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2,654 Houses

18

3 bedroom/2 bath - Close to Nathan Benderson Park and Seista Key Beach

Florida / Fruitville

Fruitville house

3 6 6 nights min

  • 3 bedrooms
  • sleeps 6
  • 6 nights min
  • Child Friendly

Price per night from

$172

Price per night from

$172

11

GUEST HOUSE

Florida / Fruitville

Fruitville guest house

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$80

Responds fast!
avg. 3 hours 51 minutes

Price per night from

$80

8

Sarasota! 6 miles from world rowing at Benderson, rare opportunity

Florida / Fruitville

Fruitville house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$344

Price per night from

$344

14

3br./3ba. Beautiful Home in Paradise.

Florida / Fruitville

Fruitville house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 15 mi
  • Child Friendly
  • Air conditioning

Price per night from

$138

Price per night from

$138

52

Dream Waterview Mansion

Florida / Fruitville

Fruitville house

7 24 2 nights min

  • 7 bedrooms
  • sleeps 24
  • 2 nights min
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$982

Price per night from

$982

41

Florida Dream house

Florida / Fruitville

Fruitville house

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 10 mi
  • Child Friendly
  • Air conditioning

Price per night from

$126

Price per night from

$126

28

NEW! Spacious Sarasota House w/Screened Lanai+Pool

Florida / Fruitville

Fruitville house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$201

Responds fast!
avg. 16 minutes

Price per night from

$201

27

Sarasota 16

Florida / Fruitville

Fruitville house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$157

Responds fast!
avg. 3 hours 18 minutes

Price per night from

$157

21

AAA Accommodation in The Meadows - Sarasota

Florida / Fruitville

Fruitville condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 14 mi
  • Swimming pool
  • Child Friendly

Price per night from

$99

Responds fast!
avg. 57 minutes

Price per night from

$99

30

NEW LISTING! Lakefront condo w/ shared pool, tennis, on-site golf & scenic views

Florida / Fruitville

Fruitville house

2 4 28 nights min

  • 2 bedrooms
  • sleeps 4
  • 28 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$91

Price per night from

$91

Great rentals within 20 miles that match your search

Distance approx 13.61 km from Fruitville

(2) Very Good 

8

Longboat Key Retreat

Florida / Longboat Key

Longboat Key house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$148

Price per night from

$148

Distance approx 19.34 km from Fruitville

(4) Very Good 

14

Anna Maria Island (blue) Cast Away Rental

Anna Maria Island / Holmes Beach

Holmes Beach apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$212

Price per night from

$212

Distance approx 7.3 km from Fruitville

(9) Excellent 

Certificate of Excellence

24

Beachfront- Gulf View! 2 BR/BA Crescent Arms 603S, #1 Beach in the US.

Florida / Siesta Key

Siesta Key condo

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Certificate of Excellence

Price per night from

$179

Responds fast!
avg. 50 minutes

Price per night from

$179

Distance approx 15.47 km from Fruitville

18

Home away from Home, comfortable quiet 2 Bed/ 2 Ba

Southwest Gulf Coast / Bradenton

Bradenton apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Child Friendly

Price per night from

$89

Price per night from

$89

Distance approx 7.12 km from Fruitville

(1) Excellent 

33

Charming Lido Key Beach House 5 min Walk to Beach!

Southwest Gulf Coast / Sarasota

Sarasota house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.48 mi
  • Child Friendly

Price per night from

$407

Price per night from

$407

Distance approx 19.76 km from Fruitville

(1) Excellent 

18

Awesome Farmington Vistas Condo in Venice FL 3 BR

Southwest Gulf Coast / Venice

Venice condo

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 22 mi
  • Swimming pool

Price per night from

$81

Responds fast!
avg. 1 hour 10 minutes

Price per night from

$81

Distance approx 5.17 km from Fruitville

(1) Excellent 

9

Beautiful Location On Bay Side, Water View, Pool

Southwest Gulf Coast / Sarasota

Sarasota villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$160

Responds fast!
avg. 3 hours 57 minutes

Price per night from

$160

Distance approx 15.13 km from Fruitville

10

2 Bed, 2Bath, 6Sleeps.

Southwest Gulf Coast / Venice

Venice house

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$82

Responds fast!
avg. 35 minutes

Price per night from

$82

Distance approx 13.4 km from Fruitville

12

Florida Ocean Front Condo April 13-20, 2019

Florida / Longboat Key

Longboat Key condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$491

Responds fast!
avg. 43 minutes

Price per night from

$491

Distance approx 18.98 km from Fruitville

(2) Very Good 

18

Condo in quiet complex

Anna Maria Island / Holmes Beach

Holmes Beach condo

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$171

Price per night from

$171

Distance approx 8.51 km from Fruitville

(2) Very Good 

17

Pet friendly paradise with heated pool close to Sarasota-Osprey-Nokomis-Venice

Florida / Osprey

Osprey house

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$200

Price per night from

$200

Distance approx 5.47 km from Fruitville

22

Screened, heated pool - Sarasota home near Siesta Key Beach

Southwest Gulf Coast / Sarasota

Sarasota house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 7 mi
  • Swimming pool
  • Child Friendly

