Entire home

Siesta Key Island Rentals

Choose dates to view prices

5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

5365 Calle Florida, Siesta Key, FL W/Pool | Terrace/patio

Iron/ironing board, free WiFi, bed sheets

711 Beach Rd, Siesta Key, FL No Pool | Living area

Overview
Location
Prices
Amenities
Policies

Exceptional

Popular amenities

Washer
Dryer
Parking included
Free WiFi

Explore the area

515 Beach Rd, Siesta Key, FL, 34242

Place, Siesta Key Beach
‪1 min walk‬
Place, Siesta Key Farmers Market
‪9 min walk‬
Place, Siesta Key Beach Playground
‪15 min walk‬
Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
‪33 min drive‬

Room options

447 Avenida De Mayo, Siesta Key, FL W/Pool

Water view
1500 sq ft
3 bedrooms
Sleeps 8
2 King Beds and 2 Double Beds
Free WiFi

5405 Plaza De Las Palmas, Siesta Key, FL W/Pool

1400 sq ft
3 bedrooms
Sleeps 7
1 King Bed, 2 Twin Beds and 1 Queen Bed
Free WiFi

516 Canal Rd, Siesta Key, FL W/Pool

550 sq ft
1 bedroom
Sleeps 4
1 King Bed and 1 Double Sofa Bed
Free WiFi

518 Canal Rd, Siesta Key, FL W/Pool

550 sq ft
1 bedroom
Sleeps 4
1 King Bed and 1 Double Sofa Bed
Free WiFi

5405 Plaza De Las Palmas, Siesta Key, FL W/jacuzzi

Garden view
400 sq ft
1 bedroom
Sleeps 2
1 King Bed
Free WiFi

5405 Plaza De Las Palmas, Siesta Key, FL W/Pool

1800 sq ft
4 bedrooms
Sleeps 10
2 King Beds, 1 Queen Bed, 2 Twin Beds and 1 Double Sofa Bed
Free WiFi

449 Canal Rd, Siesta Key, FL W/Pool

Canal view
2585 sq ft
3 bedrooms
Sleeps 10
2 King Beds and 2 Queen Beds
Free WiFi

5230 Avenida Navarra, Siesta Key, FL W/Pool

1300 sq ft
3 bedrooms
Sleeps 6
2 King Beds and 1 Queen Bed
Free WiFi

322 Calle Miramar, Siesta Key, FL W/pool

Garden view
1293 sq ft
3 bedrooms
Sleeps 6
3 King Beds
Free WiFi

330 Avenida De Paradisio, Siesta Key, FL W/Pool

2346 sq ft
3 bedrooms
Sleeps 8
2 King Beds, 1 Queen Bed and 1 Queen Murphy Bed
Free WiFi

5224 Avenida Navarra, Siesta Key, FL W/Shared Pool

1240 sq ft
2 bedrooms
Sleeps 8
1 King Bed, 2 Queen Bunk Beds and 2 Twin Beds
Free WiFi

5240 Avenida Navarra, Siesta Key, FL W/Shared Pool

1200 sq ft
2 bedrooms
Sleeps 6
1 King Bed, 2 Twin Beds and 1 Double Sofa Bed
Free WiFi

153 Beach Rd, Siesta Key, FL W/jacuzzi

350 sq ft
1 bedroom
Sleeps 2
1 King Bed
Free WiFi

153 Beach Rd, Siesta Key, FL W/jacuzzi

500 sq ft
1 bedroom
Sleeps 2
1 King Bed
Free WiFi

5310 Avenida Navarra, Siesta Key, FL W/jacuzzi

Garden view
400 sq ft
2 bedrooms
Sleeps 3
1 King Bed and 1 Twin Bed
Free WiFi

5302 Avenida Navarra, Siesta Key, FL W/jacuzzi

500 sq ft
2 bedrooms
Sleeps 4
1 King Bed, 1 Double Bed and 1 Twin Bed
Free WiFi

5306 Avenida Navarra, Siesta Key, FL W/jacuzzi

Garden view
500 sq ft
2 bedrooms
Sleeps 4
1 King Bed, 1 Double Bed and 1 Twin Bed
Free WiFi

526 Treasure Boat Way, Siesta Key, FL W/Pool

Canal view
1759 sq ft
3 bedrooms
Sleeps 7
1 King Bed, 1 Queen Bed, 1 Double Bed and 1 Twin Bed
Free WiFi

