Vacation Homes for Rent in Siesta Key, Florida, Page 2 of 9

Refine Your Search Start a New Search
Find by availability dates:
and/or by weekly rental rate
(in $ USD):
Current Criteria:
(remove all criteria)

Compare Selected
SPECIAL OFFER! 20%-30% Discounts (August 30 - January 30)
compare

Beachfront Condo - Three Bedroom - Luxury

— Property 113929
Special Offer
Siesta Key condo rental - Fisherman's Cove Condo - Beachfront on Siesta Key
3 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, beach, waterfront, air-conditioning
Rates - per property (USD)
$1,545 - $2,095/week
Calendar Updated Nov 22 2009

Property Review

This was the perfect place to get away with great frinds for a week. I love to open all the windows to hear the ocean and feel the ocean breeze. Even on a rainy afternoon, you feel like you are...
SPECIAL OFFER! 20% - 30% Discounts (August 30 - January 2)
compare

Deluxe Town home, Private Pool 1-4 Bedrooms

— Property 177153
Special Offer
Siesta Key townhome rental - Seaside Villas Luxury Townhome; 1-4 Bedrooms
4 Bedrooms, Sleeps 12,
Townhome, 3 Bathrooms, 1 Half Bath, beach, village, pool
Rates - per property (USD)
$1,495 - $2,045/week
Calendar Updated Nov 22 2009

Property Review

This place had it all. Great location in Siesta Key village and within easy walking distance to everything including beach, shopping, groceries, bars, restaurants and pretty much anything you...
SPECIAL OFFER! 20% to 30% Discounts (August 29 - January 30)
compare

Deluxe Town home, Private Pool, 1-4 Bedrooms

— Property 118989
Special Offer
Siesta Key condo rental - Seaside Villas Luxury Townhome; 1-4 Bedrooms
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, near the ocean, resort, pool
Rates - per property (USD)
$625 - $900/week
SPECIAL OFFER! 20%-30% Discounts (August 29 - January 30)
compare

Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool

— Property 177152
Special Offer
Siesta Key apartment rental - Sundance
2 Bedrooms, Sleeps 6,
Apartment, 2 Bathrooms, beach, village, terrace
Rates - per property (USD)
$885 - $1,210/week
Calendar Updated Nov 22 2009

Property Review

We rented this location just a few weeks prior to our trip deciding to try something different rather than just a hotel. We enjoyed it very much. They had thought of several of the little extras...
SPECIAL OFFER! 20% to 30% Discounts (August 29 - January 30)
compare

Siesta Key - Sundance Rental - Affordable - Key West Style - Private Pool

— Property 118704
Special Offer
Siesta Key apartment rental - Sundance 1 to 6 Bedrooms
1 Bedroom, Sleeps 4,
Apartment, 1 Bathroom, beach, village, pool
Rates - per property (USD)
$600 - $825/week
compare

Siesta Key 2 BR-2 Bth, Condo-beachfront, sleeps 6,

— Property 321224
Siesta Key condo rental - Pool deck area with beach view
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,125 - $1,951/week
Calendar Updated Nov 21 2009

Property Review

We stayed in this unit in August of 2007 and had an absolutely wonderful time! I've been coming to Siesta Key and stayed in this condominium "complex many times and this has got to be the best...
compare

1st Floor Midnight Cove 1 Condo with Private Beach

— Property 318750
Siesta Key condo rental - Living Area With Relaxing Lani
2 Bedrooms, Sleeps 6,
Condo, 1 Bathroom, 1 Half Bath, beach, resort, tennis court
Rates - per property (USD)
$699 - $1,199/week
compare

“MOONMIST” Siesta Key Luxurious villa with private hot tub in a 'jungle' setting

— Property 207472
Siesta Key villa rental - Moonmist Villa
2 Bedrooms, Sleeps 6,
Villa, 2 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$900 - $1,100/week
$3,200 - $3,850/month
Calendar Updated Nov 23 2009

Property Review

My husband and I, along with our daughter and her 2 children (9 and 5) thoroughly enjoyed our time spent at Moonmist Villa! The property was clean and well-maintained. The swimming pool in the...
compare

Morgan - Crystal 107 - Completely Renovated Oceanfront Condo

— Property 171249
Siesta Key condo rental - View of new kitchen, JennAir stainless appliances
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,500 - $2,100/week
compare

Island House Beach Resort

— Property 62211h
Siesta Key condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
compare

Island House Beach Resort

— Property 62214h
Siesta Key condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
compare

Rest & Relax with a Beautiful View of the Gulf!

