COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Vacation Rentals & Beach Rentals in Siesta Key

Updating...

age 0-16
162 Results

Relevance

Price: low to high

Price: high to low

Number of reviews

162 beach rentals

Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!

Responds fast! avg. 36 minutes

Match: Bicycles available

All filters match

Price per night from

$200

Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 7

“This was the definition of home away from home” great value for your money...very cozy, with lots of new upgrades. Easy access to the beach and restaurants.

Responds fast! avg. 36 minutes

Match: Bicycles available

All filters match

Price per night from

$285

Jamaica Royale #92 on the #1 Beach in the USA!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$287

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 16 minutes

Match: Bicycles available

All filters match

Price per night from

$196

3 Bedroom/ 2 Bath unit across from Siesta Key Beach Access.- Islamorada

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Bicycles available

All filters match

Price per night from

$502

Perfect Getaway-2Bedroom/2Bath Steps from Beach with Pool Access!!- La Estrella

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$549

Charming Siesta Key Condo, Walk to Beach, Pool

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 2 hours 38 minutes

Match: Bicycles available

All filters match

Price per night from

$108

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

Responds fast! avg. 1 hour 19 minutes

Match: Bicycles available

All filters match

Price per night from

$178

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

Match: Bicycles available

All filters match

Price per night from

$87

Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Bicycles available

All filters match

Price per night from

$429

Large Modernized Home a Short Walk to Beach

Siesta Key house

4 bedrooms / 4 bathrooms / sleeps 12

Match: Bicycles available

All filters match

Price per night from

$373

Renovated 2 bedroom with beach views and pool access!!-Living the Dream, Mermaid

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$606

Beach Place Cottages - Seahorse Cottage - Peak of the Gulf - Beach Access #11

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

Match: Bicycles available

All filters match

Price per night from

$206

Beachside condo. Island Time on beautiful Siesta Key. Walk to the beach.

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

“Great time!” The unit was very clean and the complimentary use of bikes and beach accessories was awesome! The walk to the beach wasn't bad but I recommend taking advantage of the bikes provided. Downstairs unit so we could hear the guests footsteps above. Overall great experience!

Responds fast! avg. 1 hour 29 minutes

Match: Bicycles available

All filters match

Price per night from

$173

2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

“Great Location, Very Well Appointed” This house is perfectly located right in Siesta Key Village within an easy walk to shops and restaurants. It is also just a block from the beach. No parking hassles! The house is very well appointed. The owner has thoughtfully provided more than enough coffee for the Keurig, lots of towels, and all needed kitchen utensils, dishes, containers, and cooking supplies, in addition to a beach wagon and chairs. Although not luxurious, this is a very comfortable rental. We also liked the privacy of having our own house. The only negatives were the lack of towel racks in the bathrooms and the lack of hot water in the bathroom with the tub (it remained only warm, even after running for a very long time). The water in the other bathroom was fine.

Match: Bicycles available

All filters match

Price per night from

$315

Darling 1 Bedroom/ 1 Bath with private patio and 1 block to village!!- VH Island

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Bicycles available

All filters match

Price per night from

$389

BEACH RESIDENCES on Siesta, aka The Hyatt – 3 Bed/3 Bath Luxury Penthouse

Siesta Key hotel apartment

3 bedrooms / 3 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$1,374

Siesta Key private beach access

Siesta Key villa

3 bedrooms / 3 bathrooms / sleeps 8

“Siesta Key Townhouse” This was a wonderful place to stay! The house was very clean and spacious and had everything we needed for a week at the beach.

Responds fast! avg. 3 hours 2 minutes

Match: Bicycles available

All filters match

Price per night from

$442

Match: Bicycles available

All filters match

Price per night from

$389

Spectacular Oceanfront Upgraded Condo

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$364

A Siesta Tropical Retreat - Island Pool Oasis -super close to Village & #1 beach

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 9

“Your best choice for location!” We stayed for 10 lovely days in this home and I have to say It was an even better location than I expected. Everything you could want to do is in walking distance or you can walk to the village (maybe a 3 minute walk)and hop in a free taxi . The house is well appointed and beds are very comfortable. We traveled with a 10 yr.old, 11yr. old , and 15 yr. old my 15 yr. old niece slept in the trundle bed and commented on how comfortable the bed was. In the kitchen you will find a drawer full of menus for the many nearby restaurants and information for water activities. I highly recommend parasailing while your there ! Considering how close everything is the street is very quiet and the owners were great to deal with. Thanks Kathi and Grant!

Match: Bicycles available

All filters match

Price per night from

$449

1Bedroom/1Bath Steps Away From Siesta Key Beach With Pool!!- 1118B Bianco Sands

Siesta Key villa

1 bedroom / 1 bathroom / sleeps 2

Match: Bicycles available

All filters match

Price per night from

$495

Newly remodeled with beach and Pool Access!! -Crescent St. Perlita.

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$549

Luxury Oasis 2 Bedroom/ 2 Bath with Pool and Spa!!-Seven Nights 304

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$595

Directly Across from Siesta Beach with Gulf Views & Steps from Village!-LTD Star

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$606

Breath Taking 3bedroom/2bath steps from Siesta Key Beach-Bianco Sands 1128

Siesta Key villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$549

3 Bedroom 2 Bath at Palm Bay Club With 2 Pools and Beach Access!!!-PBC 303

Siesta Key condo

3 bedrooms / 2 bathrooms / sleeps 8

Match: Bicycles available

All filters match

Price per night from

$834

Sandy Toes Town Home

Siesta Key townhouse

3 bedrooms / 3 bathrooms / sleeps 6

“Time in Paradise” We recently had the luck to spend two months in paradise. This condo was comfortably appointed, well stock to meet all our needs, and most importantly in the perfect location. The beach was a short walk to the left and stores and restaurants were just a short walk to the right. We had a great time and enjoyed everything Sarasota, Siesta Key, and this Sandy Toes Condo had to offer. Thanks Mark!

Match: Bicycles available

All filters match

Price per night from

$277

2 Bedroom/ 2 Bath at Palm Bay Club with Two Pools and Beach Access!!- PBC 343

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$606

Renovated condo just steps from private beach access!! 11 E Sea Club II

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 2

Match: Bicycles available

All filters match

Price per night from

$320

Renovated condo at Sea Club II with heated pool and private beach access-1B

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Bicycles available

All filters match

Price per night from

$331

Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!

Siesta Key house

2 bedrooms / 3 bathrooms / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$457

Brand new with rooftop terrace. Directly across from Siesta Beach! 641 Beach Rd

Siesta Key house

4 bedrooms / 6 bathrooms / sleeps 10

Match: Bicycles available

All filters match

Price per night from

$1,764

Fantastic Island House of Siesta w/pool Walk to the beach

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 8 minutes

Match: Bicycles available

All filters match

Price per night from

$216

Canalfront Siesta Key Home w/ Heated Pool+Privacy!

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 0 minutes

Match: Bicycles available

All filters match

Price per night from

$414

Relaxing 2bed/2bath Pool Side, Steps from Siesta Key Beach!-Bianco Sands1126

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 5

Match: Bicycles available

All filters match

Price per night from

$827

Stunning 2Bed/1Bath With Pool & Steps From Beach!!-Sun and Sea #1

Siesta Key villa

2 bedrooms / 1 bathroom / sleeps 6

Match: Bicycles available

All filters match

Price per night from

$526

Viewing 37 of 162
rentals in Siesta Key

×

Also consider