Vacation Rentals & Beach Rentals in Siesta Key

Updating...

age 0-16
140 Results

Relevance

Price: low to high

Price: high to low

Reviews

140 beach rentals

Siesta Key Beach : 2 Bedroom, 3 Beds, 3 Bathroom Duplex & Heated Pool

Siesta Key apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$182

Grand accomdation on USA #1 Beach - Siesta Key Fl

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$205

Match: Shared outdoor pool (heated) Golf course on site or within 15 min walk

All filters match

Price per night from

$284

These homes match some but not all of your filters. Clear all filters

“Great stay in Sarasota” My husband and our two daughters spent a wonderful four days in Sarasota. The townhome we stayed in was beautiful and had all the amenities we needed. We spent every day at the beach and relaxed at the townhome in the evenings. We would definitely stay here again and have recommended this place to our family and friends. Thanks Louie!

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$434

4 minute flip flop walk to the beach! Starfish 2/2

Siesta Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$338

Siesta Key Gulf View Condo

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 33 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$447

Luxury Waterfront Views/Pool/1400sf/2 min to Beach

Siesta Key condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 32 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$339

Siesta Key vaca rental

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$229

Ten35 Seaside - Direct Gulf View: Residence 601

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$927

Frangi Pani at The Wildflower

Siesta Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$489

Best of both worlds! Fish in bay or go to beach!

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Modern place in an awesome location” My family really enjoyed our time at this place. It was very clean, a convenient end unit, and close to the beautiful beach. Having the Intracoastal and pool was great, too. Being fully stocked and 2 TVs was a welcome surprise. Thanks for a great stay!

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$228

Beach Vacation rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$247

Siesta Key/Derby Bay

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect!” Our family really enjoyed staying here! The villa was very well maintained and cleaned. It was stocked with everything you would need. The owner was very responsive to any concerns. We had a super nice neighbor and my boys loved fishing off the dock. I would recommend renting a golf cart to go to the beach if you have children (with toys etc) or elderly people with walking concerns. It is quite a walk to get to the beach (because you also have to walk down to the cross walk then across the street). The beach in front of the Aloha Kai property is very wide (great because it was never crowded like in front of other resorts) but it was an even farther walk to the water. We have always stayed beach front but needed more rooms than were available in my booking time frame this year. This property has changed the way I will book on siesta in the future. My boys LOVED fishing everyday off the dock. They caught lots of cool fish right off the back. The street that this villa is on was very quiet for our stay. Everyone was very kind & the property is very beautiful! We hope to come back very soon! It was a wonderful experience.

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

Siesta Key Villa

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$332

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.

1 of 2 match: Shared outdoor pool (heated), Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$115

Beachfront Getaway in Siesta Key

Siesta Key townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Very comfortable, nice amenities and well run.” Loved the beach and the nearby restaurants. The free trolly ride was easy to use and a great way to go into the village.

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$224

Sea Shell Condo-Right On Crescent Beach-Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 23 minutes

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$390

120 Steps to the Beach with beach gear included!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$424

Siesta Key beach & sunsets - 2018 Spring & Summer openings!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$131

Family Tides - High Tides: By Beachside Management

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$549

Amazing views, 11th flr, On the beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$409

Palm Bay Club - G46: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Relaxing Condo on Siesta Key - Close to beach - Mermaids Rest

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$332

Sea Shell; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$320

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$411

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$320

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$515

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$263

Amazing Beachfront Condo, Siesta Key,

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

FANTASTIC VACATION! STEPS FROM THE POOL AND BEACH, VERY CLEAN CONDO!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$271

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$144

Jamaica Royale #104! Completely renovated, Gulf side, beautiful 2b/2b Condo!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$337

Siesta Key - 2bdrm on the beach - amazing views!!

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$602

Reserve now! Beautiful Siesta key Beach

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$344

2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$258

Luxurious 2 BR Condo-Short Walk to Siesta Beach/1 Small Dog (25 lbs Max) Allowed

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“a fine 2 weeks in Siesta” charming property, that was comfortable for four. The unit was very clean and fresh upon arrival. The neighbours were friendly and the overall property well kept. Siesta Key is a quiet community with usual shopping amenities over the causeway. This property was a brief 10 minute walk to the beach. Would we stay again, yes.

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$165

Cathy's Crescent Condos-Siesta Key, FL GULF FRONT

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great View” We stayed at Kathy’s condo during the 4th of July week. The Condo was great and the view was amazing. We enjoyed the fireworks display and easy access to the beach. We look forward to renting her condo again in the future.

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$314

GULF FRONT ON #1 Beach! Siesta Dunes (by owner)

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Perfect, Perfect, Perfect” Nice condo with everything close by! Owners were great to deal with and as stated it would be . We plan on visiting again and would recommend this place to anyone.

1 of 2 match: Golf course on site or within 15 min walk, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$271

Viewing 38 of 140
rentals in Siesta Key

×

Also consider