Price per night from

$178

Price per night from

$178

Distance approx 17.34 km from Fruitville

29

East Townhome Beach House

Anna Maria Island / Bradenton Beach

Bradenton Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Car not necessary

Price per night from

$392

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$392

Distance approx 12.27 km from Fruitville

10

River Strand Country Club Resort Vacation Home

Southwest Gulf Coast / Bradenton

Bradenton apartment

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Ask about children
  • Air conditioning

Price per night from

$153

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$153

Distance approx 6.91 km from Fruitville

16

Act Fast! Cancellation opens part of April. Book now for 2018 holidays!

Florida / Siesta Key

Siesta Key condo

2 5 14 nights min

  • 2 bedrooms
  • sleeps 5
  • 14 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$109

Price per night from

$109

Distance approx 17.65 km from Fruitville

(2) Excellent 

17

Steps to beach and bay on beautiful Anna Maria Island

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

2 5 30 nights min

  • 2 bedrooms
  • sleeps 5
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$46

Responds fast!
avg. 2 hours 12 minutes

Price per night from

$46

Distance approx 7.16 km from Fruitville

9

Waterfront Glamping Sarasota Steampunk Style Cabin

Florida / Braden River

Braden River cottage

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Nearest beach 11 mi
  • Child Friendly
  • Air conditioning

Price per night from

$52

Price per night from

$52

Distance approx 9.07 km from Fruitville

20

Short Term Rental Condo

Florida / Longboat Key

Longboat Key apartment

2 4 30 nights min

  • 2 bedrooms
  • sleeps 4
  • 30 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$149

Price per night from

$149

Distance approx 18.14 km from Fruitville

22

Venice, Florida

Southwest Gulf Coast / Venice

Venice house

4 8 30 nights min

  • 4 bedrooms
  • sleeps 8
  • 30 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Child Friendly

Price per night from

$88

Responds fast!
avg. 3 hours 30 minutes

Price per night from

$88

Distance approx 8.6 km from Fruitville

18

Condo with breathtaking View of Sarasota Bay

Florida / Osprey

Osprey condo

1 4 30 nights min

  • 1 bedroom
  • sleeps 4
  • 30 nights min
  • Child Friendly

Price per night from

$78

Price per night from

$78

Distance approx 17.91 km from Fruitville

26

Bradenton Beach Club 242

Florida / Cortez

Cortez condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$240

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$240

Distance approx 19.09 km from Fruitville

7

50 Steps to the Beach!

Anna Maria Island / Anna Maria

Anna Maria condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$204

Responds fast!
avg. 41 minutes

Price per night from

$204

Distance approx 17.88 km from Fruitville

(14) Excellent 

25

Lovely oceanview house, steps to the beach

Anna Maria Island / Bradenton Beach

Bradenton Beach house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Fantastic house” The house looks really great on the pictures. After a long flight I opened the front door and I feel really happy. It is absolutly gorgeous. The house is much, much better than on the great pictures. Very clean, everything you need i
…see more

Price per night from

$309

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$309

Distance approx 7.21 km from Fruitville

40

Large 1300sqft 2BR2BA 4th Floor Siesta Key Crescent Beach WiFi No Road to Cross

Florida / Siesta Key

Siesta Key apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child Friendly

Price per night from

$161

Price per night from

$161

Distance approx 19.22 km from Fruitville

(1) Excellent 

16

Vacation Heated Pool Home near Shamrock and Beaches

Southwest Gulf Coast / Venice

Venice house

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$172

Price per night from

$172

Distance approx 19.73 km from Fruitville

14

Welcome to paradise! Live the dream!

Southwest Gulf Coast / Venice

Venice house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Air conditioning
  • Private garden

Price per night from

$143

Price per night from

$143

Distance approx 7.37 km from Fruitville

(3) Excellent 

16

Lovely 3 BR Home with Office & Heated Pool at Tara

Southwest Gulf Coast / Bradenton

Bradenton house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Child Friendly

Price per night from

$143

Price per night from

$143

Distance approx 7.34 km from Fruitville

59

Carefree Elegance..Privately Owned SiestaKey Condo

Southwest Gulf Coast / Sarasota

Sarasota condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$155

Price per night from

$155