday rental in Sarasota
Lido Beach and St. Armand's Circle at your Footsteps. Ask about the guest house!, holiday rental in Sarasota

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE, holiday rental in Sarasota
VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE, holiday rental in Sarasota
VILLA DE LUXE SIESTA KEY- 10 PERS. A 2 MN DE LA PLAGE- PISCINE ET SPA CHAUFFE, holiday rental in Sarasota

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Siesta Key - Beach Front Condo at Siesta Dunes

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Adorable Beach Cottage Bungalow in Sunny Sarasota, holiday rental in Sarasota
Adorable Beach Cottage Bungalow in Sunny Sarasota, holiday rental in Sarasota
Adorable Beach Cottage Bungalow in Sunny Sarasota, holiday rental in Sarasota

Adorable Beach Cottage Bungalow in Sunny Sarasota

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast, holiday rental in Sarasota
Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast, holiday rental in Sarasota
Ground Floor - Delightful and Totally Divine - Free Netflix, WI-FI, Chromcast, holiday rental in Sarasota

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Mediterranean Estate with Private Beach!, holiday rental in Sarasota
Luxurious Mediterranean Estate with Private Beach!, holiday rental in Sarasota
Luxurious Mediterranean Estate with Private Beach!, holiday rental in Sarasota

Luxurious Mediterranean Estate with Private Beach!

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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RECENTLY RENOVATED! Only steps to the beach and premium everything!, holiday rental in Sarasota
RECENTLY RENOVATED! Only steps to the beach and premium everything!, holiday rental in Sarasota
RECENTLY RENOVATED! Only steps to the beach and premium everything!, holiday rental in Sarasota

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

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

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

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Open for reservations- Tropical Paradise close to downtown/ beaches, very clean, holiday rental in Sarasota
Open for reservations- Tropical Paradise close to downtown/ beaches, very clean, holiday rental in Sarasota
Open for reservations- Tropical Paradise close to downtown/ beaches, very clean, holiday rental in Sarasota

Open for reservations- Tropical Paradise close to downtown/ beaches, very clean

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Frequently Asked Questions about Sarasota