Location

Dates

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Vacation rentals in Madeira Beach, Florida, United States

Modern 2BR w/ Pool + Pet-Friendly | Unit #23

Modern 2BR w/ Pool + Pet-Friendly | Unit #23

Modern 2BR w/ Pool + Pet-Friendly | Unit #23

Modern 2BR w/ Pool + Pet-Friendly | Unit #23

Modern 2BR w/ Pool + Pet-Friendly | Unit #23

Modern 2BR w/ Pool + Pet-Friendly | Unit #23

2 bedrooms·2 baths

Tampa • Florida

$ 768,96 USD $ 717,32 USD totaal voor 3 nachten

26–29 okt 2026

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

Modern 2BR w/ Pool + Pet-Friendly | Unit #21

2 bedrooms·2 baths

Tampa • Florida

$ 902,30 USD $ 837,33 USD totaal voor 3 nachten

27–30 okt 2026

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

Modern 2BR w/ Pool + Pet-Friendly | Unit #22

2 bedrooms·2 baths

Tampa • Florida

$ 989,31 USD $ 915,63 USD totaal voor 3 nachten

31 okt – 3 nov 2026

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

Modern 2BR w/ Pool + Pet-Friendly | Unit #24

2 bedrooms·2 baths

Tampa • Florida

$ 782,52 USD $ 729,52 USD totaal voor 3 nachten

26–29 okt 2026

Chic 2BR w/ Pool + Pet-Friendly | Unit #14

Chic 2BR w/ Pool + Pet-Friendly | Unit #14

Chic 2BR w/ Pool + Pet-Friendly | Unit #14

Chic 2BR w/ Pool + Pet-Friendly | Unit #14

Chic 2BR w/ Pool + Pet-Friendly | Unit #14

Chic 2BR w/ Pool + Pet-Friendly | Unit #14

2 bedrooms·2 baths

Tampa • Florida

$ 18.216,16 USD $ 14.623,44 USD totaal voor 28 nachten

7 feb – 7 mrt 2027

Stylish 2BR w/ Balcony, Pool & Pet-Friendly #15

Stylish 2BR w/ Balcony, Pool & Pet-Friendly #15

Stylish 2BR w/ Balcony, Pool & Pet-Friendly #15

Stylish 2BR w/ Balcony, Pool & Pet-Friendly #15

Stylish 2BR w/ Balcony, Pool & Pet-Friendly #15

Stylish 2BR w/ Balcony, Pool & Pet-Friendly #15

2 bedrooms·2 baths

Tampa • Florida

$ 886,48 USD $ 823,09 USD totaal voor 3 nachten

27–30 okt 2026

Stylish 2BR w/ Pool + Pet-Friendly | Unit #13

Stylish 2BR w/ Pool + Pet-Friendly | Unit #13

Stylish 2BR w/ Pool + Pet-Friendly | Unit #13

Stylish 2BR w/ Pool + Pet-Friendly | Unit #13

Stylish 2BR w/ Pool + Pet-Friendly | Unit #13

Stylish 2BR w/ Pool + Pet-Friendly | Unit #13

2 bedrooms·2 baths

Tampa • Florida

$ 878,57 USD $ 815,97 USD totaal voor 3 nachten

27–30 okt 2026

Modern 2BR w/ Pool + Pet-Friendly | Unit #16

Modern 2BR w/ Pool + Pet-Friendly | Unit #16

Modern 2BR w/ Pool + Pet-Friendly | Unit #16

Modern 2BR w/ Pool + Pet-Friendly | Unit #16

Modern 2BR w/ Pool + Pet-Friendly | Unit #16

Modern 2BR w/ Pool + Pet-Friendly | Unit #16

2 bedrooms·2 baths

Tampa • Florida

5(1 review)

$ 806,25 USD $ 750,88 USD totaal voor 3 nachten

25–28 okt 2026

Gulf Coast Home w/Private Pool Near AMI & Beaches

Gulf Coast Home w/Private Pool Near AMI & Beaches

Gulf Coast Home w/Private Pool Near AMI & Beaches

Gulf Coast Home w/Private Pool Near AMI & Beaches

Gulf Coast Home w/Private Pool Near AMI & Beaches

Gulf Coast Home w/Private Pool Near AMI & Beaches

4 bedrooms·3 baths

Bradenton • Florida

5(22 reviews)

$ 3.390,24 USD totaal voor 5 nachten

24–29 okt 2026

Relax and unwind in the covered seating area next to the pool, with comfortable outdoor furniture and a dining table

The incredible outdoor space truly sets this home apart.The new saltwater pool with a spa and sunshelf were completed in spring 2023.

