Location

Dates

Guests

Vacation rentals in Redington Beach, Florida, United States

Jacuzzi/ Pool #1

Vibrant 2BR/2BA w/ King Bed | Pool, Gym #11

2 bedrooms·2 baths

Tampa • Florida

5(10 reviews)

$796.08 USD $741.73 USD total for 3 nights

Oct 26 – 29, 2026

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

Pvt Pool, Free Kayaks, Steps to Gulf, Fish, Bike Trail +

1 bedroom·1 bath

Dunedin • Florida

5(93 reviews)

$480.03 USD total for 3 nights

Oct 29 – Nov 1, 2026

Coastal Cottage Near Beaches w/ Golf Cart Rental! image 1

Rent our Golf Cart, "Bolt" !

Coastal Cottage Near Beaches w/ Golf Cart Rental! image 3

Coastal Cottage Near Beaches w/ Golf Cart Rental! image 4

Coastal Cottage Near Beaches w/ Golf Cart Rental!

2 bedrooms·2 baths

Palm Harbor • Florida

4.99(71 reviews)

$759.00 USD total for 3 nights

Oct 24 – 27, 2026

Jacuzzi/ Pool #1

Modern 2BR | Pool, Gym + Pet-Friendly #12

2 bedrooms·2 baths

Tampa • Florida

5(2 reviews)

$808.51 USD $752.91 USD total for 3 nights

Oct 25 – 28, 2026

Sit back and enjoy this beautiful coastal home where u can relax and enjoy what Florida can offer.

Pool home minutes from the beach. image 2

Pool home minutes from the beach. image 12

Pool home minutes from the beach. image 14

Pool home minutes from the beach. image 4

Pool home minutes from the beach.

3 bedrooms·2 baths

Palm Harbor • Florida

5(33 reviews)

$950.00 USD total for 3 nights

Oct 30 – Nov 2, 2026

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Tampa Event Compound, Hot Tub Bar

Tampa Event Compound, Hot Tub Bar

10 bedrooms·10 baths

Tampa • Florida

5(48 reviews)

$21,590.00 USD $18,426.50 USD total for 7 nights

Oct 24 – 31, 2026

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

#1 Largest Tampa Private Compound · 13BR Sleeps 40+ · Heated Pool/Spa

13 bedrooms·7 baths

Tampa • Florida

$9,384.48 USD total for 3 nights

Oct 24 – 27, 2026

Welcome to Flamingo Bay, your peaceful Floridian escape in the heart of Tampa Bay.

The sparkling pool is the centerpiece of this tropical oasis.

The open floor plan leaves plenty of space for the whole family to spread out and relax.

This is where family and friends gather for a delicious meal. Ask about our local catering options!

Flamingo Bay offers the fastest WiFi available so you shouldn't have any problem doing Zoom calls or watching your favorite Netflix series.

Flamingo Bay

3 bedrooms·2 baths

Tampa • Florida

5(2 reviews)

Welcome to Emperor Rentals!

Explore the beauty and comfort of our bedroom, where you can truly unwind and relax.

A fully fenced backyard with an amazing heated salt pool where you, family and friends can have fun and bond. Lounge chairs where you could relax.

Gorgeous entertainment area with Pool table. Have fun with family and friends while playing competitive games.

Welcome to an inviting house exterior design that effortlessly blends charm and modernity.

The Luxe Oasis

4 bedrooms·3 baths

Tampa • Florida

5(44 reviews)

$2,284.32 USD $2,193.49 USD total for 6 nights

Nov 30 – Dec 6, 2026

Your Tampa Bay Vacation Entertainment Home image 1

Entertainment Awaits 3-Bedrooms, 2-Full Bath, Washer & Dryer, 8Ft Pool, Poker, & PingPong Table, Dart-broad, Grill, 900Sq. Ft. Lanai, with Privacy Fence. Smart TV in Every-room.
Just Bring Your Clothes & Food!

Your Tampa Bay Vacation Entertainment Home image 3

Your Tampa Bay Vacation Entertainment Home image 4

Your Tampa Bay Vacation Entertainment Home image 5

Your Tampa Bay Vacation Entertainment Home

3 bedrooms·2 baths

Tampa • Florida

4.79(180 reviews)

$784.00 USD total for 6 nights

Nov 4 – 10, 2026

Waterfront in paradise!

Waterfront in paradise!

Waterfront in paradise!

Waterfront in paradise!

Waterfront in paradise!

Waterfront in paradise!

3 bedrooms·3 baths

Palm Harbor • Florida

$2,740.09 USD total for 14 nights

Oct 24 – Nov 7, 2026

Stunning Gulf Views, Elevator to All Floors, Mini Golf, Heated Pool/Spa

Fun in the sun starts here - Hosted by RentAnnaMaria

Sunset Views from Shore to Please! - Hosted by RentAnnaMaria

Shore to Please - Hosted by RentAnnaMaria

Amazing Views! Main Living Space (3rd Floor) - Elevator to All Floors - Hosted by RentAnna Maria

Shore to Please

5 bedrooms·4½ baths

Anna Maria • Florida

5(13 reviews)

$3,059.78 USD total for 4 nights

Nov 8 – 12, 2026

The open floor plan features an 8-foot island, connecting the gourmet kitchen, living, and dining areas. Surrounded by palm and oak trees, large windows offer views of nature w french doors leading to the outdoor deck and fully enclosed backyard

Bright dining area with seating for 8, surrounded by large windows and French doors overlooking the property’s tropical greenery. Perfect for family dinners, morning coffee, or gathering after a day in Tampa Bay.

