Longboat Key Vacation Rentals

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Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
Gulf Coast Home w/Private Pool  Near AMI & Beaches
4 Bedrooms
3 Bathrooms
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22 reviews
$369 - $619 / night (excl. fees & taxes)
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Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
Poolside paradise
5 Bedrooms
4 Bathrooms
4.81IconIconIconIconIcon
21 reviews
$599 / night (excl. fees & taxes)
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Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
Anna Maria Island - Azure Bliss Vacation Home
3 Bedrooms
2 Bathrooms
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49 reviews
$450 / night (excl. fees & taxes)
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Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
Coconuts included!+Family Friendly!+Close to Beach
2 Bedrooms
2 Bathrooms
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1 review
$190 - $500 / night (excl. fees & taxes)
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Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
Loggerhead - AMI Oasis w/ Private Pool
2 Bedrooms
2 Bathrooms
4.95IconIconIconIconIcon
20 reviews
$321 - $550 / night (excl. fees & taxes)
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Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
Craig House with Heated Pool
2 Bedrooms
2 Bathrooms
4.8IconIconIconIconIcon
107 reviews
$158 - $190 / night (excl. fees & taxes)
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Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
Gorgeous Beach Home with heated pool
3 Bedrooms
3 Bathrooms
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3 reviews
$300 - $460 / night (excl. fees & taxes)
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9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9BR Tropical Paradise - Pool, Hot Tub and Theater
9 Bedrooms
3 Bathrooms
$291 - $4500 / night (excl. fees & taxes)
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Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
Art Deco Masterpiece High Season Multi-Month
2 Bedrooms
2 Bathrooms
$259 / night (excl. fees & taxes)
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Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
Gulf Coast Paradise Hideaway
1 Bedroom
1 Bathroom
$95 / night (excl. fees & taxes)
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Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
Downtown Sarasota Compound |Pet Friendly | Extended Stays |Large Groups
8 Bedrooms
8 Bathrooms
$1745 - $2000 / night (excl. fees & taxes)
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Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
Sarasota Downtown Pet-Friendly 1BD/1BA-Lido Beach | Opera | The Arts
1 Bedroom
1 Bathroom
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20 reviews
$126 - $256 / night (excl. fees & taxes)
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Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
Spacious Downtown |Pet Friendly | 2-Car Garage| Lido Beach | St. Armands Circle | Opera House
3 Bedrooms
3 Bathrooms
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43 reviews
$198 - $566 / night (excl. fees & taxes)
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Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
Sarasota Pet Friendly Vaca Home | Balcony + Garage | The Arts & Opera |Beach | St. Armands Circle
3 Bedrooms
3 Bathrooms
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28 reviews
$198 - $566 / night (excl. fees & taxes)
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Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
Downtown Sarasota | 1 Bd 1 Ba | Beach | + Pets | Symphony |Opera | The Arts
1 Bedroom
1 Bathroom
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7 reviews
$117 - $412 / night (excl. fees & taxes)
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Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
Downtown Compound |Pet Friendly | Families |Groups
8 Bedrooms
9 Bathrooms
$1078 - $2820 / night (excl. fees & taxes)
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Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
Tropical Escape Sarasota
3 Bedrooms
2 Bathrooms
$290 - $295 / night (excl. fees & taxes)
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Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
Golf Course Condo
2 Bedrooms
2 Bathrooms
$116 / night (excl. fees & taxes)
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The River House
The River House
The River House
The River House
The River House
The River House
The River House
The River House
The River House
The River House
The River House
The River House
The River House
The River House
The River House
4 Bedrooms
3 Bathrooms
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3 reviews
$500 / night (excl. fees & taxes)
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Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
Palm Paradise
3 Bedrooms
2 Bathrooms
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3 reviews
$220 / night (excl. fees & taxes)
    21 – 40 Rentals