We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Siesta Key Beach Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
1,468 rental in Siesta Key.
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", vacation rental in Siesta Key

Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL"

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining, vacation rental in Siesta Key
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining, vacation rental in Siesta Key
Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining, vacation rental in Siesta Key

Private Patio, Walk to All, 2min- Siesta Keys Best Beach, 1min- Dining

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Bright & Beachy - Steps to the water!, vacation rental in Siesta Key
Bright & Beachy - Steps to the water!, vacation rental in Siesta Key
Bright & Beachy - Steps to the water!, vacation rental in Siesta Key

Bright & Beachy - Steps to the water!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Steps to Beach, 3 Heated Pools,  2 Level Townhome, Beachfront Complex, vacation rental in Siesta Key
Steps to Beach, 3 Heated Pools,  2 Level Townhome, Beachfront Complex, vacation rental in Siesta Key
Steps to Beach, 3 Heated Pools,  2 Level Townhome, Beachfront Complex, vacation rental in Siesta Key

Steps to Beach, 3 Heated Pools, 2 Level Townhome, Beachfront Complex

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Gertrude's Village House - in the Top Location on the Island, Private Patio!, vacation rental in Siesta Key
Gertrude's Village House - in the Top Location on the Island, Private Patio!, vacation rental in Siesta Key
Gertrude's Village House - in the Top Location on the Island, Private Patio!, vacation rental in Siesta Key

Gertrude's Village House - in the Top Location on the Island, Private Patio!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key
Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key
Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!, vacation rental in Siesta Key

Siesta Dreams 1- OceanViews, Roof Deck, Private Beach Path, in the Village!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Across the Street to Siesta Key Beach, Tennis, Heated Pool | Unaffected by, vacation rental in Siesta Key
Across the Street to Siesta Key Beach, Tennis, Heated Pool | Unaffected by, vacation rental in Siesta Key
Across the Street to Siesta Key Beach, Tennis, Heated Pool | Unaffected by, vacation rental in Siesta Key

Across the Street to Siesta Key Beach, Tennis, Heated Pool | Unaffected by

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
New home with private pool! - Courtyard Castle, vacation rental in Siesta Key
New home with private pool! - Courtyard Castle, vacation rental in Siesta Key
New home with private pool! - Courtyard Castle, vacation rental in Siesta Key

New home with private pool! - Courtyard Castle

Rental Home
6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool, vacation rental in Siesta Key
Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool, vacation rental in Siesta Key
Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool, vacation rental in Siesta Key

Spacious, beautifully decorated Townhouse ~ Private Beach~ Shuffleboard ~ Pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
In the Heart of Siesta Key Village and Steps to the #1 Beach, vacation rental in Siesta Key
In the Heart of Siesta Key Village and Steps to the #1 Beach, vacation rental in Siesta Key
In the Heart of Siesta Key Village and Steps to the #1 Beach, vacation rental in Siesta Key

In the Heart of Siesta Key Village and Steps to the #1 Beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach., vacation rental in Siesta Key
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach., vacation rental in Siesta Key
Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach., vacation rental in Siesta Key

Siesta Key 2BR /1Bath Villa Barefoot Bungalows -“Cozy” 1000 ft from beach.

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun, vacation rental in Siesta Key
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun, vacation rental in Siesta Key
Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun, vacation rental in Siesta Key

Perfect Local In Village,1 1/2 Block From #1 Beach In USA, Pool, Wifi, Sun

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Sand Dollar -Sunset Beach Resort, vacation rental in Siesta Key
The Sand Dollar -Sunset Beach Resort, vacation rental in Siesta Key
The Sand Dollar -Sunset Beach Resort, vacation rental in Siesta Key

The Sand Dollar -Sunset Beach Resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale, vacation rental in Siesta Key
Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale, vacation rental in Siesta Key
Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale, vacation rental in Siesta Key

