Vacation rentals in Bay Pines, FL

Best vacation rentals and Airbnb offers in Bay Pines, FL

Convenient Location. New Apartment!! Madeira Beach

Apartment, Bay Pines

Convenient Location. New Apartment!! Madeira Beach is a apartment in Bay Pines, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Convenient Location. New Apartment!! Madeira Beach

Convenient Location. New Apartment!! Madeira Beach is a apartment in Bay Pines, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, washer, dryer, ac, and air conditioning.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $636.

From$91/night

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Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cottage, Bay Pines

Cozy St Pete Home ~ 2 Mi to Madeira Beach! is a cottage in Bay Pines, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cozy St Pete Home ~ 2 Mi to Madeira Beach! is a cottage in Bay Pines, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $970.

From$106/night

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Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Holiday Home, Bay Pines

Cozy St Pete Home ~ 2 Mi to Madeira Beach! is a holiday home in Bay Pines, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Cozy St Pete Home ~ 2 Mi to Madeira Beach!

Cozy St Pete Home ~ 2 Mi to Madeira Beach! is a holiday home in Bay Pines, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $809.

From$116/night

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Dolphin Bay in Boca Ciega Resort - 2BR, Pool, Bay View

Apartment, Bay Pines

Dolphin Bay in Boca Ciega Resort - 2BR, Pool, Bay View is a apartment in Bay Pines, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base…

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About Dolphin Bay in Boca Ciega Resort - 2BR, Pool, Bay View

Dolphin Bay in Boca Ciega Resort - 2BR, Pool, Bay View is a apartment in Bay Pines, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,244.

From$116/night

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Waterfront vacation rentals in Bay Pines, FL

Discover vacation rentals close to the coast, water, and beach areas around Bay Pines, FL.

2BR home near Madeira Beach, Florida

Holiday Home, Bay Pines

2BR home near Madeira Beach, Florida is a holiday home in Bay Pines, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 2BR home near Madeira Beach, Florida

2BR home near Madeira Beach, Florida is a holiday home in Bay Pines, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,024.

From$146/night

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Beachside Blue Retreat I Steps to Beach I Perfect for Long Term Stays!

Holiday Home, Bay Pines

Beachside Blue Retreat I Steps to Beach I Perfect for Long Term Stays! is a holiday home in Bay Pines, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Beachside Blue Retreat I Steps to Beach I Perfect for Long Term Stays!

Beachside Blue Retreat I Steps to Beach I Perfect for Long Term Stays! is a holiday home in Bay Pines, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,140.

From$163/night

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2 Mi to Madeira Beach: Quiet Casita w/ Shared Pool

Cottage, Bay Pines

2 Mi to Madeira Beach: Quiet Casita w/ Shared Pool is a cottage in Bay Pines, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 2 Mi to Madeira Beach: Quiet Casita w/ Shared Pool

2 Mi to Madeira Beach: Quiet Casita w/ Shared Pool is a cottage in Bay Pines, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,440.

From$169/night

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Waterfront on the Balcony! Heated Pool & Hot Tub

Apartment, Bay Pines

Waterfront on the Balcony! Heated Pool & Hot Tub is a apartment in Bay Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Waterfront on the Balcony! Heated Pool & Hot Tub

Waterfront on the Balcony! Heated Pool & Hot Tub is a apartment in Bay Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,194.

From$171/night

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Family-friendly vacation rentals in Bay Pines, FL

Plan a trip with stays that give families more room to spread out.

Pinellas Park Home: Swim, Golf, Grill & More!

Cottage, Bay Pines

Pinellas Park Home: Swim, Golf, Grill & More! is a cottage in Bay Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Pinellas Park Home: Swim, Golf, Grill & More!

Pinellas Park Home: Swim, Golf, Grill & More! is a cottage in Bay Pines, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,104.

From$102/night

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Tampa Bay Getaway w/ Patio & Yard, Pets Welcome!

Cottage, Bay Pines

Tampa Bay Getaway w/ Patio & Yard, Pets Welcome! is a cottage in Bay Pines, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable base for…

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About Tampa Bay Getaway w/ Patio & Yard, Pets Welcome!

Tampa Bay Getaway w/ Patio & Yard, Pets Welcome! is a cottage in Bay Pines, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,014.

From$102/night

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Rock Lobster 2 | Beachside Cottage in Treasure Island FL – Steps to Beach & John’s Pass

Holiday Home, Bay Pines

Rock Lobster 2 · Beachside Cottage in Treasure Island FL – Steps to Beach & John’s Pass is a holiday home in Bay Pines, with easy beach access, parking, and kitchen access. This stay gives…

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About Rock Lobster 2 | Beachside Cottage in Treasure Island FL – Steps to Beach & John’s Pass

Rock Lobster 2 · Beachside Cottage in Treasure Island FL – Steps to Beach & John’s Pass is a holiday home in Bay Pines, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $962.

From$137/night

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Rock Lobster 1 | Cozy Beach Cottage Steps from Treasure Island Beach & John’s Pass

Holiday Home, Bay Pines

Rock Lobster 1 · Cozy Beach Cottage Steps from Treasure Island Beach & John’s Pass is a holiday home in Bay Pines, with easy beach access, parking, and kitchen access. This stay gives…

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About Rock Lobster 1 | Cozy Beach Cottage Steps from Treasure Island Beach & John’s Pass

Rock Lobster 1 · Cozy Beach Cottage Steps from Treasure Island Beach & John’s Pass is a holiday home in Bay Pines, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $999.