711 Beach Rd, Siesta Key, FL No Pool

Partial ocean view
550 sq ft
2 bedrooms
Sleeps 6
1 King Bed, 1 Queen Bed and 1 Double Sofa Bed
Free WiFi

511 Avenida De Mayo, Siesta Key, FL W/Pool

Canal view
1800 sq ft
3 bedrooms
Sleeps 8
2 King Beds and 3 Twin Beds
Free WiFi

447 Canal Rd, Siesta Key, FL W/Pool

Water view
2500 sq ft
3 bedrooms
Sleeps 9
1 King Bed, 1 Queen Bed, 2 Double Beds and 1 Twin Bed
Free WiFi

1228 Siesta Bayside Dr, Siesta Key, FL W/Shared Pool

Lagoon view
1280 sq ft
2 bedrooms
Sleeps 5
1 King Bed, 1 Queen Bed and 1 Twin Bed
Free WiFi

5365 Calle Florida, Siesta Key, FL W/Pool

4 bedrooms
Sleeps 10
2 King Beds, 1 Queen Bed and 3 Twin Beds
Free WiFi

About the neighborhood

Siesta Key

Located within a 5-minute walk of Siesta Key Beach, Siesta Key Island Rentals is within a 15-minute stroll of Siesta Key Farmers Market. This 6-room, 3-star vacation home welcomes guests with conveniences like free in-room WiFi, free self parking, and laundry facilities.

View more Vacation Homes in Siesta Key

What's nearby

Siesta Key Beach - 1 min walk - 0.1 miles
Siesta Key Farmers Market - 9 min walk - 0.5 miles
Siesta Key Beach Playground - 15 min walk - 0.8 miles
St. Boniface Episcopal Church Labyrinth - 2 min drive - 1.1 miles
Crescent Beach - 7 min drive - 3.2 miles

Getting around

Sarasota-Bradenton Intl. Airport (SRQ) - 33 min drive

Restaurants

‪Siesta Beach Pavilion - ‬12 min walk
‪Siesta Key Snack Bar - ‬12 min walk
‪Circle K - ‬12 min walk
‪Gilligan's Island Bar & Grill - ‬8 min walk
‪Sun Garden Cafe - ‬11 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Siesta Key Island Rentals

At Siesta Key Island Rentals, guests have access to features like laundry facilities. If you decide to drive, there's free parking.

Siesta Key Island Rentals's 6 homes provide washers/dryers and ironing boards. Guests can stay connected with free WiFi.

The recreational activities listed below are available either on site or nearby; fees may apply.

Similar properties

Pool
Hot tub
Breakfast included
Pet friendly

$107 nightly

May 25 - May 26

Total with taxes and fees

Property amenities

Beach

Beach towels
Beach umbrellas

Internet

Available in the house: Free WiFi

Parking and transportation

Free self parking on site

Bedrooms

Bedsheets provided

Laundry

Laundry facilities
Washer/dryer

Pets

No pets allowed

Suitability/Accessibility

No elevator
Smoking not allowed

Services and conveniences

Guidebooks
Iron/ironing board
Restaurant dining guides

Things to do

Cycling nearby
Fishing nearby
Hiking/biking trails nearby
Windsurfing nearby

Safety features

Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

6 units

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: anytime

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Contactless check-out available

Special check-in instructions

There is no front desk at this property

The check-in location differs from the property location; go to: [515 Beach Rd, Sarasota, FL 34242]

Guests will receive an email within 7 days before arrival with check-in instructions and an access code; access will be through a private entrance

Prior to arrival, you must complete online registration via a secure link

You will be asked to provide the property with a copy of your government-issued photo ID after booking

Information provided by the property may be translated using automated translation tools

Access methods

Access code, private entrance

Pets

This property doesn't allow pets

Property payment types

Important information

You need to know

Extra-person charges may apply and vary depending on property policy

Government-issued photo identification and a credit card may be required at check-in for incidental charges

Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed

This property accepts credit cards and debit cards; cash is not accepted

Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Check-in: 4:00 PM—-anytime
Check-out: 10:00 AM
Minimum check-in age: 25

Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Charges for extra guests may apply and vary depending on the property's policy.
A credit card for incidental charges and a government-issued photo ID may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards and debit cards. Cash is not accepted.

Additional information about polices, regulations, and more:

There are no elevators.
No cribs or infant beds are available.
No rollaway or extra beds are available.

Property is also known as

Siesta Key Rentals Siesta Key

Frequently asked questions

Is a free cancellation option available at Siesta Key Island Rentals?

