Updating...

More filters

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Games room
Ceiling Fans
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Clothes dryer
Swing set or jungle gym
Table tennis
Pool or snooker table
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Climbing frame
Bicycles available
Towels provided
Linen provided
Microwave
Housekeeping Included

See all

Less

Pets allowed
Parking
Car not required
Children under 5

Non-Smoking property
Elevator access
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
City breaks
Walking trips
Tennis in town

Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Waterfront
Golf within 30mins drive

See all

Less

367 apartments

Sort by:

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: Rental types

All filters match

Price per night from

$202

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: Rental types

All filters match

Price per night from

$288

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

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$290

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 20 minutes

Match: Rental types

All filters match

Price per night from

$263

Walk to Crescent Beach, Wifi, Bay Views From Lanai, Heated Pool, Tennis, On Trol

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$98

Siesta Key Beach is Across the Street, Partial Bay Views, WiFi, Renovated, Overl

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$119

Siesta Key Condo w/Private Beach Access, Wifi Included, Heated Pool, Tennis & B

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$127

Only 6 Minute Walk to Crescent Beach, Free Wifi, Private Lanai, Heated Pool, Fis

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$106

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

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Rental types

All filters match

Price per night from

$503

Holiday House 1

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

Match: Rental types

All filters match

Price per night from

$91

Best Deals on Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

“Nice and easy to get around” You have a wonderful neighbor. I was able to access all the amenities you described. Navigated through out the area with ease.

Match: Rental types

All filters match

Price per night from

$104

Walk to Siesta Beach, Heated Pool, Wifi, Fido Friendly, Renovated Ground Floor U

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$114

Beautifully Renovated & Modern, Wifi, Harbor Towers, 3 bedroom with Den

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$154

Chinaberry 436 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$240

Buttonwood 462 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$256

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 13 minutes

Match: Rental types

All filters match

Price per night from

$190

Private Beach, Full Gulf Views, Wifi/Cable, Heated Swimming Pool Overlooking Oce

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$199

Doveplum 621 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$160

Buttonwood 477 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$256

Private Studio Apartment - Separate, Private Entrance - Walk to Siesta Village

Siesta Key apartment

/ 1 bathroom / sleeps 2

“gracious and spacious” Lovely home and great location to walk throughout Siesta Key Village and the beautiful sands of the beach!! We were able to have everyone together for a great vacation.

Responds fast! avg. 1 hour 23 minutes

Match: Rental types

All filters match

Price per night from

$126

Firethorn 320 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 4

Match: Rental types

All filters match

Price per night from

$237

Firethorn 333 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Match: Rental types

All filters match

Price per night from

$237

Siesta Key Beach 2 Bedroom Duplex, 3 Beds, 2 1/2 Bath - Pool-view with 3 Lanai's

Siesta Key apartment

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 18 minutes

Match: Rental types

All filters match

Price per night from

$309

Siesta Key Condo w/Balcony - Walk to Beach and Bay

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 42 minutes

Match: Rental types

All filters match

Price per night from

$137

Beach Across the Street, Partial Gulf Views, Wifi, Tennis Courts, Community Poo

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Rental types

All filters match

Price per night from

$115

Firethorn 513 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$137

"Safe & Clean" -Honeymoon Suite - Gulf views - next to Siesta Key Beach

Siesta Key apartment

1 bedroom / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 6 minutes

Match: Rental types

All filters match

Price per night from

$229

Chinaberry 416 at Midnight Cove Siesta Key, FL.

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$240

Chinaberry 943 at Midnight Cove Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Match: Rental types

All filters match

Price per night from

$165

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♡

Responds fast! avg. 1 hour 23 minutes

Match: Rental types

All filters match

Price per night from

$211

Luxurious 2 BR Condo - Short Walk to Siesta Beach

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.

Responds fast! avg. 1 hour 50 minutes

Match: Rental types

All filters match

Price per night from

$138