From$143/night

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Pet-friendly vacation rentals in Bay Pines, FL

Bring your pet along with stays that welcome four-legged travelers.

Bay View, Pool, 5 min St Pete Beach @ Dolphin Bay

Apartment, Bay Pines

Bay View, Pool, 5 min St Pete Beach @ Dolphin Bay is a apartment in Bay Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Bay View, Pool, 5 min St Pete Beach @ Dolphin Bay

Bay View, Pool, 5 min St Pete Beach @ Dolphin Bay is a apartment in Bay Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,058.

From$151/night

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Beautiful waterfront view condo a

Condo, Bay Pines

Beautiful waterfront view condo a is a condo in Bay Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

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About Beautiful waterfront view condo a

Beautiful waterfront view condo a is a condo in Bay Pines, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,104.

From$158/night

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Cozy and Quiet Dog-Friendly Retreat, Perfectly Located Near Madeira Beach.

Apartment, Bay Pines

Cozy and Quiet Dog-Friendly Retreat, Perfectly Located Near Madeira Beach. is a apartment in Bay Pines, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About Cozy and Quiet Dog-Friendly Retreat, Perfectly Located Near Madeira Beach.

Cozy and Quiet Dog-Friendly Retreat, Perfectly Located Near Madeira Beach. is a apartment in Bay Pines, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,118.

From$160/night

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Breathtaking Waterview Condo

Condo, Bay Pines

Breathtaking Waterview Condo is a condo in Bay Pines, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Breathtaking Waterview Condo

Breathtaking Waterview Condo is a condo in Bay Pines, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,186.

From$169/night

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Vacation rentals with a pool in Bay Pines, FL

Add a pool to the search when you want an easy place to cool off between outings.

Paradise found at Boca Ciega Resort Unit 211 with incredible views.

Condo, Bay Pines

Paradise found at Boca Ciega Resort Unit 211 with incredible views. is a condo in Bay Pines, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Paradise found at Boca Ciega Resort Unit 211 with incredible views.

Paradise found at Boca Ciega Resort Unit 211 with incredible views. is a condo in Bay Pines, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,084.

From$155/night

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Sand Dollar Point - Pool, Bay, Hot Tub, 10 min to beach

Apartment, Bay Pines

Sand Dollar Point - Pool, Bay, Hot Tub, 10 min to beach is a apartment in Bay Pines, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Sand Dollar Point - Pool, Bay, Hot Tub, 10 min to beach

Sand Dollar Point - Pool, Bay, Hot Tub, 10 min to beach is a apartment in Bay Pines, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,131.

From$162/night

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Boca Ciega Resort

Holiday Home, Bay Pines

Boca Ciega Resort is a holiday home in Bay Pines, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Boca Ciega Resort

Boca Ciega Resort is a holiday home in Bay Pines, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,520.

From$166/night

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Waterfront Studio Condo by Madeira Beach

Apartment, Bay Pines

Waterfront Studio Condo by Madeira Beach is a apartment in Bay Pines, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Waterfront Studio Condo by Madeira Beach

Waterfront Studio Condo by Madeira Beach is a apartment in Bay Pines, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,180.

From$169/night

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Vacation rentals with parking in Bay Pines, FL

Find vacation rentals that make arriving by car easier.

Twins Inn & Apartments

Apartment, Bay Pines

Twins Inn & Apartments is a apartment in Bay Pines, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Twins Inn & Apartments

Twins Inn & Apartments is a apartment in Bay Pines, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, parking, and paid parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,321.

From$158/night

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2 Mi to Madeira Beach: Quiet Casita w/ Shared Pool

Holiday Home, Bay Pines

2 Mi to Madeira Beach: Quiet Casita w/ Shared Pool is a holiday home in Bay Pines, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About 2 Mi to Madeira Beach: Quiet Casita w/ Shared Pool

2 Mi to Madeira Beach: Quiet Casita w/ Shared Pool is a holiday home in Bay Pines, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,186.

From$169/night

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Madeira Beach, Florida Paradise: Relaxing 1-Bedroom Getaway

Condo, Bay Pines

Madeira Beach, Florida Paradise: Relaxing 1-Bedroom Getaway is a condo in Bay Pines, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Madeira Beach, Florida Paradise: Relaxing 1-Bedroom Getaway

Madeira Beach, Florida Paradise: Relaxing 1-Bedroom Getaway is a condo in Bay Pines, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, parking, free parking, and ac.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,200.

From$171/night

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2BR/2BA Madeira Beach Condo, 40 Yards to Beach, Heated Pool, Near John’s Pass.

Condo, Bay Pines

2BR/2BA Madeira Beach Condo, 40 Yards to Beach, Heated Pool, Near John’s Pass. is a condo in Bay Pines, with pool access, easy beach access, and parking. This stay gives travelers a…

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About 2BR/2BA Madeira Beach Condo, 40 Yards to Beach, Heated Pool, Near John’s Pass.

2BR/2BA Madeira Beach Condo, 40 Yards to Beach, Heated Pool, Near John’s Pass. is a condo in Bay Pines, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,290.

From$184/night

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