Bayside Endless Summer - 1239C

6 guests · 3 bedrooms · 2 baths

Pool · Beach access · Ironing facilities

This House in Siesta Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

10 / 10

Outstanding(3 Ratings)

Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access

20 guests · 6 bedrooms · 4 baths

Looking for a Apartment in Siesta Beach, this Apartment for $1,091 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Miramar

8 guests · 4 bedrooms · 3 baths

Experience the best of Siesta Beach with this Villa available for $1,128. This property is equipped with amenities including Non-smoking, No pets allowed and Family friendly, and more.

10 / 10

Outstanding(3 Ratings)

Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access

20 guests · 6 bedrooms · 4 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Siesta Beach at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access for $1,091 for your next trip.

9.8 / 10

Outstanding(17 Ratings)

Ten35 Seaside Rentals

6 guests · 2 bedrooms · 4 baths

Free WiFi/internet · Pool · Hot tub/Jacuzzi

Indulge in a peaceful retreat at Ten35 Seaside Rentals, our elegant Apartment in Siesta Beach. Enjoy amenities including Free Parking, Gym and WiFi/Internet, and more.

10 / 10

Outstanding(3 Ratings)

Siesta Key Gulf & Bay Club

8 guests · 3 bedrooms · 2 baths

Experience the best of Siesta Beach with this Apartment available for $997. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

New Listing! Bayside Unit, Balcony, Private Beach!

12 guests · 4 bedrooms · 4 baths

Free WiFi/internet · Air conditioning · Pool

This Apartment for $1,268 in Siesta Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

9.8 / 10

Outstanding(122 Ratings)

Luxury Oasis - 5 Min Walk to Private Beach - Avoid Crowded Public Beach

10 guests · 5 bedrooms · 4 baths

This House in Siesta Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Siesta Key Coastal Getaway - Steps to the Beach

10 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

This House in Siesta Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

10 / 10

Outstanding(51 Ratings)

Siesta Coastal Oasis - 5 Min Paved Walk to the Private Beach

10 guests · 5 bedrooms · 4 baths

This inviting House in Siesta Beach can fit your needs for many types of vacations, at $1,348 per night.

Miramar

8 guests · 4 bedrooms · 3 baths

Looking to create some memories in Siesta Beach? Look no further than our Villa, Miramar. Enjoy top-rated amenities including Non-smoking, No pets allowed and Family friendly, and more.

Luxury Top-Floor Retreat - Siesta Key

10 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

When traveling to Siesta Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,328 per night.

You can save with One Key

9.9 / 10

Outstanding(51 Ratings)

Siesta Coastal Oasis - 5 Min Paved Walk to the Private Beach

10 guests · 5 bedrooms · 4 baths

Nestled in Siesta Beach, this House is perfect for your next vacation. Enjoy Siesta Coastal Oasis - 5 Min Paved Walk to the Private Beach's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

Beachfront

Combined Beachfront Bliss - Aloha Kai #24 & #24N - Roelens

8 guests · 3 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our House in Siesta Beach has everything you need for a rejuvenating stay. Treat yourself to Combined Beachfront Bliss - Aloha Kai #24 & #24N - Roelens's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

Beachfront

9 / 10

Outstanding(5 Ratings)

Siesta Key Beach Condo

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

This inviting Apartment in Siesta Beach can fit your needs for many types of vacations, at $1,210 per night.

Beachfront

Combined Beachfront Bliss - Aloha Kai #24 & #24N - Roelens

8 guests · 3 bedrooms · 2 baths

Discover the beauty of Siesta Beach with a stay at Combined Beachfront Bliss - Aloha Kai #24 & #24N - Roelens, a top rated House with amenities such as No pets allowed, Family friendly and Non-smoking, and more.

Beachfront

10 / 10

Outstanding(1 Rating)

Palm Bay Club 7th-Floor Oceanfront Condo on Private Beach

6 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Air conditioning · Pool

Looking for a House in Siesta Beach, this House for $1,117 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

Unleash Island Bliss - Aloha Kai #34 & #37 - Roelens

10 guests · 3 bedrooms · 3 baths

Looking for a memorable stay in Siesta Beach? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

Combined Beachfront Bliss - Aloha Kai #24 & #24N - Roelens

8 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

House in Siesta Beach, for $1,137 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Unleash Island Bliss - Aloha Kai #34 & #37 - Roelens

10 guests · 3 bedrooms · 3 baths

Soak up the beauty of Siesta Beach in our House, Unleash Island Bliss - Aloha Kai #34 & #37 - Roelens. With a range of amenities such as No pets allowed, Family friendly and Non-smoking, you'll feel right at home.

You can save with One Key

10 / 10

Outstanding(13 Ratings)

Relaxing Canal Home, just 2 blocks from Beach!

8 guests · 4 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Siesta Beach at Relaxing Canal Home, just 2 blocks from Beach! for $1,083 for your next trip.

Unleash Island Bliss - Aloha Kai #34 & #37 - Roelens

10 guests · 3 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a memorable stay in Siesta Beach? Our House might just be what you're looking for. Enjoy amenities including Free Parking, Non-smoking and Family friendly, and more during your stay.

You can save with One Key

10 / 10

Outstanding(1 Rating)

Villa 26 - Premium Plus

6 guests · 2 bedrooms · 2 baths

This Villa in Siesta Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Beachfront

Aloha Kai Villa 26 - Soak Up the Sun on Siesta Key W&D

6 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking for the perfect place to call home during your trip to Siesta Beach? This Villa offers a comfort and style with top-notch amenities, including Free Parking, WiFi/Internet and Heating, and more.

10 / 10

Outstanding(1 Rating)

Villa 26 - Premium Plus

6 guests · 2 bedrooms · 2 baths

This Villa in Siesta Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Beachfront

9.7 / 10

Outstanding(24 Ratings)

Nothing Comparable on Siesta Key to 4BR Beachfront - Right on #1 Rated Beach

in Sarasota

8 guests · 4 bedrooms · 2 baths

Experience the best of Siesta Beach with this House available for $1,047. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

8.5 / 10

Excellent(19 Ratings)

Our House at the Beach 501W By Beachside Management

8 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Accessible by lift

Experience vacation in Siesta Beach with our Apartment, Our House at the Beach 501W By Beachside Management. Enjoy amenities such as Free Parking, Tennis court and WiFi/Internet, and more.

8 / 10

Excellent(4 Ratings)

Luxury Canal-Front Home + Heated Pool Near Beach

8 guests · 3 bedrooms · 2 baths

This inviting House in Siesta Beach can fit your needs for many types of vacations, at $976 per night.

10 / 10

Outstanding(1 Rating)

True Gulf View Siesta Key Beach Condo Private Beach Access

6 guests · 2 bedrooms · 2 baths

Looking for a memorable stay in Siesta Beach? Our Apartment might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

8.9 / 10

Excellent(36 Ratings)

Our House at the Beach 502E By Beachside Management

7 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

Looking for a Apartment in Siesta Beach, this Apartment for $994 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.