South Village holiday rentals

We found 1,729 holiday rentals — enter your dates for availability

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Holiday rentals with weekly discounts - South Village

Showing deals for:2 Jan - 9 Jan

Relax on the open balcony with a glass of wine and a good book

Exceptional

(21 reviews)

Beachfront Paradise with Private Beach Access, Pools, Tennis, Cabana Rentals & More at Palm Bay Club

Siesta Key, FL

5% off

for 7 nights, 1 apartment

AU$887 per night

includes taxes & fees

Backyard Oasis with private pool (that is heated October through February).

Exceptional

(107 reviews)

2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Toys

Siesta Key, FL

6% off

for 7 nights, 1 home

AU$2,637 per night

includes taxes & fees

Relax at the custom barside table with a drink and take in the views!

Exceptional

(48 reviews)

Unbeatable Ocean Views from Multiple Rooms and Balcony, Private Beach | Free Excursion

Siesta Key, FL

6% off

for 7 nights, 1 apartment

AU$1,508 per night

includes taxes & fees

Exceptional

(81 reviews)

Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed

Siesta Key, FL

10% off

for 7 nights, 1 apartment

AU$1,312 per night

includes taxes & fees

Amazing Gulf views from the private balcony off both the living room and bedroom.

Exceptional

(75 reviews)

Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout

Siesta Key, FL

7% off

for 7 nights, 1 apartment

AU$766 per night

includes taxes & fees

View of resort amenities including pool, hot tub and water views

Exceptional

(69 reviews)

Luxury Siesta Key Condo: Perfect Location, Private Beach, 2 Pools, Spa, and Stunning Water Views

Siesta Key, FL

7% off

for 7 nights, 1 apartment

AU$1,264 per night

includes taxes & fees

Exceptional

(78 reviews)

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Siesta Key, FL

8% off

for 7 nights, 1 cottage

AU$535 per night

includes taxes & fees

House of Sun on Crescent Beach has a private tennis court on the beach! Much more too......

Wonderful

(131 reviews)

Free Activities Daily, Private Beach Front Modern Property | Tennis Court on the Beach | Heated Pool

Siesta Key, FL

7% off

for 7 nights, 1 apartment

AU$1,045 per night

includes taxes & fees

Corner shaped, heated dipping pool, outdoor shower, table and loungers

Exceptional

(25 reviews)

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk to Beach | Dog OK | Pool | $185 Free Activities Daily!

Siesta Key, FL

7% off

for 7 nights, 1 apartment

AU$815 per night

includes taxes & fees

Aerial view of the Beach Club community pool...yest, it's heated!

Exceptional

(70 reviews)

Beach Club | Heated Pool | Walk to Beach with Gated Access Poolside | Updated | Ready to book!

Siesta Key, FL

7% off

for 7 nights, 1 apartment

AU$789 per night

includes taxes & fees

The condo has fantastic ocean/beach views. Enjoy!

Exceptional

(103 reviews)

7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!

Siesta Key, FL

9% off

for 7 nights, 1 apartment

AU$1,501 per night

includes taxes & fees

Romantic Sunsets Just Outside your Door! Each Sunset is a Unique Experience

Exceptional

(89 reviews)

Steps to Siesta Key beach, condo w/view!

Siesta Key, FL

8% off

for 7 nights, 1 apartment

AU$475 per night

includes taxes & fees

Exceptional

(56 reviews)

Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”

Siesta Key, FL

8% off

for 7 nights, 1 apartment

AU$617 per night

includes taxes & fees

Exceptional

(44 reviews)

Beachfront Property - Luxury Penthouse - Great Location!

Siesta Key, FL

7% off

for 7 nights, 1 apartment

AU$803 per night

includes taxes & fees

Share some fruit and wine with new friends on the shared patio.

Exceptional

(29 reviews)

Heated Pool | Popular Beach Club Complex Siesta Key | Short Walk to Private Beach | Ready to Book!