Siesta Key Island Rentals offers free cancellation on some room rates. To learn more, take a look at the cancellation policy on Orbitz.

How much does it cost to stay at Siesta Key Island Rentals?

As of May 22, 2026, prices found for a 1-night stay for 2 adults at Siesta Key Island Rentals on May 25, 2026 start from $388, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What can I see within easy reach of Siesta Key Island Rentals?

This vacation home in Siesta Key is within a 10-minute walk of Siesta Key Beach and Siesta Key Farmers Market. You'll also find Crescent Beach and Turtle Beach within a short drive.

Is there parking available at Siesta Key Island Rentals?

Yes, self parking is offered for free at the vacation home.

Does Siesta Key Island Rentals have a casino on the premises?

No, Siesta Key Island Rentals doesn't have a casino.

Is there an indoor pool at Siesta Key Island Rentals?

No, there is no indoor pool at this vacation home.

What amenities will couples enjoy at Siesta Key Island Rentals?

Couples will appreciate amenities at this vacation home, including a private pool, a private outdoor hot tub, and partial ocean view in some house.

Are there hot tubs at Siesta Key Island Rentals?

No, this vacation home doesn't have a spa tub.

Does Siesta Key Island Rentals feature a restaurant that includes a breakfast menu?

No, Siesta Key Island Rentals doesn't have a restaurant that serves breakfast.

Does Siesta Key Island Rentals allow pets to stay free of charge?

No, pets aren't allowed at Siesta Key Island Rentals.

Are there connecting rooms at Siesta Key Island Rentals?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from Siesta Key Island Rentals?

The closest major airport to Siesta Key Island Rentals is Sarasota-Bradenton Intl. Airport (SRQ), which is 10.6 mi away (33 minutes by car).

Are there rooms with balconies at Siesta Key Island Rentals?

Yes, some house at this vacation home offer either a furnished balcony/patio and a furnished patio where guests can enjoy canal and city views.

Siesta Key Island Rentals Reviews

9.6

Exceptional

9.8/10

Cleanliness

9.0/10

Amenities

9.4/10

Property conditions & facilities

10/10 Excellent

Melissa

Traveled with group

May 18, 2026

Liked: Cleanliness

I would highly recommend 447 Canal Street. It was beautiful, clean, updated and comfortable. There were a lot of stairs so consider that when planning your trip. Love that it has its own pool. All the dishes and pots/pans/utensils were new and desirable for use. We will be returning!

Stayed 4 nights in Apr 2026

10/10 Excellent

Steven Murray

Jan 24, 2026

Liked: Cleanliness, amenities, property conditions & facilities

Location, location, location! Walked down the street everyday for restaurants and shopping. The house has everything you need and a private yard on the water. Felt like we were at home.

Stayed 7 nights in Jan 2026

8/10 Good

Bennie Lee

Traveled with partner

Jan 15, 2026

Liked: Cleanliness, amenities, property conditions & facilities

Rooms were nice and clean. Cozy Cottage is a very nice and quaint place to stay. I would most definitely recommend it for others. They had a nice wagon for the beach to take our beach chairs, umbrella, etc. They even furnished a small cooler for us. May need a new umbrella though. We were just a couples minutes walk to the beach. Easy walk to Siesta Village.

Stayed 6 nights in Jan 2026

10/10 Excellent

Nicholas

Jan 13, 2026

Stayed 5 nights in Jan 2026

10/10 Excellent

ed

Dec 30, 2025

Stayed 3 nights in Dec 2025

10/10 Excellent

Erin

Traveled with family

Dec 15, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Clean and everything we needed was there! Great location! Walking distance to great restaurants and shops. Very accommodating!

Stayed 3 nights in Nov 2025

8/10 Good

Cornelia, Manassas

Traveled with family

Dec 8, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Wonderful stay,Great owners,Fun times

Stayed 6 nights in Nov 2025

10/10 Excellent

Pete

Nov 27, 2025

Stayed 5 nights in Nov 2025

10/10 Excellent

Derrick

Traveled with family

Nov 15, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Very nice place, we loved it. Great location.