Guests love that the living room flows directly out to the pool and lanai!

The kitchen includes a backsplash made of real shells, floating driftwood shelves made by a local artist, granite countertops, and all the appliances and accessories you will need.

The primary bedroom has a king bed, armoire and dresser for clothing storage, and direct access to the swimming pool.

Palma Janoli

3 bedrooms·2 baths

Bradenton • Florida

5(110 reviews)

$ 2.554,42 USD totaal voor 3 nachten

26–29 dec 2026

Palma Rosa and Palma Janoli

The incredible outdoor space truly sets this home apart.The new saltwater pool with a spa and sunshelf were completed in spring 2023.

Palma Rosa's outdoor space includes a covered outdoor seating/dining area with an outdoor TV

Easily walk between the two houses.

Relax and unwind in the covered seating area next to the pool, with comfortable outdoor furniture and a dining table

Palma Rosa and Palma Janoli

6 bedrooms·4 baths

Bradenton • Florida

$ 6.235,08 USD totaal voor 3 nachten

26–29 dec 2026

Coastal Palm Hideaway

Coastal Palm Hideaway

Coastal Palm Hideaway

Coastal Palm Hideaway

Coastal Palm Hideaway

Coastal Palm Hideaway

4 bedrooms·2 baths

Bradenton • Florida

4.92(62 reviews)

$ 896,09 USD totaal voor 3 nachten

24–27 okt 2026

Guests love the outdoor space of this home, which includes a heated pool, covered seating area with a Roku TV, outdoor dining space and mural. Everything is screened so bugs and tropical wildl

The home has a large heated pool, with new paver deck and new pool cage!

The garage of the home has foosball, darts, and a pingpong table. There are beach chairs, toys, and umbrellas available for guests to use.

Enjoy a movie night after a day at the beach! The living room has a large cozy sectional, tv, and fireplace.

The primary bedroom flows right out to the pool!

Palma Rosa

3 bedrooms·2 baths

Bradenton • Florida

5(41 reviews)

$ 1.101,60 USD totaal voor 3 nachten

13–16 nov 2026

Main living space features an open floor plan with smart TV, comfortable seating and a fully equipped kitchen.

Spacious master bedroom with king bed and desk for remote work or getting ready for the day.

Shell path leads to the fire pit amid lush, tropical landscaping.

Hot tub with 8 hydrotherapy jets will soothe sore muscles & melt away stress. Ideal for 3-4 people.

The Florida room is a second living space, separate from the main living area.

Charming Coastal Home Near Top Beaches

3 bedrooms·2 baths

Palm Harbor • Florida

5(32 reviews)

$ 2.018,51 USD totaal voor 3 nachten

21–24 feb 2027

9 seat Hot tub at night, overhead lights off, shower running.

Gardens fountain at night.

Premier Suite with King bed, front lit mirror, dimming lights.

Watersong Room in dining room configuration, one of many configurations possible.

Outdoor Propane Firepit, seats 9.

Garden Wing at The Knickerbocker

4 bedrooms·4 baths

Tampa • Florida

$ 2.865,88 USD totaal voor 3 nachten

24–27 okt 2026

Davis Islands 3BR | Walk to Dining

Davis Islands 3BR | Walk to Dining

Davis Islands 3BR | Walk to Dining

Davis Islands 3BR | Walk to Dining

Davis Islands 3BR | Walk to Dining

Davis Islands 3BR | Walk to Dining

3 bedrooms·2½ baths

Tampa • Florida

$ 1.399,30 USD totaal voor 3 nachten

24–27 okt 2026

Dive into your own private paradise! Welcome to your "Happy Place" with a private fully-fenced backyard, surrounded by mature palm trees and a spacious HEATED SALTWATER POOL, plus tons of color changing lights!

