Vacation Rentals with Hot Tub in Anna Maria Island

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Filtering by: Jacuzzi or hot tub

640 vacation rentals

(4) Excellent 

22

BEACHFRONT HOME, TRUE PARADISE , DOGS STAY FREE, GREAT VIEWS, WALKING BEACH

Anna Maria Island / Anna Maria

Anna Maria house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$100

Responds fast!
avg. 2 hours 9 minutes

Price per night from

$100

(31) Excellent 

Certificate of Excellence

52

Happy Island Cottage with heated private Pool

Anna Maria Island / Holmes Beach

Holmes Beach house

3 8 6 nights min

  • 3 bedrooms
  • sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Exceeded expectations!” For several years, I've wanted to spend Christmas on AMI with my family. This past Christmas, I was able to do that, and we stayed at Happy Island Cottage. This was a wonderful house to stay in, and Alex was great and very re
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Certificate of Excellence

Price per night from

$269

Responds fast!
avg. 1 hour 11 minutes

Price per night from

$269

(12) Excellent 

Certificate of Excellence

27

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really imp
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Certificate of Excellence

Price per night from

$199

Price per night from

$199

19

Beautiful luxury beach front condominium

Anna Maria Island / Anna Maria

Anna Maria condo

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$622

Price per night from

$622

28

Bermuda Bay 1467

Anna Maria Island / Bradenton Beach

Bradenton Beach condo

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$159

Responds fast!
avg. 1 hour 40 minutes

Price per night from

$159

(12) Excellent 

23

Stay & Spoil yourself! Pool, Hot tub,Fish, Dock, Kayak* Steps to Gulfside beach!

Anna Maria Island / Anna Maria

Anna Maria house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Terrific home” Beautiful, comfortable home with lovely pool and just a short walk to gulf. Pictures don't fully capture how nice this home is! Our family had a wonderful week and hope to return again.
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Price per night from

$353

Responds fast!
avg. 1 hour 36 minutes

Price per night from

$353

(2) Excellent 

21

Anna Maria Island "High End" Vacation Rental

Anna Maria Island / Anna Maria

Anna Maria house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Excellent” Beautiful place, secluded and private. Very clean and Pet friendly. Could not ask for anything more.
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Price per night from

$224

Responds fast!
avg. 3 hours 27 minutes

Price per night from

$224

(2) Very Good 

16

Bradenton Beach Club A

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
“Very nice Condo” This condo is lovely, a beautiful porch on the gulf, and 3 good sized bedrooms and 2.5 baths. The pools in the ocmplex are very nice, as is the boardwalk to the bay. Very nice location in Bradenton Beach. And people at rental office
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Price per night from

$357

Price per night from

$357

46

Upscale tropical getaway with private pool, hot tub, elevator, and more!

Anna Maria Island / Holmes Beach

Holmes Beach house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$224

Price per night from

$224

(9) Very Good 

26

Bermuda Bay Club betwn the Beach and Bay , elevator, nicely furnished

Anna Maria Island / Bradenton Beach

Bradenton Beach house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Excellent condo with elevator for all the ladies” Sharkey's Bar and Grill was by far the bet prime rib around. Sandbar had the best fish platter and Skinny's the best burgers and the City Pier Restaurant had great shrimp overall excellent food all ar
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Price per night from

$155

Responds fast!
avg. 3 hours 47 minutes

Price per night from

$155

(30) Excellent 

Certificate of Excellence

32

A Pearl of a Beach Home - with luxury private heated pool and hot tub

Anna Maria Island / Holmes Beach

Holmes Beach house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
“out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do
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Certificate of Excellence

Price per night from

$229

Responds fast!
avg. 1 hour 37 minutes

Price per night from

$229

26

Seabatical- 225 Willow Ave, Anna Maria

Anna Maria Island / Anna Maria

Anna Maria house

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Pet Friendly

Price per night from

$200

Price per night from

$200

(2) Excellent 

35

Tarpon Point - 302 Tarpon Street, Anna Maria

Anna Maria Island / Anna Maria

Anna Maria house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$286

Price per night from

$286

30

Longboat Key, Waterfront 3BR w/ Private Enclosed Pool & Spa - Near Beach!

Anna Maria Island / Bradenton Beach

Bradenton Beach house

3 6 7 nights min

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

Price per night from

$343

Price per night from

$343

29

Dog-friendly, waterfront condo w/ private hot tub & furnished balcony

Anna Maria Island / Bradenton Beach

Bradenton Beach house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$129

Price per night from

$129

(139) Excellent 

23

Luxury Beach Vacation Rental on Anna Maria Island

Anna Maria Island / Holmes Beach

Holmes Beach villa

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly
“The Place To Be on Anna Maria” From the well-equipped and well-decorated unit, this place is not lacking for anything. The gardens are spectacular and add to a cozy atmosphere that allows people the opportunity to be alone or to socialize with each ot
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Price per night from

$167

Price per night from

$167

(13) Very Good 

23

Bird's Nest beach vacation townhouses Gulf view

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“everything was perfect!!” Townhome clean, well equipped, lots of room, beds very comfortable, and from an enclosed private balcony wonderful sunsets. My husband and I thoroughly enjoyed our stay at the Bird's Nest. We have booked it for next year.
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Price per night from

$224

Responds fast!
avg. 1 hour 51 minutes

Price per night from

$224

26

Dog-friendly seaside home w/ private pool & hot tub - great location near beach

Anna Maria Island / Holmes Beach

Holmes Beach house

2 6 7 nights min

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

Price per night from

$109

Price per night from

$109

(3) Very Good 

25

Sunset Terrace Beachfront 205 - Enjoy the gulf coast waters and sandy beaches!

