Vacation Rentals by Gertrude Rentals - Vacation Rentals and Property Management in Siesta Key Florida!

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All Vacation Rentals from Gertrude Rentals

8BR- Z6905
$1,207/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 32
Gertrude Rentals

8BR- 24
$470/night
Home in Landgrove Vermont
8 Beds • 10 Full Baths • Sleeps 22
Gertrude Rentals

Large 6800sqft, terraces, roof-decks, private pool and 10-baths - Siesta Key Village 8BR
$1,150/night
Home in Siesta Key Florida
8 Beds • 6 Full Baths • Sleeps 22
Gertrude Rentals

8BR- 815
$470/night
Home in Weston Vermont
8 Beds • 9 Full Baths • Sleeps 17
Gertrude Rentals

Oceanview property 12-steps to Siesta Key beach access, Siesta Key Village 7BR
$838/night
Home in Sarasota Florida
7 Beds • 5 Full Baths • Sleeps 24
Gertrude Rentals

Dining and lounging on garden patio, Siesta Key Village 6BR
$553/night
Home in Siesta Key Florida
6 Beds • 4 Full Baths • Sleeps 22
Gertrude Rentals

The Village Breeze, Siesta Key 6BR
$632/night
Home in Siesta Key Florida
6 Beds • 5 Full Baths • Sleeps 21
Gertrude Rentals

6BR- 24
$352/night
Home in Landgrove Vermont
6 Beds • 8 Full Baths • Sleeps 16
Gertrude Rentals

6BR- 815
$352/night
Home in Weston Vermont
6 Beds • 7 Full Baths • Sleeps 13
Gertrude Rentals

5BR - 8230
$2,304/night
Home in Siesta Key Florida
5 Beds • 4 Full Baths • Sleeps 14
Gertrude Rentals

4BR- Z1020/6732
$460/night
Home in Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 16
Gertrude Rentals

The Village Breeze, Siesta Key, Siesta Key 4BR
$310/night
Home in Siesta Key Florida
4 Beds • 4 Full Baths • Sleeps 14
Gertrude Rentals

Large ocean-view unit with terraces, roof-deck, pool, and just 500ft to beach and village - Siesta Key Village 4BR
$690/night
Home in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 13
Gertrude Rentals

Large ocean-view unit with terraces, roof-deck, pool, and just 500ft to beach and village - Siesta Key Village 4BR
$690/night
Home in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 13
Gertrude Rentals

4BR- Z5233
$506/night
Home in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 12
Gertrude Rentals

4BR- 5156
$192/night
Home in Siesta Key Florida
4 Beds • 3 Full Baths • Sleeps 10
Gertrude Rentals

4BR- 795
$281/night
Home in Siesta Key Florida
4 Beds • 2 Full Baths • Sleeps 10
Gertrude Rentals

Larger living area opens to balcony, Siesta Key Village 3BR
$226/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Gertrude Rentals

Larger living area opens to balcony, Siesta Key Village 3BR
$230/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Gertrude Rentals

3BR- Z6717
$199/night
Home in Sarasota Florida
3 Beds • 2 Full Baths • Sleeps 12
Gertrude Rentals

3BR- Z6905 AB
$287/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Gertrude Rentals

3BR- Z6905 CD
$287/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 12
Gertrude Rentals

Large sunny open home, Siesta Key 3BR
$230/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Gertrude Rentals

King Master with Private Patio and gate into Village, Siesta Key Village 3BR
$279/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Gertrude Rentals

Oceanview unit 12-steps to Siesta Key beach access, Siesta Key Village 3BR
$233/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Gertrude Rentals

Oceanview unit 12-steps to Siesta Key beach access, Siesta Key Village 3BR
$276/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Gertrude Rentals

Oceanview unit 2-min walk to Siesta Key beach access, Siesta Key 3BR
$345/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Gertrude Rentals

Rare private pool, Siesta Key 3BR
$676/night
Home in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 10
Gertrude Rentals

Living area opens to private balcony with Bayview's, Siesta Key 3BR
$230/night
Condo in Siesta Key Florida
3 Beds • 2 Full Baths • Sleeps 8
Gertrude Rentals

2BR- 1020
$172/night
Condo in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Gertrude Rentals

2BR- 6732
$240/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 8
Gertrude Rentals

The Siesta Zen, Siesta Key 2BR
$172/night
Home in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 8
Gertrude Rentals

Living room opens to westerly facing patio, Siesta Key 2BR
$103/night
Condo in Sarasota Florida
2 Beds • 1 Full Bath • Sleeps 8
Gertrude Rentals

2BR- 6905 A
$218/night
Home in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 8
Gertrude Rentals

2BR- 6905 D
$218/night
Home in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 8
Gertrude Rentals

2BR- 6905 PB
$163/night
Home in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 8
Gertrude Rentals

The Village Breeze with a pool, Siesta Key 2BR
$149/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 7
Gertrude Rentals

The Village Breeze, Siesta Key, Siesta Key 2BR
$149/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 7
Gertrude Rentals

2BR- 301WSL
$172/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 7
Gertrude Rentals

Living area flows onto private patio, Siesta Key 2BR
$164/night
Home in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 7
Gertrude Rentals

2BR- 359PBC
$172/night
Home in Siesta Key Florida
2 Beds • 2 Full Baths • Sleeps 6
Gertrude Rentals

Semi-private pool (shared with just 1 unit), Siesta Key 2BR
$207/night
Home in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 6
Gertrude Rentals

Living area with spectacular lagoon views, Siesta Key 2BR
$103/night
Home in Siesta Key Florida
2 Beds • 1 Full Bath • Sleeps 6
Gertrude Rentals

Living area opens to private patio,  Siesta Key 1BR
$97/night
Home in Sarasota Florida
1 Bed • 1 Full Bath • Sleeps 4
Gertrude Rentals

King bedroom opens to patio, Siesta Key 1BR
$151/night
Home in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Gertrude Rentals

Large beachside unit 12-steps to Siesta Key beach access, Siesta Key 1BR
$172/night
Home in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Gertrude Rentals

Jaw-dropping views throughout unit, Siesta Key 1BR
$253/night
Condo in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Gertrude Rentals

The Old Man and the Sea, Siesta Key | Siesta Key 1BR
$155/night
Home in Siesta Key Florida
1 Bed • 1 Full Bath • Sleeps 4
Gertrude Rentals