Stayed 7 nights in Oct 2025

10/10 Excellent

Oleksandr

Nov 12, 2025

Stayed 4 nights in Oct 2025

10/10 Excellent

Robert

Nov 5, 2025

Stayed 2 nights in Nov 2025

8/10 Good

Mario Saw

Oct 20, 2025

Stayed 6 nights in Oct 2025

10/10 Excellent

Luis

Sep 7, 2025

Liked: Cleanliness, room comfort

Excelentes vacaciones

Exelente en todo y pensamos regresar lo mas pronto posible

Stayed 3 nights in Sep 2025

10/10 Excellent

Odulina

Traveled with partner

Aug 31, 2025

Liked: Cleanliness, amenities, property conditions & facilities

This place is a small piece of paradise, a few steps and you are in Siesta Beach. It’s so quiet considering it’s in a corner lot with lots of human and vehicle traffic. The ambiance is so lively yet cozy because people are well behaved and friendly. We will definitely come back.

Stayed 3 nights in Aug 2025

10/10 Excellent

Verified traveler

Traveled with group, Traveled with family

Aug 19, 2025

Liked: Cleanliness, room comfort

Great place! Walk to beach!

Stayed 4 nights in Aug 2025

10/10 Excellent

Julianna

Traveled with family

Aug 16, 2025

Liked: Cleanliness, amenities, property conditions & facilities

This place was incredible. We have traveled a lot with family and this was the best. Very comfortable and accommodating! I really cannot say enough good about this house.

Stayed 4 nights in Aug 2025

10/10 Excellent

Glenn

Traveled with family and small children

Aug 14, 2025

Liked: Cleanliness, amenities, property conditions & facilities

We very much enjoyed our stay at the Marlin residence. The outside pool was very clean and accommodating. Great communication with the property in the answered all our questions in a timely and expedient manner. We loved our stay. Traveling with two small children six months in two years old it was everything we were hoping for

Stayed 5 nights in Aug 2025

10/10 Excellent

Esther

Traveled with family

Aug 3, 2025

Liked: Cleanliness, room comfort

Best Place Ever!

This is the best place to stay in Siesta Key and overall best place. Everything was very clean, the AC works so good specially during hot weather the room stays very cold. The bed was so comfortable and cleaned. This place has the best customer service I have ever experienced. Very sweet, helpful, and caring. There was a night were we forgot our password getting in and I sent them a email since it was after hours saying we needed the password and they called immediately after I sent the email, Checking if we were okay and if we needed help. This place is across from the beach like a 5 minute walk very close and the village is also right around the corner. I recommend this place 100%.

Stayed 4 nights in Jul 2025

10/10 Excellent

Ilker

Traveled with family and small children

Aug 2, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Quiet neighborhood, clean and well maintained property, responsive management.

Stayed 7 nights in Jul 2025

10/10 Excellent

Hope

Traveled with group

Jul 31, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Everything we needed. And close to everything. Great communication. We'll come again

Stayed 3 nights in Jul 2025

10/10 Excellent

Brittany

Traveled with family

Jul 29, 2025

Liked: Cleanliness, amenities, property conditions & facilities

As I booked this trip through Expedia I was at first a little confused/misled at what Siesta Key Island Rentals was. Let me be clear in saying that these are not condo rentals or a hotel, these are not all located in the same area nor do they all have the same amenities! With that said the rental we chose was called “the yellow cabin”. And I can say it was worth every penny. We traveled by plane for this vacay which limited what we were able to bring. I was a little worried about missing out on the beach fun or spending a gazillion dollars on things we would essentially have to leave behind. When I tell you this place supplied everything, I mean it! A beach wagon, umbrella, cooler, beach chairs, sand toys, rafts, boogie boards… there was nothing I wanted for during our time on the beach! The location was quiet and while not on the beach it was a short 200ft walk to the sand! The cottage was adorable, and perfect for our family of 4. Walking distance to a mom and pop grocery store and multiple stores/restaurants while still feeling like we were staying in a quiet little neighborhood. From the owner to the property managers, to the maintenance men, everyone we dealt with was polite and accommodating! Can’t wait to stay again! Thank you!

Stayed 6 nights in Jul 2025

10/10 Excellent

Deborah, Miami

Traveled with family

Jul 26, 2025

Liked: Cleanliness, amenities, property conditions & facilities

We had a very pleasant experience working with Siesta Key Island Rentals. Communication was smooth and professional from start to finish, making the entire booking process easy and stress-free. The unit itself was perfect—clean, comfortable, and ideally located. We were able to walk to the beach, restaurants, and shops without ever needing a car. Would definitely rent with them again and highly recommend to anyone visiting Siesta Key!

Stayed 3 nights in Jul 2025

8/10 Good

PAUL

Jul 23, 2025

Disliked: Amenities, property conditions & facilities

I want use Expedia to select a vacation destination again.