Siesta Key Gulf Side - #84 - Private Tranquil Condo - Jamaica Royale

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Ocean-Views, Pool, Private Elevator, Covered Patio, 150 steps to Beach!, vacation rental in Siesta Key
Ocean-Views, Pool, Private Elevator, Covered Patio, 150 steps to Beach!, vacation rental in Siesta Key
Ocean-Views, Pool, Private Elevator, Covered Patio, 150 steps to Beach!, vacation rental in Siesta Key

Ocean-Views, Pool, Private Elevator, Covered Patio, 150 steps to Beach!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B, vacation rental in Siesta Key
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B, vacation rental in Siesta Key
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B, vacation rental in Siesta Key

SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
PALM BAY 5th floor Beach front 
Sunsets from the open lanai, Two Queen beds, vacation rental in Siesta Key
PALM BAY 5th floor Beach front 
Sunsets from the open lanai, Two Queen beds, vacation rental in Siesta Key
PALM BAY 5th floor Beach front 
Sunsets from the open lanai, Two Queen beds, vacation rental in Siesta Key

PALM BAY 5th floor Beach front Sunsets from the open lanai, Two Queen beds

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Private Beachfront on Siesta Key, vacation rental in Siesta Key
Private Beachfront on Siesta Key, vacation rental in Siesta Key
Private Beachfront on Siesta Key, vacation rental in Siesta Key

Private Beachfront on Siesta Key

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
One-of-a-Kind! Pool, Terraces, Ocean-View Rooftop, in Siesta Village at Best, vacation rental in Siesta Key
One-of-a-Kind! Pool, Terraces, Ocean-View Rooftop, in Siesta Village at Best, vacation rental in Siesta Key
One-of-a-Kind! Pool, Terraces, Ocean-View Rooftop, in Siesta Village at Best, vacation rental in Siesta Key

One-of-a-Kind! Pool, Terraces, Ocean-View Rooftop, in Siesta Village at Best

Rental Home
4 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Retreat Half-Mile to Beach/Siesta Key Village, vacation rental in Siesta Key
Retreat Half-Mile to Beach/Siesta Key Village, vacation rental in Siesta Key
Retreat Half-Mile to Beach/Siesta Key Village, vacation rental in Siesta Key

Retreat Half-Mile to Beach/Siesta Key Village

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Key Canal - Spacious Waterfront Home w/ Rooftop Deck, Walk to Siesta Beach, vacation rental in Siesta Key
The Key Canal - Spacious Waterfront Home w/ Rooftop Deck, Walk to Siesta Beach, vacation rental in Siesta Key
The Key Canal - Spacious Waterfront Home w/ Rooftop Deck, Walk to Siesta Beach, vacation rental in Siesta Key

The Key Canal - Spacious Waterfront Home w/ Rooftop Deck, Walk to Siesta Beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows, vacation rental in Siesta Key
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows, vacation rental in Siesta Key
Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows, vacation rental in Siesta Key

Siesta Key 2 BR 1BA less than 1000 ft from Beach-“GEM”-Barefoot Bungalows

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND, vacation rental in Siesta Key
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND, vacation rental in Siesta Key
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND, vacation rental in Siesta Key

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!, vacation rental in Siesta Key
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!, vacation rental in Siesta Key
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!, vacation rental in Siesta Key

Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall, vacation rental in Siesta Key
Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall, vacation rental in Siesta Key
Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall, vacation rental in Siesta Key

Stunning Gulf Views! Walk to Siesta Key Beach, Private Pool/Spa & Waterfall

Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times, vacation rental in Siesta Key
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times, vacation rental in Siesta Key
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times, vacation rental in Siesta Key

Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times

Rental Home
6 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop, vacation rental in Siesta Key
Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop, vacation rental in Siesta Key
Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop, vacation rental in Siesta Key

Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach, vacation rental in Siesta Key
Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach, vacation rental in Siesta Key
Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach, vacation rental in Siesta Key

Casa Van Lopik(Jardin)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Right in Siesta Key Village! Walk to the Beach, Pool, 2 King Beds, vacation rental in Siesta Key
Right in Siesta Key Village! Walk to the Beach, Pool, 2 King Beds, vacation rental in Siesta Key
Right in Siesta Key Village! Walk to the Beach, Pool, 2 King Beds, vacation rental in Siesta Key