Covered patio with fire pit, dining area & BBQ—perfect evenings

The sunlit Family Room with sparkling swimming pool views, an expansive L-shaped couch, oversized ottoman, children's books, games, and Smart TV for endless entertainment options, make it the perfect hub for relaxation and family fun!

Screened pool oasis with loungers, travertine deck & sunset views

Stainless LG appliances
Quartz countertops
Child & baby-friendly amenities
Fully Stocked

Heated Pool+5mile to AMI & IMG+Kid Friendly

4 bedrooms·2 baths

Bradenton • Florida

5(114 reviews)

$ 1.325,52 USD totaal voor 4 nachten

24–28 okt 2026

The Riverside Retreat (designer home w/ fire pit)

Fire Pit Seating

The Riverside Retreat (designer home w/ fire pit)

4 bedrooms·2 baths

Tampa • Florida

4.96(49 reviews)

$ 894,00 USD totaal voor 3 nachten

2–5 nov 2026

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

Dans Florida Condos Ocean Pearl at Runaway Bay

2 bedrooms·2 baths

Bradenton Beach • Florida

$ 2.334,52 USD totaal voor 7 nachten

12–19 nov 2026

Dans Florida Condos Dolphin Bay at Runaway Bay

Dans Florida Condos Dolphin Bay at Runaway Bay

Dans Florida Condos Dolphin Bay at Runaway Bay

Dans Florida Condos Dolphin Bay at Runaway Bay

Dans Florida Condos Dolphin Bay at Runaway Bay

Dans Florida Condos Dolphin Bay at Runaway Bay

2 bedrooms·2 baths

Bradenton Beach • Florida

$ 2.353,00 USD totaal voor 7 nachten

24–31 okt 2026

Dans Florida Condos Sea Dream at Runaway Bay

Dans Florida Condos Sea Dream at Runaway Bay

Dans Florida Condos Sea Dream at Runaway Bay

Dans Florida Condos Sea Dream at Runaway Bay

Dans Florida Condos Sea Dream at Runaway Bay

Dans Florida Condos Sea Dream at Runaway Bay

2 bedrooms·2 baths

Bradenton Beach • Florida

$ 2.169,88 USD totaal voor 7 nachten

24–31 okt 2026

Dans Florida Condos Sea Esta at Runaway Bay

Dans Florida Condos Sea Esta at Runaway Bay

Dans Florida Condos Sea Esta at Runaway Bay

Dans Florida Condos Sea Esta at Runaway Bay

Dans Florida Condos Sea Esta at Runaway Bay

Dans Florida Condos Sea Esta at Runaway Bay

1 bedroom·1 bath

Bradenton Beach • Florida

$ 1.777,76 USD totaal voor 7 nachten

24–31 okt 2026

4br apollo beach home free heater pool & waterfall image 1

4br apollo beach home free heater pool & waterfall image 2

4br apollo beach home free heater pool & waterfall image 3

4br apollo beach home free heater pool & waterfall image 4

4br apollo beach home free heater pool & waterfall image 5

4br apollo beach home free heater pool & waterfall

4 bedrooms·3 baths

Apollo Beach • Florida

4.94(53 reviews)

$ 1.425,00 USD totaal voor 3 nachten

25–28 okt 2026

Dans Florida Condos Sandy Slippers at Runaway Bay

Dans Florida Condos Sandy Slippers at Runaway Bay

Dans Florida Condos Sandy Slippers at Runaway Bay

Dans Florida Condos Sandy Slippers at Runaway Bay

Dans Florida Condos Sandy Slippers at Runaway Bay

Dans Florida Condos Sandy Slippers at Runaway Bay

2 bedrooms·2 baths

Bradenton Beach • Florida

$ 2.467,80 USD totaal voor 7 nachten

25 okt – 1 nov 2026