Anna Maria Island / Bradenton Beach

Bradenton Beach condo

2 6 7 nights min

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

Price per night from

$157

Price per night from

$157

(8) Very Good 

12

Coquina Sands, view beach from balcony, priv pool

Anna Maria Island / Holmes Beach

Holmes Beach house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Great place, great location, great vacation” We stay at Anna Maria for 12 days and if we could we would be there for 12 years. Awesome place and great host. Everything was ready for us. Only high marks. Thanks
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Price per night from

$193

Responds fast!
avg. 3 hours 47 minutes

Price per night from

$193

(2) Excellent 

22

Charming 2 Bedroom/2 Bath Cottage on a Canal

Anna Maria Island / Anna Maria

Anna Maria house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$218

Responds fast!
avg. 2 hours 0 minutes

Price per night from

$218

32

Villa Marisol

Anna Maria Island / Anna Maria

Anna Maria house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Car not necessary
  • Air conditioning

Price per night from

$988

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$988

(3) Average 

15

Pelican Cove 10

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
“We keep coming back” We have stayed here on and off for the last 15 years.. everytime, every unit is a great experiance
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Price per night from

$224

Price per night from

$224

(3) Very Good 

25

Pelican Cove 1

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
“One of the best places we have stayed at.” The condo was comfortable and well situated in the community. We were able to walk to many businesses and yo some resturants. The Trolly an buses were convienent as well. Use of the trolly was free! We enjoye
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Price per night from

$225

Price per night from

$225

(8) Excellent 

42

Anna Maria Island Stunning Waterfront home

Florida / Anna Maria Island

Anna Maria Island house

3 7 30 nights min

  • 3 bedrooms
  • sleeps 7
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Fantastic accommodations and hosts!” As others have stated, the pictures do not do this home justice! The common space is allocated in such a way that there are four different conversational areas and an office! This was a working vacation for me an
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Price per night from

$233

Responds fast!
avg. 1 hour 55 minutes

Price per night from

$233

(25) Very Good 

Certificate of Excellence

44

Crescent Wave

Anna Maria Island / Anna Maria

Anna Maria house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Absolutely wonderful!!” This house is even better than it looks in the pictures .... everything you might want or need while on vacation is provided. It was extremely clean, and the location is perfect. The center across the street is a real bonus w
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Certificate of Excellence

Price per night from

$200

Responds fast!
avg. 1 hour 29 minutes

Price per night from

$200

(10) Very Good 

50

4 bed luxury upscale executive waterfront home

Anna Maria Island / Anna Maria

Anna Maria house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
“Relaxing, Fun, Fully equipped and great location.” Loved the house it has an elevator since I have really bad knees it was great. I hope to rent it again. I wish I could have used all the equipment they had like the kayaks but my knees are way to ba
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Price per night from

$291

Price per night from

$291

(1) Excellent 

22

Bradenton Beach Club 252

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
“A wonderful place” This sis a great place and I felt right at home. This is a wonderful place.
…see more

Price per night from

$185

Price per night from

$185

(22) Excellent 

22

Stunning luxury newly constructed beachfront villa

Anna Maria Island / Anna Maria

Anna Maria villa

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Fabulous beach house” After a mad week doing the theme parks in Orlando we came here for some serious relaxation - and what a great choice it was. The house is stunning and the location couldn't be bettered. Living on the beach meant we could be up
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Price per night from

$695

Price per night from

$695

19

Pelican Cove 5

Florida / Anna Maria Island

Anna Maria Island apartment

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$225

Price per night from

$225

34

Bradenton Beach Club 251

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$213

Price per night from

$213

(3) Excellent 

38

Bradenton Beach Club Beach to Bay Condo

Anna Maria Island / Bradenton Beach

Bradenton Beach condo

3 6 7 nights min

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

Price per night from

$136

Responds fast!
avg. 3 hours 43 minutes

Price per night from

$136

(101) Excellent 

Certificate of Excellence

20

Anna Maria Island Private Tropical Garden Home

Anna Maria Island / Holmes Beach

Holmes Beach house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.64 mi
  • Swimming pool
“Best rental, best hosts -- hands down!” I booked this rental with the intention of relaxing on the beach, soaking up the sun and hanging out with family for just over a week. Hurricane Irma had other plans, and we had to cut our vacation short. But
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Certificate of Excellence

Price per night from

$255

Responds fast!
avg. 2 hours 53 minutes

Price per night from

$255

(2) Excellent 

26

Bradenton Beach Club 238

Anna Maria Island / Bradenton Beach

Bradenton Beach apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
“Absolutely wonderful experience!!” It was a wonderful vacations the amenities,the location ,the Cleaness of the area and inside the condo.I rate 100%
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Price per night from

$185

Price per night from

$185

15

Bradenton Beach Club 247

Anna Maria Island / Holmes Beach

Holmes Beach apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$213

Price per night from

$213

22

Chic~ Pet Friendly~ Brand New Heated Pool/Spa

Anna Maria Island / Holmes Beach

Holmes Beach house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$171

Price per night from

$171

20

Gorgeous Remodeled Townhouse between the BeachnBay

Anna Maria Island / Bradenton Beach

Bradenton Beach townhouse

3 6 7 nights min

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

Price per night from

$249

Price per night from

$249

21

Holiday Beach Townhouses

Florida / Anna Maria Island

Anna Maria Island apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$224

Responds fast!
avg. 1 hour 51 minutes

Price per night from

$224