Right in Siesta Key Village! Walk to the Beach, Pool, 2 King Beds

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
☀️ Beachfront. Gulf View from Every Room,  Beach & Pool Open, Sunset View, CLEAN, vacation rental in Siesta Key
☀️ Beachfront. Gulf View from Every Room,  Beach & Pool Open, Sunset View, CLEAN, vacation rental in Siesta Key
☀️ Beachfront. Gulf View from Every Room,  Beach & Pool Open, Sunset View, CLEAN, vacation rental in Siesta Key

☀️ Beachfront. Gulf View from Every Room, Beach & Pool Open, Sunset View, CLEAN

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Village Breeze II - White-sand, Pool, Beaches, Daiquiris, Seafood!, vacation rental in Siesta Key
The Village Breeze II - White-sand, Pool, Beaches, Daiquiris, Seafood!, vacation rental in Siesta Key
The Village Breeze II - White-sand, Pool, Beaches, Daiquiris, Seafood!, vacation rental in Siesta Key

The Village Breeze II - White-sand, Pool, Beaches, Daiquiris, Seafood!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to, vacation rental in Siesta Key
Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to, vacation rental in Siesta Key
Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to, vacation rental in Siesta Key

Siesta Sunset | Luxurious Beach Front Penthouse w/ Views of Gulf, Minutes to

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Canal Lower-Gorgeous 3 bed 3 bath near SK Village, vacation rental in Siesta Key
Canal Lower-Gorgeous 3 bed 3 bath near SK Village, vacation rental in Siesta Key
Canal Lower-Gorgeous 3 bed 3 bath near SK Village, vacation rental in Siesta Key

Canal Lower-Gorgeous 3 bed 3 bath near SK Village

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Canal-Front Home with Pool, Dock, and Rooftop Near Siesta Key Beach - Salty Dog, vacation rental in Siesta Key
Canal-Front Home with Pool, Dock, and Rooftop Near Siesta Key Beach - Salty Dog, vacation rental in Siesta Key
Canal-Front Home with Pool, Dock, and Rooftop Near Siesta Key Beach - Salty Dog, vacation rental in Siesta Key

Canal-Front Home with Pool, Dock, and Rooftop Near Siesta Key Beach - Salty Dog

Rental Home
6 bedrooms
6 bathrooms
Sleeps 17
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock, vacation rental in Siesta Key
$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock, vacation rental in Siesta Key
$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock, vacation rental in Siesta Key

$500 OFF!! Amazing Pool with Rock Water Slide - SLEEPS 22 - Waterfront w/ Dock

Rental Home
8 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Private Home with Pool and Sundeck!, vacation rental in Siesta Key
Private Home with Pool and Sundeck!, vacation rental in Siesta Key
Private Home with Pool and Sundeck!, vacation rental in Siesta Key

Private Home with Pool and Sundeck!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Beach House w/ heated pool! 5 min walk to Beach access, vacation rental in Siesta Key
Cozy Beach House w/ heated pool! 5 min walk to Beach access, vacation rental in Siesta Key
Cozy Beach House w/ heated pool! 5 min walk to Beach access, vacation rental in Siesta Key

Cozy Beach House w/ heated pool! 5 min walk to Beach access

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Siesta Key, Private Crescent Beach 2/2 Getaway, vacation rental in Siesta Key
Siesta Key, Private Crescent Beach 2/2 Getaway, vacation rental in Siesta Key
Siesta Key, Private Crescent Beach 2/2 Getaway, vacation rental in Siesta Key

Siesta Key, Private Crescent Beach 2/2 Getaway

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly, vacation rental in Siesta Key
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly, vacation rental in Siesta Key
Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly, vacation rental in Siesta Key

Siesta Key Beach Duplex-Close to Sarasota Beach/Pet Friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
La Siesta #202.  Located directly across from Siesta Key Beach., vacation rental in Siesta Key
La Siesta #202.  Located directly across from Siesta Key Beach., vacation rental in Siesta Key
La Siesta #202.  Located directly across from Siesta Key Beach., vacation rental in Siesta Key