— Property 226833
Siesta Key condo rental - Memories are made of this!
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,200/week
compare

Island House Beach Resort

— Property 62163h
Siesta Key villa rental
2 Bedrooms, Sleeps 6,
Villa, 2 Bathrooms, adventure, air-conditioning
Rates - per villa (USD)
$134 - $216/night
$938 - $1,512/week
compare

Luxury Condo, Direct Beachfront, Phenomenal Views of Siesta Key Beach

— Property 247524
Siesta Key condo rental - View from every room
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,665 - $1,885/week
Calendar Updated Nov 20 2009

Property Review

We had a wonderful time in this condo. It has a special location with full view of the crescent beach from the top floor of Crystal Sands condominium. The condo was nicely decorated and there was...
compare

All NEW! Beautiful and Luxurious! across from Crescent Beach!

— Property 126696
Siesta Key townhome rental - Lanai off master bedroom and living room
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, beach, resort, sauna
Rates - per property (USD)
$895 - $1,231/week
Calendar Updated Nov 20 2009

Property Review

The accomodations were lovely, and made us feel right at home. The rooms were large with beautiful views. The furnishings and decor were comfortable, beautiful, clean, and everything was in...
compare

Morgan - Crystal Sands 702 Completely Renovated Oceanfront Condo

— Property 160926
Siesta Key condo rental - Peaceful ocean front morning view
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,500 - $2,100/week
compare

Spectacular Location - Close to Everything!

— Property 172205
Siesta Key condo rental - Clubhouse and large heated pool
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, near the ocean, resort, sauna
Rates - per property (USD)
$697 - $1,197/week
$2,788 - $4,788/month
Calendar Updated Nov 20 2009

Property Review

The condo was very clean and cozy and quiet. I would give it a 5 star rating but there were some very minor problems. The light/exhaust fan in the master bedroom sounded like a boeing jet...
compare

Spacious 2-Story Town Home on Water - Steps from Beach - Beautifully Redone

— Property 141347
Siesta Key townhome rental - View of from Balcony of Resort Marina
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 1 Half Bath, beach, waterfront, tennis court
Rates - per property (USD)
$900 - $1,400/week
compare

$1010 PER WEEK THROUGH DEC 18 / THAT IS A 25% DISCOUNT

— Property 155188
Siesta Key condo rental - Beach view from condominium building
2 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, beach, waterfront, tennis court
Rates - per property (USD)
$1,010 - $1,801/week
Calendar Updated Nov 20 2009

Property Review

Siesta Key is a great location. Super beach with tightly packed sand. It's good for walking, jogging and biking. The sand is also bright white and never gets hot. I've stayed in this unit as well...
compare

Island House Beach Resort

— Property 62217h
Siesta Key condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
compare

Island House Beach Resort

— Property 62166h
Siesta Key villa rental
2 Bedrooms, Sleeps 6,
Villa, 2 Bathrooms, adventure, air-conditioning
Rates - per villa (USD)
$144 - $227/night
$1,008 - $1,589/week
compare

Island House Beach Resort

— Property 62205h
Siesta Key condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
compare

Island House Beach Resort

— Property 62193h
Siesta Key condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$186 - $298/night
$1,302 - $2,086/week
compare

Island House Beach Resort

— Property 62171h
Siesta Key villa rental
2 Bedrooms, Sleeps 4,
Villa, 2 Bathrooms, adventure, air-conditioning
Rates - per villa (USD)
$144 - $227/night
$1,008 - $1,589/week
compare

Beach Road #202

— Property 71877h
Siesta Key villa rental
2 Bedrooms, Sleeps 6,
Villa, 3 Bathrooms, 1 Half Bath, adventure, beach
Rates - per villa (USD)
$1,600 - $2,500/week
$4,200 - $6,500/month
compare

Gulf & Bay Club Bayside #1225

— Property 71913h
Siesta Key condo rental
3 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, adventure, beach
Rates - per condo (USD)
$1,150 - $1,975/week
$3,300 - $5,000/month
compare

Island House Beach Resort

— Property 62172h
Siesta Key villa rental
2 Bedrooms, Sleeps 4,
Villa, 2 Bathrooms, adventure, air-conditioning
Rates - per villa (USD)
$144 - $227/night
$1,008 - $1,589/week
compare

Siesta Bungalow

— Property 72066h
Siesta Key villa rental
2 Bedrooms, Sleeps 6,
Villa, 2 Bathrooms, adventure, beach
Rates - per villa (USD)
$975 - $1,250/week
$2,400 - $4,550/month
compare

Luxury Siesta Key Beachfront Home

— Property 207908
Siesta Key house rental - Front of Home
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, beach, waterfront, balcony
Rates - per property (USD)
$2,500 - $3,000/week
$8,000 - $9,000/month
compare

Steps from Beach with Gulf Views

— Property 119684
Siesta Key condo rental
1 Bedroom, Sleeps 4,
Condo, 1 Bathroom, beach, air-conditioning