Vacation rentals with a pool in Bay Pines

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Top-rated rentals with a pool in Bay Pines

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Saint Petersburg

4.99 out of 5 average rating, 246 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is close to Bay Pines VA Hospital, Madeira Beach, Tyrone Mall, Pinellas Trail, Bay Pines Park for biking and running, and restaurants. Wave runner, boat, kayak & paddle board rental available very nearby. There is a storage area for kayaks, paddle boards and bikes (please lock your items inside) . You’ll love my place because of the beautiful water view, peaceful good for the soul atmosphere and walkable to shopping, eating, and activities to suit all ages. Newly updated interior 2023.

Sep 10 – 17

G$41,988 GYD per night

Guest favorite

Condo in Madeira Beach

4.94 out of 5 average rating, 410 reviews

Mad Bch Paradise Studio*APR-28-MAY-3*NOW*$99 PN !

*MB Paradise Studio is equipped with everything needed for a great beach getaway. There is a comfy QUEEN bed, table w/2 stools, dresser, sitting area for 2, full fridge/freezer, microwave, elec fry pan, all utensils, dishes, glassware. All paper products, hand sanitizer, dishsoap,, garb bags, body wash, shampoo, conditioner. Smart flatscreen TV. All Beach Gear ! We also co-host MB OASIS & SUNSET STUDIOS and MB TROPICAL CONDO (2BR,SLEEPS 6) & TROPICAL CONDO II (1 BR,SLEEPS 4) all same location...

Apr 19 – 26

G$23,926 GYD per night

Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 459 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Nov 19 – 26

G$24,329 GYD per night

Guest favorite

Home in St. Petersburg

4.98 out of 5 average rating, 109 reviews

The Blue Fin, comfortable 3 bed, heated pool house

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you swim and enjoy the salt water heated pool. Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

Dec 4 – 11

G$57,742 GYD per night

Guest favorite

Home in St. Petersburg

5.0 out of 5 average rating, 108 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Jan 28 – Feb 4

G$84,134 GYD per night

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 133 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Sep 28 – Oct 5

G$26,237 GYD per night

Guest favorite

Apartment in Saint Petersburg

4.89 out of 5 average rating, 145 reviews

The Oasis

Welcome to Boca Ciega Oasis! The "Oasis" suite 409 has been totally remodeled in January 2022. This includes a new queen sofa couch in LR, new refrigerator, stove, washer/dryer, and balcony tables and chairs. The 4th-floor view is the best but 409 is also centered beautifully to take in the expansive Boca Ciega Bay! Directly below the balcony is the swimming pool, Hot tub, and observation pier! The marina is to your left. See all while sitting in our bar height chairs and tables.

Apr 25 – May 2

G$31,383 GYD per night

Guest favorite

Condo in St. Petersburg

4.96 out of 5 average rating, 209 reviews

Waterfront condo! Mins to beach! Great location!

This unit has been completely updated! Very modern, new furniture, large screen TV's, a gorgeous view from your private balcony of the Bay! This condo in St. Petersburg is close to all amenities including many restaurants, shopping... lots to do! 6 minute drive to Madeira Beach! Close to fishing including deep sea. 1-bedroom, condo sleeps 2 (plus 2 small children on a blow up mattress). A quiet, private balcony, pool, hot tub, fishing pier, BBQ area, fitness center.

Nov 12 – 19

G$32,617 GYD per night

Superhost

Condo in Saint Petersburg

4.85 out of 5 average rating, 407 reviews

Waterfront condo on top floor @ Boca Ciega Resort

The view of water is fantastic. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking bay for the condominium guests or can stay indoors and enjoy puzzles and games. We have a kayak that can fit up to 2 adults for our guests to use.

Aug 24 – 31

G$27,189 GYD per night

Superhost

Condo in St. Petersburg

4.8 out of 5 average rating, 170 reviews

🏝🏝Charming Bayfront Condo at Boca Ciega

This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

Oct 23 – 30

G$28,654 GYD per night

Guest favorite

Home in Saint Petersburg

4.89 out of 5 average rating, 307 reviews

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Beautiful (optional heated) pool home 5 minute drive to beach. The tiki-style private outdoor pool with screen enclosure has a fun inspired patio with its own smart TV and beverage refrigerator. Professionally decorated to enhance your stay this home is light and bright and professionally and immaculately cleaned before every guest. Start packing because this is the home you've been looking for! CHECK OUR PROFILE FOR OUR OTHER 15 AIRBNB LISTINGS!

Nov 11 – 18

G$46,938 GYD per night

Guest favorite

Condo in Redington Beach

4.9 out of 5 average rating, 149 reviews

2min walk to the beach/pool, BBQ/great area, RO110

Enjoy a great getaway in this well maintained 1 bedroom 2 bath condo in a quiet small complex, only a 2 minute walk to one of the best beaches on the west coast of Florida. This area is amazing and has a ton of things to do and see and great restaurants within walking distance. We have provided the majority of the necessary beach gear, towels,etc... Full kitchen, keurig and coffee maker & heat/pool. Parking is available for 1 car only.

Nov 11 – 18

G$23,990 GYD per night