Stayed 4 nights in Jul 2025

10/10 Excellent

Kelly

Traveled with family and small children

Jul 22, 2025

Liked: Cleanliness, amenities, property conditions & facilities

It was an experience I won’t soon forget. 10/10.

Stayed 3 nights in Jul 2025

4/10 Poor

Wilfredo

Jul 8, 2025

Stayed 4 nights in Jul 2025

Siesta Key Island Rentals

Choose dates to view prices

Photo gallery for Siesta Key Island Rentals

Reviews

Popular amenities

Explore the area

Room options

View all photos for 447 Avenida De Mayo, Siesta Key, FL W/Pool

447 Avenida De Mayo, Siesta Key, FL W/Pool

View all photos for 5405 Plaza De Las Palmas, Siesta Key, FL W/Pool

5405 Plaza De Las Palmas, Siesta Key, FL W/Pool

View all photos for 516 Canal Rd, Siesta Key, FL W/Pool

516 Canal Rd, Siesta Key, FL W/Pool

View all photos for 518 Canal Rd, Siesta Key, FL W/Pool

518 Canal Rd, Siesta Key, FL W/Pool

View all photos for 5405 Plaza De Las Palmas, Siesta Key, FL W/jacuzzi

5405 Plaza De Las Palmas, Siesta Key, FL W/jacuzzi

View all photos for 5405 Plaza De Las Palmas, Siesta Key, FL W/Pool

5405 Plaza De Las Palmas, Siesta Key, FL W/Pool

View all photos for 449 Canal Rd, Siesta Key, FL W/Pool

449 Canal Rd, Siesta Key, FL W/Pool

View all photos for 5230 Avenida Navarra, Siesta Key, FL W/Pool

5230 Avenida Navarra, Siesta Key, FL W/Pool

View all photos for 322 Calle Miramar, Siesta Key, FL W/pool

322 Calle Miramar, Siesta Key, FL W/pool

View all photos for 330 Avenida De Paradisio, Siesta Key, FL W/Pool

330 Avenida De Paradisio, Siesta Key, FL W/Pool

View all photos for 5224 Avenida Navarra, Siesta Key, FL W/Shared Pool

5224 Avenida Navarra, Siesta Key, FL W/Shared Pool

View all photos for 5240 Avenida Navarra, Siesta Key, FL W/Shared Pool

5240 Avenida Navarra, Siesta Key, FL W/Shared Pool

View all photos for 153 Beach Rd, Siesta Key, FL W/jacuzzi

153 Beach Rd, Siesta Key, FL W/jacuzzi

View all photos for 153 Beach Rd, Siesta Key, FL W/jacuzzi

153 Beach Rd, Siesta Key, FL W/jacuzzi

View all photos for 5310 Avenida Navarra, Siesta Key, FL W/jacuzzi

5310 Avenida Navarra, Siesta Key, FL W/jacuzzi

View all photos for 5302 Avenida Navarra, Siesta Key, FL W/jacuzzi

5302 Avenida Navarra, Siesta Key, FL W/jacuzzi

View all photos for 5306 Avenida Navarra, Siesta Key, FL W/jacuzzi

5306 Avenida Navarra, Siesta Key, FL W/jacuzzi

View all photos for 526 Treasure Boat Way, Siesta Key, FL W/Pool

526 Treasure Boat Way, Siesta Key, FL W/Pool

View all photos for 711 Beach Rd, Siesta Key, FL No Pool

711 Beach Rd, Siesta Key, FL No Pool

View all photos for 511 Avenida De Mayo, Siesta Key, FL W/Pool

511 Avenida De Mayo, Siesta Key, FL W/Pool

View all photos for 447 Canal Rd, Siesta Key, FL W/Pool

447 Canal Rd, Siesta Key, FL W/Pool

View all photos for 1228 Siesta Bayside Dr, Siesta Key, FL W/Shared Pool

1228 Siesta Bayside Dr, Siesta Key, FL W/Shared Pool

View all photos for 5365 Calle Florida, Siesta Key, FL W/Pool

5365 Calle Florida, Siesta Key, FL W/Pool

About the neighborhood

Siesta Key

What's nearby

Getting around

Restaurants

About this property

Entire place

Siesta Key Island Rentals

Similar properties

Spark by Hilton Sarasota Siesta Key Gateway

Property amenities

Beach

Internet

Parking and transportation

Bedrooms

Laundry

Pets

Suitability/Accessibility

Services and conveniences

Things to do

Safety features

General

Policies

Check-in

Check-out

Special check-in instructions

Access methods