Modern Luxury | Fenced | Pet Friendly

The living area with seating for eight, has views of the private garden set amongst oak trees, palm trees, birds of paradise making it the perfect place to relax and unwind or connect with friends and family. The sofa features a pull out queen bed.

Guest Room Featuring a Queen bed, smart TV & dedicated workspace

Modern Luxury | Fenced | Pet Friendly

3 bedrooms·2½ baths

Tampa • Florida

5(1 review)

$912.39 USD total for 3 nights

Nov 29 – Dec 2, 2026

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

Chris and Sarah’s Palm Harbor, FL Beach Getaway!

3 bedrooms·2 baths

Palm Harbor • Florida

5(17 reviews)

$1,857.84 USD total for 6 nights

Oct 24 – 30, 2026

Bright open dining space with seating for 6 and stylish modern lighting

Bayshore Beautiful Home | 4BR + Gym + Studio

Covered patio with comfy seating and a private, lush fenced yard

Bayshore Beautiful Home | 4BR + Gym + Studio

Bright open living area with dining space, bar seating, and large TV

Bayshore Beautiful Home | 4BR + Gym + Studio

5 bedrooms·3 baths

Tampa • Florida

$6,480.00 USD total for 30 nights

Nov 30 – Dec 30, 2026

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

Tampa 6BR Heated Pool HotTub,Theater,GameRoom,Gym

6 bedrooms·3½ baths

Tampa • Florida

5(55 reviews)

$5,989.00 USD $5,546.04 USD total for 3 nights

Oct 24 – 27, 2026

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

#1 Rated Mansion • Heated Pool/Spa • Theater • Gym • Game Room

6 bedrooms·4 baths

Tampa • Florida

$3,566.08 USD total for 3 nights

Oct 24 – 27, 2026

Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

Gorgeous Beach Home with heated pool

3 bedrooms·3 baths

Holmes Beach • Florida

5(9 reviews)

$14,959.60 USD total for 28 nights

Oct 24 – Nov 21, 2026

Stylish 2BR Corporate Stay | Pool + Balcony #2

Stylish 2BR Corporate Stay | Pool + Balcony #2

Stylish 2BR Corporate Stay | Pool + Balcony #2

Stylish 2BR Corporate Stay | Pool + Balcony #2

Stylish 2BR Corporate Stay | Pool + Balcony #2

Stylish 2BR Corporate Stay | Pool + Balcony #2

2 bedrooms·2 baths

Tampa • Florida

5(71 reviews)

$854.84 USD $794.61 USD total for 3 nights

Oct 27 – 30, 2026

Modern 2BR/2BA | King Bed + Pool, Gym #6

Modern 2BR/2BA | King Bed + Pool, Gym #6

Modern 2BR/2BA | King Bed + Pool, Gym #6

Modern 2BR/2BA | King Bed + Pool, Gym #6

Modern 2BR/2BA | King Bed + Pool, Gym #6

Modern 2BR/2BA | King Bed + Pool, Gym #6

2 bedrooms·2 baths

Tampa • Florida

5(19 reviews)

$839.02 USD total for 3 nights

Nov 8 – 11, 2026

Modern 2BR/2BA | King Bed + Pool, Gym #7

Modern 2BR/2BA | King Bed + Pool, Gym #7

Modern 2BR/2BA | King Bed + Pool, Gym #7

Modern 2BR/2BA | King Bed + Pool, Gym #7

Modern 2BR/2BA | King Bed + Pool, Gym #7

Modern 2BR/2BA | King Bed + Pool, Gym #7

2 bedrooms·2 baths

Tampa • Florida

5(14 reviews)

$794.95 USD $740.71 USD total for 3 nights

Oct 24 – 27, 2026

Modern 2BR/2BA | Pool + Gym Near Airport #9

Modern 2BR/2BA | Pool + Gym Near Airport #9

Modern 2BR/2BA | Pool + Gym Near Airport #9

Modern 2BR/2BA | Pool + Gym Near Airport #9

Modern 2BR/2BA | Pool + Gym Near Airport #9

Modern 2BR/2BA | Pool + Gym Near Airport #9

2 bedrooms·2 baths

Tampa • Florida

5(6 reviews)

$774.61 USD $722.40 USD total for 3 nights

Oct 24 – 27, 2026

The heated saltwater pool gets lovely sun and features plenty of sun loungers and cabanas.

Tampa Tropical-Heated Saltwater Pool-10 Min to TPA

The well equipped kitchen has stainless steel appliances and is outfitted with everything you need to cook a good meal at home.

Maybe boxing is your style? Knock yourself out.

The large, 2-story gym is a favorite. No need to abandon your fitness routine during your stay!

Tampa Tropical-Heated Saltwater Pool-10 Min to TPA

1 bedroom·1 bath

Tampa • Florida

5(11 reviews)

$749.10 USD total for 3 nights

Oct 29 – Nov 1, 2026

Modern 2BR/2BA w/ King Bed, Pools + Gym #1

Modern 2BR/2BA w/ King Bed, Pools + Gym #1

Modern 2BR/2BA w/ King Bed, Pools + Gym #1

Modern 2BR/2BA w/ King Bed, Pools + Gym #1

Modern 2BR/2BA w/ King Bed, Pools + Gym #1

Modern 2BR/2BA w/ King Bed, Pools + Gym #1

2 bedrooms·2 baths

Tampa • Florida

5(22 reviews)

$825.46 USD $768.17 USD total for 3 nights

Oct 25 – 28, 2026