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111 beach rentals

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Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Climbing frame Jacuzzi or hot tub

All filters match

Price per night from

$114

Cozy & Bright+++Minutes to Anna Maria Island, IMG Academy and more

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Climbing frame Jacuzzi or hot tub

All filters match

Price per night from

$117

+++ Clean & Bright +++ Minutes to Anna Maria Island

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Climbing frame Jacuzzi or hot tub

All filters match

Price per night from

$178

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. 1 hour 1 minutes

1 of 2 match: Jacuzzi or hot tub, Climbing frame

1 of 2 filters match

Price per night from

$266

Casey's Fun 'n Sun Bungalow- Hot Tub/Pet Friendly

Nokomis house

2 bedrooms
1 bathroom

sleeps 5

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$139

A Gulf Front Paradise ! Newly updated , wide open wall to wall view, spacious cl

Bradenton Beach condo

2 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$458

Bromeliad at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Hibiscus at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Pineapple at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Beachfront view, toes in the sand and gulf. Simply paradise, book now your beach

Bradenton Beach apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$275

Spacious Club Longboat Key steps to the sand, private beach paradise! Pools, Gym

Longboat Key condo

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$168

Barefoot Bungalow just steps away from the crystal sands & tourquoise water of t

Longboat Key cottage

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$127

Fishermans Cove FC Unit 205B *

Gulf Gate Estates condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$266

Endless Summer

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$252

Skyline Resort

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$252

Eagles Nest

Lakewood Ranch apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 36 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$252

Quiet Venice Pool Oasis (2/2)

South Venice house

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$201

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$257

Beachplace Building 3 unit 302

Longboat Key condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$187

Orchid at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Split Leaf at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

Coconut at The Wildflower

Siesta Key apartment

1 bedroom
1 bathroom

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$489

The Strand Sarasota

Sarasota house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$190

Free Activities! Walk to Beach, Hot Tub/Patio/Dock, WiFi

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$140

Intracoastal Views, Walk to Beach, Hot Tub, Patio

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

Amazing Water Views, Hot Tub, Walk to Turtle Beach

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$179

Short Walk to Turtle Beach! Complex on the Intracoastal. Enjoy Hot Tub & Patio

Gulf Gate Estates condo

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 4 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$140

Pelican Cove 3

Bradenton Beach condo

2 bedrooms
2 bathrooms

sleeps 5

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$202

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

Siesta Key condo

2 bedrooms
2 bathrooms

sleeps 6

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$271

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

6 bedrooms
5 bathrooms

sleeps 14

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$999

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$401

St.Armands Circle condo ( Kingston Arms )

Sarasota apartment

2 bedrooms
2 bathrooms

sleeps 4

Responds fast! avg. 3 hours 25 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$258

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: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$271

Luxury accommodation in Venetia, 3 months stay

Venice house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$192

Ideal Retreat next to USA's #1 Beach—Siesta Key

Sarasota condo

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$161

Luxury Sarasota Golf Home

Sarasota house

4 bedrooms
4 bathrooms

sleeps 8

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$368

Enjoy our pool and prime location for beach, downtown and bike trail.

Venice house

2 bedrooms
2 bathrooms

sleeps 4

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$149

Heritage Oaks

Heritage Oaks Golf and Country Club condo

2 bedrooms
2 bathrooms

sleeps 5

Responds fast! avg. 3 hours 56 minutes

1 of 2 match: Climbing frame, Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$98

Viewing 38 of 111
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Vacation Rentals & Beach Rentals in Siesta Key

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111 beach rentals

Viewing 38 of 111rentals in Siesta Key

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Viewing 38 of 111
rentals in Siesta Key