Siesta Key, FL

7% off

for 7 nights, 1 apartment

AU$777 per night

includes taxes & fees

Exceptional

(5 reviews)

Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

Siesta Key, FL

17% off

for 7 nights, 1 apartment

AU$520 per night

includes taxes & fees

Beach or heated pool today??? Hmm, both great choices!!

Exceptional

(34 reviews)

Beach Club | Heated Pool Near Beach | Modern Condo | Gated Access to Beach | Sleeps 6

Siesta Key, FL

7% off

for 7 nights, 1 apartment

AU$775 per night

includes taxes & fees

Aerial view of Siesta Breakers, Crescent Beach, and the Gulf of Mexico.

Wonderful

(47 reviews)

Siesta Breakers #603, Gulfside in Siesta Key, FL- 250 Feet from Crescent Beach

Siesta Key, FL

8% off

for 7 nights, 1 apartment

AU$716 per night

includes taxes & fees

Find spaces that suit your style

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Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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Banana Bay Club Beachside (0)

Siesta Breakers (13)

Siesta Sands (24)

Siesta Palms by the Beach (0)

Anchorage (98)

Midnight Cove II (85)

Hyatt Siesta Key Beach (16)

Sandpiper Beach Club (4)

House of the Sun (3)

Crescent Siesta Key (11)

Midnight Sea (1)

Crescent Beach (6,111)

Holiday Rental options in South Village

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Oceanfront holiday rentals in South Village

Holiday rentals with spa pool in South Village

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Holiday rentals with weekly discounts - South Village

Beachfront Paradise with Private Beach Access, Pools, Tennis, Cabana Rentals & More at Palm Bay Club

2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Toys

Unbeatable Ocean Views from Multiple Rooms and Balcony, Private Beach | Free Excursion

Location, location! Private Beach, Gulf Views from Balcony, Heated Pool, Siesta Sands with King Bed

Private Beach, Gulf View from Balcony, Heated Pools, $185 Free Activities Daily, Outdoor Workout

Completely Remodeled- 150 Yards to Beach and Restaurants!

Luxury Siesta Key Condo: Perfect Location, Private Beach, 2 Pools, Spa, and Stunning Water Views

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Free Activities Daily, Private Beach Front Modern Property | Tennis Court on the Beach | Heated Pool

Lulu's Cozy Beach Cottage #2 | 5 Min. Walk to Beach | Dog OK | Pool | $185 Free Activities Daily!

Beach Club | Heated Pool | Walk to Beach with Gated Access Poolside | Updated | Ready to book!

7th-Floor Oceanfront Palm Beach Club Condo | Stunning Views | Heated Pool | Prime Location!

Amazing Condo! Restored from Hurricane!

Steps to Siesta Key beach, condo w/view!

Penthouse suite with ocean views 2Br 2 Bath “Great sunsets from lanai”

2 Bedroom 2 Bath home near Siesta Key Beach

Beachfront Property - Luxury Penthouse - Great Location!

Heated Pool | Popular Beach Club Complex Siesta Key | Short Walk to Private Beach | Ready to Book!

Siesta Key Beach Cottage-Prime Location! Walkable. Luxury Amenities & Comfort!

LJ's Cottages 1 - POOL BEACH SUNSET

Bright & Beachy - Steps to the water!

Beach Club | Heated Pool Near Beach | Modern Condo | Gated Access to Beach | Sleeps 6

Siesta Breakers #603, Gulfside in Siesta Key, FL- 250 Feet from Crescent Beach

Midnight Cove #532, Bayside in Siesta Key, FL

Find spaces that suit your style

Peace of mind

More quality time

All the privacy of home

More for less

Explore destinations around South Village

Holiday Rental options in South Village

South Village holiday rentals

Holiday rentals with weekly discounts - South Village

Image gallery for Beachfront Paradise with Private Beach Access, Pools, Tennis, Cabana Rentals & More at Palm Bay Club

Beachfront Paradise with Private Beach Access, Pools, Tennis, Cabana Rentals & More at Palm Bay Club

Find spaces that suit your style

Peace of mind

More quality time

All the privacy of home

More for less

Explore destinations around South Village

Holiday Rental options in South Village