La Siesta #202. Located directly across from Siesta Key Beach.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Private Beach Front Views | Heated Pool | Fitness Center | Unaffected by, vacation rental in Siesta Key
Private Beach Front Views | Heated Pool | Fitness Center | Unaffected by, vacation rental in Siesta Key
Private Beach Front Views | Heated Pool | Fitness Center | Unaffected by, vacation rental in Siesta Key

Private Beach Front Views | Heated Pool | Fitness Center | Unaffected by

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!, vacation rental in Siesta Key
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!, vacation rental in Siesta Key
SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!, vacation rental in Siesta Key

SKV 311 - Heated ❤ Pool, Walk to Village, Beach, Bars, Restaurants !!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Walk To Siesta Village And Beach/Private Pool & Hot Tub, vacation rental in Siesta Key
Walk To Siesta Village And Beach/Private Pool & Hot Tub, vacation rental in Siesta Key
Walk To Siesta Village And Beach/Private Pool & Hot Tub, vacation rental in Siesta Key

Walk To Siesta Village And Beach/Private Pool & Hot Tub

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Prime Beachfront with Views, Views, Views!, vacation rental in Siesta Key
Prime Beachfront with Views, Views, Views!, vacation rental in Siesta Key
Prime Beachfront with Views, Views, Views!, vacation rental in Siesta Key

Prime Beachfront with Views, Views, Views!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Luxury Pool and Rooftop Deck, Walk to Siesta Key Beach & Village! - Casa Siesta, vacation rental in Siesta Key
Luxury Pool and Rooftop Deck, Walk to Siesta Key Beach & Village! - Casa Siesta, vacation rental in Siesta Key
Luxury Pool and Rooftop Deck, Walk to Siesta Key Beach & Village! - Casa Siesta, vacation rental in Siesta Key

Luxury Pool and Rooftop Deck, Walk to Siesta Key Beach & Village! - Casa Siesta

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!, vacation rental in Siesta Key
Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!, vacation rental in Siesta Key
Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!, vacation rental in Siesta Key

Island Escape | Home on Siesta Key w/ Private Heated Pool & Ping Pong Table!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to, vacation rental in Siesta Key
Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to, vacation rental in Siesta Key
Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to, vacation rental in Siesta Key

Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to

Rental Home
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Island Sol | Private Pool, Pet Friendly next to Siesta Village and Siesta Beach, vacation rental in Siesta Key
Island Sol | Private Pool, Pet Friendly next to Siesta Village and Siesta Beach, vacation rental in Siesta Key
Island Sol | Private Pool, Pet Friendly next to Siesta Village and Siesta Beach, vacation rental in Siesta Key

Island Sol | Private Pool, Pet Friendly next to Siesta Village and Siesta Beach

Rental Home
5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Unaffected by Hurricanes | Private Beach Access | Heated Pool | Views | Docks, vacation rental in Siesta Key
Unaffected by Hurricanes | Private Beach Access | Heated Pool | Views | Docks, vacation rental in Siesta Key
Unaffected by Hurricanes | Private Beach Access | Heated Pool | Views | Docks, vacation rental in Siesta Key

Unaffected by Hurricanes | Private Beach Access | Heated Pool | Views | Docks

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Siesta Cool : Only Minutes Walk to Siesta Beach!, vacation rental in Siesta Key
Siesta Cool : Only Minutes Walk to Siesta Beach!, vacation rental in Siesta Key
Siesta Cool : Only Minutes Walk to Siesta Beach!, vacation rental in Siesta Key

Siesta Cool : Only Minutes Walk to Siesta Beach!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Showing results 1-50 of 1,468

Siesta Key Vacation Rentals
Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.
Lions, Tigers & Circuses
When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.
Gardens & Aquariums
Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.
Locomotives & Science
Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.
History & Baseball
From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.
Things to DoRestaurantsFlightsTravel StoriesCruisesRental Cars